JP2005521664A5 - - Google Patents
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- Publication number
- JP2005521664A5 JP2005521664A5 JP2003563539A JP2003563539A JP2005521664A5 JP 2005521664 A5 JP2005521664 A5 JP 2005521664A5 JP 2003563539 A JP2003563539 A JP 2003563539A JP 2003563539 A JP2003563539 A JP 2003563539A JP 2005521664 A5 JP2005521664 A5 JP 2005521664A5
- Authority
- JP
- Japan
- Prior art keywords
- aminomethyl
- acetic acid
- integer
- methyl
- carbon atoms
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Withdrawn
Links
- QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Substances CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 27
- -1 hydroxy, carboxy Chemical group 0.000 claims 17
- 125000000217 alkyl group Chemical group 0.000 claims 16
- 125000004432 carbon atom Chemical group C* 0.000 claims 16
- 239000003446 ligand Substances 0.000 claims 12
- 239000000203 mixture Substances 0.000 claims 12
- 150000001875 compounds Chemical class 0.000 claims 11
- 150000003839 salts Chemical class 0.000 claims 11
- 229910052739 hydrogen Inorganic materials 0.000 claims 10
- 239000001257 hydrogen Substances 0.000 claims 10
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 10
- 239000000126 substance Substances 0.000 claims 9
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 7
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 5
- 125000003545 alkoxy group Chemical group 0.000 claims 4
- 125000000753 cycloalkyl group Chemical group 0.000 claims 4
- NDDZVQRQVFTNSN-UHFFFAOYSA-N 2-[3-(aminomethyl)-3-bicyclo[3.2.0]heptanyl]acetic acid Chemical compound C1C(CN)(CC(O)=O)CC2CCC21 NDDZVQRQVFTNSN-UHFFFAOYSA-N 0.000 claims 3
- NEAQRZUHTPSBBM-UHFFFAOYSA-N 2-hydroxy-3,3-dimethyl-7-nitro-4h-isoquinolin-1-one Chemical compound C1=C([N+]([O-])=O)C=C2C(=O)N(O)C(C)(C)CC2=C1 NEAQRZUHTPSBBM-UHFFFAOYSA-N 0.000 claims 3
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims 3
- 239000002253 acid Substances 0.000 claims 3
- 150000001408 amides Chemical group 0.000 claims 3
- 229910052736 halogen Inorganic materials 0.000 claims 3
- 150000002367 halogens Chemical class 0.000 claims 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 3
- 125000001424 substituent group Chemical group 0.000 claims 3
- 229940124530 sulfonamide Drugs 0.000 claims 3
- 150000003456 sulfonamides Chemical group 0.000 claims 3
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 3
- MOEZPHHJIZLEKX-UHFFFAOYSA-N 3-[[1-(aminomethyl)cyclohexyl]methyl]-2h-1,2,4-oxadiazol-5-one Chemical compound N=1OC(=O)NC=1CC1(CN)CCCCC1 MOEZPHHJIZLEKX-UHFFFAOYSA-N 0.000 claims 2
- UGJMXCAKCUNAIE-UHFFFAOYSA-N Gabapentin Chemical compound OC(=O)CC1(CN)CCCCC1 UGJMXCAKCUNAIE-UHFFFAOYSA-N 0.000 claims 2
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 claims 2
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical group OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 claims 2
- 208000009205 Tinnitus Diseases 0.000 claims 2
- CJMFUZSVUFPYJR-UHFFFAOYSA-N [2-(aminomethyl)-4-methylpentyl]phosphonic acid Chemical compound CC(C)CC(CN)CP(O)(O)=O CJMFUZSVUFPYJR-UHFFFAOYSA-N 0.000 claims 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 2
- 125000000623 heterocyclic group Chemical group 0.000 claims 2
- 150000002431 hydrogen Chemical class 0.000 claims 2
- WGYKZJWCGVVSQN-UHFFFAOYSA-N mono-n-propyl amine Natural products CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 claims 2
- 231100000886 tinnitus Toxicity 0.000 claims 2
- KKXFMWXZXDUYBF-DTWKUNHWSA-N (3r,5s)-3-(aminomethyl)-5-methyloctanoic acid Chemical compound CCC[C@H](C)C[C@@H](CN)CC(O)=O KKXFMWXZXDUYBF-DTWKUNHWSA-N 0.000 claims 1
- KKXFMWXZXDUYBF-BDAKNGLRSA-N (3s,5r)-3-(aminomethyl)-5-methyloctanoic acid Chemical compound CCC[C@@H](C)C[C@H](CN)CC(O)=O KKXFMWXZXDUYBF-BDAKNGLRSA-N 0.000 claims 1
- OUYPRNJUXRLDLW-UHFFFAOYSA-N 3-(3-amino-2-cyclobutylpropyl)-2h-1,2,4-thiadiazol-5-one Chemical compound C1CCC1C(CN)CC1=NSC(=O)N1 OUYPRNJUXRLDLW-UHFFFAOYSA-N 0.000 claims 1
- HKOKJHGVWQYWDY-UHFFFAOYSA-N 3-(3-amino-2-cyclopentylpropyl)-2h-1,2,4-oxadiazol-5-one Chemical compound C1CCCC1C(CN)CC1=NOC(=O)N1 HKOKJHGVWQYWDY-UHFFFAOYSA-N 0.000 claims 1
- XRTLNMMGRKQIQZ-UHFFFAOYSA-N 3-(3-amino-2-cyclopentylpropyl)-2h-1,2,4-thiadiazol-5-one Chemical compound C1CCCC1C(CN)CC1=NSC(=O)N1 XRTLNMMGRKQIQZ-UHFFFAOYSA-N 0.000 claims 1
- DIQJIIBMCAOLGS-UHFFFAOYSA-N 3-[2-(aminomethyl)-4-methylpentyl]-2h-1,2,4-oxadiazol-5-one Chemical compound CC(C)CC(CN)CC1=NOC(=O)N1 DIQJIIBMCAOLGS-UHFFFAOYSA-N 0.000 claims 1
- BKHFSUPPXXUOLT-UHFFFAOYSA-N 3-[2-(aminomethyl)-4-methylpentyl]-2h-1,2,4-oxadiazole-5-thione Chemical compound CC(C)CC(CN)CC1=NOC(=S)N1 BKHFSUPPXXUOLT-UHFFFAOYSA-N 0.000 claims 1
- YRQVDEYJCBOBGQ-UHFFFAOYSA-N 3-[[1-(aminomethyl)cycloheptyl]methyl]-2h-1,2,4-oxadiazol-5-one;hydrochloride Chemical compound Cl.N=1OC(=O)NC=1CC1(CN)CCCCCC1 YRQVDEYJCBOBGQ-UHFFFAOYSA-N 0.000 claims 1
- IHLRLJMHYXJRST-UHFFFAOYSA-N 3-[[1-(aminomethyl)cyclohexyl]methyl]-2h-1,2,4-oxadiazol-5-one;hydrochloride Chemical compound Cl.N=1OC(=O)NC=1CC1(CN)CCCCC1 IHLRLJMHYXJRST-UHFFFAOYSA-N 0.000 claims 1
- CWSXPZYRFGYVBO-UHFFFAOYSA-N 4-methyl-2-(2h-tetrazol-5-ylmethyl)pentan-1-amine Chemical compound CC(C)CC(CN)CC1=NN=NN1 CWSXPZYRFGYVBO-UHFFFAOYSA-N 0.000 claims 1
- 241000124008 Mammalia Species 0.000 claims 1
- QFLSQUNSWXMJBE-UHFFFAOYSA-N [1-(aminomethyl)cyclohexyl]methylphosphonic acid Chemical compound OP(=O)(O)CC1(CN)CCCCC1 QFLSQUNSWXMJBE-UHFFFAOYSA-N 0.000 claims 1
- 125000003342 alkenyl group Chemical group 0.000 claims 1
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 1
- 229960002870 gabapentin Drugs 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 claims 1
- PPIQMYQQPKTQBZ-UHFFFAOYSA-N n-[2-[1-(aminomethyl)cyclohexyl]ethyl]methanesulfonamide Chemical compound CS(=O)(=O)NCCC1(CN)CCCCC1 PPIQMYQQPKTQBZ-UHFFFAOYSA-N 0.000 claims 1
- DPBLXKKOBLCELK-UHFFFAOYSA-N n-pentylamine Natural products CCCCCN DPBLXKKOBLCELK-UHFFFAOYSA-N 0.000 claims 1
- 229940100684 pentylamine Drugs 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- 230000001225 therapeutic effect Effects 0.000 claims 1
- PBJUNZJWGZTSKL-MRXNPFEDSA-N tiagabine Chemical compound C1=CSC(C(=CCCN2C[C@@H](CCC2)C(O)=O)C2=C(C=CS2)C)=C1C PBJUNZJWGZTSKL-MRXNPFEDSA-N 0.000 claims 1
- 229960001918 tiagabine Drugs 0.000 claims 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US35363202P | 2002-01-31 | 2002-01-31 | |
| PCT/IB2003/000232 WO2003063845A1 (en) | 2002-01-31 | 2003-01-20 | Alpha 2 delta ligands to treat tinnitus |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2005521664A JP2005521664A (ja) | 2005-07-21 |
| JP2005521664A5 true JP2005521664A5 (https=) | 2005-12-22 |
Family
ID=27663234
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2003563539A Withdrawn JP2005521664A (ja) | 2002-01-31 | 2003-01-20 | 耳鳴を治療するためのアルファ２デルタ・リガンド |
Country Status (16)
| Country | Link |
|---|---|
| US (2) | US7026505B2 (https=) |
| EP (1) | EP1469841A1 (https=) |
| JP (1) | JP2005521664A (https=) |
| KR (1) | KR20040081478A (https=) |
| CN (1) | CN1625393A (https=) |
| AU (1) | AU2003201716B2 (https=) |
| BR (1) | BR0307411A (https=) |
| CA (1) | CA2474000A1 (https=) |
| CL (1) | CL2008000613A1 (https=) |
| IL (1) | IL162028A0 (https=) |
| MX (1) | MXPA04004105A (https=) |
| NZ (1) | NZ532624A (https=) |
| PL (1) | PL371944A1 (https=) |
| TW (1) | TW200306177A (https=) |
| WO (1) | WO2003063845A1 (https=) |
| ZA (1) | ZA200403069B (https=) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IL126999A (en) | 1996-07-24 | 2002-03-10 | Warner Lambert Co | Pharmaceutical preparations containing isobutylgaba and its history for use in the treatment of pain |
| US8048917B2 (en) | 2005-04-06 | 2011-11-01 | Xenoport, Inc. | Prodrugs of GABA analogs, compositions and uses thereof |
| WO2004078734A1 (en) | 2003-03-07 | 2004-09-16 | Warner-Lambert Company Llc | TETRAZOLE AND OXADIAZOLONE SUBSTITUTED β-AMINO ACID DERIVATIVES |
| NZ543102A (en) | 2003-04-24 | 2008-12-24 | Incyte Corp | Aza spiro alkane derivatives as inhibitors of metalloproteases |
| WO2005013888A2 (en) * | 2003-05-14 | 2005-02-17 | Cytokinetics, Inc. | Compounds, compositions and methods |
| CN101506140B (zh) * | 2006-08-24 | 2014-06-18 | 百时美施贵宝公司 | 环状11β-羟类固醇脱氢酶Ⅰ型抑制剂 |
| US7727978B2 (en) | 2006-08-24 | 2010-06-01 | Bristol-Myers Squibb Company | Cyclic 11-beta hydroxysteroid dehydrogenase type I inhibitors |
| US20080188562A1 (en) * | 2006-11-14 | 2008-08-07 | Noa Zerangue | Treating tinnitus using prodrugs of gabapentin and pregabalin |
| WO2008073257A1 (en) * | 2006-12-08 | 2008-06-19 | Xenoport, Inc. | Use of prodrugs of gaba analogs for treating diseases |
| ITMI20071492A1 (it) | 2007-07-24 | 2009-01-25 | S I I T Srl Servizio Internazi | "composizioni per il trattamento e la prevenzione di condizioni di vertigine e acufeni comprendenti citicolina, estratto di ginkgo biloba e flavoni dimerici di ginkgo biloba" |
| US8119658B2 (en) | 2007-10-01 | 2012-02-21 | Bristol-Myers Squibb Company | Triazolopyridine 11-beta hydroxysteroid dehydrogenase type I inhibitors |
| CN101260063B (zh) * | 2008-03-21 | 2013-06-19 | 北京润德康医药技术有限公司 | γ-氨基丁酸衍生物及其制备方法 |
| JP2010043063A (ja) | 2008-05-09 | 2010-02-25 | Agency For Science Technology & Research | 川崎病の診断及び治療 |
| CN111718379A (zh) * | 2019-03-19 | 2020-09-29 | 海南长安国际制药有限公司 | 具有l1和l2结构的铂类物质及其制备方法和应用 |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2460891C2 (de) | 1974-12-21 | 1982-09-23 | Gödecke AG, 1000 Berlin | 1-Aminomethyl-1-cycloalkanessigsäuren und deren Ester, Verfahren zu deren Herstellung und diese Verbindungen enthaltende Arzneimittel |
| US4087544A (en) | 1974-12-21 | 1978-05-02 | Warner-Lambert Company | Treatment of cranial dysfunctions using novel cyclic amino acids |
| US6197819B1 (en) * | 1990-11-27 | 2001-03-06 | Northwestern University | Gamma amino butyric acid analogs and optical isomers |
| ATE361909T1 (de) * | 1996-10-23 | 2007-06-15 | Warner Lambert Co | Substituierte gamma-aminobuttersäurederivate als arzneimittel |
| CA2304967C (en) * | 1997-12-16 | 2005-06-14 | Warner-Lambert Company | 4(3)substituted-4(3)-aminomethyl-(thio)pyran or -piperidine derivatives (=gabapentin analogues), their preparation and their use in the treatment of neurological disorders |
| SI1045839T1 (en) * | 1997-12-16 | 2004-06-30 | Warner-Lambert Company Llc | Novel amines as pharmaceutical agents |
| CN1131855C (zh) * | 1997-12-16 | 2003-12-24 | 沃尼尔·朗伯公司 | 1－取代－1－氨基甲基－环烷衍生物(=加巴喷丁类似物)、其制备及其在治疗神经病方面的用途 |
| WO1999061424A1 (en) * | 1998-05-26 | 1999-12-02 | Warner-Lambert Company | Conformationally constrained amino acid compounds having affinity for the alpha2delta subunit of a calcium channel |
| GB9821179D0 (en) * | 1998-09-30 | 1998-11-25 | Merck Sharp & Dohme | Therapeutic use |
| ES2317839T3 (es) * | 1999-06-10 | 2009-05-01 | Warner-Lambert Company Llc | Acidos 3-propil gamma-aminobutiricos monosustituidos. |
| HN2000000224A (es) * | 1999-10-20 | 2001-04-11 | Warner Lambert Co | Aminoacidos biciclicos como agentes farmaceuticos |
| US6620829B2 (en) * | 2000-10-17 | 2003-09-16 | Warner-Lambert Company | Method of treating noninflammatory cartilage damage |
-
2003
- 2003-01-20 AU AU2003201716A patent/AU2003201716B2/en not_active Ceased
- 2003-01-20 JP JP2003563539A patent/JP2005521664A/ja not_active Withdrawn
- 2003-01-20 BR BR0307411-0A patent/BR0307411A/pt not_active IP Right Cessation
- 2003-01-20 MX MXPA04004105A patent/MXPA04004105A/es active IP Right Grant
- 2003-01-20 CA CA002474000A patent/CA2474000A1/en not_active Abandoned
- 2003-01-20 CN CNA038031388A patent/CN1625393A/zh active Pending
- 2003-01-20 KR KR10-2004-7011809A patent/KR20040081478A/ko not_active Ceased
- 2003-01-20 IL IL16202803A patent/IL162028A0/xx unknown
- 2003-01-20 WO PCT/IB2003/000232 patent/WO2003063845A1/en not_active Ceased
- 2003-01-20 NZ NZ532624A patent/NZ532624A/en unknown
- 2003-01-20 EP EP03700417A patent/EP1469841A1/en not_active Ceased
- 2003-01-20 PL PL03371944A patent/PL371944A1/xx not_active Application Discontinuation
- 2003-01-29 US US10/353,367 patent/US7026505B2/en not_active Expired - Fee Related
- 2003-01-30 TW TW092102235A patent/TW200306177A/zh unknown
-
2004
- 2004-04-22 ZA ZA200403069A patent/ZA200403069B/en unknown
-
2005
- 2005-12-21 US US11/314,126 patent/US7138542B2/en not_active Expired - Fee Related
-
2008
- 2008-02-28 CL CL2008000613A patent/CL2008000613A1/es unknown
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