HRP20171150T1 - Novi spojevi - Google Patents
Novi spojevi Download PDFInfo
- Publication number
- HRP20171150T1 HRP20171150T1 HRP20171150TT HRP20171150T HRP20171150T1 HR P20171150 T1 HRP20171150 T1 HR P20171150T1 HR P20171150T T HRP20171150T T HR P20171150TT HR P20171150 T HRP20171150 T HR P20171150T HR P20171150 T1 HRP20171150 T1 HR P20171150T1
- Authority
- HR
- Croatia
- Prior art keywords
- pyrrolo
- pyrimidin
- amine
- butyl
- pentyl
- Prior art date
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- 150000001875 compounds Chemical class 0.000 title claims 24
- 150000003839 salts Chemical class 0.000 claims 21
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 3
- TZLSTRPCSHSSJJ-UHFFFAOYSA-N 2-butyl-6-methyl-7-(6-pyrrolidin-1-ylhexyl)-5h-pyrrolo[3,2-d]pyrimidin-4-amine Chemical compound C12=NC(CCCC)=NC(N)=C2NC(C)=C1CCCCCCN1CCCC1 TZLSTRPCSHSSJJ-UHFFFAOYSA-N 0.000 claims 2
- JNSVNACCUJRHFR-UHFFFAOYSA-N 2-butyl-7-(5-pyrrolidin-1-ylpentyl)-5h-pyrrolo[3,2-d]pyrimidin-4-amine Chemical compound C12=NC(CCCC)=NC(N)=C2NC=C1CCCCCN1CCCC1 JNSVNACCUJRHFR-UHFFFAOYSA-N 0.000 claims 2
- 208000035473 Communicable disease Diseases 0.000 claims 2
- 206010028980 Neoplasm Diseases 0.000 claims 2
- 125000000217 alkyl group Chemical group 0.000 claims 2
- 208000026935 allergic disease Diseases 0.000 claims 2
- 201000011510 cancer Diseases 0.000 claims 2
- 229910052731 fluorine Chemical group 0.000 claims 2
- 239000011737 fluorine Chemical group 0.000 claims 2
- 229910052736 halogen Inorganic materials 0.000 claims 2
- 150000002367 halogens Chemical class 0.000 claims 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 2
- 239000001257 hydrogen Substances 0.000 claims 2
- 230000004968 inflammatory condition Effects 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
- ONLBRQXZJKHCHO-HNNXBMFYSA-N (3s)-1-[5-(4-amino-2-butyl-5h-pyrrolo[3,2-d]pyrimidin-7-yl)pentyl]pyrrolidin-3-ol Chemical compound C12=NC(CCCC)=NC(N)=C2NC=C1CCCCCN1CC[C@H](O)C1 ONLBRQXZJKHCHO-HNNXBMFYSA-N 0.000 claims 1
- UJKLLMLXDMSHGM-UHFFFAOYSA-N 1-[5-(4-amino-2-butyl-5h-pyrrolo[3,2-d]pyrimidin-7-yl)pentyl]azetidin-3-ol Chemical compound C12=NC(CCCC)=NC(N)=C2NC=C1CCCCCN1CC(O)C1 UJKLLMLXDMSHGM-UHFFFAOYSA-N 0.000 claims 1
- NUIFYBSFJSWRDC-UHFFFAOYSA-N 1-[5-(4-amino-2-butyl-5h-pyrrolo[3,2-d]pyrimidin-7-yl)pentyl]piperidin-4-ol Chemical compound C12=NC(CCCC)=NC(N)=C2NC=C1CCCCCN1CCC(O)CC1 NUIFYBSFJSWRDC-UHFFFAOYSA-N 0.000 claims 1
- QOVXBXDUTWRRLZ-UHFFFAOYSA-N 2-(2-methoxyethyl)-7-(5-pyrrolidin-1-ylpentyl)-5h-pyrrolo[3,2-d]pyrimidin-4-amine Chemical compound C12=NC(CCOC)=NC(N)=C2NC=C1CCCCCN1CCCC1 QOVXBXDUTWRRLZ-UHFFFAOYSA-N 0.000 claims 1
- CJPDSDQTCRHROJ-UHFFFAOYSA-N 2-(2-methoxyethyl)-7-(6-piperidin-1-ylhexyl)-5h-pyrrolo[3,2-d]pyrimidin-4-amine Chemical compound C12=NC(CCOC)=NC(N)=C2NC=C1CCCCCCN1CCCCC1 CJPDSDQTCRHROJ-UHFFFAOYSA-N 0.000 claims 1
- NRKGRVDVTLKHEK-UHFFFAOYSA-N 2-(ethoxymethyl)-7-(6-piperidin-1-ylhexyl)-5h-pyrrolo[3,2-d]pyrimidin-4-amine Chemical compound C12=NC(COCC)=NC(N)=C2NC=C1CCCCCCN1CCCCC1 NRKGRVDVTLKHEK-UHFFFAOYSA-N 0.000 claims 1
- YDSBKNJZTMGORA-UHFFFAOYSA-N 2-butyl-6-methyl-7-(4-piperidin-1-ylbutyl)-5h-pyrrolo[3,2-d]pyrimidin-4-amine Chemical compound C12=NC(CCCC)=NC(N)=C2NC(C)=C1CCCCN1CCCCC1 YDSBKNJZTMGORA-UHFFFAOYSA-N 0.000 claims 1
- JFRRKMLRRBYRII-UHFFFAOYSA-N 2-butyl-6-methyl-7-(4-pyrrolidin-1-ylbutyl)-5h-pyrrolo[3,2-d]pyrimidin-4-amine Chemical compound C12=NC(CCCC)=NC(N)=C2NC(C)=C1CCCCN1CCCC1 JFRRKMLRRBYRII-UHFFFAOYSA-N 0.000 claims 1
- BBYYXIYMTHQBAN-UHFFFAOYSA-N 2-butyl-6-methyl-7-(5-piperidin-1-ylpentyl)-5h-pyrrolo[3,2-d]pyrimidin-4-amine Chemical compound C12=NC(CCCC)=NC(N)=C2NC(C)=C1CCCCCN1CCCCC1 BBYYXIYMTHQBAN-UHFFFAOYSA-N 0.000 claims 1
- XJXYEBAKTVNASV-UHFFFAOYSA-N 2-butyl-6-methyl-7-(5-pyrrolidin-1-ylpentyl)-5h-pyrrolo[3,2-d]pyrimidin-4-amine Chemical compound C12=NC(CCCC)=NC(N)=C2NC(C)=C1CCCCCN1CCCC1 XJXYEBAKTVNASV-UHFFFAOYSA-N 0.000 claims 1
- HVPPYXLDUJABGI-UHFFFAOYSA-N 2-butyl-6-methyl-7-(6-piperidin-1-ylhexyl)-5h-pyrrolo[3,2-d]pyrimidin-4-amine Chemical compound C12=NC(CCCC)=NC(N)=C2NC(C)=C1CCCCCCN1CCCCC1 HVPPYXLDUJABGI-UHFFFAOYSA-N 0.000 claims 1
- KOIZLYAOQNLWEG-UHFFFAOYSA-N 2-butyl-7-(4-piperidin-1-ylbutyl)-5h-pyrrolo[3,2-d]pyrimidin-4-amine Chemical compound C12=NC(CCCC)=NC(N)=C2NC=C1CCCCN1CCCCC1 KOIZLYAOQNLWEG-UHFFFAOYSA-N 0.000 claims 1
- XUSRJGRTPVPVMS-UHFFFAOYSA-N 2-butyl-7-(5-piperidin-1-ylpentyl)-5h-pyrrolo[3,2-d]pyrimidin-4-amine Chemical compound C12=NC(CCCC)=NC(N)=C2NC=C1CCCCCN1CCCCC1 XUSRJGRTPVPVMS-UHFFFAOYSA-N 0.000 claims 1
- BXNDDJRFAGNGMK-UHFFFAOYSA-N 2-butyl-7-(6-piperidin-1-ylhexyl)-5h-pyrrolo[3,2-d]pyrimidin-4-amine Chemical compound C12=NC(CCCC)=NC(N)=C2NC=C1CCCCCCN1CCCCC1 BXNDDJRFAGNGMK-UHFFFAOYSA-N 0.000 claims 1
- HGKIESKSVLFTCX-UHFFFAOYSA-N 2-butyl-7-(6-pyrrolidin-1-ylhexyl)-5h-pyrrolo[3,2-d]pyrimidin-4-amine Chemical compound C12=NC(CCCC)=NC(N)=C2NC=C1CCCCCCN1CCCC1 HGKIESKSVLFTCX-UHFFFAOYSA-N 0.000 claims 1
- GIZMIPUBWIVEMY-UHFFFAOYSA-N 2-butyl-7-[5-(3-fluoroazetidin-1-yl)pentyl]-5h-pyrrolo[3,2-d]pyrimidin-4-amine Chemical compound C12=NC(CCCC)=NC(N)=C2NC=C1CCCCCN1CC(F)C1 GIZMIPUBWIVEMY-UHFFFAOYSA-N 0.000 claims 1
- PLCQDPIZUBFPME-UHFFFAOYSA-N 2-butyl-7-[5-(3-fluoroazetidin-1-yl)pentyl]-6-methyl-5h-pyrrolo[3,2-d]pyrimidin-4-amine Chemical compound C12=NC(CCCC)=NC(N)=C2NC(C)=C1CCCCCN1CC(F)C1 PLCQDPIZUBFPME-UHFFFAOYSA-N 0.000 claims 1
- LOJMQSDMWAEWIU-UHFFFAOYSA-N 2-butyl-7-[5-(3-methylazetidin-1-yl)pentyl]-5h-pyrrolo[3,2-d]pyrimidin-4-amine Chemical compound C12=NC(CCCC)=NC(N)=C2NC=C1CCCCCN1CC(C)C1 LOJMQSDMWAEWIU-UHFFFAOYSA-N 0.000 claims 1
- GKPSHVSZVUHZAE-UHFFFAOYSA-N 2-butyl-7-[5-(4,4-difluoropiperidin-1-yl)pentyl]-5h-pyrrolo[3,2-d]pyrimidin-4-amine Chemical compound C12=NC(CCCC)=NC(N)=C2NC=C1CCCCCN1CCC(F)(F)CC1 GKPSHVSZVUHZAE-UHFFFAOYSA-N 0.000 claims 1
- UXXCZVQDTUOKDS-UHFFFAOYSA-N 2-butyl-7-[5-(4-fluoropiperidin-1-yl)pentyl]-5h-pyrrolo[3,2-d]pyrimidin-4-amine Chemical compound C12=NC(CCCC)=NC(N)=C2NC=C1CCCCCN1CCC(F)CC1 UXXCZVQDTUOKDS-UHFFFAOYSA-N 0.000 claims 1
- DMJIEKOQMGIOJP-UHFFFAOYSA-N 2-butyl-7-[5-(4-fluoropiperidin-1-yl)pentyl]-6-methyl-5h-pyrrolo[3,2-d]pyrimidin-4-amine Chemical compound C12=NC(CCCC)=NC(N)=C2NC(C)=C1CCCCCN1CCC(F)CC1 DMJIEKOQMGIOJP-UHFFFAOYSA-N 0.000 claims 1
- PDYLKPZLDUGILJ-OAHLLOKOSA-N 2-butyl-7-[5-[(2r)-2-methylpyrrolidin-1-yl]pentyl]-5h-pyrrolo[3,2-d]pyrimidin-4-amine Chemical compound C12=NC(CCCC)=NC(N)=C2NC=C1CCCCCN1CCC[C@H]1C PDYLKPZLDUGILJ-OAHLLOKOSA-N 0.000 claims 1
- PDYLKPZLDUGILJ-HNNXBMFYSA-N 2-butyl-7-[5-[(2s)-2-methylpyrrolidin-1-yl]pentyl]-5h-pyrrolo[3,2-d]pyrimidin-4-amine Chemical compound C12=NC(CCCC)=NC(N)=C2NC=C1CCCCCN1CCC[C@@H]1C PDYLKPZLDUGILJ-HNNXBMFYSA-N 0.000 claims 1
- DFCDHUHEVOQGMB-OAHLLOKOSA-N 2-butyl-7-[5-[(3r)-3-fluoropyrrolidin-1-yl]pentyl]-5h-pyrrolo[3,2-d]pyrimidin-4-amine Chemical compound C12=NC(CCCC)=NC(N)=C2NC=C1CCCCCN1CC[C@@H](F)C1 DFCDHUHEVOQGMB-OAHLLOKOSA-N 0.000 claims 1
- KRSBEXDSLZJPCB-OAHLLOKOSA-N 2-butyl-7-[5-[(3r)-3-fluoropyrrolidin-1-yl]pentyl]-6-methyl-5h-pyrrolo[3,2-d]pyrimidin-4-amine Chemical compound C12=NC(CCCC)=NC(N)=C2NC(C)=C1CCCCCN1CC[C@@H](F)C1 KRSBEXDSLZJPCB-OAHLLOKOSA-N 0.000 claims 1
- DFCDHUHEVOQGMB-HNNXBMFYSA-N 2-butyl-7-[5-[(3s)-3-fluoropyrrolidin-1-yl]pentyl]-5h-pyrrolo[3,2-d]pyrimidin-4-amine Chemical compound C12=NC(CCCC)=NC(N)=C2NC=C1CCCCCN1CC[C@H](F)C1 DFCDHUHEVOQGMB-HNNXBMFYSA-N 0.000 claims 1
- KRSBEXDSLZJPCB-HNNXBMFYSA-N 2-butyl-7-[5-[(3s)-3-fluoropyrrolidin-1-yl]pentyl]-6-methyl-5h-pyrrolo[3,2-d]pyrimidin-4-amine Chemical compound C12=NC(CCCC)=NC(N)=C2NC(C)=C1CCCCCN1CC[C@H](F)C1 KRSBEXDSLZJPCB-HNNXBMFYSA-N 0.000 claims 1
- DVZMVHKJRALNNZ-UHFFFAOYSA-N 2-butyl-7-[6-(4-fluoropiperidin-1-yl)hexyl]-5h-pyrrolo[3,2-d]pyrimidin-4-amine Chemical compound C12=NC(CCCC)=NC(N)=C2NC=C1CCCCCCN1CCC(F)CC1 DVZMVHKJRALNNZ-UHFFFAOYSA-N 0.000 claims 1
- ZYYVJTHLNWJMGI-MRXNPFEDSA-N 2-butyl-7-[6-[(3r)-3-fluoropyrrolidin-1-yl]hexyl]-5h-pyrrolo[3,2-d]pyrimidin-4-amine Chemical compound C12=NC(CCCC)=NC(N)=C2NC=C1CCCCCCN1CC[C@@H](F)C1 ZYYVJTHLNWJMGI-MRXNPFEDSA-N 0.000 claims 1
- ZYYVJTHLNWJMGI-INIZCTEOSA-N 2-butyl-7-[6-[(3s)-3-fluoropyrrolidin-1-yl]hexyl]-5h-pyrrolo[3,2-d]pyrimidin-4-amine Chemical compound C12=NC(CCCC)=NC(N)=C2NC=C1CCCCCCN1CC[C@H](F)C1 ZYYVJTHLNWJMGI-INIZCTEOSA-N 0.000 claims 1
- 125000004200 2-methoxyethyl group Chemical group [H]C([H])([H])OC([H])([H])C([H])([H])* 0.000 claims 1
- HQAGHNHNCDXPNX-UHFFFAOYSA-N 2-pentyl-7-(6-piperidin-1-ylhexyl)-5h-pyrrolo[3,2-d]pyrimidin-4-amine Chemical compound C12=NC(CCCCC)=NC(N)=C2NC=C1CCCCCCN1CCCCC1 HQAGHNHNCDXPNX-UHFFFAOYSA-N 0.000 claims 1
- BMCHFRSACPPETD-UHFFFAOYSA-N 7-[4-(azepan-1-yl)butyl]-2-butyl-6-methyl-5h-pyrrolo[3,2-d]pyrimidin-4-amine Chemical compound C12=NC(CCCC)=NC(N)=C2NC(C)=C1CCCCN1CCCCCC1 BMCHFRSACPPETD-UHFFFAOYSA-N 0.000 claims 1
- YLVPWHVYQCDVEH-UHFFFAOYSA-N 7-[5-(4-fluoropiperidin-1-yl)pentyl]-2-(2-methoxyethyl)-5h-pyrrolo[3,2-d]pyrimidin-4-amine Chemical compound C12=NC(CCOC)=NC(N)=C2NC=C1CCCCCN1CCC(F)CC1 YLVPWHVYQCDVEH-UHFFFAOYSA-N 0.000 claims 1
- RDJYOQQEFXXBOS-UHFFFAOYSA-N 7-[5-(azepan-1-yl)pentyl]-2-butyl-5h-pyrrolo[3,2-d]pyrimidin-4-amine Chemical compound C12=NC(CCCC)=NC(N)=C2NC=C1CCCCCN1CCCCCC1 RDJYOQQEFXXBOS-UHFFFAOYSA-N 0.000 claims 1
- SSONSLOIXPFRKK-UHFFFAOYSA-N 7-[5-(azetidin-1-yl)pentyl]-2-butyl-5h-pyrrolo[3,2-d]pyrimidin-4-amine Chemical compound C12=NC(CCCC)=NC(N)=C2NC=C1CCCCCN1CCC1 SSONSLOIXPFRKK-UHFFFAOYSA-N 0.000 claims 1
- DBRAROMRCAHKED-UHFFFAOYSA-N 7-[5-(azetidin-1-yl)pentyl]-2-butyl-6-methyl-5h-pyrrolo[3,2-d]pyrimidin-4-amine Chemical compound C12=NC(CCCC)=NC(N)=C2NC(C)=C1CCCCCN1CCC1 DBRAROMRCAHKED-UHFFFAOYSA-N 0.000 claims 1
- HQQDWWKPOBOUTN-CQSZACIVSA-N 7-[5-[(3r)-3-fluoropyrrolidin-1-yl]pentyl]-2-(2-methoxyethyl)-5h-pyrrolo[3,2-d]pyrimidin-4-amine Chemical compound C12=NC(CCOC)=NC(N)=C2NC=C1CCCCCN1CC[C@@H](F)C1 HQQDWWKPOBOUTN-CQSZACIVSA-N 0.000 claims 1
- HQQDWWKPOBOUTN-AWEZNQCLSA-N 7-[5-[(3s)-3-fluoropyrrolidin-1-yl]pentyl]-2-(2-methoxyethyl)-5h-pyrrolo[3,2-d]pyrimidin-4-amine Chemical compound C12=NC(CCOC)=NC(N)=C2NC=C1CCCCCN1CC[C@H](F)C1 HQQDWWKPOBOUTN-AWEZNQCLSA-N 0.000 claims 1
- KMOKGGFYQWSCBS-UHFFFAOYSA-N 7-[6-(azepan-1-yl)hexyl]-2-(2-methoxyethyl)-5h-pyrrolo[3,2-d]pyrimidin-4-amine Chemical compound C12=NC(CCOC)=NC(N)=C2NC=C1CCCCCCN1CCCCCC1 KMOKGGFYQWSCBS-UHFFFAOYSA-N 0.000 claims 1
- QWPFKANQWPPUBP-UHFFFAOYSA-N 7-[6-(azetidin-1-yl)hexyl]-2-butyl-6-methyl-5h-pyrrolo[3,2-d]pyrimidin-4-amine Chemical compound C12=NC(CCCC)=NC(N)=C2NC(C)=C1CCCCCCN1CCC1 QWPFKANQWPPUBP-UHFFFAOYSA-N 0.000 claims 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical group FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 206010039085 Rhinitis allergic Diseases 0.000 claims 1
- 201000010105 allergic rhinitis Diseases 0.000 claims 1
- 239000000427 antigen Substances 0.000 claims 1
- 230000000890 antigenic effect Effects 0.000 claims 1
- 102000036639 antigens Human genes 0.000 claims 1
- 108091007433 antigens Proteins 0.000 claims 1
- 208000006673 asthma Diseases 0.000 claims 1
- 229940079593 drug Drugs 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 125000005745 ethoxymethyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])* 0.000 claims 1
- 125000001153 fluoro group Chemical group F* 0.000 claims 1
- 239000012458 free base Substances 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 239000000825 pharmaceutical preparation Substances 0.000 claims 1
- 238000002560 therapeutic procedure Methods 0.000 claims 1
- 229960005486 vaccine Drugs 0.000 claims 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K39/00—Medicinal preparations containing antigens or antibodies
- A61K39/39—Medicinal preparations containing antigens or antibodies characterised by the immunostimulating additives, e.g. chemical adjuvants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K39/00—Medicinal preparations containing antigens or antibodies
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/02—Nasal agents, e.g. decongestants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/06—Antiasthmatics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- 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
-
- 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
- A61P37/08—Antiallergic agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K39/00—Medicinal preparations containing antigens or antibodies
- A61K2039/555—Medicinal preparations containing antigens or antibodies characterised by a specific combination antigen/adjuvant
- A61K2039/55511—Organic adjuvants
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Immunology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Pulmonology (AREA)
- Epidemiology (AREA)
- Mycology (AREA)
- Microbiology (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Otolaryngology (AREA)
- Rheumatology (AREA)
- Pain & Pain Management (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Peptides Or Proteins (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Claims (22)
1. Spoj formule (I), ili njegova sol:
[image]
,
naznačen time što:
R1 je n-C4-6alkil ili C1-2alkoksiC1-2alkil-;
R2 je vodik ili metil;
svaki R3 je hidroksi, halogen ili n-C1-3alkil;
m je cijeli broj, s vrijednošću od 2 to 4;
n je cijeli broj, s vrijednošću od 0 do 3;
p je cijeli broj, s vrijednošću od 0 do 2.
2. Spoj u skladu s patentnim zahtjevom 1, ili njegova sol, naznačen time što R1 je n-butil.
3. Spoj u skladu s patentnim zahtjevom 1, ili njegova sol, naznačen time što R1 je etoksimetil.
4. Spoj u skladu s patentnim zahtjevom 1, ili njegova sol, naznačen time što R1 je 2-metoksietil.
5. Spoj u skladu s bilo kojim od patentnih zahtjeva 1-4, ili njegova sol, naznačen time što je R2 vodik.
6. Spoj u skladu s bilo kojim od patentnih zahtjeva 1-4, ili njegova sol, naznačen time što je R2 metil.
7. Spoj u skladu s bilo kojim od patentnih zahtjeva 1-6, ili njegova sol, naznačen time što je n cijeli broj, s vrijednošću od 1 ili 2.
8. Spoj u skladu s bilo kojim od patentnih zahtjeva 1-7, ili njegova sol, naznačen time što je p 0.
9. Spoj u skladu s bilo kojim od patentnih zahtjeva 1-7, ili njegova sol, naznačen time što R3 je hidroksi ili halogen.
10. Spoj u skladu s bilo kojim od patentnih zahtjeva 1-7, ili njegova sol, naznačen time što je p 1, a R3 je hidroksi ili fluor.
11. Spoj u skladu s bilo kojim od patentnih zahtjeva 1-7, ili njegova sol, naznačen time što je p 2, a R3 je fluor.
12. Spoj u skladu s patentnim zahtjevom 1, ili njegova sol, naznačen time što se bira iz skupine koju čine:
2-butil-7-(6-(piperidin-1-il)heksil)-5H-pirolo[3,2-d]pirimidin-4-amin;
2-butil-7-(5-(piperidin-1-il)pentil)-5H-pirolo[3,2-d]pirimidin-4-amin;
2-butil-7-(4-(piperidin-1-il)butil)-5H-pirolo[3,2-d]pirimidin-4-amin;
2-(etoksimetil)-7-(6-(piperidin-1-il)heksil)-5H-pirolo[3,2-d]pirimidin-4-amin;
2-(2-metoksietil)-7-(6-(piperidin-1-il)heksil)-5H-pirolo[3,2-d]pirimidin-4-amin;
2-butil-6-metil-7-(6-(piperidin-1-il)heksil)-5H-pirolo[3,2-d]pirimidin-4-amin;
2-butil-6-metil-7-(5-(piperidin-1-il)pentil)-5H-pirolo[3,2-d]pirimidin-4-amin;
2-butil-6-metil-7-(4-(piperidin-1-il)butil)-5H-pirolo[3,2-d]pirimidin-4-amin;
2-butil-7-(5-(pirolidin-1-il)pentil)-5H-pirolo[3,2-d]pirimidin-4-amin;
2-butil-7-(6-(pirolidin-1-il)heksil)-5H-pirolo[3,2-d]pirimidin-4-amin;
2-pentil-7-(6-(piperidin-1-il)heksil)-5H-pirolo[3,2-d]pirimidin-4-amin;
7-(5-(azepan-1-il)pentil)-2-butil-5H-pirolo[3,2-d]pirimidin-4-amin;
7-(4-(azepan-1-il)butil)-2-butil-6-metil-5H-pirolo[3,2-d]pirimidin-4-amin;
2-butil-6-metil-7-(6-(pirolidin-1-il)heksil)-5H-pirolo[3,2-d]pirimidin-4-amin;
7-(6-(azetidin-1-il)heksil)-2-butil-6-metil-5H-pirolo[3,2-d]pirimidin-4-amin;
2-butil-6-metil-7-(5-(pirolidin-1-il)pentil)-5H-pirolo[3,2-d]pirimidin-4-amin;
7-(5-(azetidin-1-il)pentil)-2-butil-5H-pirolo[3,2-d]pirimidin-4-amin;
7-(5-(azetidin-1-il)pentil)-2-butil-6-metil-5H-pirolo[3,2-d]pirimidin-4-amin;
2-butil-6-metil-7-(4-(pirolidin-1-il)butil)-5H-pirolo[3,2-d]pirimidin-4-amin;
2-butil-7-(5-(4,4-difluorpiperidin-1-il)pentil)-5H-pirolo[3,2-d]pirimidin-4-amin;
2-butil-7-(5-(4-fluorpiperidin-l-il)pentil)-5H-pirolo[3,2-d]pirimidin-4-amin;
7-(5-(4-fluorpiperidin-1-il)pentil)-2-(2-metoksietil)-5H-pirolo[3,2-d]pirimidin-4-amin;
1-(5-(4-amino-2-butil-5H-pirolo[3,2-d]pirimidin-7-il)pentil)piperidin-4-ol;
(R)-2-butil-7-(5-(3-fluorpirolidin-1-il)pentil)-5H-pirolo[3,2-d]pirimidin-4-amin;
(S)-2-butil-7-(5-(3-fluorpirolidin-1-il)pentil)-5H-pirolo[3,2-d]pirimidin-4-amin;
(R)-7-(5-(3-fluorpirolidin-1-il)pentil)-2-(2-metoksietil)-5H-pirolo[3,2-d]pirimidin-4-amin;
(S)-7-(5-(3-fluorpirolidin-1-il)pentil)-2-(2-metoksietil)-5H-pirolo[3,2-d]pirimidin-4-amin;
(S)-1-(5-(4-amino-2-butil-5H-pirolo[3,2-d]pirimidin-7-il)pentil)pirolidin-3-ol;
1-(5-(4-amino-2-butil-5H-pirolo[3,2-d]pirimidin-7-il)pentil)azetidin-3-ol;
7-(6-(azepan-1-il)heksil)-2-(2-metoksietil)-5H-pirolo[3,2-d]pirimidin-4-amin;
2-butil-7-(6-(4-fluorpiperidin-1-il)heksil)-5H-pirolo[3,2-d]pirimidin-4-amin;
(R)-2-butil-7-(6-(3-fluorpirolidin-1-il)heksil)-5H-pirolo[3,2-d]pirimidin-4-amin;
(S)-2-butil-7-(6-(3-fluorpirolidin-1-il)heksil)-5H-pirolo[3,2-d]pirimidin-4-amin;
(S)-2-butil-7-(5-(2-metilpirolidin-1-il)pentil)-5H-pirolo[3,2-d]pirimidin-4-amin;
(R)-2-butil-7-(5-(2-metilpirolidin-1-il)pentil)-5H-pirolo[3,2-d]pirimidin-4-amin;
2-butil-7-(5-(3-metilazetidin-1-il)pentil)-5H-pirolo[3,2-d]pirimidin-4-amin;
2-butil-7-(5-(3-fluorazetidin-1-il)pentil)-5H-pirolo[3,2-d]pirimidin-4-amin;
2-butil-6-metil-7-(6-(pirolidin-1-il)heksil)-5H-pirolo[3,2-d]pirimidin-4-amin;
2-butil-7-(5-(4-fluorpiperidin-1-il)pentil)-6-metil-5H-pirolo[3,2-d]pirimidin-4-amin;
(S)-2-butil-7-(5-(3-fluorpirolidin-1-il)pentil)-6-metil-5H-pirolo[3,2-d]pirimidin-4-amin;
(R)-2-butil-7-(5-(3-fluorpirolidin-1-il)pentil)-6-metil-5H-pirolo[3,2-d]pirimidin-4-amin;
2-butil-7-(5-(3-fluorazetidin-1-il)pentil)-6-metil-5H-pirolo[3,2-d]pirimidin-4-amin; i
2-(2-metoksietil)-7-(5-(pirolidin-1-il)pentil)-5H-pirolo[3,2-d]pirimidin-4-amin.
13. Spoj u skladu s patentnim zahtjevom 1, naznačen time što je 2-butil-7-(5-(pirolidin-1-il)pentil)-5H-pirolo[3,2-d]pirimidin-4-amin
[image]
,
ili njegova sol.
14. Spoj u skladu s bilo kojim od patentnih zahtjeva 1-13, naznačen time što je u obliku farmaceutski prihvatljive soli.
15. Spoj u skladu s bilo kojim od patentnih zahtjeva 1-13, naznačen time što je u obliku slobodne baze.
16. Farmaceutski pripravak, naznačen time što sadrži spoj u skladu s bilo kojim od patentnih zahtjeva 1-13, ili njegovu farmaceutski prihvatljivu sol, kao i jednu ili više farmaceutski prihvatljivih pomoćnih tvari.
17. Cjepivni pripravak, naznačen time što sadrži spoj u skladu s bilo kojim od patentnih zahtjeva 1-13, ili njegovu farmaceutski prihvatljivu sol, kao i antigen ili antigenski pripravak.
18. Spoj u skladu s bilo kojim od patentnih zahtjeva 1-13, ili njegova farmaceutski prihvatljiva sol, naznačen time što je namijenjen upotrebi u terapiji.
19. Spoj u skladu s bilo kojim od patentnih zahtjeva 1-13, ili njegova farmaceutski prihvatljiva sol, naznačen time što je namijenjen upotrebi u liječenju alergijskih bolesti i drugih upalnih stanja, zaraznih bolesti i raka.
20. Spoj u skladu s bilo kojim od patentnih zahtjeva 1-13, ili njegova farmaceutski prihvatljiva sol, naznačen time što je namijenjen upotrebi u liječenju alergijskog rinitisa.
21. Spoj u skladu s bilo kojim od patentnih zahtjeva 1-13, ili njegova farmaceutski prihvatljiva sol, naznačen time što je namijenjen upotrebi u liječenju astme.
22. Upotreba spoja u skladu s bilo kojim od patentnih zahtjeva 1-13, ili njegove farmaceutski prihvatljive soli, naznačena time što je spoj namijenjen proizvodnji medikamenta za liječenje alergijskih bolesti i drugih upalnih stanja, zaraznih bolesti i raka.
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| PCT/US2013/070472 WO2014081645A1 (en) | 2012-11-20 | 2013-11-18 | Novel compounds |
| EP13857477.7A EP2922549B1 (en) | 2012-11-20 | 2013-11-18 | Novel compounds |
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- 2013-11-18 KR KR1020157015893A patent/KR20150085055A/ko not_active Application Discontinuation
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