ZA200304188B - 1-aryl or 1-alkylsulfonyl-heterocyclylbenzazoles as 5-hydroxytryptamine-6-ligands. - Google Patents
1-aryl or 1-alkylsulfonyl-heterocyclylbenzazoles as 5-hydroxytryptamine-6-ligands. Download PDFInfo
- Publication number
- ZA200304188B ZA200304188B ZA200304188A ZA200304188A ZA200304188B ZA 200304188 B ZA200304188 B ZA 200304188B ZA 200304188 A ZA200304188 A ZA 200304188A ZA 200304188 A ZA200304188 A ZA 200304188A ZA 200304188 B ZA200304188 B ZA 200304188B
- Authority
- ZA
- South Africa
- Prior art keywords
- piperazin
- sulfonyl
- compound
- group
- indole
- Prior art date
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- 239000003446 ligand Substances 0.000 title description 4
- 150000001875 compounds Chemical class 0.000 claims description 66
- -1 [1,3]thiazol-5-yl Chemical group 0.000 claims description 55
- 229910052736 halogen Inorganic materials 0.000 claims description 39
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- 125000001072 heteroaryl group Chemical group 0.000 claims description 32
- 125000003118 aryl group Chemical group 0.000 claims description 24
- 238000000034 method Methods 0.000 claims description 24
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 21
- 125000000217 alkyl group Chemical group 0.000 claims description 20
- 125000001424 substituent group Chemical group 0.000 claims description 16
- 229910052739 hydrogen Inorganic materials 0.000 claims description 14
- 239000000203 mixture Substances 0.000 claims description 13
- 239000001257 hydrogen Substances 0.000 claims description 11
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- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 8
- 125000006239 protecting group Chemical group 0.000 claims description 8
- 150000003839 salts Chemical class 0.000 claims description 8
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims description 8
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- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 3
- 125000000547 substituted alkyl group Chemical group 0.000 claims description 3
- CUCNBYTZXUUYHX-UHFFFAOYSA-N 1-(2-bromophenyl)sulfonyl-4-[4-[(3-methoxyphenyl)methyl]piperazin-1-yl]indole Chemical compound COC1=CC=CC(CN2CCN(CC2)C=2C=3C=CN(C=3C=CC=2)S(=O)(=O)C=2C(=CC=CC=2)Br)=C1 CUCNBYTZXUUYHX-UHFFFAOYSA-N 0.000 claims description 2
- CDYITUGTTZIZLC-UHFFFAOYSA-N 1-(2-bromophenyl)sulfonyl-4-piperazin-1-ylindole Chemical compound BrC1=CC=CC=C1S(=O)(=O)N1C2=CC=CC(N3CCNCC3)=C2C=C1 CDYITUGTTZIZLC-UHFFFAOYSA-N 0.000 claims description 2
- PIFOIFDKDHFNSH-UHFFFAOYSA-N 1-(2-bromophenyl)sulfonyl-6-piperazin-1-ylindazole Chemical compound BrC1=CC=CC=C1S(=O)(=O)N1C2=CC(N3CCNCC3)=CC=C2C=N1 PIFOIFDKDHFNSH-UHFFFAOYSA-N 0.000 claims description 2
- GPCUWXMKJFOSBB-UHFFFAOYSA-N 1-(3,4-dimethoxyphenyl)sulfonyl-4-piperazin-1-ylindole Chemical compound C1=C(OC)C(OC)=CC=C1S(=O)(=O)N1C2=CC=CC(N3CCNCC3)=C2C=C1 GPCUWXMKJFOSBB-UHFFFAOYSA-N 0.000 claims description 2
- RUJLNJKQORDCPR-UHFFFAOYSA-N 1-(4,5-dichlorothiophen-2-yl)sulfonyl-4-piperazin-1-ylindole Chemical compound S1C(Cl)=C(Cl)C=C1S(=O)(=O)N1C2=CC=CC(N3CCNCC3)=C2C=C1 RUJLNJKQORDCPR-UHFFFAOYSA-N 0.000 claims description 2
- JLCVIUSMVZEVFU-UHFFFAOYSA-N 1-(4-bromophenyl)sulfonyl-4-piperazin-1-ylindole Chemical compound C1=CC(Br)=CC=C1S(=O)(=O)N1C2=CC=CC(N3CCNCC3)=C2C=C1 JLCVIUSMVZEVFU-UHFFFAOYSA-N 0.000 claims description 2
- MIEPBNLCYQHGTR-UHFFFAOYSA-N 1-(4-bromophenyl)sulfonyl-6-piperazin-1-ylindazole Chemical compound C1=CC(Br)=CC=C1S(=O)(=O)N1C2=CC(N3CCNCC3)=CC=C2C=N1 MIEPBNLCYQHGTR-UHFFFAOYSA-N 0.000 claims description 2
- ZYMLGYVVUMYHAN-UHFFFAOYSA-N 1-(5-bromothiophen-2-yl)sulfonyl-4-piperazin-1-ylindole Chemical compound S1C(Br)=CC=C1S(=O)(=O)N1C2=CC=CC(N3CCNCC3)=C2C=C1 ZYMLGYVVUMYHAN-UHFFFAOYSA-N 0.000 claims description 2
- KAWUPYJMIGXXSC-UHFFFAOYSA-N 1-(5-bromothiophen-2-yl)sulfonyl-5-piperazin-1-ylindazole Chemical compound S1C(Br)=CC=C1S(=O)(=O)N1C2=CC=C(N3CCNCC3)C=C2C=N1 KAWUPYJMIGXXSC-UHFFFAOYSA-N 0.000 claims description 2
- UEDZPMHOGNIRAB-UHFFFAOYSA-N 1-(benzenesulfonyl)-4-(4-benzylpiperazin-1-yl)indole Chemical compound C1=CC2=C(N3CCN(CC=4C=CC=CC=4)CC3)C=CC=C2N1S(=O)(=O)C1=CC=CC=C1 UEDZPMHOGNIRAB-UHFFFAOYSA-N 0.000 claims description 2
- KJMGWYBTTGJEPR-UHFFFAOYSA-N 1-(benzenesulfonyl)-4-[4-(pyridin-3-ylmethyl)piperazin-1-yl]indole Chemical compound C1=CC2=C(N3CCN(CC=4C=NC=CC=4)CC3)C=CC=C2N1S(=O)(=O)C1=CC=CC=C1 KJMGWYBTTGJEPR-UHFFFAOYSA-N 0.000 claims description 2
- XGOLFYTTXJFXRL-UHFFFAOYSA-N 1-(benzenesulfonyl)-4-[4-(pyridin-4-ylmethyl)piperazin-1-yl]indole Chemical compound C1=CC2=C(N3CCN(CC=4C=CN=CC=4)CC3)C=CC=C2N1S(=O)(=O)C1=CC=CC=C1 XGOLFYTTXJFXRL-UHFFFAOYSA-N 0.000 claims description 2
- GOLUNWYMDGMZDY-UHFFFAOYSA-N 1-(benzenesulfonyl)-4-[4-[(3-methoxyphenyl)methyl]piperazin-1-yl]indole Chemical compound COC1=CC=CC(CN2CCN(CC2)C=2C=3C=CN(C=3C=CC=2)S(=O)(=O)C=2C=CC=CC=2)=C1 GOLUNWYMDGMZDY-UHFFFAOYSA-N 0.000 claims description 2
- OPAMDWUUNKYGOR-UHFFFAOYSA-N 1-(benzenesulfonyl)-4-piperazin-1-ylindole Chemical compound C1=CC2=C(N3CCNCC3)C=CC=C2N1S(=O)(=O)C1=CC=CC=C1 OPAMDWUUNKYGOR-UHFFFAOYSA-N 0.000 claims description 2
- GMFCAUGUBHAFAD-UHFFFAOYSA-N 1-(benzenesulfonyl)-5-piperazin-1-ylindazole Chemical compound N1=CC2=CC(N3CCNCC3)=CC=C2N1S(=O)(=O)C1=CC=CC=C1 GMFCAUGUBHAFAD-UHFFFAOYSA-N 0.000 claims description 2
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- WFVQECINUUFHCF-UHFFFAOYSA-N 4-(4-benzylpiperazin-1-yl)-1-(3,4-dimethoxyphenyl)sulfonylindole Chemical compound C1=C(OC)C(OC)=CC=C1S(=O)(=O)N1C2=CC=CC(N3CCN(CC=4C=CC=CC=4)CC3)=C2C=C1 WFVQECINUUFHCF-UHFFFAOYSA-N 0.000 claims description 2
- JHTSMNNVWCPMHR-UHFFFAOYSA-N 6-chloro-5-(4-piperazin-1-ylindol-1-yl)sulfonylimidazo[2,1-b][1,3]thiazole Chemical compound ClC=1N=C2SC=CN2C=1S(=O)(=O)N(C1=CC=C2)C=CC1=C2N1CCNCC1 JHTSMNNVWCPMHR-UHFFFAOYSA-N 0.000 claims description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
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- 208000015122 neurodegenerative disease Diseases 0.000 claims 4
- BAXOFTOLAUCFNW-UHFFFAOYSA-N 1H-indazole Chemical compound C1=CC=C2C=NNC2=C1 BAXOFTOLAUCFNW-UHFFFAOYSA-N 0.000 claims 2
- 208000024827 Alzheimer disease Diseases 0.000 claims 2
- 210000003169 central nervous system Anatomy 0.000 claims 2
- 125000004194 piperazin-1-yl group Chemical group [H]N1C([H])([H])C([H])([H])N(*)C([H])([H])C1([H])[H] 0.000 claims 2
- LBTMMDOVMLKYIP-UHFFFAOYSA-N 1-(4-bromophenyl)sulfonyl-5-piperazin-1-ylindazole Chemical compound C1=CC(Br)=CC=C1S(=O)(=O)N1C2=CC=C(N3CCNCC3)C=C2C=N1 LBTMMDOVMLKYIP-UHFFFAOYSA-N 0.000 claims 1
- RYEKXEYHXTYXLW-UHFFFAOYSA-N 1-(4-fluorophenyl)sulfonyl-5-piperazin-1-ylindazole Chemical compound C1=CC(F)=CC=C1S(=O)(=O)N1C2=CC=C(N3CCNCC3)C=C2C=N1 RYEKXEYHXTYXLW-UHFFFAOYSA-N 0.000 claims 1
- BLSZNVAXIHHJLB-UHFFFAOYSA-N 1-(4-methoxyphenyl)sulfonyl-5-piperazin-1-ylindazole Chemical compound C1=CC(OC)=CC=C1S(=O)(=O)N1C2=CC=C(N3CCNCC3)C=C2C=N1 BLSZNVAXIHHJLB-UHFFFAOYSA-N 0.000 claims 1
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- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 20
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 description 14
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- 230000007659 motor function Effects 0.000 description 1
- 230000000626 neurodegenerative effect Effects 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 125000002971 oxazolyl group Chemical group 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 208000019906 panic disease Diseases 0.000 description 1
- 230000002688 persistence Effects 0.000 description 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
- 125000003170 phenylsulfonyl group Chemical group C1(=CC=CC=C1)S(=O)(=O)* 0.000 description 1
- 229940124606 potential therapeutic agent Drugs 0.000 description 1
- 230000003389 potentiating effect Effects 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000003226 pyrazolyl group Chemical group 0.000 description 1
- 125000005344 pyridylmethyl group Chemical group [H]C1=C([H])C([H])=C([H])C(=N1)C([H])([H])* 0.000 description 1
- 125000000168 pyrrolyl group Chemical group 0.000 description 1
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 208000019116 sleep disease Diseases 0.000 description 1
- 239000012312 sodium hydride Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 208000011117 substance-related disease Diseases 0.000 description 1
- 238000010189 synthetic method Methods 0.000 description 1
- DYHSDKLCOJIUFX-UHFFFAOYSA-N tert-butoxycarbonyl anhydride Chemical compound CC(C)(C)OC(=O)OC(=O)OC(C)(C)C DYHSDKLCOJIUFX-UHFFFAOYSA-N 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 125000005301 thienylmethyl group Chemical group [H]C1=C([H])C([H])=C(S1)C([H])([H])* 0.000 description 1
- 125000000858 thiocyanato group Chemical group *SC#N 0.000 description 1
Classifications
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- 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
- C07D401/02—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
- C07D401/04—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 directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/54—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings condensed with carbocyclic rings or ring systems
- C07D231/56—Benzopyrazoles; Hydrogenated benzopyrazoles
-
- 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
- A61P25/14—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
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- 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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- 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
-
- 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
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/08—Indoles; Hydrogenated indoles with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to carbon atoms of the hetero ring
-
- 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
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Neurosurgery (AREA)
- Neurology (AREA)
- Biomedical Technology (AREA)
- Veterinary Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Medicinal Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Psychiatry (AREA)
- Psychology (AREA)
- Pain & Pain Management (AREA)
- Hospice & Palliative Care (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Steroid Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Indole Compounds (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
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US24511800P | 2000-11-02 | 2000-11-02 |
Publications (1)
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Family Applications (1)
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ZA200304188A ZA200304188B (en) | 2000-11-02 | 2003-05-29 | 1-aryl or 1-alkylsulfonyl-heterocyclylbenzazoles as 5-hydroxytryptamine-6-ligands. |
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Country | Link |
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US (3) | US20020115670A1 (fr) |
EP (2) | EP2298738B1 (fr) |
JP (1) | JP4184077B2 (fr) |
KR (1) | KR100822655B1 (fr) |
CN (1) | CN1222511C (fr) |
AR (1) | AR034270A1 (fr) |
AU (2) | AU2005102A (fr) |
BR (1) | BR0115102B1 (fr) |
CA (1) | CA2426031C (fr) |
EA (1) | EA006205B1 (fr) |
HU (1) | HUP0303756A3 (fr) |
IL (2) | IL155443A0 (fr) |
MX (1) | MXPA03003800A (fr) |
NO (1) | NO326610B1 (fr) |
NZ (1) | NZ525592A (fr) |
PL (1) | PL213134B1 (fr) |
TW (1) | TWI282787B (fr) |
WO (1) | WO2002036562A2 (fr) |
ZA (1) | ZA200304188B (fr) |
Families Citing this family (51)
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IL154685A0 (en) | 2000-10-20 | 2003-09-17 | Biovitrum Ab | 2-,3-,4-, or 5-substituted-n1-(benzensulfonyl) indoles and their use in therapy |
DE60218037T2 (de) * | 2001-06-07 | 2007-08-23 | F. Hoffmann-La Roche Ag | Neue indolderivate mit affinität zum 5-ht6-rezeptor |
ATE331707T1 (de) * | 2001-06-15 | 2006-07-15 | Hoffmann La Roche | 4 piperazinylindolderivate mit affinität zum 5- ht6-rezeptor |
CN1321110C (zh) * | 2001-06-15 | 2007-06-13 | 弗·哈夫曼-拉罗切有限公司 | 具有5-ht6受体亲和力的4-哌嗪基吲哚衍生物 |
DE60231507D1 (de) * | 2001-07-20 | 2010-07-01 | Psychogenics Inc | Behandlung von hyperaktivitätsstörungen und aufmerksamkeitsdefiziten |
GB0203811D0 (en) * | 2002-02-18 | 2002-04-03 | Glaxo Group Ltd | Compounds |
DK1497266T3 (da) | 2002-03-27 | 2008-10-06 | Glaxo Group Ltd | Quinolinderivater og deres anvendelse som 5HT6-ligander |
KR100657056B1 (ko) | 2002-06-05 | 2006-12-13 | 에프. 호프만-라 로슈 아게 | 중추 신경계 장애의 치료를 위한 5-ht6-수용체조절제로서 1-설폰일-4-아미노알콕시 인돌 유도체 |
JP4267573B2 (ja) * | 2002-09-17 | 2009-05-27 | エフ.ホフマン−ラ ロシュ アーゲー | 2,4−置換インドールおよびそれらの5−ht6モジュレーターとしての使用 |
MXPA05008438A (es) * | 2003-02-14 | 2005-10-19 | Wyeth Corp | Heterociclil-3-sulfonilindazoles como ligandos de 5-hidroxitriptamina-6. |
MY141862A (en) | 2003-07-22 | 2010-07-16 | Arena Pharm Inc | Diaryl and arylheteroaryl urea derivatives as modulators of the 5-ht2a serotonin receptor useful for the prophylaxis and treatment of disorders related thereto |
SE0302760D0 (sv) * | 2003-10-20 | 2003-10-20 | Biovitrum Ab | New compounds |
ZA200603165B (en) | 2003-11-03 | 2007-07-25 | Probiodrug Ag | Combinations useful for the treatment of neuronal disorders |
US7781478B2 (en) | 2004-07-14 | 2010-08-24 | Ptc Therapeutics, Inc. | Methods for treating hepatitis C |
CA2575359A1 (fr) | 2004-07-28 | 2006-02-02 | Glaxo Group Limited | Derives de piperazine convenant pour le traitement de troubles gastro-intestinaux |
BRPI0614343A2 (pt) * | 2005-08-15 | 2011-03-22 | Wyeth Corp | derivados de 3-sulfonilindazol substituìdo como ligantes de 5-hidroxitriptamina-6 |
PE20071143A1 (es) * | 2006-01-13 | 2008-01-20 | Wyeth Corp | Composicion farmaceutica que comprende un inhibidor de acetilcolinesterasa y un antagonista 5-hidroxitriptamina-6 |
JP2010519171A (ja) * | 2006-02-17 | 2010-06-03 | メモリー・ファーマシューティカルズ・コーポレイション | 5−ht6受容体親和性を有する化合物 |
US7713978B2 (en) | 2006-03-31 | 2010-05-11 | Nigel Paul King | Compounds |
CN101432274A (zh) * | 2006-04-05 | 2009-05-13 | 惠氏公司 | 作为5-羟色胺-6配体的磺酰基-3-杂环吲唑衍生物 |
WO2007120596A1 (fr) * | 2006-04-12 | 2007-10-25 | Wyeth | DÉRIVÉS DE DIHYDRO[1,4]DIOXINO[2,3-e]INDAZOLE EN TANT QUE LIGANDS DE 5-HYDROXYTRYPTAMINE-6 |
AU2007343063B2 (en) | 2007-01-08 | 2011-02-17 | Suven Life Sciences Limited | 5-(Heterocyclyl)alkyl-N-(arylsulfonyl)indole compounds and their use as 5-HT6 ligands |
ES2533902T3 (es) * | 2007-01-08 | 2015-04-15 | Suven Life Sciences Limited | Compuestos de 4-(heterociclil)alquil-N-(arilsulfonil)indol y su uso como ligandos del 5-HT6 |
BRPI0807602A2 (pt) * | 2007-02-16 | 2014-07-08 | Memory Pharm Corp | Compostos 6' substituídos com afinidade pelo receptor 5-ht6. |
TW200848021A (en) | 2007-03-06 | 2008-12-16 | Wyeth Corp | Sulfonylated heterocycles useful for modulation of the progesterone receptor |
DK2155674T3 (da) | 2007-05-03 | 2011-09-26 | Suven Life Sciences Ltd | Aminoalkoxy-aryl-sulfonamidforbindelser og anvendelse heraf som 5-HT6-ligander |
CN101801194A (zh) * | 2007-08-15 | 2010-08-11 | 记忆医药公司 | 具有5-ht6受体亲和力的3’取代的化合物 |
WO2009074607A1 (fr) * | 2007-12-12 | 2009-06-18 | Glaxo Group Limited | Associations contenant de la 3-phenylsulfonyl-8-piperazinyl-1yl-quinoline |
US20110021538A1 (en) | 2008-04-02 | 2011-01-27 | Arena Pharmaceuticals, Inc. | Processes for the preparation of pyrazole derivatives useful as modulators of the 5-ht2a serotonin receptor |
US20100016297A1 (en) * | 2008-06-24 | 2010-01-21 | Memory Pharmaceuticals Corporation | Alkyl-substituted 3' compounds having 5-ht6 receptor affinity |
US20100022581A1 (en) * | 2008-07-02 | 2010-01-28 | Memory Pharmaceuticals Corporation | Pyrrolidine-substituted azaindole compounds having 5-ht6 receptor affinity |
US20100029629A1 (en) * | 2008-07-25 | 2010-02-04 | Memory Pharmaceuticals Corporation | Acyclic compounds having 5-ht6 receptor affinity |
US20100056531A1 (en) * | 2008-08-22 | 2010-03-04 | Memory Pharmaceuticals Corporation | Alkyl-substituted 3' compounds having 5-ht6 receptor affinity |
KR101308819B1 (ko) | 2008-09-17 | 2013-09-13 | 수벤 라이프 사이언시스 리미티드 | 아릴 술폰아미드 아민 화합물 및 5-ht6 리간드로서의 용도 |
US8318725B2 (en) | 2008-09-17 | 2012-11-27 | Suven Life Sciences Limited | Aryl indolyl sulfonamide compounds and their use as 5-HT6 ligands |
US9126946B2 (en) | 2008-10-28 | 2015-09-08 | Arena Pharmaceuticals, Inc. | Processes useful for the preparation of 1-[3-(4-bromo-2-methyl-2H-pyrazol-3-yl)-4-methoxy-phenyl]-3-(2,4-difluoro-phenyl)urea and crystalline forms related thereto |
UA100192C2 (en) * | 2008-11-11 | 2012-11-26 | УАЙТ ЭлЭлСи | 1-(arylsulfonyl)-4-(piperazin-1-yl)-1h-benzimidazoles as 5-hydroxytryptamine-6 ligands |
MX2011011519A (es) | 2009-04-30 | 2012-01-30 | Abbott Gmbh & Co Kg | Compuestos de bencensulfonanilida adecuados para tratar trastornos que responden a la modulacion del receptor de serotonina 5-ht6. |
BR112012028445A2 (pt) | 2010-05-06 | 2016-07-19 | Bristol Myers Squibb Co | compostos de heteroarila bicíclica como moduladores de gpr119 |
JP2013526542A (ja) | 2010-05-12 | 2013-06-24 | アッヴィ・インコーポレイテッド | キナーゼのインダゾール阻害薬 |
PL395469A1 (pl) * | 2011-06-29 | 2013-01-07 | Adamed Spólka Z Ograniczona Odpowiedzialnoscia | Pochodne indoloamin do leczenia chorób osrodkowego ukladu nerwowego |
HUE033448T2 (en) | 2013-08-07 | 2017-11-28 | Cadila Healthcare Ltd | Janus kinase inhibitor N-cyanomethylamides |
JP6454346B2 (ja) | 2013-12-20 | 2019-01-16 | サンシャイン・レイク・ファーマ・カンパニー・リミテッドSunshine Lake Pharma Co.,Ltd. | 芳香族複素環式化合物及び医薬におけるその応用 |
CN103880750A (zh) * | 2014-03-18 | 2014-06-25 | 上海皓元生物医药科技有限公司 | 一种替格列汀关键中间体的制备方法 |
EP3166924B1 (fr) * | 2014-07-08 | 2019-02-20 | Sunshine Lake Pharma Co., Ltd. | Dérivés hétérocycliques aromatiques et leurs applications pharmaceutiques |
US9550754B2 (en) * | 2014-09-11 | 2017-01-24 | AbbVie Deutschland GmbH & Co. KG | 4,5-dihydropyrazole derivatives, pharmaceutical compositions containing them, and their use in therapy |
MX2017005719A (es) * | 2014-11-03 | 2017-12-07 | Iomet Pharma Ltd | Compuesto farmaceutico. |
EP3307260A4 (fr) | 2015-06-12 | 2019-02-13 | Axovant Sciences GmbH | Dérivés de diaryl et arylhétéroaryl urée utiles pour la prophylaxie et le traitement du trouble du comportement en sommeil rem |
RU2018103338A (ru) | 2015-07-15 | 2019-08-15 | Аксовант Сайенсиз Гмбх | Производные диарил- и арилгетероарилмочевины для профилактики и лечения галлюцинаций, ассоциированных с нейродегенеративным заболеванием |
EA038510B1 (ru) * | 2016-09-23 | 2021-09-08 | Новартис Аг | Индазольные соединения для применения при повреждениях сухожилий и/или связок |
TWI748194B (zh) | 2018-06-28 | 2021-12-01 | 德商菲尼克斯 Fxr有限責任公司 | 含有雙環核心部分之新穎lxr調節劑 |
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JP3155008B2 (ja) * | 1994-07-26 | 2001-04-09 | ファイザー・インコーポレーテッド | セロトニンアゴニストおよびアンタゴニストとしての4−インドール誘導体 |
US5849759A (en) * | 1995-12-08 | 1998-12-15 | Berlex Laboratories, Inc. | Naphthyl-substituted benzimidazole derivatives as anti-coagulants |
GB9716656D0 (en) * | 1997-08-07 | 1997-10-15 | Zeneca Ltd | Chemical compounds |
PT930302E (pt) * | 1998-01-16 | 2003-07-31 | Hoffmann La Roche | Derivados de benzo-sulfona |
US6251893B1 (en) * | 1998-06-15 | 2001-06-26 | Nps Allelix Corp. | Bicyclic piperidine and piperazine compounds having 5-HT6 receptor affinity |
SE0002754D0 (sv) * | 2000-07-21 | 2000-07-21 | Pharmacia & Upjohn Ab | New pharmaceutical combination formulation and method of treatment with the combination |
IL154685A0 (en) * | 2000-10-20 | 2003-09-17 | Biovitrum Ab | 2-,3-,4-, or 5-substituted-n1-(benzensulfonyl) indoles and their use in therapy |
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- 2001-10-31 CN CNB018216587A patent/CN1222511C/zh not_active Expired - Fee Related
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- 2001-10-31 MX MXPA03003800A patent/MXPA03003800A/es active IP Right Grant
- 2001-10-31 WO PCT/US2001/045389 patent/WO2002036562A2/fr active IP Right Grant
- 2001-10-31 JP JP2002539322A patent/JP4184077B2/ja not_active Expired - Fee Related
- 2001-10-31 EA EA200300528A patent/EA006205B1/ru not_active IP Right Cessation
- 2001-10-31 HU HU0303756A patent/HUP0303756A3/hu unknown
- 2001-10-31 IL IL15544301A patent/IL155443A0/xx unknown
- 2001-10-31 EP EP10177536A patent/EP2298738B1/fr not_active Expired - Lifetime
- 2001-10-31 KR KR1020037006000A patent/KR100822655B1/ko not_active IP Right Cessation
- 2001-10-31 AU AU2005102A patent/AU2005102A/xx active Pending
- 2001-10-31 EP EP01992697A patent/EP1343756A2/fr not_active Withdrawn
- 2001-10-31 CA CA2426031A patent/CA2426031C/fr not_active Expired - Fee Related
- 2001-10-31 PL PL362138A patent/PL213134B1/pl unknown
- 2001-10-31 BR BRPI0115102-9B1A patent/BR0115102B1/pt not_active IP Right Cessation
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- 2001-11-01 US US10/003,015 patent/US20020115670A1/en not_active Abandoned
- 2001-11-01 TW TW1-ARYL-ORA patent/TWI282787B/zh not_active IP Right Cessation
- 2001-11-01 AR ARP010105112A patent/AR034270A1/es unknown
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- 2003-04-30 NO NO20031977A patent/NO326610B1/no not_active IP Right Cessation
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- 2003-12-04 US US10/728,330 patent/US20040132741A1/en not_active Abandoned
- 2003-12-04 US US10/727,956 patent/US20040087595A1/en not_active Abandoned
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