JP2006503801A5 - - Google Patents
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- Publication number
- JP2006503801A5 JP2006503801A5 JP2003580269A JP2003580269A JP2006503801A5 JP 2006503801 A5 JP2006503801 A5 JP 2006503801A5 JP 2003580269 A JP2003580269 A JP 2003580269A JP 2003580269 A JP2003580269 A JP 2003580269A JP 2006503801 A5 JP2006503801 A5 JP 2006503801A5
- Authority
- JP
- Japan
- Prior art keywords
- ethoxy
- ethyl ester
- acid
- alkyl
- aryl
- 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.)
- Granted
Links
- -1 2- [2- (2-methoxy-ethoxy) -ethoxy] -ethyl Chemical group 0.000 claims 65
- TXWOGHSRPAYOML-UHFFFAOYSA-N cyclobutanecarboxylic acid Chemical compound OC(=O)C1CCC1 TXWOGHSRPAYOML-UHFFFAOYSA-N 0.000 claims 39
- 125000003118 aryl group Chemical group 0.000 claims 30
- 125000000217 alkyl group Chemical group 0.000 claims 29
- YMGUBTXCNDTFJI-UHFFFAOYSA-N cyclopropanecarboxylic acid Chemical compound OC(=O)C1CC1 YMGUBTXCNDTFJI-UHFFFAOYSA-N 0.000 claims 28
- 150000001875 compounds Chemical class 0.000 claims 24
- 239000008194 pharmaceutical composition Substances 0.000 claims 23
- 125000000753 cycloalkyl group Chemical group 0.000 claims 9
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims 5
- 150000002148 esters Chemical class 0.000 claims 5
- 229910052736 halogen Inorganic materials 0.000 claims 5
- 150000002367 halogens Chemical class 0.000 claims 5
- 239000000651 prodrug Substances 0.000 claims 5
- 229940002612 prodrug Drugs 0.000 claims 5
- 150000003839 salts Chemical class 0.000 claims 5
- RXVSGQPWSIJBCS-UHFFFAOYSA-N 2-(cyclobutanecarbonylamino)acetic acid Chemical compound OC(=O)CNC(=O)C1CCC1 RXVSGQPWSIJBCS-UHFFFAOYSA-N 0.000 claims 4
- UGLFYEZZYIHEJU-UHFFFAOYSA-N 2-(cyclopropanecarbonylamino)propanoic acid Chemical compound OC(=O)C(C)NC(=O)C1CC1 UGLFYEZZYIHEJU-UHFFFAOYSA-N 0.000 claims 4
- GXFDQVLHPKHWGP-UHFFFAOYSA-N 2-[2-(2-methoxyethoxy)ethoxy]ethyl cyclopropanecarboxylate Chemical compound COCCOCCOCCOC(=O)C1CC1 GXFDQVLHPKHWGP-UHFFFAOYSA-N 0.000 claims 4
- HPMZRFIICAGMEH-UHFFFAOYSA-N 2-ethoxyethyl cyclobutanecarboxylate Chemical compound CCOCCOC(=O)C1CCC1 HPMZRFIICAGMEH-UHFFFAOYSA-N 0.000 claims 4
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 claims 4
- 239000002253 acid Substances 0.000 claims 4
- 125000004494 ethyl ester group Chemical group 0.000 claims 4
- 239000008103 glucose Substances 0.000 claims 4
- 239000000203 mixture Substances 0.000 claims 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 4
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 claims 3
- 210000004027 cell Anatomy 0.000 claims 3
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 3
- 208000035475 disorder Diseases 0.000 claims 3
- 210000000056 organ Anatomy 0.000 claims 3
- 206010063837 Reperfusion injury Diseases 0.000 claims 2
- 208000028867 ischemia Diseases 0.000 claims 2
- 238000001356 surgical procedure Methods 0.000 claims 2
- 210000001519 tissue Anatomy 0.000 claims 2
- 206010002383 Angina Pectoris Diseases 0.000 claims 1
- 208000031229 Cardiomyopathies Diseases 0.000 claims 1
- 206010019280 Heart failures Diseases 0.000 claims 1
- 241001465754 Metazoa Species 0.000 claims 1
- 208000018262 Peripheral vascular disease Diseases 0.000 claims 1
- 239000007864 aqueous solution Substances 0.000 claims 1
- 239000002775 capsule Substances 0.000 claims 1
- 210000004413 cardiac myocyte Anatomy 0.000 claims 1
- 206010012601 diabetes mellitus Diseases 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 230000000694 effects Effects 0.000 claims 1
- 230000002708 enhancing effect Effects 0.000 claims 1
- 238000000338 in vitro Methods 0.000 claims 1
- 238000001727 in vivo Methods 0.000 claims 1
- 208000006443 lactic acidosis Diseases 0.000 claims 1
- 208000010125 myocardial infarction Diseases 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 230000004962 physiological condition Effects 0.000 claims 1
- 239000006187 pill Substances 0.000 claims 1
- 239000000243 solution Substances 0.000 claims 1
- 239000000725 suspension Substances 0.000 claims 1
- 208000024891 symptom Diseases 0.000 claims 1
- 239000003826 tablet Substances 0.000 claims 1
- 238000002560 therapeutic procedure Methods 0.000 claims 1
- 238000002054 transplantation Methods 0.000 claims 1
- 0 C*(C(*)C(*)C(C)(C)CC(N*)=O)C(C)(C)N Chemical compound C*(C(*)C(*)C(C)(C)CC(N*)=O)C(C)(C)N 0.000 description 3
- WWAHTNLMSOQBAN-UHFFFAOYSA-N CNCOC(N)=O Chemical compound CNCOC(N)=O WWAHTNLMSOQBAN-UHFFFAOYSA-N 0.000 description 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US11204102A | 2002-04-01 | 2002-04-01 | |
| US18127402A | 2002-04-01 | 2002-04-01 | |
| IBPCT/IB02/02525 | 2002-04-01 | ||
| US10/313,990 US7074828B2 (en) | 2002-12-05 | 2002-12-05 | Compounds that stimulate glucose utilization and methods of use |
| PCT/IB2003/001761 WO2003082800A1 (en) | 2002-04-01 | 2003-03-31 | Compounds that stimulate glucose utilization and methods of use |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2010003041A Division JP2010090166A (ja) | 2002-04-01 | 2010-01-08 | グルコース利用を刺激する化合物および使用方法 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2006503801A JP2006503801A (ja) | 2006-02-02 |
| JP2006503801A5 true JP2006503801A5 (enExample) | 2006-05-25 |
| JP4674046B2 JP4674046B2 (ja) | 2011-04-20 |
Family
ID=28678970
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2003580269A Expired - Fee Related JP4674046B2 (ja) | 2002-04-01 | 2003-03-31 | グルコース利用を刺激する化合物および使用方法 |
| JP2010003041A Withdrawn JP2010090166A (ja) | 2002-04-01 | 2010-01-08 | グルコース利用を刺激する化合物および使用方法 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2010003041A Withdrawn JP2010090166A (ja) | 2002-04-01 | 2010-01-08 | グルコース利用を刺激する化合物および使用方法 |
Country Status (5)
| Country | Link |
|---|---|
| EP (1) | EP1499580B1 (enExample) |
| JP (2) | JP4674046B2 (enExample) |
| AT (1) | ATE551317T1 (enExample) |
| CA (1) | CA2480557C (enExample) |
| WO (1) | WO2003082800A1 (enExample) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7084173B2 (en) | 2001-03-30 | 2006-08-01 | The Governors Of The Univerity Of Alberta | Compounds that stimulate glucose utilization and methods of use |
| US7524885B2 (en) | 2002-04-01 | 2009-04-28 | The Governors Of The University Of Alberta | Compounds that stimulate glucose utilization and methods of use |
| ITRM20040346A1 (it) * | 2004-07-13 | 2004-10-13 | Sigma Tau Ind Farmaceuti | Uso della l-carnitina per il trattamento di patologie cardiovascolari. |
Family Cites Families (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US805704A (en) * | 1905-05-24 | 1905-11-28 | Andrew K Baltezor | Trace-attaching member. |
| US3306727A (en) * | 1962-03-16 | 1967-02-28 | Gulf Oil Corp | Weed control method and compositions therefor |
| US4000315A (en) * | 1974-09-09 | 1976-12-28 | Zoecon Corporation | Cyclopropane esters for the control of mites |
| US3957849A (en) * | 1974-09-09 | 1976-05-18 | Zoecon Corporation | Cyclopropane esters |
| CA1307787C (en) * | 1986-06-11 | 1992-09-22 | Melanie J. Loots | Substituted aminoalkanoylaminoalkyl phosphonate angiotensin converting enzyme inhibitors |
| JPS6345252A (ja) * | 1987-03-18 | 1988-02-26 | Chugai Pharmaceut Co Ltd | プロリン誘導体 |
| DE3711268A1 (de) * | 1987-04-03 | 1988-10-13 | Basf Ag | Cyclopropancarboxamide |
| CA2063822C (en) * | 1989-07-18 | 2006-10-03 | J. Gordon Foulkes | Method of transcriptionally modulating gene expression and of discovering chemicals capable of functioning as gene expression modulators |
| DE4103382A1 (de) * | 1991-02-05 | 1992-08-06 | Basf Ag | Cyclopropancarbonsaeureamide und -thioamide, verfahren und zwischenprodukte zu ihrer herstellung sowie ihre verwendung zur schaedlingsbekaempfung |
| JPH05221945A (ja) * | 1991-05-20 | 1993-08-31 | Sumitomo Chem Co Ltd | アミド誘導体、その製造法およびそれを有効成分とする有害生物防除剤 |
| US5709861A (en) * | 1993-04-22 | 1998-01-20 | Emisphere Technologies, Inc. | Compositions for the delivery of antigens |
| US5541228A (en) * | 1994-10-14 | 1996-07-30 | Bristol-Myers Squibb Co. | Melatonergic agents |
| FR2734816B1 (fr) * | 1995-05-31 | 1997-07-04 | Adir | Nouveaux aryl (alkyl) propylamides, leur procede de preparation et les compositions pharmaceutiques qui les contiennent |
| DE19619036A1 (de) * | 1996-04-30 | 1997-11-13 | Schering Ag | Neue Vitamin D-Derivate mit carbo- oder heterocyclischen Substituenten an C-25, Verfahren zu ihrer Herstellung und die Verwendung zur Herstellung von Arzneimitteln |
| AU1631799A (en) * | 1997-12-15 | 1999-07-05 | Board Of Trustees Of The University Of Arkansas, The | Fungicidal amides |
| US20030089885A1 (en) * | 2001-04-25 | 2003-05-15 | Senomyx, Inc. | Use of low molecular weight acetal, alcohol, acylated alcohol and ester compounds to block or reduce odor of carboxylic acids |
-
2003
- 2003-03-31 JP JP2003580269A patent/JP4674046B2/ja not_active Expired - Fee Related
- 2003-03-31 EP EP03745384A patent/EP1499580B1/en not_active Expired - Lifetime
- 2003-03-31 CA CA2480557A patent/CA2480557C/en not_active Expired - Lifetime
- 2003-03-31 AT AT03745384T patent/ATE551317T1/de active
- 2003-03-31 WO PCT/IB2003/001761 patent/WO2003082800A1/en not_active Ceased
-
2010
- 2010-01-08 JP JP2010003041A patent/JP2010090166A/ja not_active Withdrawn
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