JP2020023529A5 - - Google Patents
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- Publication number
- JP2020023529A5 JP2020023529A5 JP2019186168A JP2019186168A JP2020023529A5 JP 2020023529 A5 JP2020023529 A5 JP 2020023529A5 JP 2019186168 A JP2019186168 A JP 2019186168A JP 2019186168 A JP2019186168 A JP 2019186168A JP 2020023529 A5 JP2020023529 A5 JP 2020023529A5
- Authority
- JP
- Japan
- Prior art keywords
- amino
- phenylcyclopropyl
- piperidin
- azetidin
- acetonitrile
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 239000003814 drug Substances 0.000 claims 51
- -1 4-fluorophenylmethyl Chemical group 0.000 claims 40
- 125000000217 alkyl group Chemical group 0.000 claims 38
- 201000011510 cancer Diseases 0.000 claims 28
- 150000001875 compounds Chemical class 0.000 claims 20
- 150000003839 salts Chemical class 0.000 claims 18
- 239000011780 sodium chloride Substances 0.000 claims 18
- 125000001313 C5-C10 heteroaryl group Chemical group 0.000 claims 12
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims 10
- 125000003118 aryl group Chemical group 0.000 claims 9
- 208000009956 Adenocarcinoma Diseases 0.000 claims 8
- 229940079593 drugs Drugs 0.000 claims 8
- 125000005843 halogen group Chemical group 0.000 claims 8
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims 7
- 125000006376 (C3-C10) cycloalkyl group Chemical group 0.000 claims 6
- 108010001645 Rituximab Proteins 0.000 claims 6
- 210000004027 cells Anatomy 0.000 claims 6
- 229960004641 rituximab Drugs 0.000 claims 6
- VJJPUSNTGOMMGY-MRVIYFEKSA-N Etoposide Chemical compound COC1=C(O)C(OC)=CC([C@@H]2C3=CC=4OCOC=4C=C3[C@@H](O[C@H]3[C@@H]([C@@H](O)[C@@H]4O[C@H](C)OC[C@H]4O3)O)[C@@H]3[C@@H]2C(OC3)=O)=C1 VJJPUSNTGOMMGY-MRVIYFEKSA-N 0.000 claims 5
- 229960005420 Etoposide Drugs 0.000 claims 5
- 206010025323 Lymphomas Diseases 0.000 claims 5
- 206010025310 Other lymphomas Diseases 0.000 claims 5
- 206010041823 Squamous cell carcinoma Diseases 0.000 claims 5
- 125000004567 azetidin-3-yl group Chemical group N1CC(C1)* 0.000 claims 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 5
- 125000001424 substituent group Chemical group 0.000 claims 5
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 4
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 4
- 206010016629 Fibroma Diseases 0.000 claims 4
- 206010024612 Lipoma Diseases 0.000 claims 4
- 206010028980 Neoplasm Diseases 0.000 claims 4
- 208000001756 Virus Disease Diseases 0.000 claims 4
- 125000004966 cyanoalkyl group Chemical group 0.000 claims 4
- 201000010099 disease Diseases 0.000 claims 4
- 201000011066 hemangioma Diseases 0.000 claims 4
- 239000003112 inhibitor Substances 0.000 claims 4
- 230000002401 inhibitory effect Effects 0.000 claims 4
- 206010000880 Acute myeloid leukaemia Diseases 0.000 claims 3
- 206010012818 Diffuse large B-cell lymphoma Diseases 0.000 claims 3
- 208000006168 Ewing Sarcoma Diseases 0.000 claims 3
- 208000007046 Leukemia, Myeloid, Acute Diseases 0.000 claims 3
- 206010027191 Meningioma Diseases 0.000 claims 3
- 206010028537 Myelofibrosis Diseases 0.000 claims 3
- 208000003476 Primary Myelofibrosis Diseases 0.000 claims 3
- NBIIXXVUZAFLBC-UHFFFAOYSA-K [O-]P([O-])([O-])=O Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N acetonitrile Substances CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims 3
- 125000002393 azetidinyl group Chemical group 0.000 claims 3
- 201000008808 fibrosarcoma Diseases 0.000 claims 3
- 201000003793 myelodysplastic syndrome Diseases 0.000 claims 3
- 201000008968 osteosarcoma Diseases 0.000 claims 3
- 239000010452 phosphate Substances 0.000 claims 3
- 125000003386 piperidinyl group Chemical group 0.000 claims 3
- 201000009410 rhabdomyosarcoma Diseases 0.000 claims 3
- COVZYZSDYWQREU-UHFFFAOYSA-N 1,4-Butanediol, dimethanesulfonate Chemical compound CS(=O)(=O)OCCCCOS(C)(=O)=O COVZYZSDYWQREU-UHFFFAOYSA-N 0.000 claims 2
- UCSJYZPVAKXKNQ-HZYVHMACSA-N 1-[(1S,2R,3R,4S,5R,6R)-3-carbamimidamido-6-{[(2R,3R,4R,5S)-3-{[(2S,3S,4S,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)oxan-2-yl]oxy}-4-formyl-4-hydroxy-5-methyloxolan-2-yl]oxy}-2,4,5-trihydroxycyclohexyl]guanidine Chemical compound CN[C@H]1[C@H](O)[C@@H](O)[C@H](CO)O[C@H]1O[C@@H]1[C@](C=O)(O)[C@H](C)O[C@H]1O[C@@H]1[C@@H](NC(N)=N)[C@H](O)[C@@H](NC(N)=N)[C@H](O)[C@H]1O UCSJYZPVAKXKNQ-HZYVHMACSA-N 0.000 claims 2
- 206010001019 Acute promyelocytic leukaemia Diseases 0.000 claims 2
- GXJABQQUPOEUTA-RDJZCZTQSA-N Bortezomib Chemical compound C([C@@H](C(=O)N[C@@H](CC(C)C)B(O)O)NC(=O)C=1N=CC=NC=1)C1=CC=CC=C1 GXJABQQUPOEUTA-RDJZCZTQSA-N 0.000 claims 2
- XVOKNSJVLHJVLS-ZWKOTPCHSA-N C1(=CC=CC=C1)[C@H]1[C@@H](C1)NC1CCN(CC1)C1(CNC1)CC#N Chemical compound C1(=CC=CC=C1)[C@H]1[C@@H](C1)NC1CCN(CC1)C1(CNC1)CC#N XVOKNSJVLHJVLS-ZWKOTPCHSA-N 0.000 claims 2
- XZDHATBCLTUCFX-RBUKOAKNSA-N CN1CC(C1)(N1CCC(CC1)N[C@H]1[C@@H](C1)C1=CC=CC=C1)CC#N Chemical compound CN1CC(C1)(N1CCC(CC1)N[C@H]1[C@@H](C1)C1=CC=CC=C1)CC#N XZDHATBCLTUCFX-RBUKOAKNSA-N 0.000 claims 2
- BBEZPWPHOQIEGI-FCHUYYIVSA-N CN1N=CC(=C1)C(=O)N1CC(C1)(N1CCC(CC1)N[C@H]1[C@@H](C1)C1=CC=CC=C1)CC#N Chemical compound CN1N=CC(=C1)C(=O)N1CC(C1)(N1CCC(CC1)N[C@H]1[C@@H](C1)C1=CC=CC=C1)CC#N BBEZPWPHOQIEGI-FCHUYYIVSA-N 0.000 claims 2
- WKZYPDVFDYESLQ-RBUKOAKNSA-N CS(=O)(=O)N1CC(C1)(N1CCC(CC1)N[C@H]1[C@@H](C1)C1=CC=CC=C1)CC#N Chemical compound CS(=O)(=O)N1CC(C1)(N1CCC(CC1)N[C@H]1[C@@H](C1)C1=CC=CC=C1)CC#N WKZYPDVFDYESLQ-RBUKOAKNSA-N 0.000 claims 2
- 208000002458 Carcinoid Tumor Diseases 0.000 claims 2
- 206010007275 Carcinoid tumour Diseases 0.000 claims 2
- 206010008342 Cervix carcinoma Diseases 0.000 claims 2
- 208000005243 Chondrosarcoma Diseases 0.000 claims 2
- 206010008958 Chronic lymphocytic leukaemia Diseases 0.000 claims 2
- 208000002047 Essential Thrombocythemia Diseases 0.000 claims 2
- 206010018338 Glioma Diseases 0.000 claims 2
- 208000002927 Hamartoma Diseases 0.000 claims 2
- 208000001258 Hemangiosarcoma Diseases 0.000 claims 2
- 206010073071 Hepatocellular carcinoma Diseases 0.000 claims 2
- 241000701085 Human alphaherpesvirus 3 Species 0.000 claims 2
- 208000007766 Kaposi Sarcoma Diseases 0.000 claims 2
- 239000002147 L01XE04 - Sunitinib Substances 0.000 claims 2
- 206010024190 Leiomyosarcomas Diseases 0.000 claims 2
- 208000000429 Leukemia, Lymphocytic, Chronic, B-Cell Diseases 0.000 claims 2
- 208000008456 Leukemia, Myelogenous, Chronic, BCR-ABL Positive Diseases 0.000 claims 2
- 208000005749 Leukemia, Promyelocytic, Acute Diseases 0.000 claims 2
- 206010058467 Lung neoplasm malignant Diseases 0.000 claims 2
- 206010025650 Malignant melanoma Diseases 0.000 claims 2
- 208000002154 Non-Small-Cell Lung Carcinoma Diseases 0.000 claims 2
- 108009000071 Non-small cell lung cancer Proteins 0.000 claims 2
- 206010033128 Ovarian cancer Diseases 0.000 claims 2
- FWZRWHZDXBDTFK-ZHACJKMWSA-N Panobinostat Chemical compound CC1=NC2=CC=C[CH]C2=C1CCNCC1=CC=C(\C=C\C(=O)NO)C=C1 FWZRWHZDXBDTFK-ZHACJKMWSA-N 0.000 claims 2
- 206010035226 Plasma cell myeloma Diseases 0.000 claims 2
- 208000008696 Polycythemia Vera Diseases 0.000 claims 2
- 208000006664 Precursor Cell Lymphoblastic Leukemia-Lymphoma Diseases 0.000 claims 2
- 206010060862 Prostate cancer Diseases 0.000 claims 2
- WINHZLLDWRZWRT-ATVHPVEESA-N Sunitinib Chemical compound CCN(CC)CCNC(=O)C1=C(C)NC(\C=C/2C3=CC(F)=CC=C3NC\2=O)=C1C WINHZLLDWRZWRT-ATVHPVEESA-N 0.000 claims 2
- 206010043276 Teratoma Diseases 0.000 claims 2
- 229960000237 Vorinostat Drugs 0.000 claims 2
- WAEXFXRVDQXREF-UHFFFAOYSA-N Vorinostat Chemical compound ONC(=O)CCCCCCC(=O)NC1=CC=CC=C1 WAEXFXRVDQXREF-UHFFFAOYSA-N 0.000 claims 2
- 208000008383 Wilms Tumor Diseases 0.000 claims 2
- 201000005510 acute lymphocytic leukemia Diseases 0.000 claims 2
- 201000003076 angiosarcoma Diseases 0.000 claims 2
- STIUWSWFXIBBKI-UHFFFAOYSA-N azetidine-1-sulfonamide Chemical compound NS(=O)(=O)N1CCC1 STIUWSWFXIBBKI-UHFFFAOYSA-N 0.000 claims 2
- 230000003115 biocidal Effects 0.000 claims 2
- 229960001467 bortezomib Drugs 0.000 claims 2
- 229960002092 busulfan Drugs 0.000 claims 2
- 201000009030 carcinoma Diseases 0.000 claims 2
- 201000010881 cervical cancer Diseases 0.000 claims 2
- 239000003795 chemical substances by application Substances 0.000 claims 2
- 201000006934 chronic myeloid leukemia Diseases 0.000 claims 2
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 2
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims 2
- 125000006125 ethylsulfonyl group Chemical group 0.000 claims 2
- 125000001188 haloalkyl group Chemical group 0.000 claims 2
- 231100000844 hepatocellular carcinoma Toxicity 0.000 claims 2
- 201000010260 leiomyoma Diseases 0.000 claims 2
- 201000005202 lung cancer Diseases 0.000 claims 2
- 201000001441 melanoma Diseases 0.000 claims 2
- 125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 claims 2
- 201000009251 multiple myeloma Diseases 0.000 claims 2
- 201000008026 nephroblastoma Diseases 0.000 claims 2
- 201000004404 neurofibroma Diseases 0.000 claims 2
- 229960005184 panobinostat Drugs 0.000 claims 2
- 239000003757 phosphotransferase inhibitor Substances 0.000 claims 2
- 229960001796 sunitinib Drugs 0.000 claims 2
- WYWHKKSPHMUBEB-UHFFFAOYSA-N tioguanine Chemical compound N1C(N)=NC(=S)C2=C1N=CN2 WYWHKKSPHMUBEB-UHFFFAOYSA-N 0.000 claims 2
- ZROHGHOFXNOHSO-BNTLRKBRSA-L (1R,2R)-cyclohexane-1,2-diamine;oxalate;platinum(2+) Chemical compound [H][N]([C@@H]1CCCC[C@H]1[N]1([H])[H])([H])[Pt]11OC(=O)C(=O)O1 ZROHGHOFXNOHSO-BNTLRKBRSA-L 0.000 claims 1
- SHGAZHPCJJPHSC-ZVCIMWCZSA-N (2E,4E,6Z,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid Chemical compound OC(=O)/C=C(\C)/C=C/C=C(/C)\C=C\C1=C(C)CCCC1(C)C SHGAZHPCJJPHSC-ZVCIMWCZSA-N 0.000 claims 1
- GSDSWSVVBLHKDQ-JTQLQIEISA-N (2S)-7-fluoro-2-methyl-6-(4-methylpiperazin-1-yl)-10-oxo-4-oxa-1-azatricyclo[7.3.1.0^{5,13}]trideca-5(13),6,8,11-tetraene-11-carboxylic acid Chemical compound C([C@@H](N1C2=C(C(C(C(O)=O)=C1)=O)C=C1F)C)OC2=C1N1CCN(C)CC1 GSDSWSVVBLHKDQ-JTQLQIEISA-N 0.000 claims 1
- UOZODPSAJZTQNH-QGSSWKKLSA-N (2S,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-[(2R,3S,4R)-5-[(1R,3S,5R,6S)-3,5-diamino-2-[(2S,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-hydroxycyclohexyl]oxy-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxyoxane-3,4-diol Chemical compound N[C@@H]1[C@@H](O)[C@H](O)[C@H](CN)O[C@@H]1O[C@H]1[C@@H](O)C(O[C@H]2C([C@@H](N)C[C@@H](N)[C@@H]2O)O[C@@H]2[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O2)N)O[C@@H]1CO UOZODPSAJZTQNH-QGSSWKKLSA-N 0.000 claims 1
- OHJKXVLJWUPWQG-IUYNYSEKSA-J (4S,6R)-6-[(2R,4R)-4,6-dihydroxy-5-(sulfonatoamino)-2-(sulfonatooxymethyl)oxan-3-yl]oxy-3,4-dihydroxy-5-sulfonatooxyoxane-2-carboxylate Chemical compound O[C@@H]1C(NS([O-])(=O)=O)C(O)O[C@H](COS([O-])(=O)=O)C1O[C@H]1C(OS([O-])(=O)=O)[C@@H](O)C(O)C(C([O-])=O)O1 OHJKXVLJWUPWQG-IUYNYSEKSA-J 0.000 claims 1
- NRUKOCRGYNPUPR-QBPJDGROSA-N (5S,5aR,8aR,9R)-5-[[(2R,4aR,6R,7R,8R,8aS)-7,8-dihydroxy-2-thiophen-2-yl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-6-yl]oxy]-9-(4-hydroxy-3,5-dimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[6,5-f][1,3]benzodioxol-8-one Chemical compound COC1=C(O)C(OC)=CC([C@@H]2C3=CC=4OCOC=4C=C3[C@@H](O[C@H]3[C@@H]([C@@H](O)[C@@H]4O[C@@H](OC[C@H]4O3)C=3SC=CC=3)O)[C@@H]3[C@@H]2C(OC3)=O)=C1 NRUKOCRGYNPUPR-QBPJDGROSA-N 0.000 claims 1
- OMJKFYKNWZZKTK-POHAHGRESA-N (5Z)-5-(dimethylaminohydrazinylidene)imidazole-4-carboxamide Chemical compound CN(C)N\N=C1/N=CN=C1C(N)=O OMJKFYKNWZZKTK-POHAHGRESA-N 0.000 claims 1
- VWUXBMIQPBEWFH-WCCTWKNTSA-N (7R,8R,9S,13S,14S,17S)-13-methyl-7-[9-(4,4,5,5,5-pentafluoropentylsulfinyl)nonyl]-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,17-diol Chemical compound OC1=CC=C2[C@H]3CC[C@](C)([C@H](CC4)O)[C@@H]4[C@@H]3[C@H](CCCCCCCCCS(=O)CCCC(F)(F)C(F)(F)F)CC2=C1 VWUXBMIQPBEWFH-WCCTWKNTSA-N 0.000 claims 1
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims 1
- FLBAYUMRQUHISI-UHFFFAOYSA-N 1,8-naphthyridine Chemical compound N1=CC=CC2=CC=CN=C21 FLBAYUMRQUHISI-UHFFFAOYSA-N 0.000 claims 1
- 102000010400 1-phosphatidylinositol-3-kinase activity proteins Human genes 0.000 claims 1
- 108040005185 1-phosphatidylinositol-3-kinase activity proteins Proteins 0.000 claims 1
- 125000004215 2,4-difluorophenyl group Chemical group [H]C1=C([H])C(*)=C(F)C([H])=C1F 0.000 claims 1
- CNIIGCLFLJGOGP-UHFFFAOYSA-N 2-(naphthalen-1-ylmethyl)-4,5-dihydro-1H-imidazole Chemical compound C=1C=CC2=CC=CC=C2C=1CC1=NCCN1 CNIIGCLFLJGOGP-UHFFFAOYSA-N 0.000 claims 1
- VZIHTQKMHLOIII-UHFFFAOYSA-N 3,5-dihydro-2H-furan Chemical group [CH]1CCOC1 VZIHTQKMHLOIII-UHFFFAOYSA-N 0.000 claims 1
- 125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 claims 1
- GHASVSINZRGABV-UHFFFAOYSA-N 5-flurouricil Chemical compound FC1=CNC(=O)NC1=O GHASVSINZRGABV-UHFFFAOYSA-N 0.000 claims 1
- AOJJSUZBOXZQNB-TZSSRYMLSA-N ADRIAMYCIN Chemical compound O([C@H]1C[C@@](O)(CC=2C(O)=C3C(=O)C=4C=CC=C(C=4C(=O)C3=C(O)C=21)OC)C(=O)CO)[C@H]1C[C@H](N)[C@H](O)[C@H](C)O1 AOJJSUZBOXZQNB-TZSSRYMLSA-N 0.000 claims 1
- 229940035674 ANESTHETICS Drugs 0.000 claims 1
- 229940116904 ANTIINFLAMMATORY THERAPEUTIC RADIOPHARMACEUTICALS Drugs 0.000 claims 1
- 229960003272 ASPARAGINASE Drugs 0.000 claims 1
- 206010001233 Adenoma benign Diseases 0.000 claims 1
- 108010090838 Alemtuzumab Proteins 0.000 claims 1
- OFCNXPDARWKPPY-UHFFFAOYSA-N Allopurinol Chemical compound OC1=NC=NC2=C1C=NN2 OFCNXPDARWKPPY-UHFFFAOYSA-N 0.000 claims 1
- UUVWYPNAQBNQJQ-UHFFFAOYSA-N Altretamine Chemical compound CN(C)C1=NC(N(C)C)=NC(N(C)C)=N1 UUVWYPNAQBNQJQ-UHFFFAOYSA-N 0.000 claims 1
- LKCWBDHBTVXHDL-RMDFUYIESA-N Amikacin Chemical compound O([C@@H]1[C@@H](N)C[C@H]([C@@H]([C@H]1O)O[C@@H]1[C@@H]([C@@H](N)[C@H](O)[C@@H](CO)O1)O)NC(=O)[C@@H](O)CCN)[C@H]1O[C@H](CN)[C@@H](O)[C@H](O)[C@H]1O LKCWBDHBTVXHDL-RMDFUYIESA-N 0.000 claims 1
- YBBLVLTVTVSKRW-UHFFFAOYSA-N Anastrozole Chemical compound N#CC(C)(C)C1=CC(C(C)(C#N)C)=CC(CN2N=CN=C2)=C1 YBBLVLTVTVSKRW-UHFFFAOYSA-N 0.000 claims 1
- REYFJDPCWQRWAA-UHFFFAOYSA-N Antazoline Chemical compound N=1CCNC=1CN(C=1C=CC=CC=1)CC1=CC=CC=C1 REYFJDPCWQRWAA-UHFFFAOYSA-N 0.000 claims 1
- 229940064005 Antibiotic throat preparations Drugs 0.000 claims 1
- 229940083879 Antibiotics FOR TREATMENT OF HEMORRHOIDS AND ANAL FISSURES FOR TOPICAL USE Drugs 0.000 claims 1
- 229940042052 Antibiotics for systemic use Drugs 0.000 claims 1
- 229940042786 Antitubercular Antibiotics Drugs 0.000 claims 1
- 102000015790 Asparaginase Human genes 0.000 claims 1
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- 206010003571 Astrocytoma Diseases 0.000 claims 1
- 229960002756 Azacitidine Drugs 0.000 claims 1
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- GQYIWUVLTXOXAJ-UHFFFAOYSA-N Belustine Chemical compound ClCCN(N=O)C(=O)NC1CCCCC1 GQYIWUVLTXOXAJ-UHFFFAOYSA-N 0.000 claims 1
- YTKUWDBFDASYHO-UHFFFAOYSA-N Bendamustine Chemical compound ClCCN(CCCl)C1=CC=C2N(C)C(CCCC(O)=O)=NC2=C1 YTKUWDBFDASYHO-UHFFFAOYSA-N 0.000 claims 1
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- VUGJEBCUYKUMNE-BJKOFHAPSA-N C(#N)C=1C=C(C(=O)O)C=CC1N1CC(C1)(N1CCC(CC1)N[C@H]1[C@@H](C1)C1=CC=CC=C1)CC#N Chemical compound C(#N)C=1C=C(C(=O)O)C=CC1N1CC(C1)(N1CCC(CC1)N[C@H]1[C@@H](C1)C1=CC=CC=C1)CC#N VUGJEBCUYKUMNE-BJKOFHAPSA-N 0.000 claims 1
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- WAOKAHCYIMPPGD-BJKOFHAPSA-N C(#N)CC1(CN(C1)C1=C(C#N)C=CC=C1)N1CCC(CC1)N[C@H]1[C@@H](C1)C1=CC=CC=C1 Chemical compound C(#N)CC1(CN(C1)C1=C(C#N)C=CC=C1)N1CCC(CC1)N[C@H]1[C@@H](C1)C1=CC=CC=C1 WAOKAHCYIMPPGD-BJKOFHAPSA-N 0.000 claims 1
- CTZRQHBOAPYTEO-BJKOFHAPSA-N C(#N)CC1(CN(C1)C1=C(C#N)C=CC=N1)N1CCC(CC1)CN[C@H]1[C@@H](C1)C1=CC=CC=C1 Chemical compound C(#N)CC1(CN(C1)C1=C(C#N)C=CC=N1)N1CCC(CC1)CN[C@H]1[C@@H](C1)C1=CC=CC=C1 CTZRQHBOAPYTEO-BJKOFHAPSA-N 0.000 claims 1
- JDCIQSZZZCQWTA-XZOQPEGZSA-N C(#N)CC1(CN(C1)C1=C(C#N)C=CC=N1)N1CCC(CC1)N[C@H]1[C@@H](C1)C1=CC=CC=C1 Chemical compound C(#N)CC1(CN(C1)C1=C(C#N)C=CC=N1)N1CCC(CC1)N[C@H]1[C@@H](C1)C1=CC=CC=C1 JDCIQSZZZCQWTA-XZOQPEGZSA-N 0.000 claims 1
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- 239000003242 anti bacterial agent Substances 0.000 claims 1
- 239000002260 anti-inflammatory agent Substances 0.000 claims 1
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- 239000003443 antiviral agent Substances 0.000 claims 1
- 229960002594 arsenic trioxide Drugs 0.000 claims 1
- GOLCXWYRSKYTSP-UHFFFAOYSA-N arsenic trioxide Inorganic materials O1[As]2O[As]1O2 GOLCXWYRSKYTSP-UHFFFAOYSA-N 0.000 claims 1
- CLKOFPXJLQSYAH-ABRJDSQDSA-N bacitracin A Chemical compound C1SC([C@@H](N)[C@@H](C)CC)=N[C@@H]1C(=O)N[C@@H](CC(C)C)C(=O)N[C@H](CCC(O)=O)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H]1C(=O)N[C@H](CCCN)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@H](CC=2C=CC=CC=2)C(=O)N[C@@H](CC=2N=CNC=2)C(=O)N[C@H](CC(O)=O)C(=O)N[C@@H](CC(N)=O)C(=O)NCCCC1 CLKOFPXJLQSYAH-ABRJDSQDSA-N 0.000 claims 1
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- 125000001246 bromo group Chemical group Br* 0.000 claims 1
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- 201000005262 chondroma Diseases 0.000 claims 1
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- 239000002875 cyclin dependent kinase inhibitor Substances 0.000 claims 1
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 1
- 125000004186 cyclopropylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C1([H])[H] 0.000 claims 1
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- DCOPUUMXTXDBNB-UHFFFAOYSA-N diclofenac Chemical compound OC(=O)CC1=CC=CC=C1NC1=C(Cl)C=CC=C1Cl DCOPUUMXTXDBNB-UHFFFAOYSA-N 0.000 claims 1
- VLARUOGDXDTHEH-UHFFFAOYSA-L disodium cromoglycate Chemical compound [Na+].[Na+].O1C(C([O-])=O)=CC(=O)C2=C1C=CC=C2OCC(O)COC1=CC=CC2=C1C(=O)C=C(C([O-])=O)O2 VLARUOGDXDTHEH-UHFFFAOYSA-L 0.000 claims 1
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- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
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- 229960000390 fludarabine Drugs 0.000 claims 1
- GIUYCYHIANZCFB-FJFJXFQQSA-N fludarabine phosphate Chemical compound C1=NC=2C(N)=NC(F)=NC=2N1[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@@H]1O GIUYCYHIANZCFB-FJFJXFQQSA-N 0.000 claims 1
- 229960002390 flurbiprofen Drugs 0.000 claims 1
- VVIAGPKUTFNRDU-ABLWVSNPSA-N folinic acid Chemical compound C1NC=2NC(N)=NC(=O)C=2N(C=O)C1CNC1=CC=C(C(=O)N[C@@H](CCC(O)=O)C(O)=O)C=C1 VVIAGPKUTFNRDU-ABLWVSNPSA-N 0.000 claims 1
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- 210000004602 germ cell Anatomy 0.000 claims 1
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- 125000001072 heteroaryl group Chemical group 0.000 claims 1
- 239000003276 histone deacetylase inhibitor Substances 0.000 claims 1
- BKEMVGVBBDMHKL-VYFXDUNUSA-N histrelin acetate Chemical compound CC(O)=O.CC(O)=O.CCNC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCNC(N)=N)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](NC(=O)[C@H](CC=1C=CC(O)=CC=1)NC(=O)[C@H](CO)NC(=O)[C@H](CC=1C2=CC=CC=C2NC=1)NC(=O)[C@H](CC=1N=CNC=1)NC(=O)[C@H]1NC(=O)CC1)CC(N=C1)=CN1CC1=CC=CC=C1 BKEMVGVBBDMHKL-VYFXDUNUSA-N 0.000 claims 1
- YLMAHDNUQAMNNX-UHFFFAOYSA-N imatinib methanesulfonate Chemical compound CS(O)(=O)=O.C1CN(C)CCN1CC1=CC=C(C(=O)NC=2C=C(NC=3N=C(C=CN=3)C=3C=NC=CC=3)C(C)=CC=2)C=C1 YLMAHDNUQAMNNX-UHFFFAOYSA-N 0.000 claims 1
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- 201000010985 invasive ductal carcinoma Diseases 0.000 claims 1
- 229960004768 irinotecan Drugs 0.000 claims 1
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- 150000002596 lactones Chemical class 0.000 claims 1
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- 229960004942 lenalidomide Drugs 0.000 claims 1
- 229960003881 letrozole Drugs 0.000 claims 1
- 229960001691 leucovorin Drugs 0.000 claims 1
- RGLRXNKKBLIBQS-XNHQSDQCSA-N leuprolide acetate Chemical compound CC(O)=O.CCNC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCNC(N)=N)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](CC(C)C)NC(=O)[C@@H](NC(=O)[C@H](CO)NC(=O)[C@H](CC=1C2=CC=CC=C2NC=1)NC(=O)[C@H](CC=1N=CNC=1)NC(=O)[C@H]1NC(=O)CC1)CC1=CC=C(O)C=C1 RGLRXNKKBLIBQS-XNHQSDQCSA-N 0.000 claims 1
- 229960001614 levamisole Drugs 0.000 claims 1
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- 229960003376 levofloxacin Drugs 0.000 claims 1
- 201000007270 liver cancer Diseases 0.000 claims 1
- 229960002422 lomefloxacin Drugs 0.000 claims 1
- 229960002247 lomustine Drugs 0.000 claims 1
- VZCYOOQTPOCHFL-UPHRSURJSA-L maleate(2-) Chemical compound [O-]C(=O)\C=C/C([O-])=O VZCYOOQTPOCHFL-UPHRSURJSA-L 0.000 claims 1
- 230000036210 malignancy Effects 0.000 claims 1
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- GLVAUDGFNGKCSF-UHFFFAOYSA-N mercaptopurine Chemical compound S=C1NC=NC2=C1NC=N2 GLVAUDGFNGKCSF-UHFFFAOYSA-N 0.000 claims 1
- 229960001428 mercaptopurine Drugs 0.000 claims 1
- 229960000485 methotrexate Drugs 0.000 claims 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 1
- 125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 claims 1
- 229960002509 miconazole Drugs 0.000 claims 1
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- 229960004719 nandrolone Drugs 0.000 claims 1
- 229960005016 naphazoline Drugs 0.000 claims 1
- 235000010298 natamycin Nutrition 0.000 claims 1
- 239000004311 natamycin Substances 0.000 claims 1
- 229960004927 neomycin Drugs 0.000 claims 1
- 210000000653 nervous system Anatomy 0.000 claims 1
- ZBGPYVZLYBDXKO-HILBYHGXSA-N netilmycin Chemical compound O([C@@H]1[C@@H](N)C[C@H]([C@@H]([C@H]1O)O[C@@H]1[C@]([C@H](NC)[C@@H](O)CO1)(C)O)NCC)[C@H]1OC(CN)=CC[C@H]1N ZBGPYVZLYBDXKO-HILBYHGXSA-N 0.000 claims 1
- 239000000041 non-steroidal anti-inflammatory agent Substances 0.000 claims 1
- 201000010133 oligodendroglioma Diseases 0.000 claims 1
- 229940005935 ophthalmologic Antibiotics Drugs 0.000 claims 1
- 229940005931 ophthalmologic Fluoroquinolone antiinfectives Drugs 0.000 claims 1
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- 201000008482 osteoarthritis Diseases 0.000 claims 1
- 229960001756 oxaliplatin Drugs 0.000 claims 1
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- 201000002528 pancreatic cancer Diseases 0.000 claims 1
- 229960001972 panitumumab Drugs 0.000 claims 1
- 108010044644 pegfilgrastim Proteins 0.000 claims 1
- 229960003349 pemetrexed disodium Drugs 0.000 claims 1
- NYDXNILOWQXUOF-GXKRWWSZSA-L pemetrexed disodium Chemical compound [Na+].[Na+].C=1NC=2NC(N)=NC(=O)C=2C=1CCC1=CC=C(C(=O)N[C@@H](CCC([O-])=O)C([O-])=O)C=C1 NYDXNILOWQXUOF-GXKRWWSZSA-L 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 239000002935 phosphatidylinositol 3 kinase inhibitor Substances 0.000 claims 1
- 229960000952 pipobroman Drugs 0.000 claims 1
- 230000001855 preneoplastic Effects 0.000 claims 1
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- XBDQKXXYIPTUBI-UHFFFAOYSA-M propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 claims 1
- 239000003207 proteasome inhibitor Substances 0.000 claims 1
- 230000000306 recurrent Effects 0.000 claims 1
- 201000006845 reticulosarcoma Diseases 0.000 claims 1
- 229960001225 rifampicin Drugs 0.000 claims 1
- 201000010208 seminoma Diseases 0.000 claims 1
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- 201000011096 spinal cancer Diseases 0.000 claims 1
- 239000002294 steroidal antiinflammatory agent Substances 0.000 claims 1
- 201000011549 stomach cancer Diseases 0.000 claims 1
- 150000003456 sulfonamides Chemical class 0.000 claims 1
- 229940041075 systemic Fluoroquinolone antibacterials Drugs 0.000 claims 1
- 229930003347 taxol Natural products 0.000 claims 1
- 229960004964 temozolomide Drugs 0.000 claims 1
- 201000003120 testicular cancer Diseases 0.000 claims 1
- 235000019364 tetracycline Nutrition 0.000 claims 1
- 150000003522 tetracyclines Chemical class 0.000 claims 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-M toluene-4-sulfonate Chemical compound CC1=CC=C(S([O-])(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-M 0.000 claims 1
- 229940026752 topical Sulfonamides Drugs 0.000 claims 1
- 229940083878 topical for treatment of hemorrhoids and anal fissures Corticosteroids Drugs 0.000 claims 1
- 229960000303 topotecan Drugs 0.000 claims 1
- 229960005026 toremifene Drugs 0.000 claims 1
- 229960005267 tositumomab Drugs 0.000 claims 1
- LXZZYRPGZAFOLE-UHFFFAOYSA-L transplatin Chemical compound [H][N]([H])([H])[Pt](Cl)(Cl)[N]([H])([H])[H] LXZZYRPGZAFOLE-UHFFFAOYSA-L 0.000 claims 1
- 229960000497 trovafloxacin Drugs 0.000 claims 1
- 241000701161 unidentified adenovirus Species 0.000 claims 1
- 229960001055 uracil mustard Drugs 0.000 claims 1
- 201000005112 urinary bladder cancer Diseases 0.000 claims 1
- 229960000653 valrubicin Drugs 0.000 claims 1
- MYPYJXKWCTUITO-LYRMYLQWSA-O vancomycin(1+) Chemical compound O([C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1OC1=C2C=C3C=C1OC1=CC=C(C=C1Cl)[C@@H](O)[C@H](C(N[C@@H](CC(N)=O)C(=O)N[C@H]3C(=O)N[C@H]1C(=O)N[C@H](C(N[C@@H](C3=CC(O)=CC(O)=C3C=3C(O)=CC=C1C=3)C([O-])=O)=O)[C@H](O)C1=CC=C(C(=C1)Cl)O2)=O)NC(=O)[C@@H](CC(C)C)[NH2+]C)[C@H]1C[C@](C)([NH3+])[C@H](O)[C@H](C)O1 MYPYJXKWCTUITO-LYRMYLQWSA-O 0.000 claims 1
- OGWKCGZFUXNPDA-XQKSVPLYSA-N vincristine Chemical compound C([N@]1C[C@@H](C[C@]2(C(=O)OC)C=3C(=CC4=C([C@]56[C@H]([C@@]([C@H](OC(C)=O)[C@]7(CC)C=CCN([C@H]67)CC5)(O)C(=O)OC)N4C=O)C=3)OC)C[C@@](C1)(O)CC)CC1=C2NC2=CC=CC=C12 OGWKCGZFUXNPDA-XQKSVPLYSA-N 0.000 claims 1
- 229960002066 vinorelbine Drugs 0.000 claims 1
- GBABOYUKABKIAF-IELIFDKJSA-N vinorelbine Chemical compound C1N(CC=2C3=CC=CC=C3NC=22)CC(CC)=C[C@H]1C[C@]2(C(=O)OC)C1=CC([C@]23[C@H]([C@@]([C@H](OC(C)=O)[C@]4(CC)C=CCN([C@H]34)CC2)(O)C(=O)OC)N2C)=C2C=C1OC GBABOYUKABKIAF-IELIFDKJSA-N 0.000 claims 1
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Claims (47)
- がん、ウイルス性疾患およびβグロビン症から選択される疾患の治療のための医薬であって、式:
環Aは、フェニルであり;
環Cは、シクロプロピル、シクロブチル、シクロヘキシル、アゼチジニル、またはピペリジニルであり;
R1は、ハロであり;
R3はそれぞれ独立して、ハロ、C1−6アルキル、C2−6アルケニル、C2−6アルキニル、C1−6ハロアルキル、C6−10アリール、C3−10シクロアルキル、5〜10員のヘテロアリール、4〜10員のヘテロシクロアルキル、C6−10アリール−C1−4アルキル−、C3−10シクロアルキル−C1−4アルキル−、(5〜10員ヘテロアリール)−C1−4アルキル−、(4〜10員ヘテロシクロアルキル)−C1−4アルキル−、CN、NO2、ORa2、SRa2、C(O)Rb2、C(O)NRc2Rd2、C(O)ORa2、OC(O)Rb2、OC(O)NRc2Rd2、NRc2Rd2、NRc2C(O)Rb2、NRc2C(O)ORa2、NRc2C(O)NRc2Rd2、NRc2S(O)Rb2、NRc2S(O)2Rb2、NRc2S(O)2NRc2Rd2、S(O)Rb2、S(O)NRc2Rd2、S(O)2Rb2、及びS(O)2NRc2Rd2から選択され、ここで前記C1−6アルキル、C2−6アルケニル、C2−6アルキニル、C6−10アリール、C3−10シクロアルキル、5〜10員のヘテロアリール、4〜10員のヘテロシクロアルキル、C6−10アリール−C1−4アルキル−、C3−10シクロアルキル−C1−4アルキル−、(5〜10員ヘテロアリール)−C1−4アルキル−、及び(4〜10員ヘテロシクロアルキル)−C1−4アルキル−はそれぞれ、ハロ、C1−4アルキル、C1−4ハロアルキル、C1−4シアノアルキル、CN、NO2、ORa2、SRa2、C(O)Rb2、C(O)NRc2Rd2、C(O)ORa2、OC(O)Rb2、OC(O)NRc2Rd2、NRc2Rd2、NRc2C(O)Rb2、NRc2C(O)ORa2、NRc2C(O)NRc2Rd2、NRc2S(O)Rb2、NRc2S(O)2Rb2、NRc2S(O)2NRc2Rd2、S(O)Rb2、S(O)NRc2Rd2、S(O)2Rb2、及びS(O)2NRc2Rd2から独立して選択される1、2、3、または4つの置換基で置換されていてもよく;
R4は、CN、C(O)NRc3Rd3、ORa3またはC(O)ORa3により置換されていてもよい、C1−4アルキルであり;
R5及びR6はそれぞれ、Hであり;
Rzは、H、C1−4アルキル、またはC6−10アリール−C1−4アルキル−であって、ここで前記C1−4アルキル、及びC6−10アリール−C1−4アルキル−はそれぞれ、ハロまたはORa4により置換されていてもよく;
Ra2、Rb2、Rc2、及びRd2は、それぞれ独立して、H、C1−6アルキル、C1−4ハロアルキル、C2−6アルケニル、C2−6アルキニル、C6−10アリール、C3−10シクロアルキル、5〜10員のヘテロアリール、4〜10員のヘテロシクロアルキル、C6−10アリール−C1−4アルキル−、C3−10シクロアルキル−C1−4アルキル−、(5〜10員ヘテロアリール)−C1−4アルキル−、及び(4〜10員ヘテロシクロアルキル)−C1−4アルキル−から選択され、ここで前記C1−6アルキル、C2−6アルケニル、C2−6アルキニル、C6−10アリール、C3−10シクロアルキル、5〜10員のヘテロアリール、4〜10員のヘテロシクロアルキル、C6−10アリール−C1−4アルキル−、C3−10シクロアルキル−C1−4アルキル−、(5〜10員ヘテロアリール)−C1−4アルキル−、及び(4〜10員ヘテロシクロアルキル)−C1−4アルキル−は、C1−4アルキル、C1−4ハロアルキル、C1−4シアノアルキル、ハロ、CN、ORa5、C(O)Rb5、C(O)NRc5Rd5、C(O)ORa5、NRc5Rd5、NRc5C(O)Rb5、S(O)2Rb5、及びS(O)2NRc5Rd5から独立して選択される1、2、3、4、もしくは5つの置換基で置換されていてもよく;
Ra4は、それぞれ独立して、H、C1−6アルキル、及びC1−4ハロアルキルから選択され;
Ra3、Rc3及びRd3は、それぞれ独立して、H、C1−6アルキル、及びC1−4ハロアルキルから選択され;
Ra5、Rb5、Rc5、及びRd5は、それぞれ独立して、H、C1−4アルキル、及びC1−4ハロアルキルから選択され;
nは、0、または1であり;
pは、0、または1であり;
qは、0、または1である]
で示される化合物またはその医薬的に許容される塩、および1つ以上の追加の治療薬を含む、医薬。 - 化合物またはその医薬的に許容される塩が、式:
- 化合物またはその医薬的に許容される塩が、式:
- qが0である、請求項1から3のいずれか一項に記載の医薬。
- qが1である、請求項1から3のいずれか一項に記載の医薬。
- nが0である、請求項1から5のいずれか一項に記載の医薬。
- nが1である、請求項1から5のいずれか一項に記載の医薬。
- R1がFである、請求項1から7のいずれか一項に記載の医薬。
- 環Cが、アゼチジニルまたはピペリジニルである、請求項1から8のいずれか一項に記載の医薬。
- 環Cが、アゼチジニルである、請求項1から9のいずれか一項に記載の医薬。
- 環Cが、ピペリジニルである、請求項1から9のいずれか一項に記載の医薬。
- R4が、CN、C(O)NRc3Rd3またはC(O)ORa3で置換されていてもよいC1−4アルキルである、請求項1から11のいずれか一項に記載の医薬。
- R4が、−CH2−CN、−CH2−C(=O)OH、−CH2−C(=O)NH(CH3)、−CH2−C(=O)N(CH3)2、もしくは−CH2CH2OHである、請求項1から11のいずれか一項に記載の医薬。
- R3がそれぞれ独立して、C1−6アルキル、C6−10アリール、5〜10員のヘテロアリール、C3−10シクロアルキル、4〜10員のヘテロシクロアルキル、C(O)Rb2、C(O)NRc2Rd2、C(O)ORa2、S(O)2Rb2、及びS(O)2NRc2Rd2から選択され、ここで前記C1−6アルキル、C6−10アリール、5〜10員のヘテロアリール、C3−10シクロアルキル、及び4〜10員のヘテロシクロアルキルはそれぞれ、ハロ、C1−4アルキル、C1−4ハロアルキル、C1−4シアノアルキル、CN、NO2、ORa2、SRa2、C(O)Rb2、C(O)NRc2Rd2、C(O)ORa2、OC(O)Rb2、OC(O)NRc2Rd2、NRc2Rd2、NRc2C(O)Rb2、NRc2C(O)ORa2、NRc2C(O)NRc2Rd2、NRc2S(O)Rb2、NRc2S(O)2Rb2、NRc2S(O)2NRc2Rd2、S(O)Rb2、S(O)NRc2Rd2、S(O)2Rb2、及びS(O)2NRc2Rd2から独立して選択される1、2、3、もしくは4つの置換基で置換されていてもよい、請求項1から13のいずれか一項に記載の医薬。
- R3がそれぞれ独立して、C1−6アルキル、C6−10アリール、5〜10員のヘテロアリール、C(O)Rb2、C(O)NRc2Rd2、C(O)ORa2、S(O)2Rb2、及びS(O)2NRc2Rd2から選択され、ここで前記C1−6アルキル、C6−10アリール、及び5〜10員のヘテロアリールはそれぞれ、ハロ、C1−4アルキル、C1−4ハロアルキル、C1−4シアノアルキル、CN、NO2、ORa2、SRa2、C(O)Rb2、C(O)NRc2Rd2、C(O)ORa2、OC(O)Rb2、OC(O)NRc2Rd2、NRc2Rd2、NRc2C(O)Rb2、NRc2C(O)ORa2、NRc2C(O)NRc2Rd2、NRc2S(O)Rb2、NRc2S(O)2Rb2、NRc2S(O)2NRc2Rd2、S(O)Rb2、S(O)NRc2Rd2、S(O)2Rb2、及びS(O)2NRc2Rd2から独立して選択される1、2、3、もしくは4つの置換基で置換されていてもよい、請求項1から13のいずれか一項に記載の医薬。
- R3がそれぞれ独立して、C1−6アルキル、C6−10アリール、5〜10員のヘテロアリール、C(O)Rb2、C(O)NRc2Rd2、C(O)ORa2、及びS(O)2Rb2から選択され、ここで前記C1−6アルキル、C6−10アリール、及び5〜10員のヘテロアリールはそれぞれ、ハロ、C1−4アルキル、C1−4ハロアルキル、C1−4シアノアルキル、CN、NO2、ORa2、SRa2、C(O)Rb2、C(O)NRc2Rd2、C(O)ORa2、OC(O)Rb2、OC(O)NRc2Rd2、NRc2Rd2、NRc2C(O)Rb2、NRc2C(O)ORa2、NRc2C(O)NRc2Rd2、NRc2S(O)Rb2、NRc2S(O)2Rb2、NRc2S(O)2NRc2Rd2、S(O)Rb2、S(O)NRc2Rd2、S(O)2Rb2、及びS(O)2NRc2Rd2から独立して選択される1、2、3、または4つの置換基で置換されていてもよい、請求項1から13のいずれか一項に記載の医薬。
- RzがC1−4アルキルである、請求項1、2、及び4から16のいずれか一項に記載の医薬。
- Rzが、メトキシで置換されたC1−4アルキルである、請求項1、2、及び4から16のいずれか一項に記載の医薬。
- Rzが、フルオロで置換されたC6−10アリール−C1−4アルキル−である、請求項1、2、及び4から16のいずれか一項に記載の医薬。
- Rzが、H、メチル、メトキシメチル、もしくは4−フルオロフェニルメチルである、請求項1、2、及び4から16のいずれか一項に記載の医薬。
- RzがHである、請求項1、2、及び4から16のいずれか一項に記載の医薬。
- pが0である、請求項1から21のいずれか一項に記載の医薬。
- pが1である、請求項1から21のいずれか一項に記載の医薬。
- 化合物またはその医薬的に許容される塩が、請求項1に記載の式に示される二置換のシクロプロピル基に関して、トランス配置を有する、請求項1から23のいずれか一項に記載の医薬。
- 化合物が、
(1−{4−[(trans−2−フェニルシクロプロピル)アミノ]ピペリジン−1−イル}シクロブチル)アセトニトリル;
(1−メチル−3−{4−[(trans−2−フェニルシクロプロピル)アミノ]ピペリジン−1−イル}アゼチジン−3−イル)アセトニトリル;
(3−{4−[(trans−2−フェニルシクロプロピル)アミノ]ピペリジン−1−イル}アゼチジン−3−イル)アセトニトリル;
(1−ベンジル−3−{4−[(trans−2−フェニルシクロプロピル)アミノ]ピペリジン−1−イル}アゼチジン−3−イル)アセトニトリル;
3−(3−(シアノメチル)−3−{4−[(trans−2−フェニルシクロプロピル)アミノ]ピペリジン−1−イル}アゼチジン−1−イル)プロパン酸;
(1−アセチル−3−{4−[(trans−2−フェニルシクロプロピル)アミノ]ピペリジン−1−イル}アゼチジン−3−イル)アセトニトリル;
(1−ベンゾイル−3−{4−[(trans−2−フェニルシクロプロピル)アミノ]ピペリジン−1−イル}アゼチジン−3−イル)アセトニトリル;
メチル3−(シアノメチル)−3−{4−[(trans−2−フェニルシクロプロピル)アミノ]ピペリジン−1−イル}アゼチジン−1−カルボキシレート;
(1−(メチルスルホニル)−3−{4−[(trans−2−フェニルシクロプロピル)アミノ]ピペリジン−1−イル}アゼチジン−3−イル)アセトニトリル;
2−(3−(シアノメチル)−3−{4−[(trans−2−フェニルシクロプロピル)アミノ]ピペリジン−1−イル}アゼチジン−1−イル)ニコチノニトリル;
3−シアノ−4−(3−(シアノメチル)−3−{4−[(trans−2−フェニルシクロプロピル)アミノ]ピペリジン−1−イル}アゼチジン−1−イル)安息香酸;
2−(3−(シアノメチル)−3−{4−[(trans−2−フェニルシクロプロピル)アミノ]ピペリジン−1−イル}アゼチジン−1−イル)ベンゾニトリル;
4−(3−(シアノメチル)−3−{4−[(trans−2−フェニルシクロプロピル)アミノ]ピペリジン−1−イル}アゼチジン−1−イル)ベンゾニトリル;
[1−(3−{[(trans−2−フェニルシクロプロピル)アミノ]メチル}アゼチジン−1−イル)シクロブチル]アセトニトリル
(1’−(エチルスルホニル)−3−{[(trans−2−フェニルシクロプロピル)アミノ]メチル}−1,3’−ビアゼチジン−3’−イル)アセトニトリル;
[4−(3−{[(trans−2−フェニルシクロプロピル)アミノ]メチル}アゼチジン−1−イル)ピペリジン−4−イル]アセトニトリル;
[1−メチル−4−(3−{[(trans−2−フェニルシクロプロピル)アミノ]メチル}アゼチジン−1−イル)ピペリジン−4−イル]アセトニトリル;
[1−アセチル−4−(3−{[(trans−2−フェニルシクロプロピル)アミノ]メチル}アゼチジン−1−イル)ピペリジン−4−イル]アセトニトリル
[1−(4−フルオロベンゾイル)−4−(3−{[(trans−2−フェニルシクロプロピル)アミノ]メチル}アゼチジン−1−イル)ピペリジン−4−イル]アセトニトリル;
[1−(メチルスルホニル)−4−(3−{[(trans−2−フェニルシクロプロピル)アミノ]メチル}アゼチジン−1−イル)ピペリジン−4−イル]アセトニトリル;
[4−(3−{[(trans−2−フェニルシクロプロピル)アミノ]メチル}アゼチジン−1−イル)−1−(フェニルスルホニル)ピペリジン−4−イル]アセトニトリル;
エチル4−(シアノメチル)−4−(3−{[(trans−2−フェニルシクロプロピル)アミノ]メチル}アゼチジン−1−イル)ピペリジン−1−カルボキシレート
4−(シアノメチル)−N,N−ジメチル−4−(3−{[(trans−2−フェニルシクロプロピル)アミノ]メチル}アゼチジン−1−イル)ピペリジン−1−カルボキサミド;
4−(シアノメチル)−N−イソプロピル−4−(3−{[(trans−2−フェニルシクロプロピル)アミノ]メチル}アゼチジン−1−イル)ピペリジン−1−カルボキサミド;
4−(シアノメチル)−N−(4−フルオロフェニル)−4−(3−{[(trans−2−フェニルシクロプロピル)アミノ]メチル}アゼチジン−1−イル)ピペリジン−1−カルボキサミド;
(3−{[(trans−2−フェニルシクロプロピル)アミノ]メチル}−1,3’−ビアゼチジン−3’−イル)アセトニトリル;
4−(3’−(シアノメチル)−3−{[(trans−2−フェニルシクロプロピル)アミノ]メチル}−1,3’−ビアゼチジン−1’−イル)−2,5−ジフルオロ−N−[(1S)−2,2,2−トリフルオロ−1−メチルエチル]ベンズアミド;
[1−(エチルスルホニル)−3−(4−{[(trans−2−フェニルシクロプロピル)アミノ]メチル}ピペリジン−1−イル)アゼチジン−3−イル]アセトニトリル;
[1−(4−{[(trans−2−フェニルシクロプロピル)アミノ]メチル}ピペリジン−1−イル)シクロブチル]アセトニトリル;
[3−(4−{[(trans−2−フェニルシクロプロピル)アミノ]メチル}ピペリジン−1−イル)アゼチジン−3−イル]アセトニトリル;
2−[3−(シアノメチル)−3−(4−{[(trans−2−フェニルシクロプロピル)アミノ]メチル}ピペリジン−1−イル)アゼチジン−1−イル]ニコチノニトリル;
4−[3−(シアノメチル)−3−(4−{[(trans−2−フェニルシクロプロピル)アミノ]メチル}ピペリジン−1−イル)アゼチジン−1−イル]−2,5−ジフルオロ−N−イソプロピルベンズアミド;
{3−(4−{[(trans−2−フェニルシクロプロピル)アミノ]メチル}ピペリジン−1−イル)−1−[3−(トリフルオロメチル)ピリジン−2−イル]アゼチジン−3−イル}アセトニトリル;
{3−(4−{[(trans−2−フェニルシクロプロピル)アミノ]メチル}ピペリジン−1−イル)−1−[5−(トリフルオロメチル)ピリジン−2−イル]アゼチジン−3−イル}アセトニトリル;
2−クロロ−6−[3−(シアノメチル)−3−(4−{[(trans−2−フェニルシクロプロピル)アミノ]メチル}ピペリジン−1−イル)アゼチジン−1−イル]ベンゾニトリル;
2−[3−(シアノメチル)−3−(4−{[(trans−2−フェニルシクロプロピル)アミノ]メチル}ピペリジン−1−イル)アゼチジン−1−イル]ベンゾニトリル;
4−[3−(シアノメチル)−3−(4−{[(trans−2−フェニルシクロプロピル)アミノ]メチル}ピペリジン−1−イル)アゼチジン−1−イル]ベンゾニトリル;
メチル3−(シアノメチル)−3−(4−{[(trans−2−フェニルシクロプロピル)アミノ]メチル}ピペリジン−1−イル)アゼチジン−1−カルボキシレート;
3−(シアノメチル)−N−(2,4−ジフルオロフェニル)−3−(4−{[(trans−2−フェニルシクロプロピル)アミノ]メチル}ピペリジン−1−イル)アゼチジン−1−カルボキサミド;
N−(3−クロロ−2−フルオロフェニル)−3−(シアノメチル)−3−(4−{[(trans−2−フェニルシクロプロピル)アミノ]メチル}ピペリジン−1−イル)アゼチジン−1−カルボキサミド;
[1−(3,5−ジフルオロベンゾイル)−3−(4−{[(trans−2−フェニルシクロプロピル)アミノ]メチル}ピペリジン−1−イル)アゼチジン−3−イル]アセトニトリル;
[1−ベンゾイル−3−(4−{[(trans−2−フェニルシクロプロピル)アミノ]メチル}ピペリジン−1−イル)アゼチジン−3−イル]アセトニトリル;
[1−(2−フルオロベンゾイル)−3−(4−{[(trans−2−フェニルシクロプロピル)アミノ]メチル}ピペリジン−1−イル)アゼチジン−3−イル]アセトニトリル;
[1−(3−フルオロベンゾイル)−3−(4−{[(trans−2−フェニルシクロプロピル)アミノ]メチル}ピペリジン−1−イル)アゼチジン−3−イル]アセトニトリル;
[1−(4−フルオロベンゾイル)−3−(4−{[(trans−2−フェニルシクロプロピル)アミノ]メチル}ピペリジン−1−イル)アゼチジン−3−イル]アセトニトリル;
[1−メチル−3−(4−{[(trans−2−フェニルシクロプロピル)アミノ]メチル}ピペリジン−1−イル)アゼチジン−3−イル]アセトニトリル;
[3−(4−{[(trans−2−フェニルシクロプロピル)アミノ]メチル}ピペリジン−1−イル)アゼチジン−3−イル]酢酸;
N−メチル−2−(3−(4−((trans−2−フェニルシクロプロピルアミノ)メチル)ピペリジン−1−イル)アゼチジン−3−イル)アセタミド;及び
N,N−ジメチル−2−(3−(4−((trans−2−フェニルシクロプロピルアミノ)メチル)ピペリジン−1−イル)アゼチジン−3−イル)アセタミド
から選択されるかまたは前記化合物のいずれかの医薬的に許容される塩である、請求項1に記載の医薬。 - 化合物が、
{1−[4−(4−フルオロベンジル)−4−({[(1R,2S)−2−フェニルシクロプロピル]アミノ}メチル)ピペリジン−1−イル]シクロブチル}酢酸;
{1−[4−(メトキシメチル)−4−({[(1R,2S)−2−フェニルシクロプロピル]アミノ}メチル)ピペリジン−1−イル]シクロブチル}酢酸;
{1−[4−メチル−4−({[(1R,2S)−2−フェニルシクロプロピル]アミノ}メチル)ピペリジン−1−イル]シクロブチル}酢酸;
N,N−ジメチル−2−{1−[4−メチル−4−({[(1R,2S)−2−フェニルシクロプロピル]アミノ}メチル)ピペリジン−1−イル]シクロブチル}アセタミド;
N−メチル−2−{1−[4−メチル−4−({[(1R,2S)−2−フェニルシクロプロピル]アミノ}メチル)ピペリジン−1−イル]シクロブチル}アセタミド;
[1−(メチルスルホニル)−3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)アゼチジン−3−イル]アセトニトリル;
[1−メチル−3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)アゼチジン−3−イル]アセトニトリル;
[3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)アゼチジン−3−イル]アセトニトリル;
[3−(4−{[(1S,2R)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)アゼチジン−3−イル]アセトニトリル;
[1−(エチルスルホニル)−3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)アゼチジン−3−イル]アセトニトリル;
3−(シアノメチル)−N,N−ジメチル−3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)アゼチジン−1−スルホンアミド;
3−(シアノメチル)−N−メチル−3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)アゼチジン−1−スルホンアミド;
3−(シアノメチル)−3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)アゼチジン−1−スルホンアミド;
[1−メチル−3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)アゼチジン−3−イル]酢酸;
[1−エチル−3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)アゼチジン−3−イル]酢酸;
N,N−ジメチル−2−[1−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)シクロブチル]アセタミド;
N−メチル−2−[1−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)シクロブチル]アセタミド;
2−[1−(エチルスルホニル)−3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)アゼチジン−3−イル]−N,N−ジメチルアセタミド;及び
2−[1−(エチルスルホニル)−3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)アゼチジン−3−イル]−N−メチルアセタミド
から選択されるかまたは前記化合物のいずれか1つの医薬的に許容される塩である、請求項1に記載の医薬。 - 化合物が、
[1−(1−メチル−1H−ピラゾール−4−イル)−3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)アゼチジン−3−イル]アセトニトリル;
[1−(2−ヒドロキシエチル)−3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)アゼチジン−3−イル]アセトニトリル;
[1−(3−ヒドロキシシクロブチル)−3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)アゼチジン−3−イル}アセトニトリル;
[1−(cis−4−ヒドロキシシクロヘキシル)−3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)アゼチジン−3−イル]アセトニトリル;
[1−(イソチアゾール−5−イルカルボニル)−3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)アゼチジン−3−イル]アセトニトリル;
[1−(モルホリン−4−イルカルボニル)−3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)アゼチジン−3−イル]アセトニトリル;
[1−(trans−4−ヒドロキシシクロヘキシル)−3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)アゼチジン−3−イル]アセトニトリル;
[1−[(1−ヒドロキシシクロペンチル)カルボニル]−3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)アゼチジン−3−イル]アセトニトリル;
[1−[(1−ヒドロキシシクロプロピル)カルボニル]−3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)アゼチジン−3−イル]アセトニトリル;
[1−[(1−メチル−1H−ピラゾール−4−イル)カルボニル]−3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)アゼチジン−3−イル]アセトニトリル;
[1−[(1−メチル−1H−ピラゾール−4−イル)スルホニル]−3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)アゼチジン−3−イル]アセトニトリル;
[1−[(1−メチル−1H−ピラゾール−5−イル)カルボニル]−3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)アゼチジン−3−イル]アセトニトリル;
[1−[(3−ヒドロキシアゼチジン−1−イル)カルボニル]−3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)アゼチジン−3−イル]アセトニトリル;
[1−[(4−ヒドロキシピペリジン−1−イル)カルボニル]−3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)アゼチジン−3−イル]アセトニトリル;
[1−[(4−メトキシピペリジン−1−イル)カルボニル]−3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)アゼチジン−3−イル]アセトニトリル;
[1−[(cis−4−ヒドロキシシクロヘキシル)カルボニル]−3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)アゼチジン−3−イル]アセトニトリル;
[1−[(trans−4−ヒドロキシシクロヘキシル)カルボニル]−3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)アゼチジン−3−イル]アセトニトリル;
[3−(4−{[(1R,2S)−2−(4−フルオロフェニル)シクロプロピル]アミノ}ピペリジン−1−イル)−1−(4−ヒドロキシシクロヘキシル)アゼチジン−3−イル]アセトニトリル;
[3−(4−{[(1R,2S)−2−(4−フルオロフェニル)シクロプロピル]アミノ}ピペリジン−1−イル)−1−(メチルスルホニル)−アゼチジン−3−イル]アセトニトリル;
[3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)−1−(1,3−チアゾール−5−イルカルボニル)アゼチジン−3−イル]アセトニトリル;
[3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)−1−(1H−ピラゾール−4−イルカルボニル)アゼチジン−3−イル]アセトニトリル;
[3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)−1−(ピラジン−2−イルカルボニル)アゼチジン−3−イル]アセトニトリル;
[3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)−1−(テトラヒドロ−2H−ピラン−4−イル)アゼチジン−3−イル]アセトニトリル;
[3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)−1−(テトラヒドロフラン−3−イル)アゼチジン−3−イル]アセトニトリル;
[3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)−1−(テトラヒドロフラン−3−イルカルボニル)アゼチジン−3−イル]アセトニトリル;
{1−[4−({[(1R,2S)−2−フェニルシクロプロピル]アミノ}メチル)ピペリジン−1−イル]シクロブチル}酢酸;
2−(3−(4−(((1R,2S)−2−フェニルシクロプロピル)アミノ)ピペリジン−1−イル)−1−(テトラヒドロフラン−2−カルボニル)アゼチジン−3−イル)アセトニトリル;
2−(3−(シアノメチル)−3−(4−(((1R,2S)−2−フェニルシクロプロピル)アミノ)ピペリジン−1−イル)アゼチジン−1−イル)−N,N−ジメチルアセタミド;
2−[1−(エチルスルホニル)−3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)アゼチジン−3−イル]エタノール;
2−[1−(メチルスルホニル)−3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)アゼチジン−3−イル]エタノール;
2−[3−(シアノメチル)−3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)アゼチジン−1−イル]アセタミド;
2−[3−(シアノメチル)−3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)アゼチジン−1−イル]−N−メチルアセタミド
3−(シアノメチル)−3−(4−{[(1R,2S)−2−(4−フルオロフェニル)シクロプロピル]アミノ}ピペリジン−1−イル)アゼチジン−1−スルホンアミド;
3−[2−(ジメチルアミノ)−2−オキソエチル]−N,N−ジメチル−3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)アゼチジン−1−カルボキサミド;
メチル3−[2−(ジメチルアミノ)−2−オキソエチル]−3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)アゼチジン−1−カルボキシレート;
メチル3−[2−(メチルアミノ)−2−オキソエチル]−3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)アゼチジン−1−カルボキシレート;
N,N−ジメチル−2−(1−(メチルスルホニル)−3−(4−(((1R,2S)−2−フェニルシクロプロピル)アミノ)ピペリジン−1−イル)アゼチジン−3−イル)アセタミド;
N,N−ジメチル−3−[2−(メチルアミノ)−2−オキソエチル]−3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)アゼチジン−1−カルボキサミド;
N−メチル−2−[1−(メチルスルホニル)−3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)アゼチジン−3−イル]アセタミド;
テトラヒドロフラン−3−イル3−(シアノメチル)−3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)アゼチジン−1−カルボキシレート;
[3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)−1−(1H−ピラゾール−5−イルカルボニル)アゼチジン−3−イル]アセトニトリル;
{3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)−1−[(3R)−テトラヒドロフラン−3−イルカルボニル]アゼチジン−3−イル}アセトニトリル;
{3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)−1−[(3S)−テトラヒドロフラン−3−イルカルボニル]アゼチジン−3−イル}アセトニトリル;
{3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)−1−[(2S)−テトラヒドロフラン−2−イルカルボニル]アゼチジン−3−イル}アセトニトリル;
{3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)−1−[(2R)−テトラヒドロフラン−2−イルカルボニル]アゼチジン−3−イル}アセトニトリル;
[3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)−1−(ピリジン−2−イルアセチル)アゼチジン−3−イル]アセトニトリル;
[3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)−1−(1,3−チアゾール−4−イルカルボニル)アゼチジン−3−イル]アセトニトリル;
[3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)−1−(1,3−チアゾール−2−イルカルボニル)アゼチジン−3−イル]アセトニトリル;
N,N−ジメチル−2−[3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)−1−(テトラヒドロ−2H−ピラン−4−イル)アゼチジン−3−イル]アセタミド;
N−メチル−2−[3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)−1−(テトラヒドロ−2H−ピラン−4−イル)アゼチジン−3−イル]アセタミド;
2−[1−(シクロプロピルメチル)−3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)アゼチジン−3−イル]−N,N−ジメチルアセタミド;
2−[1−(シクロプロピルメチル)−3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)アゼチジン−3−イル]−N−メチルアセタミド;
[3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)−1−(ピリミジン−2−イルメチル)アゼチジン−3−イル]酢酸;
[3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)−1−(ピリミジン−5−イルメチル)アゼチジン−3−イル]酢酸;
[3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)−1−(1,3−チアゾール−4−イルメチル)アゼチジン−3−イル]酢酸;
[3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)−1−(1,3−チアゾール−5−イルメチル)アゼチジン−3−イル]酢酸;
[3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)−1−(1,3−チアゾール−2−イルメチル)アゼチジン−3−イル]酢酸;及び
[3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)−1−(3,3,3−トリフルオロプロピル)アゼチジン−3−イル]酢酸
から選択されるかまたは前記化合物のいずれかの医薬的に許容される塩である、請求項1に記載の医薬。 - 化合物またはその医薬的に許容される塩が、3−(シアノメチル)−3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)アゼチジン−1−スルホンアミドまたはその医薬的に許容される塩である、請求項1に記載の医薬。
- 化合物が、3−(シアノメチル)−3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)アゼチジン−1−スルホンアミドである、請求項1に記載の医薬。
- 化合物またはその医薬的に許容される塩が、[1−[(1−メチル−1H−ピラゾール−4−イル)カルボニル]−3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)アゼチジン−3−イル]アセトニトリルまたはその医薬的に許容される塩である、請求項1に記載の医薬。
- 化合物が、[1−[(1−メチル−1H−ピラゾール−4−イル)カルボニル]−3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)アゼチジン−3−イル]アセトニトリルである、請求項1に記載の医薬。
- 化合物またはその医薬的に許容される塩が、3−(シアノメチル)−N,N−ジメチル−3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)アゼチジン−1−スルホンアミドまたはその医薬的に許容される塩である、請求項1に記載の医薬。
- 化合物が、3−(シアノメチル)−N,N−ジメチル−3−(4−{[(1R,2S)−2−フェニルシクロプロピル]アミノ}ピペリジン−1−イル)アゼチジン−1−スルホンアミドである、請求項1に記載の医薬。
- 化合物またはその医薬的に許容される塩が、3−(シアノメチル)−3−(4−{[(1R,2S)−2−(4−フルオロフェニル)シクロプロピル]アミノ}ピペリジン−1−イル)アゼチジン−1−スルホンアミドまたはその医薬的に許容される塩である、請求項1に記載の医薬。
- 化合物が、3−(シアノメチル)−3−(4−{[(1R,2S)−2−(4−フルオロフェニル)シクロプロピル]アミノ}ピペリジン−1−イル)アゼチジン−1−スルホンアミドである、請求項1に記載の医薬。
- 疾患が、がんである、請求項1から35のいずれか一項に記載の医薬。
- 1つ以上の追加の治療薬が、化学療法剤、抗増殖剤、アバレリクス、アルデスロイキン、アレムツズマブ、アリトレチノイン、アロプリノール、アルトレタミン、アナストロゾール、三酸化ヒ素、アスパラギナーゼ、アザシチジン、ベンダムスチン、ベバシズマブ、ベキサロテン、ブレオマイシン、ボルテゾムビ(bortezombi)、ボルテゾミブ、ブスルファン静注、ブスルファン経口、カルステロン、カペシタビン、カルボプラチン、カルムスチン、セツキシマブ、クロラムブシル、シスプラチン、クラドリビン、クロファラビン、シクロホスファミド、シタラビン、デカルバジン、ダクチノマイシン、ダルテパリンナトリウム、ダサチニブ、ダウノルビシン、デシタビン、デニロイキン、デニロイキンジフチトクス、デクスラゾキサン、ドセタキセル、ドキソルビシン、プロピオン酸ドロモスタノロン、エクリズマブ、エピルビシン、エルロチニブ、エストラムスチン、リン酸エトポシド、エトポシド、エキセメスタン、クエン酸フェンタニル、フィルグラスチム、フロクスウリジン、フルダラビン、フルオロウラシル、フルベストラント、ゲフィチニブ、ゲムシタビン、ゲムツズマブオゾガマイシン、酢酸ゴセレリン、酢酸ヒストレリン、イブリツモマブチウキセタン、イダルビシン、イホスファミド、メシル酸イマチニブ、インターフェロンアルファ2a、イリノテカン、トシル酸ラパチニブ、レナリドマイド、レトロゾール、ロイコボリン、酢酸リュープロリド、レバミソール、ロムスチン、メクロレタミン、酢酸メゲストロール、メルファラン、メルカプトプリン、メトトレキサート、メトキサレン、マイトマイシンC、ミトタン、ミトキサントロン、フェンプロピオン酸ナンドロロン、ネララビン、ノフェツモマブ、オキサリプラチン、パクリタキセル、パミドロネート、パニツムマブ、パノビノスタット、ペグアスパルガーゼ、ペグフィルグラスチム、ペメトレキセド二ナトリウム、ペントスタチン、ピポブロマン、プリカマイシン、プロカルバジン、キナクリン、ラスブリカーゼ、リツキシマブ、ルクソリチニブ、ソラフェニブ、ストレプトゾシン、スニチニブ、スニチニブマレエート(sunitinib maleate)、タモキシフェン、テモゾロミド、テニポシド、テストラクトン、サリドマイド、チオグアニン、チオテパ、トポテカン、トレミフェン、トシツモマブ、トラスツズマブ、トレチノイン、ウラシルマスタード、バルルビシン、ビンブラスチン、ビンクリスチン、ビノレルビン、ボリノスタット、ゾレドロネート、JAKキナーゼ阻害剤、Pimキナーゼ阻害剤、PI3キナーゼ阻害剤、PI3K−デルタ選択的及び広域PI3K阻害剤、MEK阻害剤、サイクリン依存性キナーゼ阻害剤、b−RAF阻害剤、mTOR阻害剤、プロテアソーム阻害剤、ボルテゾミブ、カーフィルゾミブ、HDAC阻害剤、パノビノスタット、ボリノスタット、DNAメチルトランスフェラーゼ阻害剤、デキサメタゾン、ブロモ及び特異的末端ファミリーメンバー阻害剤、及びインドールアミン2,3−ジオキシゲナーゼ阻害剤からなる群から選択される、請求項36に記載の医薬。
- がんが、血液がん、リンパ腫、白血病、急性リンパ性白血病(ALL)、急性骨髄性白血病(AML)、急性前骨髄球性白血病(APL)、慢性リンパ球性白血病(CLL)、慢性骨髄性白血病(CML)、びまん性大細胞型B細胞リンパ腫(DLBCL)、マントル細胞リンパ腫、非ホジキンリンパ腫、再発性または難治性NHL、反復濾胞性NHL、ホジキンリンパ腫、骨髄増殖性疾患、原発性骨髄線維症(PMF)、真性赤血球増加症(PV)、本態性血小板血症(ET)、骨髄異形成症候群(MDS)、多発性骨髄腫、非上皮性悪性腫瘍、軟骨肉腫、ユーイング肉腫、骨肉腫、横紋筋肉腫、血管肉腫、線維肉腫、脂肪肉腫、粘液腫、横紋筋腫、線維腫、脂肪腫、過誤腫、奇形腫、肺がん、非小細胞肺がん(NSCLC)、気管支原性肺がん、扁平細胞がん、未分化小細胞がん、未分化大細胞がん、腺がん、肺胞(細気管支)がん、気管支腺腫、軟骨性過誤腫、中皮腫、消化管がん、食道がん、扁平上皮がん、腺がん、平滑筋肉腫、リンパ腫、胃がん、上皮性悪性腫瘍、リンパ腫、平滑筋肉腫、膵臓がん、導管腺がん、インスリノーマ、グルカゴノーマ、ガストリノーマ、カルチノイド腫瘍、ビポーマ、小腸がん、腺がん、リンパ腫、カルチノイド腫瘍、カポジ肉腫、平滑筋腫、血管腫、脂肪腫、神経線維腫、線維腫、大腸がん、腺がん、管状腺腫、絨毛腺腫、過誤腫、平滑筋腫、結腸直腸がん、泌尿生殖器系がん、腎臓がん、腺がん、ウィルムス腫瘍[腎芽腫]、膀胱及び尿道がん、扁平上皮がん、移行上皮がん、腺がん、前立腺がん、腺がん、非上皮性悪性腫瘍、精巣がん、セミノーマ、奇形腫、胚性がん腫、奇形がん腫、絨毛がん、非上皮性悪性腫瘍、間質細胞がん、線維腫、線維腺腫、腺腫様腫瘍、脂肪腫、肝臓がん、肝細胞腫、肝細胞がん、胆管細胞がん、肝芽腫、血管肉腫、肝細胞腺腫、血管腫、骨がん、骨原性肉腫、骨肉腫、線維肉腫、悪性線維性組織球腫、軟骨肉腫、ユーイング肉腫、悪性リンパ腫、細網肉腫、多発性骨髄腫、悪性巨細胞腫脊索腫、オステオクロンフローマ、骨軟骨性外骨症、良性軟骨腫、軟骨芽細胞腫、軟骨粘液線維腫、類骨腫、巨細胞腫、神経系のがん、頭蓋のがん、骨腫、血管腫、肉芽腫、黄色腫、変形性骨炎、髄膜がん、髄膜腫、髄膜肉腫、神経膠腫症、脳がん、星状細胞腫、髄芽腫、神経膠腫、上衣腫、胚細胞腫、松果体腫、多形性膠芽腫、乏突起膠腫、神経鞘腫、網膜芽細胞腫、先天性腫瘍、脊髄がん、神経繊維腫、髄膜腫、神経膠腫、非上皮性悪性腫瘍、神経芽細胞腫、レルミット・デュクロ病、婦人科がん、子宮がん、子宮内膜がん、子宮頸部のがん、子宮頸がん、前腫瘍の子宮頸部異形成、卵巣のがん、卵巣がん、漿液性嚢胞腺がん、粘液性嚢胞腺癌、未分類の上皮性悪性腫瘍、包膜莢膜細胞腫、セルトリ・ライディッヒ細胞腫、未分化胚細胞腫、悪性奇形腫、外陰がん、扁平上皮がん、上皮内がん、腺がん、線維肉腫、黒色腫、膣がん、明細胞癌、扁平上皮がん、ブドウ状横紋筋肉腫、胎児性横紋筋肉腫、卵管がん、上皮性悪性腫瘍、皮膚がん、黒色腫、基底細胞がん、扁平上皮がん、カポジ肉腫、ほくろの異形成母斑、脂肪腫、血管腫、皮膚線維腫、ケロイド、乳がん、前立腺がん、頭頸部がん、喉頭部がん、口腔がん、甲状腺がん、及び甲状腺乳頭がんからなる群から選択される、請求項36に記載の医薬。
- がんが、骨髄異形成症候群である、請求項36に記載の医薬。
- がんが、急性骨髄性白血病である、請求項36に記載の医薬。
- がんが、未分化小細胞がんである、請求項36に記載の医薬。
- がんが、ユーイング肉腫である、請求項36に記載の医薬。
- がんが、原発性骨髄線維症である、請求項36に記載の医薬。
- 疾患が、ウイルス性疾患である、請求項1から35のいずれか一項に記載の医薬。
- 1つ以上の追加の治療薬が、抗生物質製剤、抗ウイルス薬、抗真菌薬、麻酔薬、抗炎症薬、ステロイド系及び非ステロイド系抗炎症薬、抗アレルギー薬、アミノグリコシド類、アミカシン、ゲンタマイシン、トブラマイシン、ストレプトマイシン、ネチルマイシン、カナマイシン、フルオロキノロン類、シプロフロキサシン、ノルフロキサシン、オフロキサシン、トロバフロキサシン、ロメフロキサシン、レボフロキサシン、エノキサシン、ナフチリジン、スルホンアミド類、ポリミキシン、クロラムフェニコール、ネオマイシン、パラモマイシン、コリスチメタート、バシトラシン、バンコマイシン、テトラサイクリン類、リファンピン、リファンピン誘導体(「リファンピン類」)、サイクロセリン、ベータラクタム類、セファロスポリン類、アンホテリシン類、フルコナゾール、フルシトシン、ナタマイシン、ミコナゾール、ケトコナゾール、コルチコステロイド類、ジクロフェナク、フルルビプロフェン、ケトロラク、スプロフェン、クロモリン、ロドキサミド、レボカバスチン、ナファゾリン、アンタゾリン、フェニラミン、及びアザライド系抗生物質からなる群から選択される、請求項44に記載の医薬。
- ウイルス性疾患が、単純ヘルペスウイルス(HSV)、水痘帯状ヘルペスウイルス(VZV)、ヒトサイトメガロウイルス、B型肝炎ウイルス(HBV)、及びアデノウイルスからなる群から選択される、請求項44に記載の医薬。
- 化合物またはその医薬的に許容される塩と1つ以上の追加の治療薬とが同時または順次に投与される、請求項1から46のいずれか一項に記載の医薬。
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