JP2002524463A5 - - Google Patents
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- JP2002524463A5 JP2002524463A5 JP2000568853A JP2000568853A JP2002524463A5 JP 2002524463 A5 JP2002524463 A5 JP 2002524463A5 JP 2000568853 A JP2000568853 A JP 2000568853A JP 2000568853 A JP2000568853 A JP 2000568853A JP 2002524463 A5 JP2002524463 A5 JP 2002524463A5
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- Japan
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- alkyl
- compound
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- substituted
- Prior art date
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- 150000001875 compounds Chemical class 0.000 description 185
- -1 perhaloalkyl Chemical group 0.000 description 99
- 125000003118 aryl group Chemical group 0.000 description 97
- 125000000217 alkyl group Chemical group 0.000 description 91
- 125000004093 cyano group Chemical group *C#N 0.000 description 61
- 125000001072 heteroaryl group Chemical group 0.000 description 61
- 125000005843 halogen group Chemical group 0.000 description 54
- 125000003710 aryl alkyl group Chemical group 0.000 description 46
- 125000004429 atom Chemical group 0.000 description 46
- 125000003107 substituted aryl group Chemical group 0.000 description 44
- 239000003814 drug Substances 0.000 description 42
- 229940124597 therapeutic agent Drugs 0.000 description 42
- 125000004432 carbon atom Chemical group C* 0.000 description 41
- 239000000651 prodrug Substances 0.000 description 35
- 229940002612 prodrug Drugs 0.000 description 35
- 150000003839 salts Chemical class 0.000 description 35
- 125000005842 heteroatom Chemical group 0.000 description 34
- 125000002723 alicyclic group Chemical group 0.000 description 31
- 229910052698 phosphorus Inorganic materials 0.000 description 27
- 125000004183 alkoxy alkyl group Chemical group 0.000 description 25
- 125000001543 furan-2,5-diyl group Chemical group O1C(=CC=C1*)* 0.000 description 21
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 description 19
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical group [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 19
- 239000011574 phosphorus Substances 0.000 description 19
- 125000004356 hydroxy functional group Chemical group O* 0.000 description 18
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 18
- 239000004480 active ingredient Substances 0.000 description 17
- 125000003545 alkoxy group Chemical group 0.000 description 17
- 125000006366 methylene oxy carbonyl group Chemical group [H]C([H])([*:1])OC([*:2])=O 0.000 description 17
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 description 16
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 description 16
- 125000001424 substituent group Chemical group 0.000 description 16
- 229910052736 halogen Inorganic materials 0.000 description 15
- 150000002367 halogens Chemical class 0.000 description 15
- 125000003342 alkenyl group Chemical group 0.000 description 14
- 125000000304 alkynyl group Chemical group 0.000 description 14
- 229910052799 carbon Inorganic materials 0.000 description 14
- 101710099475 3'-phosphoadenosine 5'-phosphate phosphatase Proteins 0.000 description 13
- 101710196411 Fructose-1,6-bisphosphatase Proteins 0.000 description 13
- 101710186733 Fructose-1,6-bisphosphatase, chloroplastic Proteins 0.000 description 13
- 101710109119 Fructose-1,6-bisphosphatase, cytosolic Proteins 0.000 description 13
- 101710198902 Fructose-1,6-bisphosphate aldolase/phosphatase Proteins 0.000 description 13
- 125000004423 acyloxy group Chemical group 0.000 description 13
- 125000005200 aryloxy carbonyloxy group Chemical group 0.000 description 13
- 125000005708 carbonyloxy group Chemical group [*:2]OC([*:1])=O 0.000 description 13
- 239000003112 inhibitor Substances 0.000 description 13
- 206010012601 diabetes mellitus Diseases 0.000 description 10
- 229910052739 hydrogen Inorganic materials 0.000 description 10
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 description 8
- 125000004514 1,2,4-thiadiazolyl group Chemical group 0.000 description 8
- 239000003795 chemical substances by application Substances 0.000 description 8
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 description 8
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 8
- 229910052760 oxygen Inorganic materials 0.000 description 8
- 125000004437 phosphorous atom Chemical group 0.000 description 8
- 229910052717 sulfur Inorganic materials 0.000 description 8
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 7
- 201000010099 disease Diseases 0.000 description 7
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 7
- 125000006275 3-bromophenyl group Chemical group [H]C1=C([H])C(Br)=C([H])C(*)=C1[H] 0.000 description 6
- 125000004179 3-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(Cl)=C1[H] 0.000 description 6
- 125000006165 cyclic alkyl group Chemical group 0.000 description 6
- 125000005647 linker group Chemical group 0.000 description 6
- 125000006527 (C1-C5) alkyl group Chemical group 0.000 description 5
- 208000001072 type 2 diabetes mellitus Diseases 0.000 description 5
- 125000004502 1,2,3-oxadiazolyl group Chemical group 0.000 description 4
- 125000004504 1,2,4-oxadiazolyl group Chemical group 0.000 description 4
- 125000004530 1,2,4-triazinyl group Chemical group N1=NC(=NC=C1)* 0.000 description 4
- 125000004506 1,2,5-oxadiazolyl group Chemical group 0.000 description 4
- 125000001781 1,3,4-oxadiazolyl group Chemical group 0.000 description 4
- 125000004520 1,3,4-thiadiazolyl group Chemical group 0.000 description 4
- 125000003363 1,3,5-triazinyl group Chemical group N1=C(N=CN=C1)* 0.000 description 4
- 208000002705 Glucose Intolerance Diseases 0.000 description 4
- 206010022489 Insulin Resistance Diseases 0.000 description 4
- 125000002252 acyl group Chemical group 0.000 description 4
- 125000005041 acyloxyalkyl group Chemical group 0.000 description 4
- 125000005205 alkoxycarbonyloxyalkyl group Chemical group 0.000 description 4
- 125000002883 imidazolyl group Chemical group 0.000 description 4
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 4
- 125000001786 isothiazolyl group Chemical group 0.000 description 4
- 125000000842 isoxazolyl group Chemical group 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- 125000002971 oxazolyl group Chemical group 0.000 description 4
- 201000009104 prediabetes syndrome Diseases 0.000 description 4
- 230000000069 prophylactic effect Effects 0.000 description 4
- 125000003373 pyrazinyl group Chemical group 0.000 description 4
- 125000003226 pyrazolyl group Chemical group 0.000 description 4
- 125000002098 pyridazinyl group Chemical group 0.000 description 4
- 125000004076 pyridyl group Chemical group 0.000 description 4
- 125000000714 pyrimidinyl group Chemical group 0.000 description 4
- 125000000168 pyrrolyl group Chemical group 0.000 description 4
- 230000001225 therapeutic effect Effects 0.000 description 4
- 125000000335 thiazolyl group Chemical group 0.000 description 4
- 125000001399 1,2,3-triazolyl group Chemical group N1N=NC(=C1)* 0.000 description 3
- 125000001376 1,2,4-triazolyl group Chemical group N1N=C(N=C1)* 0.000 description 3
- 201000001320 Atherosclerosis Diseases 0.000 description 3
- 208000035150 Hypercholesterolemia Diseases 0.000 description 3
- 208000031226 Hyperlipidaemia Diseases 0.000 description 3
- 125000005741 alkyl alkenyl group Chemical group 0.000 description 3
- 125000005160 aryl oxy alkyl group Chemical group 0.000 description 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 3
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 description 2
- 125000006729 (C2-C5) alkenyl group Chemical group 0.000 description 2
- 125000006730 (C2-C5) alkynyl group Chemical group 0.000 description 2
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical group NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 description 2
- FKLJPTJMIBLJAV-UHFFFAOYSA-N Compound IV Chemical compound O1N=C(C)C=C1CCCCCCCOC1=CC=C(C=2OCCN=2)C=C1 FKLJPTJMIBLJAV-UHFFFAOYSA-N 0.000 description 2
- 102000012195 Fructose-1,6-bisphosphatases Human genes 0.000 description 2
- 108010017464 Fructose-Bisphosphatase Proteins 0.000 description 2
- 208000008589 Obesity Diseases 0.000 description 2
- 125000004453 alkoxycarbonyl group Chemical group 0.000 description 2
- 239000004202 carbamide Substances 0.000 description 2
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 2
- 230000001419 dependent effect Effects 0.000 description 2
- 230000004110 gluconeogenesis Effects 0.000 description 2
- 230000009229 glucose formation Effects 0.000 description 2
- 208000007345 glycogen storage disease Diseases 0.000 description 2
- 125000001188 haloalkyl group Chemical group 0.000 description 2
- 125000001475 halogen functional group Chemical group 0.000 description 2
- 230000002440 hepatic effect Effects 0.000 description 2
- 125000005343 heterocyclic alkyl group Chemical group 0.000 description 2
- 125000000623 heterocyclic group Chemical group 0.000 description 2
- 201000001421 hyperglycemia Diseases 0.000 description 2
- 208000037906 ischaemic injury Diseases 0.000 description 2
- 235000020824 obesity Nutrition 0.000 description 2
- 239000008194 pharmaceutical composition Substances 0.000 description 2
- 229910052711 selenium Inorganic materials 0.000 description 2
- 125000005017 substituted alkenyl group Chemical group 0.000 description 2
- 125000000547 substituted alkyl group Chemical group 0.000 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 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N urea group Chemical group NC(=O)N XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- 206010060378 Hyperinsulinaemia Diseases 0.000 description 1
- 206010067584 Type 1 diabetes mellitus Diseases 0.000 description 1
- 125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 description 1
- NLFBCYMMUAKCPC-KQQUZDAGSA-N ethyl (e)-3-[3-amino-2-cyano-1-[(e)-3-ethoxy-3-oxoprop-1-enyl]sulfanyl-3-oxoprop-1-enyl]sulfanylprop-2-enoate Chemical compound CCOC(=O)\C=C\SC(=C(C#N)C(N)=O)S\C=C\C(=O)OCC NLFBCYMMUAKCPC-KQQUZDAGSA-N 0.000 description 1
- 230000003451 hyperinsulinaemic effect Effects 0.000 description 1
- 201000008980 hyperinsulinism Diseases 0.000 description 1
- 230000000302 ischemic effect Effects 0.000 description 1
- 208000037891 myocardial injury Diseases 0.000 description 1
- 208000024891 symptom Diseases 0.000 description 1
- ZMZDMBWJUHKJPS-UHFFFAOYSA-N thiocyanic acid Chemical compound SC#N ZMZDMBWJUHKJPS-UHFFFAOYSA-N 0.000 description 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US13550498P | 1998-09-09 | 1998-09-09 | |
| US60/135,504 | 1998-09-09 | ||
| US11107798P | 1998-12-07 | 1998-12-07 | |
| US60/111,077 | 1998-12-07 | ||
| PCT/US1999/020346 WO2000014095A1 (en) | 1998-09-09 | 1999-09-03 | Novel heteroaromatic inhibitors of fructose 1,6-bisphosphatase |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2002524463A JP2002524463A (ja) | 2002-08-06 |
| JP2002524463A5 true JP2002524463A5 (enExample) | 2006-10-19 |
Family
ID=26808618
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2000568853A Pending JP2002524463A (ja) | 1998-09-09 | 1999-09-03 | フルクトース−1,6−ビスホスファターゼの新規な芳香族インヒビター |
Country Status (21)
| Country | Link |
|---|---|
| US (4) | US6489476B1 (enExample) |
| EP (1) | EP1112275B9 (enExample) |
| JP (1) | JP2002524463A (enExample) |
| KR (2) | KR20070053264A (enExample) |
| CN (1) | CN1215076C (enExample) |
| AT (1) | ATE246197T1 (enExample) |
| AU (1) | AU761267C (enExample) |
| BR (1) | BR9913532A (enExample) |
| CA (1) | CA2343027A1 (enExample) |
| CZ (1) | CZ297264B6 (enExample) |
| DE (1) | DE69910045T2 (enExample) |
| DK (1) | DK1112275T3 (enExample) |
| ES (1) | ES2204170T3 (enExample) |
| HK (1) | HK1042496B (enExample) |
| HU (1) | HUP0103143A3 (enExample) |
| NO (1) | NO20011174L (enExample) |
| NZ (1) | NZ510308A (enExample) |
| PL (1) | PL205184B1 (enExample) |
| PT (1) | PT1112275E (enExample) |
| SK (1) | SK286080B6 (enExample) |
| WO (1) | WO2000014095A1 (enExample) |
Families Citing this family (150)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6284748B1 (en) * | 1997-03-07 | 2001-09-04 | Metabasis Therapeutics, Inc. | Purine inhibitors of fructose 1,6-bisphosphatase |
| US6312662B1 (en) | 1998-03-06 | 2001-11-06 | Metabasis Therapeutics, Inc. | Prodrugs phosphorus-containing compounds |
| DE69910045T2 (de) * | 1998-09-09 | 2004-04-22 | Metabasis Therapeutics Inc., San Diego | Neue heteroaromatische fructose 1,6-bisphosphatase inhibitoren |
| US6756360B1 (en) * | 1998-12-24 | 2004-06-29 | Metabasis Therapeutics, Inc. | Combination of FBPase inhibitors and insulin sensitizers for the treatment of diabetes |
| EP1724276A1 (en) * | 1999-03-05 | 2006-11-22 | Metabasis Therapeutics, Inc. | Novel phosphorus-containing prodrugs |
| US7205404B1 (en) * | 1999-03-05 | 2007-04-17 | Metabasis Therapeutics, Inc. | Phosphorus-containing prodrugs |
| GB9923078D0 (en) * | 1999-09-29 | 1999-12-01 | Phytopharm Plc | Sapogenin derivatives and their use |
| CZ301401B6 (cs) | 1999-12-22 | 2010-02-17 | Metabasis Therapeutics, Inc. | Bisamidátfosfonátová predléciva a farmaceutické prostredky s jejich obsahem |
| JP2003520226A (ja) | 2000-01-21 | 2003-07-02 | ノバルティス アクチエンゲゼルシャフト | ジペプチジルペプチダーゼ−iv阻害剤および抗糖尿病薬剤を含む組合せ物 |
| ATE350385T1 (de) | 2000-03-08 | 2007-01-15 | Metabasis Therapeutics Inc | Neue aryl fructose-1,6-bisphosphatase inhibitoren |
| US7563774B2 (en) * | 2000-06-29 | 2009-07-21 | Metabasis Therapeutics, Inc. | Combination of FBPase inhibitors and antidiabetic agents useful for the treatment of diabetes |
| NZ523227A (en) * | 2000-07-06 | 2005-04-29 | Metabasis Therapeutics Inc | A combination of FBPase inhibitors and antidiabetic agents useful for the treatment of diabetes |
| US20070129334A1 (en) * | 2001-10-30 | 2007-06-07 | Conforma Therapeutics Corporation | Orally Active Purine-Based Inhibitors of Heat Shock Protein 90 |
| US7193081B2 (en) * | 2002-05-13 | 2007-03-20 | Metabasis Therapeutics, Inc. | Process for preparation of cyclic prodrugs of PMEA and PMPA |
| WO2004037161A2 (en) * | 2002-05-13 | 2004-05-06 | Metabasis Therapeutics, Inc. | Cyclic prodrugs of pmea one of its analogues |
| EP1535630A1 (en) * | 2002-07-23 | 2005-06-01 | Sankyo Company, Limited | Preventive for the onset of diabetes |
| WO2004041837A1 (en) * | 2002-10-31 | 2004-05-21 | Metabasis Therapeutics, Inc. | Novel cytarabine monophosphate prodrugs |
| US20040122067A1 (en) * | 2002-12-20 | 2004-06-24 | Lin Zhao | Treatment of chronic heart failure |
| US20040254228A1 (en) * | 2002-12-20 | 2004-12-16 | Lin Zhao | Treatment of chronic heart failure |
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| WO2005051298A2 (en) | 2003-11-19 | 2005-06-09 | Metabasis Therapeutics, Inc. | Novel phosphorus-containing thyromimetics |
| US7129049B2 (en) * | 2003-12-22 | 2006-10-31 | Regents Of The University Of Minnesota | Method of detecting equine glycogen storage disease IV |
| ES2629414T3 (es) * | 2003-12-26 | 2017-08-09 | Kyowa Hakko Kirin Co., Ltd. | Derivados de tiazol |
| US7179827B2 (en) * | 2004-03-31 | 2007-02-20 | Lexicon Genetics Incorporated | Thiazoles and methods of their use |
| JP2007261945A (ja) * | 2004-04-07 | 2007-10-11 | Taisho Pharmaceut Co Ltd | チアゾール誘導体 |
| EP1753762B1 (en) * | 2004-06-08 | 2014-03-19 | Metabasis Therapeutics, Inc. | Lewis acid mediated synthesis of cyclic esters |
| EP1778250A2 (en) * | 2004-08-18 | 2007-05-02 | Metabasis Therapeutics, Inc. | Novel thiazole inhibitors of fructose 1,6-bisphosphatase |
| KR20070086007A (ko) * | 2004-12-13 | 2007-08-27 | 다이이찌 산쿄 가부시키가이샤 | 당뇨병의 치료를 위한 의약 조성물 |
| KR20070086137A (ko) * | 2004-12-15 | 2007-08-27 | 다이이찌 산쿄 가부시키가이샤 | FBPase 저해제를 함유하는 의약 조성물 |
| WO2008134474A2 (en) | 2007-04-27 | 2008-11-06 | The Board Of Trustees Of The University Of Illinois | Compositions and methods including cell death inducers and procaspase activation |
| JPWO2006137527A1 (ja) | 2005-06-23 | 2009-01-22 | 協和発酵キリン株式会社 | チアゾール誘導体 |
| FR2889190A1 (fr) * | 2005-08-01 | 2007-02-02 | Merck Sante Soc Par Actions Si | Nouveaux derives d'imidazoles carboxamides comme inhibiteurs de fructose -1,6-biphosphatase et compositions pharmaceutiques les contenant |
| EP1752450A1 (en) | 2005-08-01 | 2007-02-14 | Merck Sante | Imidazole derivatives as fructose-1,6-bisphosphatase inhibitors and pharmaceutical compositions containing them |
| CN102935081B (zh) | 2005-09-14 | 2015-03-04 | 武田药品工业株式会社 | 用于治疗糖尿病的二肽基肽酶抑制剂 |
| CN101489380A (zh) | 2006-05-19 | 2009-07-22 | 伊利诺伊大学评议会 | 用于治疗黑素瘤和其他癌症的含三苯基甲基膦酸酯的含磷化合物 |
| WO2008063842A2 (en) | 2006-11-02 | 2008-05-29 | Aestus Therapeutics, Inc. | Methods of treating neuropathic pain with agonists of ppar-gamma |
| US20080218127A1 (en) * | 2007-03-07 | 2008-09-11 | O2Micro Inc. | Battery management systems with controllable adapter output |
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| JP5572549B2 (ja) | 2007-08-13 | 2014-08-13 | リガンド・ファーマシューティカルズ・インコーポレイテッド | グルコキナーゼの新規な活性化剤 |
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| JP2012507530A (ja) | 2008-10-29 | 2012-03-29 | メルク・シャープ・エンド・ドーム・コーポレイション | 有用な抗糖尿病剤である新規な環状ベンズイミダゾール誘導体 |
| EP2362731B1 (en) | 2008-10-31 | 2016-04-06 | Merck Sharp & Dohme Corp. | Novel cyclic benzimidazole derivatives useful anti-diabetic agents |
| JO2870B1 (en) | 2008-11-13 | 2015-03-15 | ميرك شارب اند دوهم كورب | Amino Tetra Hydro Pirans as Inhibitors of Peptide Dipeptide IV for the Treatment or Prevention of Diabetes |
| WO2010056717A1 (en) | 2008-11-17 | 2010-05-20 | Merck Sharp & Dohme Corp. | Substituted bicyclic amines for the treatment of diabetes |
| WO2010091382A1 (en) | 2009-02-09 | 2010-08-12 | The Board Of Trustees Of The University Of Illinois | Design, synthesis and evaluation of procaspase activating compounds as personalized anti-cancer drugs |
| US20120046364A1 (en) | 2009-02-10 | 2012-02-23 | Metabasis Therapeutics, Inc. | Novel Sulfonic Acid-Containing Thyromimetics, and Methods for Their Use |
| DK3366686T3 (da) | 2009-03-20 | 2020-11-23 | Metabasis Therapeutics Inc | Inhibitorer af diacylglycerol-o-acyltransferase 1 (dgat-1) og anvendelser deraf |
| WO2011011508A1 (en) | 2009-07-23 | 2011-01-27 | Schering Corporation | Benzo-fused oxazepine compounds as stearoyl-coenzyme a delta-9 desaturase inhibitors |
| WO2011011506A1 (en) | 2009-07-23 | 2011-01-27 | Schering Corporation | Spirocyclic oxazepine compounds as stearoyl-coenzyme a delta-9 desaturase inhibitors |
| WO2011019538A1 (en) | 2009-08-13 | 2011-02-17 | Merck Sharp & Dohme Corp. | Substituted cyclopropyl compounds, compositions containing such compounds and methods of treatment |
| IN2012DN00721A (enExample) | 2009-09-02 | 2015-06-19 | Merck Sharp & Dohme | |
| WO2011041293A1 (en) | 2009-09-30 | 2011-04-07 | Takeda Pharmaceutical Company Limited | Pyrazolo [1, 5-a] pyrimidine derivatives as apoptosis signal-regulating kinase 1 inhibitors |
| WO2011097079A1 (en) | 2010-02-03 | 2011-08-11 | Takeda Pharmaceutical Company Limited | Apoptosis signal-regulating kinase 1 inhibitors |
| EP2538783B1 (en) | 2010-02-22 | 2016-06-01 | Merck Sharp & Dohme Corp. | Substituted aminotetrahydrothiopyrans and derivatives thereof as dipeptidyl peptidase-iv inhibitors for the treatment of diabetes |
| JP2013520502A (ja) | 2010-02-25 | 2013-06-06 | メルク・シャープ・エンド・ドーム・コーポレイション | 有用な抗糖尿病薬である新規な環状ベンズイミダゾール誘導体 |
| EP2571876B1 (en) | 2010-05-21 | 2016-09-07 | Merck Sharp & Dohme Corp. | Substituted seven-membered heterocyclic compounds as dipeptidyl peptidase-iv inhibitors for the treatment of diabetes |
| WO2012024183A1 (en) | 2010-08-18 | 2012-02-23 | Merck Sharp & Dohme Corp. | Spiroxazolidinone compounds |
| BR112013020975A2 (pt) * | 2011-02-24 | 2016-10-11 | Jiangsu Hansoh Pharmaceutical Co Ltd | compostos contendo fósforo como inibidores de proteína quinases |
| SG192941A1 (en) | 2011-02-25 | 2013-09-30 | Merck Sharp & Dohme | Novel cyclic azabenzimidazole derivatives useful as anti-diabetic agents |
| US8957062B2 (en) | 2011-04-08 | 2015-02-17 | Merck Sharp & Dohme Corp. | Substituted cyclopropyl compounds, compositions containing such compounds and methods of treatment |
| US20140088124A1 (en) | 2011-06-02 | 2014-03-27 | Robert J. DeVita | Imidazole derivatives |
| WO2012173917A1 (en) | 2011-06-16 | 2012-12-20 | Merck Sharp & Dohme Corp. | Substituted cyclopropyl compounds, compositions containing such compounds, and methods of treatment |
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| EP1778250A2 (en) | 2004-08-18 | 2007-05-02 | Metabasis Therapeutics, Inc. | Novel thiazole inhibitors of fructose 1,6-bisphosphatase |
-
1999
- 1999-09-03 DE DE69910045T patent/DE69910045T2/de not_active Expired - Lifetime
- 1999-09-03 CA CA002343027A patent/CA2343027A1/en not_active Abandoned
- 1999-09-03 HK HK02104187.3A patent/HK1042496B/zh not_active IP Right Cessation
- 1999-09-03 SK SK316-2001A patent/SK286080B6/sk not_active IP Right Cessation
- 1999-09-03 US US09/389,698 patent/US6489476B1/en not_active Expired - Lifetime
- 1999-09-03 EP EP99954595A patent/EP1112275B9/en not_active Expired - Lifetime
- 1999-09-03 AU AU10905/00A patent/AU761267C/en not_active Ceased
- 1999-09-03 WO PCT/US1999/020346 patent/WO2000014095A1/en not_active Ceased
- 1999-09-03 AT AT99954595T patent/ATE246197T1/de active
- 1999-09-03 PL PL346520A patent/PL205184B1/pl not_active IP Right Cessation
- 1999-09-03 KR KR1020077006087A patent/KR20070053264A/ko not_active Ceased
- 1999-09-03 ES ES99954595T patent/ES2204170T3/es not_active Expired - Lifetime
- 1999-09-03 HU HU0103143A patent/HUP0103143A3/hu unknown
- 1999-09-03 JP JP2000568853A patent/JP2002524463A/ja active Pending
- 1999-09-03 CN CNB998130362A patent/CN1215076C/zh not_active Expired - Fee Related
- 1999-09-03 KR KR1020017003079A patent/KR100818845B1/ko not_active Expired - Lifetime
- 1999-09-03 BR BR9913532-9A patent/BR9913532A/pt not_active Application Discontinuation
- 1999-09-03 CZ CZ20010840A patent/CZ297264B6/cs not_active IP Right Cessation
- 1999-09-03 DK DK99954595T patent/DK1112275T3/da active
- 1999-09-03 PT PT99954595T patent/PT1112275E/pt unknown
- 1999-09-03 NZ NZ510308A patent/NZ510308A/xx not_active IP Right Cessation
-
2001
- 2001-03-07 NO NO20011174A patent/NO20011174L/no not_active Application Discontinuation
-
2003
- 2003-08-06 US US10/636,474 patent/US7312219B2/en not_active Expired - Fee Related
-
2007
- 2007-04-30 US US11/742,023 patent/US20070232571A1/en not_active Abandoned
- 2007-08-20 US US11/842,035 patent/US20080015195A1/en not_active Abandoned
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