OA11506A - Aryl fused azapolycyclic compounds. - Google Patents
Aryl fused azapolycyclic compounds. Download PDFInfo
- Publication number
- OA11506A OA11506A OA1200000295A OA1200000295A OA11506A OA 11506 A OA11506 A OA 11506A OA 1200000295 A OA1200000295 A OA 1200000295A OA 1200000295 A OA1200000295 A OA 1200000295A OA 11506 A OA11506 A OA 11506A
- Authority
- OA
- OAPI
- Prior art keywords
- aza
- triene
- trideca
- tetraene
- hexadeca
- Prior art date
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- 150000001875 compounds Chemical class 0.000 title claims abstract description 262
- 125000003118 aryl group Chemical group 0.000 title claims description 15
- 238000011282 treatment Methods 0.000 claims abstract description 17
- 150000003839 salts Chemical class 0.000 claims abstract description 11
- 239000008194 pharmaceutical composition Substances 0.000 claims abstract description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims description 47
- 239000001257 hydrogen Substances 0.000 claims description 47
- 125000000217 alkyl group Chemical group 0.000 claims description 39
- -1 hydroxy, nitro, amino Chemical group 0.000 claims description 36
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 35
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 25
- 125000001153 fluoro group Chemical group F* 0.000 claims description 21
- 125000005843 halogen group Chemical group 0.000 claims description 19
- 229910052757 nitrogen Inorganic materials 0.000 claims description 18
- 125000004432 carbon atom Chemical group C* 0.000 claims description 16
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 16
- 208000018737 Parkinson disease Diseases 0.000 claims description 13
- 208000035475 disorder Diseases 0.000 claims description 13
- 125000001424 substituent group Chemical group 0.000 claims description 13
- 230000001149 cognitive effect Effects 0.000 claims description 12
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 12
- 125000001072 heteroaryl group Chemical group 0.000 claims description 11
- 229910052717 sulfur Inorganic materials 0.000 claims description 11
- 208000002193 Pain Diseases 0.000 claims description 10
- 125000005605 benzo group Chemical group 0.000 claims description 10
- 150000002431 hydrogen Chemical class 0.000 claims description 10
- 229910052760 oxygen Inorganic materials 0.000 claims description 10
- 239000001301 oxygen Substances 0.000 claims description 10
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- 208000021384 Obsessive-Compulsive disease Diseases 0.000 claims description 9
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 9
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 9
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 9
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- 208000006011 Stroke Diseases 0.000 claims description 8
- 241000208125 Nicotiana Species 0.000 claims description 7
- 235000002637 Nicotiana tabacum Nutrition 0.000 claims description 7
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 7
- 125000003545 alkoxy group Chemical group 0.000 claims description 7
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 7
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- 208000025569 Tobacco Use disease Diseases 0.000 claims description 6
- 208000025865 Ulcer Diseases 0.000 claims description 6
- 125000003282 alkyl amino group Chemical group 0.000 claims description 6
- 229910052799 carbon Inorganic materials 0.000 claims description 6
- 125000005842 heteroatom Chemical group 0.000 claims description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
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- 125000001246 bromo group Chemical group Br* 0.000 claims description 5
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- 125000002346 iodo group Chemical group I* 0.000 claims description 5
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- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 5
- 230000000750 progressive effect Effects 0.000 claims description 5
- 239000000126 substance Substances 0.000 claims description 5
- 125000005931 tert-butyloxycarbonyl group Chemical group [H]C([H])([H])C(OC(*)=O)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 5
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- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 claims description 4
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- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims description 4
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- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 claims description 4
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims description 4
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- 206010039966 Senile dementia Diseases 0.000 claims description 4
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- 230000036506 anxiety Effects 0.000 claims description 4
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- 125000004122 cyclic group Chemical group 0.000 claims description 4
- 206010061428 decreased appetite Diseases 0.000 claims description 4
- 208000010118 dystonia Diseases 0.000 claims description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 4
- 208000002551 irritable bowel syndrome Diseases 0.000 claims description 4
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 4
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- 201000000980 schizophrenia Diseases 0.000 claims description 4
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- 230000001148 spastic effect Effects 0.000 claims description 4
- 125000004434 sulfur atom Chemical group 0.000 claims description 4
- 150000005672 tetraenes Chemical class 0.000 claims description 4
- 231100000397 ulcer Toxicity 0.000 claims description 4
- 125000000453 2,2,2-trichloroethyl group Chemical group [H]C([H])(*)C(Cl)(Cl)Cl 0.000 claims description 3
- 208000032841 Bulimia Diseases 0.000 claims description 3
- 206010006550 Bulimia nervosa Diseases 0.000 claims description 3
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims description 3
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- 208000000323 Tourette Syndrome Diseases 0.000 claims description 3
- 208000016620 Tourette disease Diseases 0.000 claims description 3
- 125000002947 alkylene group Chemical group 0.000 claims description 3
- 206010003119 arrhythmia Diseases 0.000 claims description 3
- 201000010099 disease Diseases 0.000 claims description 3
- 229910052731 fluorine Inorganic materials 0.000 claims description 3
- 210000004211 gastric acid Anatomy 0.000 claims description 3
- 208000013403 hyperactivity Diseases 0.000 claims description 3
- 230000003287 optical effect Effects 0.000 claims description 3
- 125000004043 oxo group Chemical group O=* 0.000 claims description 3
- 208000028591 pheochromocytoma Diseases 0.000 claims description 3
- 125000004044 trifluoroacetyl group Chemical group FC(C(=O)*)(F)F 0.000 claims description 3
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 claims description 2
- 208000022559 Inflammatory bowel disease Diseases 0.000 claims description 2
- 125000003342 alkenyl group Chemical group 0.000 claims description 2
- 125000000304 alkynyl group Chemical group 0.000 claims description 2
- HONIICLYMWZJFZ-UHFFFAOYSA-N azetidine Chemical compound C1CNC1 HONIICLYMWZJFZ-UHFFFAOYSA-N 0.000 claims description 2
- 239000003937 drug carrier Substances 0.000 claims description 2
- 239000011737 fluorine Substances 0.000 claims description 2
- 125000001624 naphthyl group Chemical group 0.000 claims description 2
- 150000003462 sulfoxides Chemical group 0.000 claims description 2
- SGPGESCZOCHFCL-UHFFFAOYSA-N Tilisolol hydrochloride Chemical compound [Cl-].C1=CC=C2C(=O)N(C)C=C(OCC(O)C[NH2+]C(C)(C)C)C2=C1 SGPGESCZOCHFCL-UHFFFAOYSA-N 0.000 claims 6
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 1
- BRNULMACUQOKMR-UHFFFAOYSA-N thiomorpholine Chemical group C1CSCCN1 BRNULMACUQOKMR-UHFFFAOYSA-N 0.000 claims 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 1
- 238000000034 method Methods 0.000 abstract description 94
- 239000000543 intermediate Substances 0.000 abstract description 8
- 238000003786 synthesis reaction Methods 0.000 abstract description 7
- 230000015572 biosynthetic process Effects 0.000 abstract description 6
- 208000012902 Nervous system disease Diseases 0.000 abstract 1
- 208000025966 Neurological disease Diseases 0.000 abstract 1
- 230000000926 neurological effect Effects 0.000 abstract 1
- 208000020016 psychiatric disease Diseases 0.000 abstract 1
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 142
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical class CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 110
- 238000006243 chemical reaction Methods 0.000 description 89
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 86
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- 239000000203 mixture Substances 0.000 description 61
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- 229910001868 water Inorganic materials 0.000 description 51
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 50
- 238000005160 1H NMR spectroscopy Methods 0.000 description 48
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 48
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 48
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 40
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 39
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 36
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 34
- 239000002904 solvent Substances 0.000 description 29
- 239000012267 brine Substances 0.000 description 28
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 28
- 239000002253 acid Substances 0.000 description 27
- 239000007787 solid Substances 0.000 description 27
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 26
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- 238000002290 gas chromatography-mass spectrometry Methods 0.000 description 26
- 239000000243 solution Substances 0.000 description 26
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 25
- 239000000047 product Substances 0.000 description 25
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 24
- 239000010410 layer Substances 0.000 description 23
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- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical class CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 20
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- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 16
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 16
- SCVFZCLFOSHCOH-UHFFFAOYSA-M potassium acetate Chemical compound [K+].CC([O-])=O SCVFZCLFOSHCOH-UHFFFAOYSA-M 0.000 description 16
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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 14
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- FAMLQSCGIQGDPV-UHFFFAOYSA-N 3,4-dihydroxy-6-[4-hydroxy-5-(hydroxymethyl)-2-(sulfooxymethyl)oxolan-3-yl]oxy-5-sulfooxyoxane-2-carboxylic acid Chemical compound OC1C(CO)OC(COS(O)(=O)=O)C1OC1C(OS(O)(=O)=O)C(O)C(O)C(C(O)=O)O1 FAMLQSCGIQGDPV-UHFFFAOYSA-N 0.000 description 9
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- LFTLOKWAGJYHHR-UHFFFAOYSA-N N-methylmorpholine N-oxide Chemical compound CN1(=O)CCOCC1 LFTLOKWAGJYHHR-UHFFFAOYSA-N 0.000 description 4
- 239000007832 Na2SO4 Substances 0.000 description 4
- 241000700159 Rattus Species 0.000 description 4
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 4
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- PXXNTAGJWPJAGM-UHFFFAOYSA-N vertaline Natural products C1C2C=3C=C(OC)C(OC)=CC=3OC(C=C3)=CC=C3CCC(=O)OC1CC1N2CCCC1 PXXNTAGJWPJAGM-UHFFFAOYSA-N 0.000 description 1
- 238000003260 vortexing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D221/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00
- C07D221/02—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00 condensed with carbocyclic rings or ring systems
- C07D221/22—Bridged ring systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
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- 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
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- 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
- A61P25/04—Centrally acting analgesics, e.g. opioids
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- 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
- A61P25/06—Antimigraine agents
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- 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
- A61P25/08—Antiepileptics; Anticonvulsants
-
- 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
- A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
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- 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
- A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
- A61P25/16—Anti-Parkinson drugs
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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- A61P25/00—Drugs for disorders of the nervous system
- A61P25/18—Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
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- A—HUMAN NECESSITIES
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- A61P25/20—Hypnotics; Sedatives
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/22—Anxiolytics
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- 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
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- A—HUMAN NECESSITIES
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- 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
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- A61P25/30—Drugs for disorders of the nervous system for treating abuse or dependence
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- 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
- A61P25/30—Drugs for disorders of the nervous system for treating abuse or dependence
- A61P25/34—Tobacco-abuse
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/04—Anorexiants; Antiobesity agents
-
- 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
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
Landscapes
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Biomedical Technology (AREA)
- Psychiatry (AREA)
- Pain & Pain Management (AREA)
- Addiction (AREA)
- Psychology (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Diabetes (AREA)
- Hospice & Palliative Care (AREA)
- Vascular Medicine (AREA)
- Urology & Nephrology (AREA)
- Anesthesiology (AREA)
- Obesity (AREA)
- Hematology (AREA)
- Child & Adolescent Psychology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Other In-Based Heterocyclic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US8355698P | 1998-04-29 | 1998-04-29 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| OA11506A true OA11506A (en) | 2004-05-14 |
Family
ID=22179102
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| OA1200000295A OA11506A (en) | 1998-04-29 | 2000-10-25 | Aryl fused azapolycyclic compounds. |
Country Status (41)
| Country | Link |
|---|---|
| US (3) | US6462035B1 (no) |
| EP (1) | EP1076650B1 (no) |
| JP (1) | JP2002513007A (no) |
| KR (1) | KR100420423B1 (no) |
| CN (1) | CN1144787C (no) |
| AP (1) | AP1154A (no) |
| AR (1) | AR018596A1 (no) |
| AT (1) | ATE258921T1 (no) |
| AU (1) | AU749831B2 (no) |
| BG (1) | BG64556B1 (no) |
| BR (1) | BR9910058A (no) |
| CA (1) | CA2330576A1 (no) |
| CO (1) | CO5021124A1 (no) |
| DE (1) | DE69914594T2 (no) |
| DK (1) | DK1076650T3 (no) |
| DZ (1) | DZ2778A1 (no) |
| EA (1) | EA003669B1 (no) |
| ES (1) | ES2213354T3 (no) |
| GT (1) | GT199900059A (no) |
| HR (1) | HRP20000731A2 (no) |
| HU (1) | HUP0103340A3 (no) |
| ID (1) | ID26700A (no) |
| IL (1) | IL138917A0 (no) |
| IS (1) | IS5649A (no) |
| MA (1) | MA26623A1 (no) |
| MY (1) | MY133474A (no) |
| NO (1) | NO317300B1 (no) |
| NZ (1) | NZ507035A (no) |
| OA (1) | OA11506A (no) |
| PA (1) | PA8471301A1 (no) |
| PE (1) | PE20000435A1 (no) |
| PL (1) | PL344010A1 (no) |
| PT (1) | PT1076650E (no) |
| SK (1) | SK15952000A3 (no) |
| TN (1) | TNSN99080A1 (no) |
| TR (1) | TR200003122T2 (no) |
| UA (1) | UA61991C2 (no) |
| UY (1) | UY25636A1 (no) |
| WO (1) | WO1999055680A1 (no) |
| YU (1) | YU64400A (no) |
| ZA (1) | ZA992971B (no) |
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ATE386024T1 (de) | 1997-12-31 | 2008-03-15 | Pfizer Prod Inc | Arylkondensierte azapolycyclische derivate |
| US6605610B1 (en) * | 1997-12-31 | 2003-08-12 | Pfizer Inc | Aryl fused azapolycyclic compounds |
| US20010036943A1 (en) * | 2000-04-07 | 2001-11-01 | Coe Jotham W. | Pharmaceutical composition for treatment of acute, chronic pain and/or neuropathic pain and migraines |
| CZ20032814A3 (cs) * | 2001-04-20 | 2004-08-18 | Pfizeráproductsáinc | Způsob přípravy �Ź@@substituovaných indenů a aryl@kondezovaných azapolycyklických sloučenin |
| BR0213696A (pt) * | 2001-10-31 | 2004-10-26 | Pfizer Prod Inc | Agonistas do receptor de acetilcolina nicotìnicos no tratamento da sìndrome de pernas inquietas |
| ATE405574T1 (de) | 2001-11-30 | 2008-09-15 | Pfizer Prod Inc | Aryl-annellierte azapolyzyklische verbindungen |
| US20060089400A1 (en) * | 2002-05-03 | 2006-04-27 | The Vernalis Group Of Companies | Novel spiro ketone and carboxylic acid derivatives as specific inhibitors for (po3h2) ser/(po3h2)thr-pro-specific peptidyl-prolylcis/trans-isomerases |
| US20040224962A1 (en) * | 2003-05-09 | 2004-11-11 | Pfizer Inc | Pharmaceutical composition for the treatment of obesity or to facilitate or promote weight loss |
| US20040224963A1 (en) * | 2003-05-09 | 2004-11-11 | Pfizer Inc | Pharmaceutical composition for the prevention and treatment of nicotine addiction in a mammal |
| MXPA06000892A (es) * | 2003-07-21 | 2006-03-30 | Pfizer Prod Inc | Compuestos azapoliciclicos arilo fusionados. |
| ES2331245T3 (es) * | 2003-07-21 | 2009-12-28 | Pfizer Products Inc. | Compuestos azapoliciclicos condensados con heteroarilo que reducen la adiccion a la nicotina. |
| US20050043407A1 (en) * | 2003-08-22 | 2005-02-24 | Pfizer Inc | Pharmaceutical composition for the prevention and treatment of addiction in a mammal |
| ATE395348T1 (de) * | 2004-12-07 | 2008-05-15 | Pfizer Prod Inc | 1,2,3,3a;8,8a-hexahydro-2,7a- diazacyclopenta(a)inden-7-onderivate, die sich an neuronale nikotinische acetylcholinspezifische rezeptorstellen binden und zur modulation der cholinergen funktion und zur behandlung von suchterkrankungen eignen |
| US20060210498A1 (en) * | 2005-03-18 | 2006-09-21 | Unilever Home & Personal Care Usa, Division Of Conopco, Inc. | Novel resorcinol derivatives for skin |
| US20060210497A1 (en) * | 2005-03-18 | 2006-09-21 | Unilever Home & Personal Care Usa, Division Of Conopco, Inc. | Novel resorcinol derivatives |
| DE102005061426A1 (de) * | 2005-12-22 | 2007-07-05 | Grünenthal GmbH | Substituierte tricyclische Piperidon-Derivate |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3687937A (en) * | 1970-06-23 | 1972-08-29 | Us Of America The | 1,5-methano-3-benzazocine derivatives |
| JPS4914473A (no) * | 1972-06-09 | 1974-02-07 | ||
| JPS4924968A (no) * | 1972-07-01 | 1974-03-05 |
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1999
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- 1999-04-08 PT PT99910600T patent/PT1076650E/pt unknown
- 1999-04-08 IL IL13891799A patent/IL138917A0/xx unknown
- 1999-04-08 AT AT99910600T patent/ATE258921T1/de not_active IP Right Cessation
- 1999-04-08 AU AU29516/99A patent/AU749831B2/en not_active Ceased
- 1999-04-08 TR TR2000/03122T patent/TR200003122T2/xx unknown
- 1999-04-08 US US09/582,513 patent/US6462035B1/en not_active Expired - Fee Related
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- 1999-04-08 ID IDW20002185A patent/ID26700A/id unknown
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- 1999-04-08 JP JP2000545840A patent/JP2002513007A/ja not_active Withdrawn
- 1999-04-08 CN CNB998054542A patent/CN1144787C/zh not_active Expired - Fee Related
- 1999-04-08 SK SK1595-2000A patent/SK15952000A3/sk unknown
- 1999-04-08 HR HR20000731A patent/HRP20000731A2/hr not_active Application Discontinuation
- 1999-04-08 DK DK99910600T patent/DK1076650T3/da active
- 1999-04-08 PL PL99344010A patent/PL344010A1/xx unknown
- 1999-04-08 CA CA002330576A patent/CA2330576A1/en not_active Abandoned
- 1999-04-08 EA EA200000996A patent/EA003669B1/ru not_active IP Right Cessation
- 1999-04-08 HU HU0103340A patent/HUP0103340A3/hu unknown
- 1999-04-08 DE DE69914594T patent/DE69914594T2/de not_active Expired - Fee Related
- 1999-04-08 ES ES99910600T patent/ES2213354T3/es not_active Expired - Lifetime
- 1999-04-08 BR BR9910058-4A patent/BR9910058A/pt not_active Application Discontinuation
- 1999-04-08 YU YU64400A patent/YU64400A/sh unknown
- 1999-04-08 NZ NZ507035A patent/NZ507035A/en unknown
- 1999-04-20 GT GT199900059A patent/GT199900059A/es unknown
- 1999-04-23 PE PE1999000340A patent/PE20000435A1/es not_active Application Discontinuation
- 1999-04-27 MY MYPI99001648A patent/MY133474A/en unknown
- 1999-04-27 AR ARP990101941A patent/AR018596A1/es unknown
- 1999-04-28 DZ DZ990078A patent/DZ2778A1/xx active
- 1999-04-28 ZA ZA9902971A patent/ZA992971B/xx unknown
- 1999-04-28 MA MA25556A patent/MA26623A1/fr unknown
- 1999-04-28 TN TNTNSN99080A patent/TNSN99080A1/fr unknown
- 1999-04-29 PA PA19998471301A patent/PA8471301A1/es unknown
- 1999-04-29 AP APAP/P/1999/001524A patent/AP1154A/en active
- 1999-04-29 CO CO99026005A patent/CO5021124A1/es unknown
- 1999-08-03 UY UY25636A patent/UY25636A1/es not_active Application Discontinuation
- 1999-08-04 UA UA2000095418A patent/UA61991C2/uk unknown
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2000
- 2000-09-29 IS IS5649A patent/IS5649A/is unknown
- 2000-10-25 OA OA1200000295A patent/OA11506A/en unknown
- 2000-10-26 NO NO20005397A patent/NO317300B1/no unknown
- 2000-11-24 BG BG104983A patent/BG64556B1/bg unknown
-
2002
- 2002-08-13 US US10/217,771 patent/US6706702B2/en not_active Expired - Fee Related
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2004
- 2004-01-23 US US10/764,167 patent/US7122534B2/en not_active Expired - Fee Related
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