AP709A - Azetidines. - Google Patents
Azetidines. Download PDFInfo
- Publication number
- AP709A AP709A APAP/P/1996/000901A AP9600901A AP709A AP 709 A AP709 A AP 709A AP 9600901 A AP9600901 A AP 9600901A AP 709 A AP709 A AP 709A
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- ARIPO
- Prior art keywords
- formula
- compound
- alkyl
- chnr
- group
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- 150000001539 azetidines Chemical class 0.000 title description 2
- 150000001875 compounds Chemical class 0.000 claims abstract description 290
- 150000003839 salts Chemical class 0.000 claims abstract description 53
- 102100024304 Protachykinin-1 Human genes 0.000 claims abstract description 9
- 102000003141 Tachykinin Human genes 0.000 claims abstract description 7
- 239000005557 antagonist Substances 0.000 claims abstract description 7
- 208000027866 inflammatory disease Diseases 0.000 claims abstract description 7
- 108060008037 tachykinin Proteins 0.000 claims abstract description 7
- 238000002360 preparation method Methods 0.000 claims description 121
- -1 piperidin-l-yl Chemical group 0.000 claims description 108
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 98
- 125000000217 alkyl group Chemical group 0.000 claims description 94
- 238000006243 chemical reaction Methods 0.000 claims description 84
- 239000000203 mixture Substances 0.000 claims description 80
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 64
- 238000000034 method Methods 0.000 claims description 62
- 239000002253 acid Substances 0.000 claims description 49
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 49
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 34
- 229910003844 NSO2 Inorganic materials 0.000 claims description 34
- 125000001153 fluoro group Chemical group F* 0.000 claims description 34
- 229910052757 nitrogen Inorganic materials 0.000 claims description 34
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims description 33
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 32
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims description 31
- 208000035475 disorder Diseases 0.000 claims description 30
- 125000004189 3,4-dichlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(Cl)C([H])=C1* 0.000 claims description 26
- 125000003118 aryl group Chemical group 0.000 claims description 23
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 22
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 22
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 claims description 20
- 201000010099 disease Diseases 0.000 claims description 19
- 229910052721 tungsten Inorganic materials 0.000 claims description 18
- 239000007858 starting material Substances 0.000 claims description 17
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical group C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 16
- 239000005977 Ethylene Substances 0.000 claims description 16
- 125000003545 alkoxy group Chemical group 0.000 claims description 16
- 125000005843 halogen group Chemical group 0.000 claims description 15
- 125000001424 substituent group Chemical group 0.000 claims description 15
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Chemical group CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 14
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 14
- 150000001412 amines Chemical class 0.000 claims description 13
- 208000002193 Pain Diseases 0.000 claims description 12
- 125000002947 alkylene group Chemical group 0.000 claims description 12
- 208000004296 neuralgia Diseases 0.000 claims description 12
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims description 11
- 206010020751 Hypersensitivity Diseases 0.000 claims description 11
- 208000026935 allergic disease Diseases 0.000 claims description 11
- 210000003169 central nervous system Anatomy 0.000 claims description 11
- 238000010511 deprotection reaction Methods 0.000 claims description 11
- 125000006239 protecting group Chemical group 0.000 claims description 11
- 229910052739 hydrogen Inorganic materials 0.000 claims description 10
- 229910052760 oxygen Inorganic materials 0.000 claims description 10
- 229910000027 potassium carbonate Inorganic materials 0.000 claims description 10
- 125000001246 bromo group Chemical group Br* 0.000 claims description 9
- 238000006268 reductive amination reaction Methods 0.000 claims description 9
- 101000831616 Homo sapiens Protachykinin-1 Proteins 0.000 claims description 8
- 125000001589 carboacyl group Chemical group 0.000 claims description 8
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 8
- 230000000694 effects Effects 0.000 claims description 8
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 claims description 8
- 201000004624 Dermatitis Diseases 0.000 claims description 7
- 229910020008 S(O) Inorganic materials 0.000 claims description 7
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 7
- 230000002496 gastric effect Effects 0.000 claims description 7
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 7
- 239000001301 oxygen Substances 0.000 claims description 7
- 208000033808 peripheral neuropathy Diseases 0.000 claims description 7
- 125000000475 sulfinyl group Chemical group [*:2]S([*:1])=O 0.000 claims description 7
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- 206010012289 Dementia Diseases 0.000 claims description 6
- 206010012442 Dermatitis contact Diseases 0.000 claims description 6
- 208000032131 Diabetic Neuropathies Diseases 0.000 claims description 6
- 208000034347 Faecal incontinence Diseases 0.000 claims description 6
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- 208000022559 Inflammatory bowel disease Diseases 0.000 claims description 6
- 208000019693 Lung disease Diseases 0.000 claims description 6
- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 claims description 6
- 206010036376 Postherpetic Neuralgia Diseases 0.000 claims description 6
- 201000004681 Psoriasis Diseases 0.000 claims description 6
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- 241000159243 Toxicodendron radicans Species 0.000 claims description 6
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- 201000003146 cystitis Diseases 0.000 claims description 6
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 claims description 6
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- 206010039083 rhinitis Diseases 0.000 claims description 6
- ADNPLDHMAVUMIW-CUZNLEPHSA-N substance P Chemical compound C([C@@H](C(=O)NCC(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCSC)C(N)=O)NC(=O)[C@H](CC=1C=CC=CC=1)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H]1N(CCC1)C(=O)[C@H](CCCCN)NC(=O)[C@H]1N(CCC1)C(=O)[C@@H](N)CCCN=C(N)N)C1=CC=CC=C1 ADNPLDHMAVUMIW-CUZNLEPHSA-N 0.000 claims description 6
- 125000004204 2-methoxyphenyl group Chemical group [H]C1=C([H])C(*)=C(OC([H])([H])[H])C([H])=C1[H] 0.000 claims description 5
- 208000000187 Abnormal Reflex Diseases 0.000 claims description 5
- 208000001387 Causalgia Diseases 0.000 claims description 5
- 208000023890 Complex Regional Pain Syndromes Diseases 0.000 claims description 5
- 230000007815 allergy Effects 0.000 claims description 5
- 208000014439 complex regional pain syndrome type 2 Diseases 0.000 claims description 5
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 5
- 125000004186 cyclopropylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C1([H])[H] 0.000 claims description 5
- 206010020745 hyperreflexia Diseases 0.000 claims description 5
- 230000035859 hyperreflexia Effects 0.000 claims description 5
- 125000002346 iodo group Chemical group I* 0.000 claims description 5
- 208000005877 painful neuropathy Diseases 0.000 claims description 5
- 125000004214 1-pyrrolidinyl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 claims description 4
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 4
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims description 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 4
- 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 description 4
- 239000003814 drug Substances 0.000 claims description 4
- 125000005842 heteroatom Chemical group 0.000 claims description 4
- 125000001624 naphthyl group Chemical group 0.000 claims description 4
- 125000001544 thienyl group Chemical group 0.000 claims description 4
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 claims description 3
- 229910005946 SO2 Cr Inorganic materials 0.000 claims description 3
- 125000004423 acyloxy group Chemical group 0.000 claims description 3
- 239000003085 diluting agent Substances 0.000 claims description 3
- 125000001072 heteroaryl group Chemical group 0.000 claims description 3
- 238000007327 hydrogenolysis reaction Methods 0.000 claims description 3
- 230000007062 hydrolysis Effects 0.000 claims description 3
- 238000006460 hydrolysis reaction Methods 0.000 claims description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 2
- UOWHCAKKYIRMSX-UHFFFAOYSA-N [N].C1CNC1 Chemical group [N].C1CNC1 UOWHCAKKYIRMSX-UHFFFAOYSA-N 0.000 claims description 2
- 230000010933 acylation Effects 0.000 claims description 2
- 238000005917 acylation reaction Methods 0.000 claims description 2
- 125000005073 adamantyl group Chemical group C12(CC3CC(CC(C1)C3)C2)* 0.000 claims description 2
- 150000008064 anhydrides Chemical class 0.000 claims description 2
- 125000004196 benzothienyl group Chemical group S1C(=CC2=C1C=CC=C2)* 0.000 claims description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 2
- 238000009833 condensation Methods 0.000 claims description 2
- 230000005494 condensation Effects 0.000 claims description 2
- 238000001212 derivatisation Methods 0.000 claims description 2
- 125000000623 heterocyclic group Chemical group 0.000 claims description 2
- 125000001041 indolyl group Chemical group 0.000 claims description 2
- 239000012948 isocyanate Substances 0.000 claims description 2
- 150000002513 isocyanates Chemical class 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 2
- 239000008194 pharmaceutical composition Substances 0.000 claims description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 2
- 125000004187 tetrahydropyran-2-yl group Chemical group [H]C1([H])OC([H])(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 claims description 2
- WJKHJLXJJJATHN-UHFFFAOYSA-N triflic anhydride Chemical compound FC(F)(F)S(=O)(=O)OS(=O)(=O)C(F)(F)F WJKHJLXJJJATHN-UHFFFAOYSA-N 0.000 claims description 2
- GRGCWBWNLSTIEN-UHFFFAOYSA-N trifluoromethanesulfonyl chloride Chemical compound FC(F)(F)S(Cl)(=O)=O GRGCWBWNLSTIEN-UHFFFAOYSA-N 0.000 claims description 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 7
- 125000004566 azetidin-1-yl group Chemical group N1(CCC1)* 0.000 claims 1
- 201000001119 neuropathy Diseases 0.000 claims 1
- 230000007823 neuropathy Effects 0.000 claims 1
- 101800002813 Neurokinin-B Proteins 0.000 abstract description 5
- NHXYSAFTNPANFK-HDMCBQFHSA-N Neurokinin B Chemical compound C([C@@H](C(=O)N[C@H](C(=O)NCC(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCSC)C(N)=O)C(C)C)NC(=O)[C@H](CC=1C=CC=CC=1)NC(=O)[C@H](CC(O)=O)NC(=O)[C@H](CC=1N=CNC=1)NC(=O)[C@H](CCSC)NC(=O)[C@@H](N)CC(O)=O)C1=CC=CC=C1 NHXYSAFTNPANFK-HDMCBQFHSA-N 0.000 abstract description 4
- 230000000144 pharmacologic effect Effects 0.000 abstract description 2
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- QDZOEBFLNHCSSF-PFFBOGFISA-N (2S)-2-[[(2R)-2-[[(2S)-1-[(2S)-6-amino-2-[[(2S)-1-[(2R)-2-amino-5-carbamimidamidopentanoyl]pyrrolidine-2-carbonyl]amino]hexanoyl]pyrrolidine-2-carbonyl]amino]-3-(1H-indol-3-yl)propanoyl]amino]-N-[(2R)-1-[[(2S)-1-[[(2R)-1-[[(2S)-1-[[(2S)-1-amino-4-methyl-1-oxopentan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]pentanediamide Chemical compound C([C@@H](C(=O)N[C@H](CC=1C2=CC=CC=C2NC=1)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(C)C)C(N)=O)NC(=O)[C@@H](CC=1C2=CC=CC=C2NC=1)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@@H](CC=1C2=CC=CC=C2NC=1)NC(=O)[C@H]1N(CCC1)C(=O)[C@H](CCCCN)NC(=O)[C@H]1N(CCC1)C(=O)[C@H](N)CCCNC(N)=N)C1=CC=CC=C1 QDZOEBFLNHCSSF-PFFBOGFISA-N 0.000 abstract 1
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- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 76
- 230000002829 reductive effect Effects 0.000 description 76
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 62
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- KTTHNJILQSHJHQ-UHFFFAOYSA-N 4-(azetidin-3-yl)morpholine;dihydrochloride Chemical compound Cl.Cl.C1NCC1N1CCOCC1 KTTHNJILQSHJHQ-UHFFFAOYSA-N 0.000 description 5
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- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 4
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Classifications
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- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
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- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
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- C07D211/08—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings 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 hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
- C07D211/18—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings 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 hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D211/30—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings 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 hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by doubly bound oxygen or sulfur atoms or by two oxygen or sulfur atoms singly bound to the same carbon atom
- C07D211/32—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings 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 hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by doubly bound oxygen or sulfur atoms or by two oxygen or sulfur atoms singly bound to the same carbon atom by oxygen atoms
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- 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
- C07D401/02—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 two hetero rings
- C07D401/06—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 two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- 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
- C07D403/06—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 carbon chain containing only aliphatic carbon atoms
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- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Pulmonology (AREA)
- Neurology (AREA)
- Biomedical Technology (AREA)
- Neurosurgery (AREA)
- Urology & Nephrology (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Dermatology (AREA)
- Rheumatology (AREA)
- Immunology (AREA)
- Physical Education & Sports Medicine (AREA)
- Pain & Pain Management (AREA)
- Cardiology (AREA)
- Reproductive Health (AREA)
- Heart & Thoracic Surgery (AREA)
- Endocrinology (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Hydrogenated Pyridines (AREA)
- Pyrane Compounds (AREA)
- Pyrrole Compounds (AREA)
- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
- Peptides Or Proteins (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB9600235.7A GB9600235D0 (en) | 1996-01-05 | 1996-01-05 | Therapeutic agents |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| AP9600901A0 AP9600901A0 (en) | 1997-01-31 |
| AP709A true AP709A (en) | 1998-12-22 |
Family
ID=10786682
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| APAP/P/1996/000901A AP709A (en) | 1996-01-05 | 1996-12-19 | Azetidines. |
Country Status (38)
| Country | Link |
|---|---|
| US (1) | US6242438B1 (is) |
| EP (1) | EP0871623B1 (is) |
| JP (2) | JP3123611B2 (is) |
| KR (1) | KR100275402B1 (is) |
| AP (1) | AP709A (is) |
| AR (2) | AR005338A1 (is) |
| AT (1) | ATE232526T1 (is) |
| AU (1) | AU708282B2 (is) |
| BG (1) | BG102589A (is) |
| BR (1) | BR9612412A (is) |
| CA (1) | CA2237189C (is) |
| CO (1) | CO4750815A1 (is) |
| CZ (1) | CZ209398A3 (is) |
| DE (1) | DE69626220T2 (is) |
| DK (1) | DK0871623T3 (is) |
| DZ (1) | DZ2155A1 (is) |
| ES (1) | ES2190486T3 (is) |
| GB (1) | GB9600235D0 (is) |
| HR (1) | HRP970006A2 (is) |
| HU (1) | HUP9903590A3 (is) |
| IL (2) | IL124309A (is) |
| IS (1) | IS1876B (is) |
| MA (1) | MA26417A1 (is) |
| NO (1) | NO311838B1 (is) |
| NZ (1) | NZ324712A (is) |
| OA (1) | OA10863A (is) |
| PE (1) | PE29798A1 (is) |
| PL (1) | PL185723B1 (is) |
| RU (1) | RU2158264C2 (is) |
| SI (1) | SI0871623T1 (is) |
| SK (1) | SK89598A3 (is) |
| TN (1) | TNSN96174A1 (is) |
| TR (1) | TR199801268T2 (is) |
| TW (1) | TW472054B (is) |
| UY (1) | UY24429A1 (is) |
| WO (1) | WO1997025322A1 (is) |
| YU (1) | YU71496A (is) |
| ZA (1) | ZA9747B (is) |
Families Citing this family (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9714129D0 (en) * | 1997-07-04 | 1997-09-10 | Pfizer Ltd | Azetidines |
| AU1089599A (en) * | 1997-10-15 | 1999-05-03 | Coelacanth Chemical Corporation | Synthesis of azetidine derivatives |
| ES2243012T3 (es) * | 1997-12-04 | 2005-11-16 | Sankyo Company Limited | Derivados heterociclicos aliciclicos acilados. |
| GB9821898D0 (en) * | 1998-10-08 | 1998-12-02 | Pfizer Ltd | Heterocycles |
| WO2001095904A1 (en) * | 2000-06-12 | 2001-12-20 | University Of Rochester | Method of treating symptoms of hormonal variation, including hot flashes, using tachykinin receptor antagonist |
| US6642226B2 (en) * | 2001-02-06 | 2003-11-04 | Hoffman-La Roche Inc. | Substituted phenyl-piperidine methanone compounds |
| GB0130261D0 (en) * | 2001-12-18 | 2002-02-06 | Pfizer Ltd | Lactams as tachykinin antagonists |
| PL373410A1 (en) * | 2002-02-01 | 2005-08-22 | F.Hoffman-La Roche Ag | Substituted indoles as alpha-1 agonists |
| US7674783B2 (en) * | 2002-11-22 | 2010-03-09 | Dimera Inc. | Estrogen beta receptor agonists to prevent or reduce the severity of cardiovascular disease |
| CA2509406C (en) * | 2002-12-23 | 2012-07-03 | Janssen Pharmaceutica N.V. | Substituted 1-piperidin-4-yl-4-azetidin-3-yl-piperazine derivatives and their use as neurokinin antagonists |
| TW200508221A (en) | 2003-06-13 | 2005-03-01 | Astrazeneca Ab | New azetidine compounds |
| EP1498123A1 (en) * | 2003-07-18 | 2005-01-19 | Aventis Pharma S.A. | Emulsifying systems containing azetidine derivatives |
| WO2006012226A2 (en) | 2004-06-24 | 2006-02-02 | Incyte Corporation | N-substituted piperidines and their use as pharmaceuticals |
| US20060009491A1 (en) * | 2004-06-24 | 2006-01-12 | Incyte Corporation | Amido compounds and their use as pharmaceuticals |
| NZ556628A (en) | 2005-03-08 | 2009-09-25 | Janssen Pharmaceutica Nv | Diaza-spiro-[4.4]-nonane derivatives as neurokinin (NK1) antagonists |
| AR057828A1 (es) | 2005-09-29 | 2007-12-19 | Astrazeneca Ab | Compuestos derivados de azetidina, su preparacion y composicion farmaceuutica |
| US8106208B2 (en) | 2006-05-18 | 2012-01-31 | Albireo Ab | Benzamide compounds that act as NK receptor antagonists |
| US8093268B2 (en) | 2007-01-24 | 2012-01-10 | Glaxo Group Limited | Pharmaceutical compositions comprising 2-methoxy-5-(5-trifluoromethyl-tetrazol-1-yl-benzyl)-(2S-phenylpiperidin-3S-yl-) |
| RU2402546C2 (ru) * | 2008-11-20 | 2010-10-27 | Федеральное государственное учреждение "27 Научный центр Министерства Обороны Российской Федерации" | Способ получения метил 4-[(3,4-дихлорфенил)ацетил]-3-[(1-пирролидинил)метил]-1-пиперазинкарбоксилата |
| TW201026666A (en) * | 2008-12-16 | 2010-07-16 | Astrazeneca Ab | Quaternary piperidine derivatives and uses thereof |
| AU2010239188B2 (en) * | 2009-04-22 | 2016-03-31 | Janssen Pharmaceutica Nv | Azetidinyl diamides as monoacylglycerol lipase inhibitors |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0512901A1 (fr) * | 1991-05-03 | 1992-11-11 | Sanofi | Composés polycycliques aminés et leurs énantiomères, procédé pour leur préparation et compositions pharmaceutiques en contenant |
| WO1996005193A1 (en) * | 1994-08-09 | 1996-02-22 | Pfizer Limited | (azetidin-1-ylalkyl)lactams as tachykinin antagonists |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4226998A (en) * | 1974-09-26 | 1980-10-07 | Ciba-Geigy Corporation | 1-Benzothiepin-4-carboxamides |
| GB1600880A (en) * | 1978-05-23 | 1981-10-21 | Lilly Industries Ltd | Pharmaceutical compositions comprising hydantoin derivatives |
| SU1032752A1 (ru) * | 1981-08-14 | 1990-11-07 | Институт биохимии АН ЛитССР | Калиева соль 4-(пиперидиназо)-N-ацетилбензолсульфамида, обладающа противовоспалительной активностью |
| SE8904298D0 (sv) * | 1989-12-21 | 1989-12-21 | Astra Ab | New compounds |
| IL99320A (en) * | 1990-09-05 | 1995-07-31 | Sanofi Sa | Arylalkylamines, their preparation and pharmaceutical compositions containing them |
| WO1994026735A1 (en) * | 1993-05-06 | 1994-11-24 | Merrell Dow Pharmaceuticals Inc. | Substituted pyrrolidin-3-yl-alkyl-piperidines useful as tachykinin antagonists |
| GB9315808D0 (en) * | 1993-07-30 | 1993-09-15 | Merck Sharp & Dohme | Therapeutic agents |
| JPH09507500A (ja) * | 1994-01-13 | 1997-07-29 | メルク シヤープ エンド ドーム リミテツド | ｇｅｍ二置換アザシクロ系のタキキニン拮抗薬 |
| FR2719311B1 (fr) * | 1994-03-18 | 1998-06-26 | Sanofi Sa | Composés antagonistes sélectifs du récepteur NK3 humain et leur utilisation comme médicaments et outils de diagnostic. |
| FR2717804B1 (fr) | 1994-03-25 | 1996-06-21 | Sanofi Sa | Sels de composés hétéroaromatiques azotés substitués, procédé pour leur préparation et compositions pharmaceutiques en contenant. |
| WO1997022604A1 (en) | 1995-12-20 | 1997-06-26 | Hoechst Marion Roussel, Inc. | Novel substituted 4-(1h-benzimidazol-2-yl)[1,4]diazepanes useful for the treatment of allergic diseases |
| GB9601202D0 (en) * | 1996-01-22 | 1996-03-20 | Pfizer Ltd | Piperidones |
| GB9812037D0 (en) * | 1998-06-04 | 1998-07-29 | Pfizer Ltd | Piperidones |
| GB9821898D0 (en) * | 1998-10-08 | 1998-12-02 | Pfizer Ltd | Heterocycles |
-
1996
- 1996-01-05 GB GBGB9600235.7A patent/GB9600235D0/en active Pending
- 1996-12-06 TW TW085115107A patent/TW472054B/zh not_active IP Right Cessation
- 1996-12-09 DK DK96943119T patent/DK0871623T3/da active
- 1996-12-09 PL PL96327665A patent/PL185723B1/pl not_active IP Right Cessation
- 1996-12-09 RU RU98114667/04A patent/RU2158264C2/ru not_active IP Right Cessation
- 1996-12-09 DE DE69626220T patent/DE69626220T2/de not_active Expired - Fee Related
- 1996-12-09 ES ES96943119T patent/ES2190486T3/es not_active Expired - Lifetime
- 1996-12-09 SI SI9630590T patent/SI0871623T1/xx unknown
- 1996-12-09 CA CA002237189A patent/CA2237189C/en not_active Expired - Fee Related
- 1996-12-09 TR TR1998/01268T patent/TR199801268T2/xx unknown
- 1996-12-09 SK SK895-98A patent/SK89598A3/sk unknown
- 1996-12-09 IL IL12430996A patent/IL124309A/en not_active IP Right Cessation
- 1996-12-09 WO PCT/EP1996/005613 patent/WO1997025322A1/en not_active Ceased
- 1996-12-09 IL IL14532496A patent/IL145324A0/xx unknown
- 1996-12-09 HU HU9903590A patent/HUP9903590A3/hu unknown
- 1996-12-09 EP EP96943119A patent/EP0871623B1/en not_active Expired - Lifetime
- 1996-12-09 US US09/297,736 patent/US6242438B1/en not_active Expired - Fee Related
- 1996-12-09 KR KR1019980705159A patent/KR100275402B1/ko not_active Expired - Fee Related
- 1996-12-09 BR BR9612412A patent/BR9612412A/pt not_active Application Discontinuation
- 1996-12-09 JP JP09520769A patent/JP3123611B2/ja not_active Expired - Fee Related
- 1996-12-09 NZ NZ324712A patent/NZ324712A/xx unknown
- 1996-12-09 AT AT96943119T patent/ATE232526T1/de not_active IP Right Cessation
- 1996-12-09 CZ CZ982093A patent/CZ209398A3/cs unknown
- 1996-12-09 AU AU11950/97A patent/AU708282B2/en not_active Ceased
- 1996-12-19 AP APAP/P/1996/000901A patent/AP709A/en active
- 1996-12-27 PE PE1996000960A patent/PE29798A1/es not_active Application Discontinuation
- 1996-12-31 YU YU71496A patent/YU71496A/sr unknown
- 1996-12-31 DZ DZ960200A patent/DZ2155A1/fr active
- 1996-12-31 TN TNTNSN96174A patent/TNSN96174A1/fr unknown
- 1996-12-31 MA MA24446A patent/MA26417A1/fr unknown
-
1997
- 1997-01-02 AR ARP970100003A patent/AR005338A1/es unknown
- 1997-01-02 AR ARP970100004A patent/AR005339A1/es unknown
- 1997-01-03 ZA ZA9747A patent/ZA9747B/xx unknown
- 1997-01-03 UY UY24429A patent/UY24429A1/es not_active Application Discontinuation
- 1997-01-03 HR HR9600235.7A patent/HRP970006A2/xx not_active Application Discontinuation
- 1997-01-07 CO CO97000263A patent/CO4750815A1/es unknown
-
1998
- 1998-05-28 IS IS4760A patent/IS1876B/is unknown
- 1998-05-29 OA OA9800066A patent/OA10863A/en unknown
- 1998-06-09 NO NO19982651A patent/NO311838B1/no unknown
- 1998-06-30 BG BG102589A patent/BG102589A/xx unknown
-
2000
- 2000-05-10 JP JP2000136658A patent/JP3254205B2/ja not_active Expired - Fee Related
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0512901A1 (fr) * | 1991-05-03 | 1992-11-11 | Sanofi | Composés polycycliques aminés et leurs énantiomères, procédé pour leur préparation et compositions pharmaceutiques en contenant |
| WO1996005193A1 (en) * | 1994-08-09 | 1996-02-22 | Pfizer Limited | (azetidin-1-ylalkyl)lactams as tachykinin antagonists |
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