TWI335815B - Derivatives of asimadoline with covalently bonded acids - Google Patents
Derivatives of asimadoline with covalently bonded acids Download PDFInfo
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- TWI335815B TWI335815B TW092135046A TW92135046A TWI335815B TW I335815 B TWI335815 B TW I335815B TW 092135046 A TW092135046 A TW 092135046A TW 92135046 A TW92135046 A TW 92135046A TW I335815 B TWI335815 B TW I335815B
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- acid
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- compound
- acids
- derivatives
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- 239000002253 acid Substances 0.000 title claims description 120
- 150000007513 acids Chemical class 0.000 title claims description 19
- JHLHNYVMZCADTC-LOSJGSFVSA-N asimadoline Chemical class C([C@@H](N(C)C(=O)C(C=1C=CC=CC=1)C=1C=CC=CC=1)C=1C=CC=CC=1)N1CC[C@H](O)C1 JHLHNYVMZCADTC-LOSJGSFVSA-N 0.000 title description 2
- 150000001875 compounds Chemical class 0.000 claims description 106
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- 238000000034 method Methods 0.000 claims description 56
- -1 1-{[(2,2-diphenylethenyl)methylamino]phenylethyl}pyrrole Chemical compound 0.000 claims description 47
- 238000011282 treatment Methods 0.000 claims description 43
- 230000004770 neurodegeneration Effects 0.000 claims description 38
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 36
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 36
- 208000002193 Pain Diseases 0.000 claims description 32
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 31
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- 125000006239 protecting group Chemical group 0.000 claims description 30
- 201000010099 disease Diseases 0.000 claims description 27
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- 239000012453 solvate Substances 0.000 claims description 24
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- SFLSHLFXELFNJZ-QMMMGPOBSA-N (-)-norepinephrine Chemical compound NC[C@H](O)C1=CC=C(O)C(O)=C1 SFLSHLFXELFNJZ-QMMMGPOBSA-N 0.000 claims description 2
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- XXEPPPIWZFICOJ-UHFFFAOYSA-N diethylpropion Chemical compound CCN(CC)C(C)C(=O)C1=CC=CC=C1 XXEPPPIWZFICOJ-UHFFFAOYSA-N 0.000 claims description 2
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- 229960003908 pseudoephedrine Drugs 0.000 claims description 2
- KWGRBVOPPLSCSI-WCBMZHEXSA-N pseudoephedrine Chemical compound CN[C@@H](C)[C@@H](O)C1=CC=CC=C1 KWGRBVOPPLSCSI-WCBMZHEXSA-N 0.000 claims description 2
- 229910052707 ruthenium Inorganic materials 0.000 claims description 2
- UNAANXDKBXWMLN-UHFFFAOYSA-N sibutramine Chemical compound C=1C=C(Cl)C=CC=1C1(C(N(C)C)CC(C)C)CCC1 UNAANXDKBXWMLN-UHFFFAOYSA-N 0.000 claims description 2
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- KWGRBVOPPLSCSI-WPRPVWTQSA-N (-)-ephedrine Chemical compound CN[C@@H](C)[C@H](O)C1=CC=CC=C1 KWGRBVOPPLSCSI-WPRPVWTQSA-N 0.000 claims 2
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- URVLAMWMHSEMNN-LOSJGSFVSA-N n-[(1s)-2-[(3s)-3-hydroxypyrrolidin-1-yl]-1-phenylethyl]-2,2-diphenylpropanamide Chemical compound C([C@@H](NC(=O)C(C)(C=1C=CC=CC=1)C=1C=CC=CC=1)C=1C=CC=CC=1)N1CC[C@H](O)C1 URVLAMWMHSEMNN-LOSJGSFVSA-N 0.000 claims 1
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Classifications
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- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D207/10—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
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Landscapes
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- Chemical & Material Sciences (AREA)
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- General Health & Medical Sciences (AREA)
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- Hematology (AREA)
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- Obesity (AREA)
- Psychology (AREA)
- Addiction (AREA)
- Psychiatry (AREA)
- Ophthalmology & Optometry (AREA)
- Nutrition Science (AREA)
- Child & Adolescent Psychology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyrrole Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Saccharide Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10259245A DE10259245A1 (de) | 2002-12-17 | 2002-12-17 | Derivate des Asimadolins mit kovalent gebundenen Säuren |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| TW200418459A TW200418459A (en) | 2004-10-01 |
| TWI335815B true TWI335815B (en) | 2011-01-11 |
Family
ID=32403913
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TW092135046A TWI335815B (en) | 2002-12-17 | 2003-12-11 | Derivatives of asimadoline with covalently bonded acids |
Country Status (14)
| Country | Link |
|---|---|
| US (3) | US7385065B2 (https=) |
| EP (1) | EP1572640B1 (https=) |
| JP (2) | JP5253709B2 (https=) |
| AU (1) | AU2003288159B2 (https=) |
| CA (1) | CA2510167C (https=) |
| CY (1) | CY1113781T1 (https=) |
| DE (1) | DE10259245A1 (https=) |
| DK (1) | DK1572640T3 (https=) |
| ES (1) | ES2401876T3 (https=) |
| PE (1) | PE20040910A1 (https=) |
| PT (1) | PT1572640E (https=) |
| SI (1) | SI1572640T1 (https=) |
| TW (1) | TWI335815B (https=) |
| WO (1) | WO2004054970A1 (https=) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10259245A1 (de) * | 2002-12-17 | 2004-07-01 | Merck Patent Gmbh | Derivate des Asimadolins mit kovalent gebundenen Säuren |
| US20080090859A1 (en) * | 2003-10-30 | 2008-04-17 | Tioga Pharmaceuticals, Inc. | Use of Selective Opiate Receptor Modulators In the Treatment Of Neuropathy |
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| EP3932390A1 (en) | 2020-07-02 | 2022-01-05 | Dr. August Wolff GmbH & Co. KG Arzneimittel | Topical gel formulation containing asimadoline |
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| US5300687A (en) | 1991-07-18 | 1994-04-05 | Ortho Pharmaceutical Corporation | Trifluoromethylbenzylphosphonates useful in treating osteoporosis |
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| DE19827633A1 (de) | 1998-04-20 | 1999-10-21 | Merck Patent Gmbh | Verfahren zur Herstellung von enantiomerenreinem N-Methyl-N-[(1S)-1-phenyl-2-((3S)-3-hydroxypyrrolidin-1-yl)ethyl]-2,2-diphenylacetamid |
| DE19849650A1 (de) | 1998-10-29 | 2000-05-04 | Merck Patent Gmbh | Kappa-Opiatagonisten für die Behandlung des Irritable Bowel Syndroms (IBS) |
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-
2002
- 2002-12-17 DE DE10259245A patent/DE10259245A1/de not_active Withdrawn
-
2003
- 2003-11-25 PT PT37800430T patent/PT1572640E/pt unknown
- 2003-11-25 EP EP03780043A patent/EP1572640B1/de not_active Expired - Lifetime
- 2003-11-25 CA CA2510167A patent/CA2510167C/en not_active Expired - Fee Related
- 2003-11-25 JP JP2004559717A patent/JP5253709B2/ja not_active Expired - Fee Related
- 2003-11-25 SI SI200332242T patent/SI1572640T1/sl unknown
- 2003-11-25 US US10/539,256 patent/US7385065B2/en not_active Expired - Fee Related
- 2003-11-25 ES ES03780043T patent/ES2401876T3/es not_active Expired - Lifetime
- 2003-11-25 WO PCT/EP2003/013206 patent/WO2004054970A1/de not_active Ceased
- 2003-11-25 AU AU2003288159A patent/AU2003288159B2/en not_active Ceased
- 2003-11-25 DK DK03780043.0T patent/DK1572640T3/da active
- 2003-12-10 PE PE2003001254A patent/PE20040910A1/es not_active Application Discontinuation
- 2003-12-11 TW TW092135046A patent/TWI335815B/zh not_active IP Right Cessation
-
2007
- 2007-04-02 US US11/732,309 patent/US20070179098A1/en not_active Abandoned
-
2008
- 2008-06-02 US US12/131,836 patent/US7915228B2/en not_active Expired - Fee Related
-
2011
- 2011-03-31 JP JP2011079933A patent/JP2011157375A/ja active Pending
-
2013
- 2013-02-04 CY CY20131100097T patent/CY1113781T1/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DE10259245A1 (de) | 2004-07-01 |
| JP5253709B2 (ja) | 2013-07-31 |
| US7385065B2 (en) | 2008-06-10 |
| EP1572640B1 (de) | 2012-11-07 |
| ES2401876T3 (es) | 2013-04-25 |
| JP2006511521A (ja) | 2006-04-06 |
| SI1572640T1 (sl) | 2013-03-29 |
| HK1080479A1 (en) | 2006-04-28 |
| US20080234209A1 (en) | 2008-09-25 |
| PT1572640E (pt) | 2013-02-15 |
| CA2510167C (en) | 2011-05-24 |
| CA2510167A1 (en) | 2004-07-01 |
| US20070179098A1 (en) | 2007-08-02 |
| EP1572640A1 (de) | 2005-09-14 |
| CY1113781T1 (el) | 2016-07-27 |
| AU2003288159A1 (en) | 2004-07-09 |
| US7915228B2 (en) | 2011-03-29 |
| JP2011157375A (ja) | 2011-08-18 |
| DK1572640T3 (da) | 2013-02-11 |
| TW200418459A (en) | 2004-10-01 |
| WO2004054970A1 (de) | 2004-07-01 |
| AU2003288159B2 (en) | 2010-05-20 |
| US20060122255A1 (en) | 2006-06-08 |
| PE20040910A1 (es) | 2004-12-02 |
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