HRP20110762T1 - Supstituirani n-fenilbipirolidinkarboksamidi i njihova upotreba u terapiji - Google Patents
Supstituirani n-fenilbipirolidinkarboksamidi i njihova upotreba u terapiji Download PDFInfo
- Publication number
- HRP20110762T1 HRP20110762T1 HR20110762T HRP20110762T HRP20110762T1 HR P20110762 T1 HRP20110762 T1 HR P20110762T1 HR 20110762 T HR20110762 T HR 20110762T HR P20110762 T HRP20110762 T HR P20110762T HR P20110762 T1 HRP20110762 T1 HR P20110762T1
- Authority
- HR
- Croatia
- Prior art keywords
- methyl
- bipyrrolidinyl
- phenyl
- amide
- carboxylic acid
- Prior art date
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- 230000001225 therapeutic effect Effects 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims abstract 8
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract 8
- 201000010099 disease Diseases 0.000 claims abstract 6
- 150000001408 amides Chemical class 0.000 claims 8
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 8
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 7
- 125000000842 isoxazolyl group Chemical group 0.000 claims 4
- 229910052739 hydrogen Inorganic materials 0.000 claims 3
- 239000001257 hydrogen Substances 0.000 claims 3
- 150000003839 salts Chemical class 0.000 claims 3
- IHCCAYCGZOLTEU-UHFFFAOYSA-N 3-furoic acid Chemical compound OC(=O)C=1C=COC=1 IHCCAYCGZOLTEU-UHFFFAOYSA-N 0.000 claims 2
- 208000024827 Alzheimer disease Diseases 0.000 claims 2
- 206010012289 Dementia Diseases 0.000 claims 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
- -1 bicyclo[2.2.1]heptyl Chemical group 0.000 claims 2
- 208000010877 cognitive disease Diseases 0.000 claims 2
- NZNMSOFKMUBTKW-UHFFFAOYSA-N cyclohexanecarboxylic acid Chemical compound OC(=O)C1CCCCC1 NZNMSOFKMUBTKW-UHFFFAOYSA-N 0.000 claims 2
- 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 2
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 2
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 2
- 208000035475 disorder Diseases 0.000 claims 2
- 125000002541 furyl group Chemical group 0.000 claims 2
- 125000002971 oxazolyl group Chemical group 0.000 claims 2
- 239000000825 pharmaceutical preparation Substances 0.000 claims 2
- 125000003226 pyrazolyl group Chemical group 0.000 claims 2
- 125000001412 tetrahydropyranyl group Chemical group 0.000 claims 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 2
- PCUQHNTZXLPGNX-JPCCIJSESA-N (1r,4s)-n-[2-methyl-4-[3-(2-methylpyrrolidin-1-yl)pyrrolidin-1-yl]phenyl]bicyclo[2.2.1]heptane-3-carboxamide Chemical compound C1([C@@]2([H])CC[C@](C2)(C1)[H])C(=O)NC(C(=C1)C)=CC=C1N(C1)CCC1N1CCCC1C PCUQHNTZXLPGNX-JPCCIJSESA-N 0.000 claims 1
- AEONKHQDKWWIPC-JPCCIJSESA-N (1r,4s)-n-[3-methyl-4-[3-(2-methylpyrrolidin-1-yl)pyrrolidin-1-yl]phenyl]bicyclo[2.2.1]heptane-3-carboxamide Chemical compound C1([C@@]2([H])CC[C@](C2)(C1)[H])C(=O)NC(C=C1C)=CC=C1N(C1)CCC1N1CCCC1C AEONKHQDKWWIPC-JPCCIJSESA-N 0.000 claims 1
- KWGIXLKUUUKGLB-RWMXSFHTSA-N (1r,4s)-n-[4-[3-(2-methylpyrrolidin-1-yl)pyrrolidin-1-yl]phenyl]bicyclo[2.2.1]heptane-3-carboxamide Chemical compound C1([C@@]2([H])CC[C@](C2)(C1)[H])C(=O)NC(C=C1)=CC=C1N(C1)CCC1N1CCCC1C KWGIXLKUUUKGLB-RWMXSFHTSA-N 0.000 claims 1
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 1
- PXRXGHUTKHXUGF-UHFFFAOYSA-N 1,5-dimethylpyrazole-3-carboxylic acid Chemical compound CC1=CC(C(O)=O)=NN1C PXRXGHUTKHXUGF-UHFFFAOYSA-N 0.000 claims 1
- CJJRTJUBMZIMQU-HKUYNNGSSA-N 2,2,3,3-tetramethyl-n-[2-methyl-4-[(3s)-3-[(2s)-2-methylpyrrolidin-1-yl]pyrrolidin-1-yl]phenyl]cyclopropane-1-carboxamide Chemical compound C[C@H]1CCCN1[C@@H]1CN(C=2C=C(C)C(NC(=O)C3C(C3(C)C)(C)C)=CC=2)CC1 CJJRTJUBMZIMQU-HKUYNNGSSA-N 0.000 claims 1
- CJJRTJUBMZIMQU-UHFFFAOYSA-N 2,2,3,3-tetramethyl-n-[2-methyl-4-[3-(2-methylpyrrolidin-1-yl)pyrrolidin-1-yl]phenyl]cyclopropane-1-carboxamide Chemical compound CC1CCCN1C1CN(C=2C=C(C)C(NC(=O)C3C(C3(C)C)(C)C)=CC=2)CC1 CJJRTJUBMZIMQU-UHFFFAOYSA-N 0.000 claims 1
- WXTBOKJYHOLEFC-UHFFFAOYSA-N 2,2,3,3-tetramethyl-n-[3-methyl-4-[3-(2-methylpyrrolidin-1-yl)pyrrolidin-1-yl]phenyl]cyclopropane-1-carboxamide Chemical compound CC1CCCN1C1CN(C=2C(=CC(NC(=O)C3C(C3(C)C)(C)C)=CC=2)C)CC1 WXTBOKJYHOLEFC-UHFFFAOYSA-N 0.000 claims 1
- ZETKRQDDYKMOPO-UHFFFAOYSA-N 2,2,3,3-tetramethyl-n-[4-[3-(2-methylpyrrolidin-1-yl)pyrrolidin-1-yl]phenyl]cyclopropane-1-carboxamide Chemical compound CC1CCCN1C1CN(C=2C=CC(NC(=O)C3C(C3(C)C)(C)C)=CC=2)CC1 ZETKRQDDYKMOPO-UHFFFAOYSA-N 0.000 claims 1
- DKVILNAQMBVZGF-RXVVDRJESA-N 2-cyclopentyl-n-[2-methyl-4-[(3s)-3-[(2s)-2-methylpyrrolidin-1-yl]pyrrolidin-1-yl]phenyl]acetamide Chemical compound C[C@H]1CCCN1[C@@H]1CN(C=2C=C(C)C(NC(=O)CC3CCCC3)=CC=2)CC1 DKVILNAQMBVZGF-RXVVDRJESA-N 0.000 claims 1
- DKVILNAQMBVZGF-UHFFFAOYSA-N 2-cyclopentyl-n-[2-methyl-4-[3-(2-methylpyrrolidin-1-yl)pyrrolidin-1-yl]phenyl]acetamide Chemical compound CC1CCCN1C1CN(C=2C=C(C)C(NC(=O)CC3CCCC3)=CC=2)CC1 DKVILNAQMBVZGF-UHFFFAOYSA-N 0.000 claims 1
- YYOJXELLFPQIHG-UHFFFAOYSA-N 2-cyclopentyl-n-[3-methyl-4-[3-(2-methylpyrrolidin-1-yl)pyrrolidin-1-yl]phenyl]acetamide Chemical compound CC1CCCN1C1CN(C=2C(=CC(NC(=O)CC3CCCC3)=CC=2)C)CC1 YYOJXELLFPQIHG-UHFFFAOYSA-N 0.000 claims 1
- WRBZABSLXIGYJG-UHFFFAOYSA-N 2-cyclopentyl-n-[4-[3-(2-methylpyrrolidin-1-yl)pyrrolidin-1-yl]phenyl]acetamide Chemical compound CC1CCCN1C1CN(C=2C=CC(NC(=O)CC3CCCC3)=CC=2)CC1 WRBZABSLXIGYJG-UHFFFAOYSA-N 0.000 claims 1
- SJCPAVQYCMSYEE-YJBOKZPZSA-N 2-methyl-n-[2-methyl-4-[(3s)-3-[(2s)-2-methylpyrrolidin-1-yl]pyrrolidin-1-yl]phenyl]-1,3-oxazole-4-carboxamide Chemical compound C[C@H]1CCCN1[C@@H]1CN(C=2C=C(C)C(NC(=O)C=3N=C(C)OC=3)=CC=2)CC1 SJCPAVQYCMSYEE-YJBOKZPZSA-N 0.000 claims 1
- IJEUISLJVBUNRE-UHFFFAOYSA-N 3,5-dimethyl-1,2-oxazole-4-carboxylic acid Chemical compound CC1=NOC(C)=C1C(O)=O IJEUISLJVBUNRE-UHFFFAOYSA-N 0.000 claims 1
- CJUSJFAZUSWFLY-UHFFFAOYSA-N 3,5-dimethyl-n-[2-methyl-4-[3-(2-methylpyrrolidin-1-yl)pyrrolidin-1-yl]phenyl]-1,2-oxazole-4-carboxamide Chemical compound CC1CCCN1C1CN(C=2C=C(C)C(NC(=O)C3=C(ON=C3C)C)=CC=2)CC1 CJUSJFAZUSWFLY-UHFFFAOYSA-N 0.000 claims 1
- VLWVMXXYTWWGGK-UHFFFAOYSA-N 3,5-dimethyl-n-[3-methyl-4-[3-(2-methylpyrrolidin-1-yl)pyrrolidin-1-yl]phenyl]-1,2-oxazole-4-carboxamide Chemical compound CC1CCCN1C1CN(C=2C(=CC(NC(=O)C3=C(ON=C3C)C)=CC=2)C)CC1 VLWVMXXYTWWGGK-UHFFFAOYSA-N 0.000 claims 1
- QRBMQEJZPMHHQG-UHFFFAOYSA-N 3,5-dimethyl-n-[4-[3-(2-methylpyrrolidin-1-yl)pyrrolidin-1-yl]phenyl]-1,2-oxazole-4-carboxamide Chemical compound CC1CCCN1C1CN(C=2C=CC(NC(=O)C3=C(ON=C3C)C)=CC=2)CC1 QRBMQEJZPMHHQG-UHFFFAOYSA-N 0.000 claims 1
- HXIYCKAAQPHZBM-UHFFFAOYSA-N 3-methyl-1,2-oxazole-5-carboxylic acid Chemical compound CC=1C=C(C(O)=O)ON=1 HXIYCKAAQPHZBM-UHFFFAOYSA-N 0.000 claims 1
- MAVCXANXGDWPJD-UHFFFAOYSA-N 5-methyl-n-[2-methyl-4-[3-(2-methylpyrrolidin-1-yl)pyrrolidin-1-yl]phenyl]-1h-pyrazole-3-carboxamide Chemical compound CC1CCCN1C1CN(C=2C=C(C)C(NC(=O)C3=NNC(C)=C3)=CC=2)CC1 MAVCXANXGDWPJD-UHFFFAOYSA-N 0.000 claims 1
- DJIDTTCTHGMHQF-UHFFFAOYSA-N 5-methyl-n-[3-methyl-4-[3-(2-methylpyrrolidin-1-yl)pyrrolidin-1-yl]phenyl]-1h-pyrazole-3-carboxamide Chemical compound CC1CCCN1C1CN(C=2C(=CC(NC(=O)C3=NNC(C)=C3)=CC=2)C)CC1 DJIDTTCTHGMHQF-UHFFFAOYSA-N 0.000 claims 1
- KYEPLUXUECKUNH-UHFFFAOYSA-N 5-methyl-n-[4-[3-(2-methylpyrrolidin-1-yl)pyrrolidin-1-yl]-2-(trifluoromethyl)phenyl]-1h-pyrazole-3-carboxamide Chemical compound CC1CCCN1C1CN(C=2C=C(C(NC(=O)C3=NNC(C)=C3)=CC=2)C(F)(F)F)CC1 KYEPLUXUECKUNH-UHFFFAOYSA-N 0.000 claims 1
- RCUFJSPQSAHGNP-UHFFFAOYSA-N 5-methyl-n-[4-[3-(2-methylpyrrolidin-1-yl)pyrrolidin-1-yl]phenyl]-1h-pyrazole-3-carboxamide Chemical compound CC1CCCN1C1CN(C=2C=CC(NC(=O)C3=NNC(C)=C3)=CC=2)CC1 RCUFJSPQSAHGNP-UHFFFAOYSA-N 0.000 claims 1
- WSMQKESQZFQMFW-UHFFFAOYSA-N 5-methyl-pyrazole-3-carboxylic acid Chemical compound CC1=CC(C(O)=O)=NN1 WSMQKESQZFQMFW-UHFFFAOYSA-N 0.000 claims 1
- 208000006096 Attention Deficit Disorder with Hyperactivity Diseases 0.000 claims 1
- 208000036864 Attention deficit/hyperactivity disease Diseases 0.000 claims 1
- 208000028698 Cognitive impairment Diseases 0.000 claims 1
- 208000005793 Restless legs syndrome Diseases 0.000 claims 1
- 208000032140 Sleepiness Diseases 0.000 claims 1
- 206010041349 Somnolence Diseases 0.000 claims 1
- 208000015802 attention deficit-hyperactivity disease Diseases 0.000 claims 1
- 239000002585 base Substances 0.000 claims 1
- JESWDXIHOJGWBP-UHFFFAOYSA-N bicyclo[2.2.1]heptane-3-carboxylic acid Chemical compound C1CC2C(C(=O)O)CC1C2 JESWDXIHOJGWBP-UHFFFAOYSA-N 0.000 claims 1
- VZFUCHSFHOYXIS-UHFFFAOYSA-N cycloheptane carboxylic acid Natural products OC(=O)C1CCCCCC1 VZFUCHSFHOYXIS-UHFFFAOYSA-N 0.000 claims 1
- 125000004851 cyclopentylmethyl group Chemical group C1(CCCC1)C* 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 229940079593 drug Drugs 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 230000000694 effects Effects 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 150000002367 halogens Chemical class 0.000 claims 1
- 150000002431 hydrogen Chemical class 0.000 claims 1
- 201000006417 multiple sclerosis Diseases 0.000 claims 1
- KIDXBKRFIRDXFS-PXNSSMCTSA-N n-[2-methyl-4-[(3s)-3-[(2s)-2-methylpyrrolidin-1-yl]pyrrolidin-1-yl]phenyl]cyclopentanecarboxamide Chemical compound C[C@H]1CCCN1[C@@H]1CN(C=2C=C(C)C(NC(=O)C3CCCC3)=CC=2)CC1 KIDXBKRFIRDXFS-PXNSSMCTSA-N 0.000 claims 1
- WFSAHCWIQYOYHH-WMZOPIPTSA-N n-[2-methyl-4-[(3s)-3-[(2s)-2-methylpyrrolidin-1-yl]pyrrolidin-1-yl]phenyl]furan-2-carboxamide Chemical compound C[C@H]1CCCN1[C@@H]1CN(C=2C=C(C)C(NC(=O)C=3OC=CC=3)=CC=2)CC1 WFSAHCWIQYOYHH-WMZOPIPTSA-N 0.000 claims 1
- AMWQFNROCOUNTL-UHFFFAOYSA-N n-[2-methyl-4-[3-(2-methylpyrrolidin-1-yl)pyrrolidin-1-yl]phenyl]-1h-pyrazole-4-carboxamide Chemical compound CC1CCCN1C1CN(C=2C=C(C)C(NC(=O)C3=CNN=C3)=CC=2)CC1 AMWQFNROCOUNTL-UHFFFAOYSA-N 0.000 claims 1
- UFDQJRUQADOLSZ-UHFFFAOYSA-N n-[2-methyl-4-[3-(2-methylpyrrolidin-1-yl)pyrrolidin-1-yl]phenyl]-3-pyridin-4-yl-1h-pyrazole-5-carboxamide Chemical compound CC1CCCN1C1CN(C=2C=C(C)C(NC(=O)C=3NN=C(C=3)C=3C=CN=CC=3)=CC=2)CC1 UFDQJRUQADOLSZ-UHFFFAOYSA-N 0.000 claims 1
- XEDBQWFJPDOSOD-UHFFFAOYSA-N n-[2-methyl-4-[3-(2-methylpyrrolidin-1-yl)pyrrolidin-1-yl]phenyl]-5-(2-oxopyridin-1-yl)furan-2-carboxamide Chemical compound CC1CCCN1C1CN(C=2C=C(C)C(NC(=O)C=3OC(=CC=3)N3C(C=CC=C3)=O)=CC=2)CC1 XEDBQWFJPDOSOD-UHFFFAOYSA-N 0.000 claims 1
- JEVMXLNQHLYXIY-UHFFFAOYSA-N n-[2-methyl-4-[3-(2-methylpyrrolidin-1-yl)pyrrolidin-1-yl]phenyl]cyclopropanecarboxamide Chemical compound CC1CCCN1C1CN(C=2C=C(C)C(NC(=O)C3CC3)=CC=2)CC1 JEVMXLNQHLYXIY-UHFFFAOYSA-N 0.000 claims 1
- RIVHKFKXQNJYDP-UHFFFAOYSA-N n-[2-methyl-4-[3-(2-methylpyrrolidin-1-yl)pyrrolidin-1-yl]phenyl]oxane-4-carboxamide Chemical compound CC1CCCN1C1CN(C=2C=C(C)C(NC(=O)C3CCOCC3)=CC=2)CC1 RIVHKFKXQNJYDP-UHFFFAOYSA-N 0.000 claims 1
- MXIVMTFMGCHKJZ-UHFFFAOYSA-N n-[3-methyl-4-[3-(2-methylpyrrolidin-1-yl)pyrrolidin-1-yl]phenyl]-1h-pyrazole-4-carboxamide Chemical compound CC1CCCN1C1CN(C=2C(=CC(NC(=O)C3=CNN=C3)=CC=2)C)CC1 MXIVMTFMGCHKJZ-UHFFFAOYSA-N 0.000 claims 1
- LFMNOHYCZLVTQR-UHFFFAOYSA-N n-[3-methyl-4-[3-(2-methylpyrrolidin-1-yl)pyrrolidin-1-yl]phenyl]cyclopropanecarboxamide Chemical compound CC1CCCN1C1CN(C=2C(=CC(NC(=O)C3CC3)=CC=2)C)CC1 LFMNOHYCZLVTQR-UHFFFAOYSA-N 0.000 claims 1
- WZFYVAXGOJDHFD-UHFFFAOYSA-N n-[3-methyl-4-[3-(2-methylpyrrolidin-1-yl)pyrrolidin-1-yl]phenyl]oxane-4-carboxamide Chemical compound CC1CCCN1C1CN(C=2C(=CC(NC(=O)C3CCOCC3)=CC=2)C)CC1 WZFYVAXGOJDHFD-UHFFFAOYSA-N 0.000 claims 1
- QUVLTPSEQSBWKS-UHFFFAOYSA-N n-[4-[3-(2-methylpyrrolidin-1-yl)pyrrolidin-1-yl]-2-(trifluoromethyl)phenyl]cyclopropanecarboxamide Chemical compound CC1CCCN1C1CN(C=2C=C(C(NC(=O)C3CC3)=CC=2)C(F)(F)F)CC1 QUVLTPSEQSBWKS-UHFFFAOYSA-N 0.000 claims 1
- BKJXXWZRHKJOAA-UHFFFAOYSA-N n-[4-[3-(2-methylpyrrolidin-1-yl)pyrrolidin-1-yl]phenyl]-1h-pyrazole-4-carboxamide Chemical compound CC1CCCN1C1CN(C=2C=CC(NC(=O)C3=CNN=C3)=CC=2)CC1 BKJXXWZRHKJOAA-UHFFFAOYSA-N 0.000 claims 1
- YJTLIUOYMGJKGP-UHFFFAOYSA-N n-[4-[3-(2-methylpyrrolidin-1-yl)pyrrolidin-1-yl]phenyl]cyclopropanecarboxamide Chemical compound CC1CCCN1C1CN(C=2C=CC(NC(=O)C3CC3)=CC=2)CC1 YJTLIUOYMGJKGP-UHFFFAOYSA-N 0.000 claims 1
- SJHGBCKOLDNGQX-UHFFFAOYSA-N n-[4-[3-(2-methylpyrrolidin-1-yl)pyrrolidin-1-yl]phenyl]oxane-4-carboxamide Chemical compound CC1CCCN1C1CN(C=2C=CC(NC(=O)C3CCOCC3)=CC=2)CC1 SJHGBCKOLDNGQX-UHFFFAOYSA-N 0.000 claims 1
- 201000003631 narcolepsy Diseases 0.000 claims 1
- UMRZSTCPUPJPOJ-KNVOCYPGSA-N norbornane Chemical compound C1C[C@H]2CC[C@@H]1C2 UMRZSTCPUPJPOJ-KNVOCYPGSA-N 0.000 claims 1
- 208000001797 obstructive sleep apnea Diseases 0.000 claims 1
- AVPKHOTUOHDTLW-UHFFFAOYSA-N oxane-4-carboxylic acid Chemical compound OC(=O)C1CCOCC1 AVPKHOTUOHDTLW-UHFFFAOYSA-N 0.000 claims 1
- 230000000737 periodic effect Effects 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 125000004076 pyridyl group Chemical group 0.000 claims 1
- 230000033764 rhythmic process Effects 0.000 claims 1
- 208000019116 sleep disease Diseases 0.000 claims 1
- 208000020685 sleep-wake disease Diseases 0.000 claims 1
- 230000037321 sleepiness Effects 0.000 claims 1
- 125000001424 substituent group Chemical group 0.000 claims 1
- 102000004384 Histamine H3 receptors Human genes 0.000 abstract 2
- 108090000981 Histamine H3 receptors Proteins 0.000 abstract 2
- KFIOZBMCNUODPK-UHFFFAOYSA-N n-phenyl-1-pyrrolidin-1-ylpyrrolidine-2-carboxamide Chemical class C1CCN(N2CCCC2)C1C(=O)NC1=CC=CC=C1 KFIOZBMCNUODPK-UHFFFAOYSA-N 0.000 abstract 2
- 210000003169 central nervous system Anatomy 0.000 abstract 1
- 239000000543 intermediate Chemical class 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 239000008177 pharmaceutical agent Substances 0.000 abstract 1
- 230000002265 prevention Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/20—Hypnotics; Sedatives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/24—Antidepressants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
- A61P37/06—Immunosuppressants, e.g. drugs for graft rejection
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D207/06—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with radicals, containing only hydrogen and carbon atoms, attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
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- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
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Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US98059907P | 2007-10-17 | 2007-10-17 | |
PCT/US2008/079757 WO2009052062A1 (en) | 2007-10-17 | 2008-10-14 | Substituted n-phenyl-bipyrrolidine carboxamides and therapeutic use thereof |
Publications (1)
Publication Number | Publication Date |
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HRP20110762T1 true HRP20110762T1 (hr) | 2011-11-30 |
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Application Number | Title | Priority Date | Filing Date |
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HR20110762T HRP20110762T1 (hr) | 2007-10-17 | 2011-10-19 | Supstituirani n-fenilbipirolidinkarboksamidi i njihova upotreba u terapiji |
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US (2) | US8088808B2 (pt) |
EP (1) | EP2212283B1 (pt) |
JP (1) | JP5377503B2 (pt) |
KR (1) | KR20100072077A (pt) |
CN (1) | CN101903340B (pt) |
AT (1) | ATE525351T1 (pt) |
AU (1) | AU2008312635B2 (pt) |
BR (1) | BRPI0818581A2 (pt) |
CA (1) | CA2702467C (pt) |
CY (1) | CY1112083T1 (pt) |
DK (1) | DK2212283T3 (pt) |
ES (1) | ES2372332T3 (pt) |
HK (1) | HK1146053A1 (pt) |
HR (1) | HRP20110762T1 (pt) |
IL (1) | IL205001A (pt) |
MA (1) | MA31858B1 (pt) |
MX (1) | MX2010003949A (pt) |
MY (1) | MY151348A (pt) |
NZ (1) | NZ584690A (pt) |
PL (1) | PL2212283T3 (pt) |
PT (1) | PT2212283E (pt) |
RS (1) | RS52235B (pt) |
RU (1) | RU2477720C2 (pt) |
SI (1) | SI2212283T1 (pt) |
WO (1) | WO2009052062A1 (pt) |
ZA (1) | ZA201002115B (pt) |
Families Citing this family (21)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
KR20100082349A (ko) | 2007-10-17 | 2010-07-16 | 사노피-아벤티스 | 치환된 n-페닐-비피롤리딘 우레아 및 이의 치료적 용도 |
AU2008312636B2 (en) | 2007-10-17 | 2013-03-14 | Sanofi-Aventis | Substituted N-phenyl-pyrrolidinylmethylpyrrolidine amides and therapeutic use thereof as histamine H3 receptor modulators |
CA2702467C (en) * | 2007-10-17 | 2012-11-27 | Sanofi-Aventis | Substituted n-phenyl-bipyrrolidine carboxamides and therapeutic use thereof |
MY149650A (en) | 2007-10-17 | 2013-09-30 | Sanofi Aventis | Substituted n-phenyl-bipyrrolidine carboxamides and therapeutic use thereof |
AR074467A1 (es) * | 2008-12-05 | 2011-01-19 | Sanofi Aventis | Tetrahidropiran espiro pirrolidinonas y piperidinonas sustituidas, composiciones farmaceuticas que las contienen y uso de las mismas en el tratamiento y/o prevencion de enfermedades del snc ,tales como alzheimer y parkinson, entre otras. |
AR074466A1 (es) | 2008-12-05 | 2011-01-19 | Sanofi Aventis | Piperidina espiro pirrolidinona y piperidinona sustituidas y su uso terapeutico en enfermedades mediadas por la modulacion de los receptores h3. |
SA110310332B1 (ar) | 2009-05-01 | 2013-12-10 | Astrazeneca Ab | مركبات ميثانون (3 استبدال -ازيتيدين -1-يل )(5- فينيل -1، 3، 4- أوكساديازول -2-يل ) |
TW201206889A (en) | 2010-05-11 | 2012-02-16 | Sanofi Aventis | Substituted N-alkyl and N-acyl tetrahydro-isoquinoline derivatives, preparation and therapeutic use thereof |
EP2569280B1 (en) | 2010-05-11 | 2015-02-25 | Sanofi | Substituted phenyl cycloalkyl pyrrolidine (piperidine) spirolactams and amides, preparation and therapeutic use thereof |
TW201206898A (en) * | 2010-05-11 | 2012-02-16 | Sanofi Aventis | Substituted N-phenyl spirolactam bipyrrolidines, preparation and therapeutic use thereof |
JP5784110B2 (ja) | 2010-05-11 | 2015-09-24 | サノフイ | 置換されたn−ヘテロアリールテトラヒドロ−イソキノリン誘導体、その製造及び治療上の使用 |
AR081908A1 (es) * | 2010-05-11 | 2012-10-31 | Sanofi Aventis | N-heteroaril-espirolactama-bipirrolidinas sustituidas, preparacion y usos terapeuticos de las mismas |
WO2011143162A1 (en) * | 2010-05-11 | 2011-11-17 | Sanofi | Substituted n-heteroaryl bipyrrolidine carboxamides, preparation and therapeutic use thereof |
WO2011143161A1 (en) | 2010-05-11 | 2011-11-17 | Sanofi | Substituted n-heterocycloalkyl bipyrrolidinylphenyl amide derivatives, preparation and therapeutic use thereof |
EA201291384A1 (ru) | 2010-07-06 | 2013-07-30 | Астразенека Аб | Терапевтические агенты 976 |
UY34194A (es) | 2011-07-15 | 2013-02-28 | Astrazeneca Ab | ?(3-(4-(espiroheterocíclico)metil)fenoxi)azetidin-1-il)(5-(fenil)-1,3,4-oxadiazol-2-il)metanona en el tratamiento de la obesidad? |
JP2013232564A (ja) * | 2012-04-27 | 2013-11-14 | National Institute Of Advanced Industrial & Technology | 半導体装置および半導体装置の製造方法 |
CN103694163A (zh) * | 2012-09-27 | 2014-04-02 | 上海先声药物研究有限公司 | 作为钾通道调节剂的化合物 |
EA201500737A1 (ru) | 2013-01-10 | 2016-04-29 | Грюненталь Гмбх | Пиразолилкарбоксамиды ii в качестве ингибиторов crac каналов |
AR094412A1 (es) | 2013-01-10 | 2015-07-29 | Gruenenthal Gmbh | Carboxamidas basadas en pirazolilo i |
EP3366683A1 (en) | 2017-02-28 | 2018-08-29 | Acousia Therapeutics GmbH | Cyclic amides, acteamides and ureas useful as potassium channel openers |
Family Cites Families (13)
Publication number | Priority date | Publication date | Assignee | Title |
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PE20020507A1 (es) * | 2000-10-17 | 2002-06-25 | Schering Corp | Compuestos no-imidazoles como antagonistas del receptor histamina h3 |
CA2504272A1 (en) * | 2002-10-23 | 2004-05-06 | Janssen Pharmaceutica, N.V. | Phenylpiperidines and phenylpyrrolidines as histamine h3 receptor modulators |
DE10306250A1 (de) * | 2003-02-14 | 2004-09-09 | Aventis Pharma Deutschland Gmbh | Substituierte N-Arylheterozyklen, Verfahren zu ihrer Herstellung und ihre Verwendung als Arzneimittel |
US7223788B2 (en) * | 2003-02-14 | 2007-05-29 | Sanofi-Aventis Deutschland Gmbh | Substituted N-aryl heterocycles, process for their preparation and their use as medicaments |
AU2006227815B2 (en) | 2005-03-17 | 2011-09-22 | Eli Lilly And Company | Pyrrolidine derivatives as histamine H3 receptor antagonists |
BRPI0608653A2 (pt) * | 2005-04-01 | 2010-11-30 | Lilly Co Eli | composto ou um sal farmaceuticamente aceitável do mesmo, composição farmacêutica, e, uso de um composto ou um sal do mesmo |
BRPI0613495A2 (pt) * | 2005-07-01 | 2011-01-11 | Lilly Co Eli | composto, composição farmacêutica, e, uso de um composto |
EP1943217A1 (en) * | 2005-10-27 | 2008-07-16 | UCB Pharma, S.A. | Compounds comprising a lactam or a lactam derivative moiety, processes for making them, and their uses |
CA2636873A1 (en) * | 2006-02-15 | 2007-08-23 | Sanofi-Aventis | Azacyclyl-substituted aryldihydroisoquinolinones, process for their preparation and their use as medicaments |
MY149650A (en) | 2007-10-17 | 2013-09-30 | Sanofi Aventis | Substituted n-phenyl-bipyrrolidine carboxamides and therapeutic use thereof |
KR20100082349A (ko) * | 2007-10-17 | 2010-07-16 | 사노피-아벤티스 | 치환된 n-페닐-비피롤리딘 우레아 및 이의 치료적 용도 |
AU2008312636B2 (en) | 2007-10-17 | 2013-03-14 | Sanofi-Aventis | Substituted N-phenyl-pyrrolidinylmethylpyrrolidine amides and therapeutic use thereof as histamine H3 receptor modulators |
CA2702467C (en) * | 2007-10-17 | 2012-11-27 | Sanofi-Aventis | Substituted n-phenyl-bipyrrolidine carboxamides and therapeutic use thereof |
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2008
- 2008-10-14 CA CA2702467A patent/CA2702467C/en not_active Expired - Fee Related
- 2008-10-14 MX MX2010003949A patent/MX2010003949A/es active IP Right Grant
- 2008-10-14 RS RS20110522A patent/RS52235B/en unknown
- 2008-10-14 AT AT08839959T patent/ATE525351T1/de active
- 2008-10-14 EP EP08839959A patent/EP2212283B1/en active Active
- 2008-10-14 PT PT08839959T patent/PT2212283E/pt unknown
- 2008-10-14 JP JP2010530049A patent/JP5377503B2/ja not_active Expired - Fee Related
- 2008-10-14 PL PL08839959T patent/PL2212283T3/pl unknown
- 2008-10-14 DK DK08839959.7T patent/DK2212283T3/da active
- 2008-10-14 RU RU2010119528/04A patent/RU2477720C2/ru not_active IP Right Cessation
- 2008-10-14 KR KR1020107010769A patent/KR20100072077A/ko not_active Application Discontinuation
- 2008-10-14 AU AU2008312635A patent/AU2008312635B2/en not_active Ceased
- 2008-10-14 BR BRPI0818581-6A patent/BRPI0818581A2/pt not_active IP Right Cessation
- 2008-10-14 CN CN2008801212081A patent/CN101903340B/zh not_active Expired - Fee Related
- 2008-10-14 NZ NZ584690A patent/NZ584690A/en not_active IP Right Cessation
- 2008-10-14 MY MYPI20101299 patent/MY151348A/en unknown
- 2008-10-14 WO PCT/US2008/079757 patent/WO2009052062A1/en active Application Filing
- 2008-10-14 ES ES08839959T patent/ES2372332T3/es active Active
- 2008-10-14 SI SI200830416T patent/SI2212283T1/sl unknown
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2010
- 2010-03-15 US US12/724,028 patent/US8088808B2/en not_active Expired - Fee Related
- 2010-03-25 ZA ZA2010/02115A patent/ZA201002115B/en unknown
- 2010-04-11 IL IL205001A patent/IL205001A/en not_active IP Right Cessation
- 2010-05-17 MA MA32850A patent/MA31858B1/fr unknown
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2011
- 2011-01-12 HK HK11100254.8A patent/HK1146053A1/xx not_active IP Right Cessation
- 2011-10-19 HR HR20110762T patent/HRP20110762T1/hr unknown
- 2011-11-18 US US13/299,574 patent/US8252824B2/en active Active
- 2011-11-24 CY CY20111101151T patent/CY1112083T1/el unknown
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