ZA200403069B - Alpha2delta ligands to treat tinnitus. - Google Patents
Alpha2delta ligands to treat tinnitus. Download PDFInfo
- Publication number
- ZA200403069B ZA200403069B ZA200403069A ZA200403069A ZA200403069B ZA 200403069 B ZA200403069 B ZA 200403069B ZA 200403069 A ZA200403069 A ZA 200403069A ZA 200403069 A ZA200403069 A ZA 200403069A ZA 200403069 B ZA200403069 B ZA 200403069B
- Authority
- ZA
- South Africa
- Prior art keywords
- aminomethyl
- methyl
- acid
- acetic acid
- integer
- Prior art date
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- 239000003446 ligand Substances 0.000 title claims description 29
- 208000009205 Tinnitus Diseases 0.000 title claims description 11
- 231100000886 tinnitus Toxicity 0.000 title claims description 11
- 150000001875 compounds Chemical class 0.000 claims description 58
- QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Substances CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 48
- -1 hydroxy, carboxy Chemical group 0.000 claims description 35
- 125000000217 alkyl group Chemical group 0.000 claims description 31
- 229910052739 hydrogen Inorganic materials 0.000 claims description 25
- 150000003839 salts Chemical class 0.000 claims description 24
- 239000001257 hydrogen Substances 0.000 claims description 20
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 17
- 125000004432 carbon atom Chemical group C* 0.000 claims description 16
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 14
- UGJMXCAKCUNAIE-UHFFFAOYSA-N Gabapentin Chemical compound OC(=O)CC1(CN)CCCCC1 UGJMXCAKCUNAIE-UHFFFAOYSA-N 0.000 claims description 9
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 8
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 8
- BAVYZALUXZFZLV-UHFFFAOYSA-N mono-methylamine Natural products NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 claims description 8
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical group OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 claims description 7
- 125000003545 alkoxy group Chemical group 0.000 claims description 7
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 7
- 229940124530 sulfonamide Drugs 0.000 claims description 7
- 150000003456 sulfonamides Chemical group 0.000 claims description 7
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 7
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical group OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims description 6
- 125000000623 heterocyclic group Chemical group 0.000 claims description 6
- 150000002431 hydrogen Chemical group 0.000 claims description 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 6
- NEAQRZUHTPSBBM-UHFFFAOYSA-N 2-hydroxy-3,3-dimethyl-7-nitro-4h-isoquinolin-1-one Chemical group C1=C([N+]([O-])=O)C=C2C(=O)N(O)C(C)(C)CC2=C1 NEAQRZUHTPSBBM-UHFFFAOYSA-N 0.000 claims description 5
- 239000002253 acid Substances 0.000 claims description 5
- 150000001408 amides Chemical group 0.000 claims description 5
- 229910052736 halogen Inorganic materials 0.000 claims description 5
- 150000002367 halogens Chemical class 0.000 claims description 5
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 5
- AYXYPKUFHZROOJ-ZETCQYMHSA-N pregabalin Chemical compound CC(C)C[C@H](CN)CC(O)=O AYXYPKUFHZROOJ-ZETCQYMHSA-N 0.000 claims description 5
- 125000001424 substituent group Chemical group 0.000 claims description 5
- 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 description 4
- WGYKZJWCGVVSQN-UHFFFAOYSA-N mono-n-propyl amine Natural products CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 claims description 4
- 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 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 3
- QFLSQUNSWXMJBE-UHFFFAOYSA-N [1-(aminomethyl)cyclohexyl]methylphosphonic acid Chemical compound OP(=O)(O)CC1(CN)CCCCC1 QFLSQUNSWXMJBE-UHFFFAOYSA-N 0.000 claims description 3
- 229960002870 gabapentin Drugs 0.000 claims description 3
- PPIQMYQQPKTQBZ-UHFFFAOYSA-N n-[2-[1-(aminomethyl)cyclohexyl]ethyl]methanesulfonamide Chemical compound CS(=O)(=O)NCCC1(CN)CCCCC1 PPIQMYQQPKTQBZ-UHFFFAOYSA-N 0.000 claims description 3
- 229960001233 pregabalin Drugs 0.000 claims description 3
- 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 description 2
- 241000124008 Mammalia Species 0.000 claims description 2
- 125000003342 alkenyl group Chemical group 0.000 claims description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 2
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims description 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
- 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
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- 239000000651 prodrug Substances 0.000 claims 1
- 229940002612 prodrug Drugs 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
- 238000000034 method Methods 0.000 description 31
- 229910052799 carbon Inorganic materials 0.000 description 10
- 229960001171 acetohydroxamic acid Drugs 0.000 description 7
- 229940098779 methanesulfonic acid Drugs 0.000 description 7
- AFVFQIVMOAPDHO-UHFFFAOYSA-N methanesulfonic acid Substances CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 7
- 125000004122 cyclic group Chemical group 0.000 description 3
- BTCSSZJGUNDROE-UHFFFAOYSA-N gamma-aminobutyric acid Chemical compound NCCCC(O)=O BTCSSZJGUNDROE-UHFFFAOYSA-N 0.000 description 3
- MNWFXJYAOYHMED-UHFFFAOYSA-N hexane carboxylic acid Natural products CCCCCCC(O)=O MNWFXJYAOYHMED-UHFFFAOYSA-N 0.000 description 3
- HNQIVZYLYMDVSB-UHFFFAOYSA-N methanesulfonimidic acid Chemical compound CS(N)(=O)=O HNQIVZYLYMDVSB-UHFFFAOYSA-N 0.000 description 3
- FEWJHICLKRAPHS-OCCSQVGLSA-N (3s,5r)-3-(aminomethyl)-5-methyl-7-phenylheptanoic acid Chemical compound OC(=O)C[C@@H](CN)C[C@H](C)CCC1=CC=CC=C1 FEWJHICLKRAPHS-OCCSQVGLSA-N 0.000 description 2
- ONKWZNBXHSMMDK-UHFFFAOYSA-N 2-[2-(aminomethyl)-1,3,3a,4,5,6,7,7a-octahydroinden-2-yl]acetic acid Chemical compound C1CCCC2CC(CN)(CC(O)=O)CC21 ONKWZNBXHSMMDK-UHFFFAOYSA-N 0.000 description 2
- GSBZRDSCOPXLJJ-UHFFFAOYSA-N 2-[2-(aminomethyl)-3,3a,4,5,6,6a-hexahydro-1h-pentalen-2-yl]acetic acid Chemical compound C1CCC2CC(CN)(CC(O)=O)CC21 GSBZRDSCOPXLJJ-UHFFFAOYSA-N 0.000 description 2
- 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 description 2
- PCJFEVUKVKQSSL-UHFFFAOYSA-N 2h-1,2,4-oxadiazol-5-one Chemical compound O=C1N=CNO1 PCJFEVUKVKQSSL-UHFFFAOYSA-N 0.000 description 2
- LYGLYFUBLZCHCT-UHFFFAOYSA-N 2h-1,2,4-oxadiazole-5-thione Chemical compound SC1=NC=NO1 LYGLYFUBLZCHCT-UHFFFAOYSA-N 0.000 description 2
- IGAVZWMNOPFOCW-UHFFFAOYSA-N 2h-1,2,4-thiadiazol-5-one Chemical compound O=C1NC=NS1 IGAVZWMNOPFOCW-UHFFFAOYSA-N 0.000 description 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 2
- 208000035475 disorder Diseases 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 208000016354 hearing loss disease Diseases 0.000 description 2
- KAKQVSNHTBLJCH-UHFFFAOYSA-N trifluoromethanesulfonimidic acid Chemical compound NS(=O)(=O)C(F)(F)F KAKQVSNHTBLJCH-UHFFFAOYSA-N 0.000 description 2
- OGNSCSPNOLGXSM-UHFFFAOYSA-N (+/-)-DABA Natural products NCCC(N)C(O)=O OGNSCSPNOLGXSM-UHFFFAOYSA-N 0.000 description 1
- IASDTUBNBCYCJG-SFYZADRCSA-N (3r,4r)-3-(azaniumylmethyl)-4,5-dimethylhexanoate Chemical compound CC(C)[C@@H](C)[C@H](CN)CC(O)=O IASDTUBNBCYCJG-SFYZADRCSA-N 0.000 description 1
- IASDTUBNBCYCJG-YUMQZZPRSA-N (3r,4s)-3-(azaniumylmethyl)-4,5-dimethylhexanoate Chemical compound CC(C)[C@H](C)[C@H](CN)CC(O)=O IASDTUBNBCYCJG-YUMQZZPRSA-N 0.000 description 1
- IASDTUBNBCYCJG-JGVFFNPUSA-N (3s,4s)-3-(aminomethyl)-4,5-dimethylhexanoic acid Chemical compound CC(C)[C@H](C)[C@@H](CN)CC(O)=O IASDTUBNBCYCJG-JGVFFNPUSA-N 0.000 description 1
- BGQCKHBIIZKBJU-ZJUUUORDSA-N (3s,5r)-3-(aminomethyl)-5,7-dimethyloctanoic acid Chemical compound CC(C)C[C@@H](C)C[C@H](CN)CC(O)=O BGQCKHBIIZKBJU-ZJUUUORDSA-N 0.000 description 1
- CRENPLBKNGOMEN-MNOVXSKESA-N (3s,5r)-3-(aminomethyl)-5,8-dimethylnonanoic acid Chemical compound CC(C)CC[C@@H](C)C[C@H](CN)CC(O)=O CRENPLBKNGOMEN-MNOVXSKESA-N 0.000 description 1
- ADANSFWHWWMFDU-NEPJUHHUSA-N (3s,5r)-3-(aminomethyl)-5,9-dimethyldecanoic acid Chemical compound CC(C)CCC[C@@H](C)C[C@H](CN)CC(O)=O ADANSFWHWWMFDU-NEPJUHHUSA-N 0.000 description 1
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- JETOEPZFEWLXBK-MNOVXSKESA-N (3s,5r)-3-(aminomethyl)-5-methyldecanoic acid Chemical compound CCCCC[C@@H](C)C[C@H](CN)CC(O)=O JETOEPZFEWLXBK-MNOVXSKESA-N 0.000 description 1
- IMLWGNYZSUWXIA-OLZOCXBDSA-N (3s,5r)-3-(aminomethyl)-5-methyldodecanoic acid Chemical compound CCCCCCC[C@@H](C)C[C@H](CN)CC(O)=O IMLWGNYZSUWXIA-OLZOCXBDSA-N 0.000 description 1
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- A61K31/16—Amides, e.g. hydroxamic acids
- A61K31/18—Sulfonamides
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/4245—Oxadiazoles
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/4427—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
- A61K31/443—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a five-membered ring with oxygen as a ring hetero atom
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/66—Phosphorus compounds
- A61K31/662—Phosphorus acids or esters thereof having P—C bonds, e.g. foscarnet, trichlorfon
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/16—Otologicals
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- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Chemical & Material Sciences (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Epidemiology (AREA)
- Emergency Medicine (AREA)
- Organic Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
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US35363202P | 2002-01-31 | 2002-01-31 |
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ZA200403069A ZA200403069B (en) | 2002-01-31 | 2004-04-22 | Alpha2delta ligands to treat tinnitus. |
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US (2) | US7026505B2 (ja) |
EP (1) | EP1469841A1 (ja) |
JP (1) | JP2005521664A (ja) |
KR (1) | KR20040081478A (ja) |
CN (1) | CN1625393A (ja) |
AU (1) | AU2003201716B2 (ja) |
BR (1) | BR0307411A (ja) |
CA (1) | CA2474000A1 (ja) |
CL (1) | CL2008000613A1 (ja) |
IL (1) | IL162028A0 (ja) |
MX (1) | MXPA04004105A (ja) |
NZ (1) | NZ532624A (ja) |
PL (1) | PL371944A1 (ja) |
TW (1) | TW200306177A (ja) |
WO (1) | WO2003063845A1 (ja) |
ZA (1) | ZA200403069B (ja) |
Families Citing this family (14)
Publication number | Priority date | Publication date | Assignee | Title |
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WO1998003167A1 (en) | 1996-07-24 | 1998-01-29 | Warner-Lambert Company | Isobutylgaba and its derivatives for the treatment of pain |
US8048917B2 (en) | 2005-04-06 | 2011-11-01 | Xenoport, Inc. | Prodrugs of GABA analogs, compositions and uses thereof |
MXPA05009504A (es) | 2003-03-07 | 2005-10-18 | Warner Lambert Co | Derivados de (-aminoacidos sustituidos con tetrazol y oxadiazolona. |
HUP0501182A3 (en) | 2003-04-24 | 2011-08-29 | Incyte Corp | Aza spiro alkane derivatives as inhibitors of metallproteases and pharmaceutical compositions containing them |
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 |
AU2007319851A1 (en) * | 2006-11-14 | 2008-05-22 | Xenoport, Inc. | Use of gabapentin and pregabalin prodrugs for treating tinnitus |
US20080161393A1 (en) * | 2006-12-08 | 2008-07-03 | Barrett Ronald W | Use of prodrugs of GABA analogs for treating disease |
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 |
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US4087544A (en) | 1974-12-21 | 1978-05-02 | Warner-Lambert Company | Treatment of cranial dysfunctions using novel cyclic amino acids |
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 |
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 |
TR200001794T2 (tr) * | 1997-12-16 | 2000-10-23 | Warner-Lambert Company | Farmasötik maddeler olarak yeni aminler |
US6545022B1 (en) * | 1997-12-16 | 2003-04-08 | Pfizer Inc. | 4(3)substituted-4(3)-aminomethyl-(thio)pyran or piperidine derivatives (=gabapentin analogues), their preparation and their use in the treatment of neurological disorders |
AU765802B2 (en) * | 1997-12-16 | 2003-10-02 | Warner-Lambert Company | 1-substituted-1-aminomethyl-cycloalkane derivatives (=gabapentin analogues), their preparation and their use in the treatment of neurological disorders |
US6316638B1 (en) | 1998-05-26 | 2001-11-13 | 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 |
DE60041256D1 (de) * | 1999-06-10 | 2009-02-12 | Warner Lambert Co | Mono-substituierte 3-propyl-gamma-aminobuttersäure |
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 |
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2003
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- 2003-01-20 CA CA002474000A patent/CA2474000A1/en not_active Abandoned
- 2003-01-20 AU AU2003201716A patent/AU2003201716B2/en not_active Ceased
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- 2003-01-20 EP EP03700417A patent/EP1469841A1/en not_active Ceased
- 2003-01-20 BR BR0307411-0A patent/BR0307411A/pt not_active IP Right Cessation
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2004
- 2004-04-22 ZA ZA200403069A patent/ZA200403069B/en unknown
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2005
- 2005-12-21 US US11/314,126 patent/US7138542B2/en not_active Expired - Fee Related
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2008
- 2008-02-28 CL CL2008000613A patent/CL2008000613A1/es unknown
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IL162028A0 (en) | 2005-11-20 |
CA2474000A1 (en) | 2003-08-07 |
JP2005521664A (ja) | 2005-07-21 |
US20030176504A1 (en) | 2003-09-18 |
US7138542B2 (en) | 2006-11-21 |
EP1469841A1 (en) | 2004-10-27 |
TW200306177A (en) | 2003-11-16 |
PL371944A1 (en) | 2005-07-11 |
US20060100281A1 (en) | 2006-05-11 |
US7026505B2 (en) | 2006-04-11 |
CN1625393A (zh) | 2005-06-08 |
MXPA04004105A (es) | 2004-11-29 |
AU2003201716B2 (en) | 2008-04-17 |
NZ532624A (en) | 2007-05-31 |
KR20040081478A (ko) | 2004-09-21 |
BR0307411A (pt) | 2004-12-07 |
WO2003063845A1 (en) | 2003-08-07 |
CL2008000613A1 (es) | 2008-11-07 |
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