JP2005506368A5 - - Google Patents
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- Publication number
- JP2005506368A5 JP2005506368A5 JP2003537628A JP2003537628A JP2005506368A5 JP 2005506368 A5 JP2005506368 A5 JP 2005506368A5 JP 2003537628 A JP2003537628 A JP 2003537628A JP 2003537628 A JP2003537628 A JP 2003537628A JP 2005506368 A5 JP2005506368 A5 JP 2005506368A5
- Authority
- JP
- Japan
- Prior art keywords
- ethylamine
- methoxy
- dimethyl
- compound
- indol
- 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.)
- Pending
Links
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 claims description 4
- 125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 claims description 2
- 230000037406 food intake Effects 0.000 claims description 2
- 235000012631 food intake Nutrition 0.000 claims description 2
- PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 claims description 2
- RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 claims description 2
- 125000001544 thienyl group Chemical group 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims 19
- 229910052739 hydrogen Inorganic materials 0.000 claims 19
- 150000001875 compounds Chemical class 0.000 claims 18
- -1 4-methylpiperazinyl Chemical group 0.000 claims 16
- 239000008194 pharmaceutical composition Substances 0.000 claims 15
- 150000002431 hydrogen Chemical class 0.000 claims 11
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 claims 8
- 125000000217 alkyl group Chemical group 0.000 claims 8
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 7
- 125000003118 aryl group Chemical group 0.000 claims 7
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 7
- 229910052757 nitrogen Inorganic materials 0.000 claims 6
- 125000004916 (C1-C6) alkylcarbonyl group Chemical group 0.000 claims 4
- 125000003545 alkoxy group Chemical group 0.000 claims 4
- 125000005129 aryl carbonyl group Chemical group 0.000 claims 4
- 125000004391 aryl sulfonyl group Chemical group 0.000 claims 4
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims 4
- 125000005223 heteroarylcarbonyl group Chemical group 0.000 claims 4
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims 4
- 150000002825 nitriles Chemical class 0.000 claims 4
- 125000004454 (C1-C6) alkoxycarbonyl group Chemical group 0.000 claims 3
- 125000001072 heteroaryl group Chemical group 0.000 claims 3
- 125000004750 (C1-C6) alkylaminosulfonyl group Chemical group 0.000 claims 2
- 125000004739 (C1-C6) alkylsulfonyl group Chemical group 0.000 claims 2
- AIJIQCBYMBZLJD-UHFFFAOYSA-N 2-[1-(benzenesulfonyl)-5-methoxyindol-3-yl]-n,n-dimethylethanamine Chemical compound C1=C(CCN(C)C)C2=CC(OC)=CC=C2N1S(=O)(=O)C1=CC=CC=C1 AIJIQCBYMBZLJD-UHFFFAOYSA-N 0.000 claims 2
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 2
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 2
- 241000124008 Mammalia Species 0.000 claims 2
- 125000004429 atom Chemical group 0.000 claims 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 2
- 239000002537 cosmetic Substances 0.000 claims 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 2
- 229910052736 halogen Inorganic materials 0.000 claims 2
- 150000002367 halogens Chemical class 0.000 claims 2
- 125000005143 heteroarylsulfonyl group Chemical group 0.000 claims 2
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 2
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 2
- 125000003170 phenylsulfonyl group Chemical group C1(=CC=CC=C1)S(=O)(=O)* 0.000 claims 2
- 125000004193 piperazinyl group Chemical group 0.000 claims 2
- 125000003386 piperidinyl group Chemical group 0.000 claims 2
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 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 2
- QGHQLNRTTLQPIO-UHFFFAOYSA-N 1-(benzenesulfonyl)-5-methoxy-3-(2-piperidin-1-ylethyl)indole Chemical compound C12=CC(OC)=CC=C2N(S(=O)(=O)C=2C=CC=CC=2)C=C1CCN1CCCCC1 QGHQLNRTTLQPIO-UHFFFAOYSA-N 0.000 claims 1
- KLDDKHIDNOHJGC-UHFFFAOYSA-N 1-(benzenesulfonyl)-5-methoxy-3-(2-pyrrolidin-1-ylethyl)indole Chemical compound C12=CC(OC)=CC=C2N(S(=O)(=O)C=2C=CC=CC=2)C=C1CCN1CCCC1 KLDDKHIDNOHJGC-UHFFFAOYSA-N 0.000 claims 1
- CNSLAKZIKMZGCO-UHFFFAOYSA-N 2-(5-methoxy-1-methylsulfonylindol-3-yl)-n,n-dimethylethanamine Chemical compound COC1=CC=C2N(S(C)(=O)=O)C=C(CCN(C)C)C2=C1 CNSLAKZIKMZGCO-UHFFFAOYSA-N 0.000 claims 1
- IPAXTAWQPQEGJN-UHFFFAOYSA-N 2-(5-methoxy-1-thiophen-2-ylsulfonylindol-3-yl)-n,n-dimethylethanamine Chemical compound C1=C(CCN(C)C)C2=CC(OC)=CC=C2N1S(=O)(=O)C1=CC=CS1 IPAXTAWQPQEGJN-UHFFFAOYSA-N 0.000 claims 1
- CJTNSRUSBFDSOH-UHFFFAOYSA-N 2-[1-(2-chlorophenyl)sulfonyl-5-methoxyindol-3-yl]-n,n-dimethylethanamine Chemical compound C1=C(CCN(C)C)C2=CC(OC)=CC=C2N1S(=O)(=O)C1=CC=CC=C1Cl CJTNSRUSBFDSOH-UHFFFAOYSA-N 0.000 claims 1
- HMVDWYPJGVKJPZ-UHFFFAOYSA-N 2-[1-(3-chlorophenyl)sulfonyl-5-methoxyindol-3-yl]-n,n-dimethylethanamine Chemical compound C1=C(CCN(C)C)C2=CC(OC)=CC=C2N1S(=O)(=O)C1=CC=CC(Cl)=C1 HMVDWYPJGVKJPZ-UHFFFAOYSA-N 0.000 claims 1
- CGLZSUIRHPCPLB-UHFFFAOYSA-N 2-[1-(4-chlorophenyl)sulfonyl-5-methoxyindol-3-yl]-n,n-dimethylethanamine Chemical compound C1=C(CCN(C)C)C2=CC(OC)=CC=C2N1S(=O)(=O)C1=CC=C(Cl)C=C1 CGLZSUIRHPCPLB-UHFFFAOYSA-N 0.000 claims 1
- DNOJEKLHKJAPCC-UHFFFAOYSA-N 2-[1-(benzenesulfonyl)-5-methoxy-2-methylindol-3-yl]-n,n-dimethylethanamine Chemical compound CC1=C(CCN(C)C)C2=CC(OC)=CC=C2N1S(=O)(=O)C1=CC=CC=C1 DNOJEKLHKJAPCC-UHFFFAOYSA-N 0.000 claims 1
- KJOAWSBQNSIGLK-UHFFFAOYSA-N 2-[1-(benzenesulfonyl)-5-methoxyindol-3-yl]ethanamine Chemical compound C1=C(CCN)C2=CC(OC)=CC=C2N1S(=O)(=O)C1=CC=CC=C1 KJOAWSBQNSIGLK-UHFFFAOYSA-N 0.000 claims 1
- NKLZWGMWROXIDH-UHFFFAOYSA-N 2-[1-(benzenesulfonyl)indol-3-yl]-n,n-dimethylethanamine Chemical compound C12=CC=CC=C2C(CCN(C)C)=CN1S(=O)(=O)C1=CC=CC=C1 NKLZWGMWROXIDH-UHFFFAOYSA-N 0.000 claims 1
- GIHFRARKMBMXPG-UHFFFAOYSA-N 2-[1-(benzenesulfonyl)indol-4-yl]-n,n-dimethylethanamine Chemical compound C1=CC=2C(CCN(C)C)=CC=CC=2N1S(=O)(=O)C1=CC=CC=C1 GIHFRARKMBMXPG-UHFFFAOYSA-N 0.000 claims 1
- VNWSJGQXBGKBED-UHFFFAOYSA-N 2-[1-(benzenesulfonyl)indol-4-yl]ethanamine Chemical compound C1=CC=2C(CCN)=CC=CC=2N1S(=O)(=O)C1=CC=CC=C1 VNWSJGQXBGKBED-UHFFFAOYSA-N 0.000 claims 1
- OJPTTYMYFMZMRB-UHFFFAOYSA-N 2-[5-methoxy-1-(4-methoxyphenyl)sulfonylindol-3-yl]-n,n-dimethylethanamine Chemical compound C1=CC(OC)=CC=C1S(=O)(=O)N1C2=CC=C(OC)C=C2C(CCN(C)C)=C1 OJPTTYMYFMZMRB-UHFFFAOYSA-N 0.000 claims 1
- NYUGRZAAEIFCKO-UHFFFAOYSA-N 2-[5-methoxy-1-(4-methylphenyl)sulfonylindol-3-yl]-n,n-dimethylethanamine Chemical compound C1=C(CCN(C)C)C2=CC(OC)=CC=C2N1S(=O)(=O)C1=CC=C(C)C=C1 NYUGRZAAEIFCKO-UHFFFAOYSA-N 0.000 claims 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims 1
- 125000000175 2-thienyl group Chemical group S1C([*])=C([H])C([H])=C1[H] 0.000 claims 1
- DCCVQPUCAMNNAF-UHFFFAOYSA-N 3-[1-(benzenesulfonyl)indol-4-yl]-n,n-dimethylpropan-1-amine Chemical compound C1=CC=2C(CCCN(C)C)=CC=CC=2N1S(=O)(=O)C1=CC=CC=C1 DCCVQPUCAMNNAF-UHFFFAOYSA-N 0.000 claims 1
- 125000004179 3-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(Cl)=C1[H] 0.000 claims 1
- LMIQERWZRIFWNZ-UHFFFAOYSA-N 5-hydroxyindole Chemical compound OC1=CC=C2NC=CC2=C1 LMIQERWZRIFWNZ-UHFFFAOYSA-N 0.000 claims 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 1
- 208000008589 Obesity Diseases 0.000 claims 1
- 235000018936 Vitellaria paradoxa Nutrition 0.000 claims 1
- JQCCQHBMYRBHBD-UHFFFAOYSA-N [3-[2-(dimethylamino)ethyl]-5-methoxyindol-1-yl]-phenylmethanone Chemical compound C1=C(CCN(C)C)C2=CC(OC)=CC=C2N1C(=O)C1=CC=CC=C1 JQCCQHBMYRBHBD-UHFFFAOYSA-N 0.000 claims 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims 1
- 230000036528 appetite Effects 0.000 claims 1
- 235000019789 appetite Nutrition 0.000 claims 1
- 230000009286 beneficial effect Effects 0.000 claims 1
- 230000037396 body weight Effects 0.000 claims 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 1
- 229910052794 bromium Inorganic materials 0.000 claims 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- 239000000460 chlorine Substances 0.000 claims 1
- 125000006263 dimethyl aminosulfonyl group Chemical group [H]C([H])([H])N(C([H])([H])[H])S(*)(=O)=O 0.000 claims 1
- 125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 claims 1
- 229910052731 fluorine Inorganic materials 0.000 claims 1
- 239000011737 fluorine Substances 0.000 claims 1
- 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 125000002757 morpholinyl group Chemical group 0.000 claims 1
- VXKXFPCXSPRMGE-UHFFFAOYSA-N n,n-dimethyl-2-(1-methylsulfonylindol-3-yl)ethanamine Chemical compound C1=CC=C2C(CCN(C)C)=CN(S(C)(=O)=O)C2=C1 VXKXFPCXSPRMGE-UHFFFAOYSA-N 0.000 claims 1
- 235000020824 obesity Nutrition 0.000 claims 1
- 239000000651 prodrug Substances 0.000 claims 1
- 229940002612 prodrug Drugs 0.000 claims 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 125000004213 tert-butoxy group Chemical group [H]C([H])([H])C(O*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
- XNGOFLDLWLHOJS-UHFFFAOYSA-N tert-butyl 3-[2-(dimethylamino)ethyl]-5-hydroxyindole-1-carboxylate Chemical compound C1=C(O)C=C2C(CCN(C)C)=CN(C(=O)OC(C)(C)C)C2=C1 XNGOFLDLWLHOJS-UHFFFAOYSA-N 0.000 claims 1
- 125000005931 tert-butyloxycarbonyl group Chemical group [H]C([H])([H])C(OC(*)=O)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
- 238000002560 therapeutic procedure Methods 0.000 claims 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 125000000304 alkynyl group Chemical group 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SE0103539A SE0103539D0 (sv) | 2001-10-23 | 2001-10-23 | New Use |
| US34059901P | 2001-12-14 | 2001-12-14 | |
| PCT/SE2002/001929 WO2003035061A1 (en) | 2001-10-23 | 2002-10-22 | Use of indole and indoline derivatives in the treatment of obesity or for the reduction of food intake |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2005506368A JP2005506368A (ja) | 2005-03-03 |
| JP2005506368A5 true JP2005506368A5 (enExample) | 2006-01-05 |
Family
ID=26655574
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2003537628A Pending JP2005506368A (ja) | 2001-10-23 | 2002-10-22 | 肥満の処置におけるまたは食物摂取の減少のためのインドールおよびインドリン誘導体の使用 |
Country Status (9)
| Country | Link |
|---|---|
| EP (1) | EP1438045B1 (enExample) |
| JP (1) | JP2005506368A (enExample) |
| AT (1) | ATE353646T1 (enExample) |
| CY (1) | CY1106566T1 (enExample) |
| DE (1) | DE60218194T2 (enExample) |
| DK (1) | DK1438045T3 (enExample) |
| ES (1) | ES2282495T3 (enExample) |
| PT (1) | PT1438045E (enExample) |
| WO (1) | WO2003035061A1 (enExample) |
Families Citing this family (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7772188B2 (en) | 2003-01-28 | 2010-08-10 | Ironwood Pharmaceuticals, Inc. | Methods and compositions for the treatment of gastrointestinal disorders |
| WO2005005439A1 (en) * | 2003-07-09 | 2005-01-20 | Suven Life Sciences Limited | Benzothiazino indoles |
| PL1558582T3 (pl) | 2003-07-22 | 2006-05-31 | Arena Pharm Inc | Diarylowe i aryloheteroarylowe pochodne mocznika jako modulatory receptora serotoninowego 5-HT2A użyteczne w profilaktyce i w leczeniu zaburzeń związanych z tym receptorem |
| ES2222828B1 (es) | 2003-07-30 | 2006-04-16 | Laboratorios Del Dr. Esteve, S.A. | Derivados de 1-sulfonilindoles, su preparacion y su aplicacion como medicamentos. |
| GB0321473D0 (en) | 2003-09-12 | 2003-10-15 | Glaxo Group Ltd | Novel compounds |
| GB0322510D0 (en) | 2003-09-25 | 2003-10-29 | Glaxo Group Ltd | Novel compounds |
| CA2552106C (en) * | 2004-01-02 | 2011-10-11 | Suven Life Sciences Limited | Novel indeno[2,1a]indenes and isoindol[2,1-a]indoles |
| EP2305352A1 (en) | 2004-04-02 | 2011-04-06 | Merck Sharp & Dohme Corp. | 5-alpha-reductase inhibitors for use in the treatment of men with metabolic and anthropometric disorders |
| WO2008039087A2 (en) * | 2006-09-29 | 2008-04-03 | Auckland Uniservices Limited | Indoline derivatives and uses thereof |
| EP1947085A1 (en) * | 2007-01-19 | 2008-07-23 | Laboratorios del Dr. Esteve S.A. | Substituted indole sulfonamide compounds, their preparation and use as medicaments |
| US8969514B2 (en) | 2007-06-04 | 2015-03-03 | Synergy Pharmaceuticals, Inc. | Agonists of guanylate cyclase useful for the treatment of hypercholesterolemia, atherosclerosis, coronary heart disease, gallstone, obesity and other cardiovascular diseases |
| ES2559319T3 (es) | 2007-06-04 | 2016-02-11 | Synergy Pharmaceuticals Inc. | Agonistas de guanilato cliclasa útiles para el tratamiento de trastornos gastrointestinales, inflamación, cáncer y otros trastornos |
| EP2508177A1 (en) | 2007-12-12 | 2012-10-10 | Glaxo Group Limited | Combinations comprising 3-phenylsulfonyl-8-piperazinyl-1yl-quinoline |
| WO2009082268A2 (ru) | 2007-12-21 | 2009-07-02 | Alla Chem, Llc | ЛИГАНДЫ α-АДРЕНОЦЕПТОРОВ, ДОПАМИНОВЫХ, ГИСТАМИНОВЫХ, ИМИДАЗОЛИНОВЫХ И СЕРОТОНИНОВЫХ РЕЦЕПТОРОВ И ИХ ПРИМЕНЕНИЕ |
| WO2009123714A2 (en) | 2008-04-02 | 2009-10-08 | Arena Pharmaceuticals, Inc. | Processes for the preparation of pyrazole derivatives useful as modulators of the 5-ht2a serotonin receptor |
| CA2726917C (en) | 2008-06-04 | 2018-06-26 | Synergy Pharmaceuticals Inc. | Agonists of guanylate cyclase useful for the treatment of gastrointestinal disorders, inflammation, cancer and other disorders |
| WO2010009319A2 (en) | 2008-07-16 | 2010-01-21 | Synergy Pharmaceuticals Inc. | Agonists of guanylate cyclase useful for the treatment of gastrointestinal, inflammation, cancer and other disorders |
| WO2010062321A1 (en) | 2008-10-28 | 2010-06-03 | 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 |
| US9616097B2 (en) | 2010-09-15 | 2017-04-11 | Synergy Pharmaceuticals, Inc. | Formulations of guanylate cyclase C agonists and methods of use |
| DK2681236T3 (en) | 2011-03-01 | 2018-04-16 | Synergy Pharmaceuticals Inc | PROCEDURE FOR MANUFACTURING GUANYLATE CYCLASE-C-AGONISTS |
| AU2014235209B2 (en) | 2013-03-15 | 2018-06-14 | Bausch Health Ireland Limited | Guanylate cyclase receptor agonists combined with other drugs |
| CA2905438A1 (en) | 2013-03-15 | 2014-09-25 | Synergy Pharmaceuticals Inc. | Agonists of guanylate cyclase and their uses |
| WO2014197720A2 (en) | 2013-06-05 | 2014-12-11 | Synergy Pharmaceuticals, Inc. | Ultra-pure agonists of guanylate cyclase c, method of making and using same |
| CN109562085A (zh) | 2015-06-12 | 2019-04-02 | 阿速万科学有限责任公司 | 用于预防和治疗rem睡眠行为障碍的二芳基和芳基杂芳基脲衍生物 |
| TW201720439A (zh) | 2015-07-15 | 2017-06-16 | Axovant Sciences Gmbh | 用於預防及治療與神經退化性疾病相關的幻覺之作為５－ｈｔ２ａ血清素受體的二芳基及芳基雜芳基脲衍生物 |
| EP4366731A4 (en) * | 2021-07-07 | 2025-04-16 | Terran Biosciences, Inc. | N,N-DIMETHYLTRYPTAMINE AND RELATED PSYCHEDELICS AND USES THEREOF |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4576959A (en) * | 1984-02-06 | 1986-03-18 | Eli Lilly And Company | 6-Substituted-4-dialkylaminotetrahydrobenz[c,d]indoles |
| EP0375133A1 (en) * | 1988-11-14 | 1990-06-27 | The Upjohn Company | Alpha-amino-indole-3-acetic acids useful as anti-diabetic, anti-obesity and anti-atherosclerotic agents |
| AU8876591A (en) * | 1990-11-02 | 1992-05-26 | Upjohn Company, The | Indole-3-methanamines useful as anti-diabetic, anti-obesity and anti-atherosclerotic agents |
| GB9820113D0 (en) * | 1998-09-15 | 1998-11-11 | Merck Sharp & Dohme | Therapeutic agents |
-
2002
- 2002-10-22 DE DE60218194T patent/DE60218194T2/de not_active Expired - Fee Related
- 2002-10-22 EP EP02786300A patent/EP1438045B1/en not_active Expired - Lifetime
- 2002-10-22 JP JP2003537628A patent/JP2005506368A/ja active Pending
- 2002-10-22 DK DK02786300T patent/DK1438045T3/da active
- 2002-10-22 ES ES02786300T patent/ES2282495T3/es not_active Expired - Lifetime
- 2002-10-22 AT AT02786300T patent/ATE353646T1/de not_active IP Right Cessation
- 2002-10-22 PT PT02786300T patent/PT1438045E/pt unknown
- 2002-10-22 WO PCT/SE2002/001929 patent/WO2003035061A1/en not_active Ceased
-
2007
- 2007-05-07 CY CY20071100610T patent/CY1106566T1/el unknown
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