JP2003519154A5 - - Google Patents
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- JP2003519154A5 JP2003519154A5 JP2001549405A JP2001549405A JP2003519154A5 JP 2003519154 A5 JP2003519154 A5 JP 2003519154A5 JP 2001549405 A JP2001549405 A JP 2001549405A JP 2001549405 A JP2001549405 A JP 2001549405A JP 2003519154 A5 JP2003519154 A5 JP 2003519154A5
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- alkyl
- aryl
- aralkyl
- compound
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- 125000000217 alkyl group Chemical group 0.000 description 181
- 125000003118 aryl group Chemical group 0.000 description 169
- 150000001875 compounds Chemical class 0.000 description 136
- 125000003710 aryl alkyl group Chemical group 0.000 description 126
- -1 cycloaliphatic Chemical group 0.000 description 95
- 125000005842 heteroatom Chemical group 0.000 description 74
- 229910052757 nitrogen Inorganic materials 0.000 description 73
- 229910052760 oxygen Inorganic materials 0.000 description 73
- 229910052717 sulfur Inorganic materials 0.000 description 73
- 125000004429 atom Chemical group 0.000 description 70
- 125000005843 halogen group Chemical group 0.000 description 70
- 125000002723 alicyclic group Chemical group 0.000 description 61
- 125000004093 cyano group Chemical group *C#N 0.000 description 58
- 125000004122 cyclic group Chemical group 0.000 description 46
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 description 35
- 150000003839 salts Chemical class 0.000 description 28
- 229910052739 hydrogen Inorganic materials 0.000 description 27
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 26
- 125000004432 carbon atom Chemical group C* 0.000 description 26
- 125000003342 alkenyl group Chemical group 0.000 description 23
- 125000000304 alkynyl group Chemical group 0.000 description 23
- 229910052799 carbon Inorganic materials 0.000 description 22
- 125000004183 alkoxy alkyl group Chemical group 0.000 description 20
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 18
- 125000006165 cyclic alkyl group Chemical group 0.000 description 17
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 17
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 16
- 229910052736 halogen Inorganic materials 0.000 description 16
- 150000002367 halogens Chemical class 0.000 description 16
- 239000008194 pharmaceutical composition Substances 0.000 description 15
- 229910052698 phosphorus Inorganic materials 0.000 description 15
- 125000001041 indolyl group Chemical group 0.000 description 14
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 14
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 14
- 125000001543 furan-2,5-diyl group Chemical group O1C(=CC=C1*)* 0.000 description 12
- 125000001072 heteroaryl group Chemical group 0.000 description 12
- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 12
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 description 11
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 description 11
- 229910052711 selenium Inorganic materials 0.000 description 10
- 125000006527 (C1-C5) alkyl group Chemical group 0.000 description 9
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 9
- 125000001188 haloalkyl group Chemical group 0.000 description 9
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 description 8
- 102000012195 Fructose-1,6-bisphosphatases Human genes 0.000 description 8
- 108010017464 Fructose-Bisphosphatase Proteins 0.000 description 8
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical group [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 8
- 150000001721 carbon Chemical group 0.000 description 8
- 239000011574 phosphorus Substances 0.000 description 8
- 0 B*1*(B)*(*)N(C)C1* Chemical compound B*1*(B)*(*)N(C)C1* 0.000 description 7
- 239000003112 inhibitor Substances 0.000 description 7
- 125000006366 methylene oxy carbonyl group Chemical group [H]C([H])([*:1])OC([*:2])=O 0.000 description 7
- 125000004437 phosphorous atom Chemical group 0.000 description 7
- 125000000753 cycloalkyl group Chemical group 0.000 description 6
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 description 6
- 206010012601 diabetes mellitus Diseases 0.000 description 6
- 125000005343 heterocyclic alkyl group Chemical group 0.000 description 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 6
- 238000000338 in vitro Methods 0.000 description 6
- 238000001727 in vivo Methods 0.000 description 6
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical group NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 description 5
- 125000003545 alkoxy group Chemical group 0.000 description 5
- 239000004202 carbamide Substances 0.000 description 5
- XSQUKJJJFZCRTK-UHFFFAOYSA-N urea group Chemical group NC(=O)N XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 5
- 125000006701 (C1-C7) alkyl group Chemical group 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 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 description 4
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 description 4
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 4
- DTQVDTLACAAQTR-UHFFFAOYSA-M Trifluoroacetate Chemical compound [O-]C(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-M 0.000 description 4
- 239000008103 glucose Substances 0.000 description 4
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 4
- 230000002401 inhibitory effect Effects 0.000 description 4
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 4
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 150000003462 sulfoxides Chemical class 0.000 description 4
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 4
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 4
- 125000004414 alkyl thio group Chemical group 0.000 description 3
- 239000008280 blood Substances 0.000 description 3
- 210000004369 blood Anatomy 0.000 description 3
- 125000001246 bromo group Chemical group Br* 0.000 description 3
- 230000004110 gluconeogenesis Effects 0.000 description 3
- 125000000623 heterocyclic group Chemical group 0.000 description 3
- 125000005647 linker group Chemical group 0.000 description 3
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 description 2
- 125000000171 (C1-C6) haloalkyl 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
- 125000004514 1,2,4-thiadiazolyl group Chemical group 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 208000002705 Glucose Intolerance Diseases 0.000 description 2
- 206010022489 Insulin Resistance Diseases 0.000 description 2
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 description 2
- 125000004453 alkoxycarbonyl group Chemical group 0.000 description 2
- 150000001409 amidines Chemical class 0.000 description 2
- 150000001413 amino acids Chemical class 0.000 description 2
- 125000004103 aminoalkyl group Chemical group 0.000 description 2
- 125000005160 aryl oxy alkyl group Chemical group 0.000 description 2
- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 description 2
- 201000010099 disease Diseases 0.000 description 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 125000002757 morpholinyl group Chemical group 0.000 description 2
- 201000009104 prediabetes syndrome Diseases 0.000 description 2
- 125000000719 pyrrolidinyl group Chemical group 0.000 description 2
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
- 150000007970 thio esters Chemical class 0.000 description 2
- 208000001072 type 2 diabetes mellitus Diseases 0.000 description 2
- 125000006700 (C1-C6) alkylthio group Chemical group 0.000 description 1
- 125000004502 1,2,3-oxadiazolyl group Chemical group 0.000 description 1
- 125000004504 1,2,4-oxadiazolyl group Chemical group 0.000 description 1
- 125000001781 1,3,4-oxadiazolyl group Chemical group 0.000 description 1
- 125000004520 1,3,4-thiadiazolyl group Chemical group 0.000 description 1
- 125000003363 1,3,5-triazinyl group Chemical group N1=C(N=CN=C1)* 0.000 description 1
- 101710099475 3'-phosphoadenosine 5'-phosphate phosphatase Proteins 0.000 description 1
- 201000001320 Atherosclerosis Diseases 0.000 description 1
- 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 1
- 101710196411 Fructose-1,6-bisphosphatase Proteins 0.000 description 1
- 101710186733 Fructose-1,6-bisphosphatase, chloroplastic Proteins 0.000 description 1
- 101710109119 Fructose-1,6-bisphosphatase, cytosolic Proteins 0.000 description 1
- 101710198902 Fructose-1,6-bisphosphate aldolase/phosphatase Proteins 0.000 description 1
- 101001028852 Homo sapiens Fructose-1,6-bisphosphatase 1 Proteins 0.000 description 1
- 208000035150 Hypercholesterolemia Diseases 0.000 description 1
- 208000031226 Hyperlipidaemia Diseases 0.000 description 1
- 208000008589 Obesity Diseases 0.000 description 1
- 125000004457 alkyl amino carbonyl group Chemical group 0.000 description 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 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
- 208000007345 glycogen storage disease Diseases 0.000 description 1
- 125000001475 halogen functional group Chemical group 0.000 description 1
- 230000002440 hepatic effect Effects 0.000 description 1
- 201000001421 hyperglycemia Diseases 0.000 description 1
- 125000002883 imidazolyl group Chemical group 0.000 description 1
- 208000037906 ischaemic injury Diseases 0.000 description 1
- 125000001786 isothiazolyl group Chemical group 0.000 description 1
- 125000000842 isoxazolyl group Chemical group 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 235000020824 obesity Nutrition 0.000 description 1
- 125000002971 oxazolyl group Chemical group 0.000 description 1
- 125000003373 pyrazinyl group Chemical group 0.000 description 1
- 125000003226 pyrazolyl group Chemical group 0.000 description 1
- 125000002098 pyridazinyl group Chemical group 0.000 description 1
- 125000004076 pyridyl group Chemical group 0.000 description 1
- 125000000714 pyrimidinyl group Chemical group 0.000 description 1
- 125000000168 pyrrolyl group Chemical group 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 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 1
- 125000000335 thiazolyl group Chemical group 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US17186299P | 1999-12-22 | 1999-12-22 | |
| US60/171,862 | 1999-12-22 | ||
| PCT/IB2000/002071 WO2001047935A2 (en) | 1999-12-22 | 2000-12-22 | Novel bisamidate phosphonate prodrugs |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2003519154A JP2003519154A (ja) | 2003-06-17 |
| JP2003519154A5 true JP2003519154A5 (enExample) | 2008-02-21 |
Family
ID=22625436
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2001549405A Pending JP2003519154A (ja) | 1999-12-22 | 2000-12-22 | 新規なビスアミダートホスホネートプロドラッグ |
Country Status (20)
| Country | Link |
|---|---|
| US (3) | US6965033B2 (enExample) |
| EP (1) | EP1240174A2 (enExample) |
| JP (1) | JP2003519154A (enExample) |
| KR (1) | KR100875335B1 (enExample) |
| CN (2) | CN1740182A (enExample) |
| AU (1) | AU784370B2 (enExample) |
| BR (1) | BR0017048A (enExample) |
| CA (1) | CA2396713A1 (enExample) |
| CZ (1) | CZ301401B6 (enExample) |
| HK (1) | HK1049841A1 (enExample) |
| HU (1) | HUP0204092A3 (enExample) |
| IL (1) | IL149887A0 (enExample) |
| MX (1) | MXPA02006156A (enExample) |
| NO (1) | NO20022932L (enExample) |
| NZ (1) | NZ519219A (enExample) |
| PL (1) | PL356525A1 (enExample) |
| RU (2) | RU2273642C2 (enExample) |
| SK (1) | SK8892002A3 (enExample) |
| WO (1) | WO2001047935A2 (enExample) |
| ZA (1) | ZA200204399B (enExample) |
Families Citing this family (53)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU6452098A (en) | 1997-03-07 | 1998-09-22 | Metabasis Therapeutics, Inc. | Novel purine inhibitors of fructose-1,6-bisphosphatase |
| PL205184B1 (pl) | 1998-09-09 | 2010-03-31 | Metabasis Therapeutics Inc | Nowe heteroaromatyczne inhibitory 1,6-bisfosfatazy fruktozy, kompozycje farmaceutyczne zawierające te związki i ich zastosowanie |
| US6756360B1 (en) * | 1998-12-24 | 2004-06-29 | Metabasis Therapeutics, Inc. | Combination of FBPase inhibitors and insulin sensitizers for the treatment of diabetes |
| HK1049841A1 (zh) * | 1999-12-22 | 2003-05-30 | Metabasis Therapeutics, Inc. | 新瞵酸二酰胺药物前体 |
| IL151248A0 (en) * | 2000-03-08 | 2003-04-10 | Metabasis Therapeutics Inc | Novel aryl fructose-1,6-bisphosphatase inhibitors |
| MY164523A (en) | 2000-05-23 | 2017-12-29 | Univ Degli Studi Cagliari | Methods and compositions for treating hepatitis c virus |
| CA2410579C (en) | 2000-05-26 | 2010-04-20 | Jean-Pierre Sommadossi | Methods and compositions for treating flaviviruses and pestiviruses |
| US7563774B2 (en) | 2000-06-29 | 2009-07-21 | Metabasis Therapeutics, Inc. | Combination of FBPase inhibitors and antidiabetic agents useful for the treatment of diabetes |
| AU2002330154A1 (en) | 2001-09-28 | 2003-04-07 | Centre National De La Recherche Scientifique | Methods and compositions for treating hepatitis c virus using 4'-modified nucleosides |
| US7608600B2 (en) | 2002-06-28 | 2009-10-27 | Idenix Pharmaceuticals, Inc. | Modified 2′ and 3′-nucleoside prodrugs for treating Flaviviridae infections |
| RS114004A (sr) | 2002-06-28 | 2007-02-05 | Idenix (Cayman) Limited, | Modifikovani 2'i 3'-nukleozid prolekovi za lečenje flaviridae infekcija |
| CN1678326A (zh) | 2002-06-28 | 2005-10-05 | 埃迪尼克斯(开曼)有限公司 | 用于治疗黄病毒感染的2'-c-甲基-3'-o-l-缬氨酸酯核糖呋喃基胞苷 |
| CN101172993A (zh) | 2002-06-28 | 2008-05-07 | 埃迪尼克斯(开曼)有限公司 | 用于治疗黄病毒感染的2′-c-甲基-3′-o-l-缬氨酸酯核糖呋喃基胞苷 |
| TW200409643A (en) * | 2002-07-23 | 2004-06-16 | Sankyo Co | Preventive agents for diabetes mellitus |
| JP2006519753A (ja) | 2002-11-15 | 2006-08-31 | イデニクス(ケイマン)リミテツド | 2’−分枝ヌクレオシドおよびフラビウイルス科ウイルス突然変異 |
| MXPA05006230A (es) | 2002-12-12 | 2005-09-20 | Idenix Cayman Ltd | Proceso para la produccion de nucleosidos ramificados-2'. |
| JP2006514038A (ja) * | 2002-12-23 | 2006-04-27 | イデニクス(ケイマン)リミテツド | 3’−ヌクレオシドプロドラッグの生産方法 |
| DK1611112T3 (da) * | 2003-02-11 | 2012-11-19 | Cancer Res Inst | Isoxazolforbindelser som hæmmere af varmechokproteiner |
| DK1628685T3 (da) | 2003-04-25 | 2011-03-21 | Gilead Sciences Inc | Antivirale phosphonatanaloge |
| WO2005030236A1 (ja) * | 2003-09-26 | 2005-04-07 | Sky International Co. Ltd | 肝臓内糖新生阻害作用を有する物質及びそれを含有する食品又は食品配合剤 |
| US7129049B2 (en) * | 2003-12-22 | 2006-10-31 | Regents Of The University Of Minnesota | Method of detecting equine glycogen storage disease IV |
| JP4638355B2 (ja) * | 2003-12-26 | 2011-02-23 | 協和発酵キリン株式会社 | チアゾール誘導体 |
| US7819956B2 (en) | 2004-07-02 | 2010-10-26 | Siemens Water Technologies Corp. | Gas transfer membrane |
| CA2571502A1 (en) | 2004-07-05 | 2006-01-12 | U.S. Filter Wastewater Group, Inc. | Hydrophilic membranes |
| RU2007102288A (ru) * | 2004-08-18 | 2008-09-27 | Мебабазис Терапеутикс, Инк. (Us) | Новые тиазольные ингибиторы фруктозо-1,6-бисфосфатазы |
| NZ555302A (en) | 2004-12-03 | 2010-11-26 | Siemens Water Tech Corp | Post treatment of microfiltration membranes with hyfrogen peroxide and a transition metal catalyst |
| CA2590883A1 (en) * | 2004-12-13 | 2006-06-22 | Daiichi Sankyo Company, Limited | Medicinal composition for treating diabetes |
| WO2006064826A1 (ja) * | 2004-12-15 | 2006-06-22 | Daiichi Sankyo Company, Limited | FBPase阻害剤を含有する医薬組成物 |
| KR101318032B1 (ko) * | 2005-05-20 | 2013-10-14 | 다이이찌 산쿄 가부시키가이샤 | 필름 코팅 제제 |
| EP1894930A4 (en) * | 2005-06-23 | 2010-06-23 | Kyowa Hakko Kirin Co Ltd | THIAZOLE DERIVATIVE |
| WO2007006104A1 (en) | 2005-07-14 | 2007-01-18 | Siemens Water Technologies Corp. | Monopersulfate treatment of membranes |
| EP1752450A1 (en) | 2005-08-01 | 2007-02-14 | Merck Sante | Imidazole derivatives as fructose-1,6-bisphosphatase inhibitors and pharmaceutical compositions containing them |
| EP1976382B1 (en) | 2005-12-23 | 2013-04-24 | IDENIX Pharmaceuticals, Inc. | Process for preparing a synthetic intermediate for preparation of branched nucleosides |
| AU2007267191B2 (en) | 2006-06-01 | 2010-08-26 | F. Hoffmann-La Roche Ag | Thiazole derivatives |
| NZ574710A (en) | 2006-09-07 | 2012-02-24 | Nycomed Gmbh | Combination treatment comprising the PDE4 inhibitor Compound A ((2R,4aR, 10bR)6-(2,6-Dimethoxy-pyridin-3-yl)-9-ethoxy-8-methoxy-1 ,2,3,4,4a,10b-hexahydrophenanthridin-2-ol) for diabetes mellitus |
| EP2394647A1 (en) | 2006-11-02 | 2011-12-14 | Aestus Therapeutics, Inc. | Methods of treating neuropathic pain by modulation of glycogenolysis or glycolysis pathways |
| WO2008149346A2 (en) | 2007-06-04 | 2008-12-11 | Ben Gurion University Of The Negev Research And Development Authority | Enhanced sensitivity polymerase chain reactions |
| EP2058308A1 (fr) | 2007-11-12 | 2009-05-13 | Merck Sante | Dérivés de benzimidazoledihydrothiadiazinone comme inhibiteurs de fructose-1,6-biphosphatase et compositions pharmaceutiques les contenant. |
| US20100305060A1 (en) * | 2007-11-29 | 2010-12-02 | Ligand Pharmaceuticals Incorporated | Nucleoside Prodrugs and Uses Thereof |
| JP2011504898A (ja) | 2007-11-30 | 2011-02-17 | エフ.ホフマン−ラ ロシュ アーゲー | ピリジン化合物 |
| WO2009129120A2 (en) | 2008-04-15 | 2009-10-22 | Rfs Pharma, Llc | Nucleoside derivatives for treatment of caliciviridae infections, including norovirus infections |
| RU2385870C1 (ru) * | 2009-01-29 | 2010-04-10 | Государственное образовательное учреждение высшего профессионального образования Волгоградский государственный технический университет (ВолгГТУ) | Способ получения n-замещенных (2-диалкоксифосфорил-4-циано)бутанамидинов |
| EP2403860B1 (en) * | 2009-03-04 | 2015-11-04 | IDENIX Pharmaceuticals, Inc. | Phosphothiophene and phosphothiazole as hcv polymerase inhibitors |
| DK3366686T3 (da) | 2009-03-20 | 2020-11-23 | Metabasis Therapeutics Inc | Inhibitorer af diacylglycerol-o-acyltransferase 1 (dgat-1) og anvendelser deraf |
| MX2016005995A (es) | 2013-11-05 | 2016-08-17 | Ben-Gurion Univ Of The Negev Res And Dev Authority | Compuestos para el tratamiento de diabetes y complicaciones de la enfermedad derivadas de la misma. |
| EP3078378B1 (en) | 2015-04-08 | 2020-06-24 | Vaiomer | Use of factor xa inhibitors for regulating glycemia |
| AU2016305941B2 (en) * | 2015-08-10 | 2018-11-15 | Merck Sharp & Dohme Llc | Antiviral beta-amino acid ester phosphodiamide compounds |
| WO2017100108A1 (en) | 2015-12-10 | 2017-06-15 | Merck Sharp & Dohme Corp. | Antiviral phosphodiamide prodrugs of tenofovir |
| US10450335B2 (en) | 2015-12-15 | 2019-10-22 | Merck Sharp & Dohme Corp. | Antiviral oxime phosphoramide compounds |
| US10736908B2 (en) | 2016-10-26 | 2020-08-11 | Merck Sharp & Dohme Corp. | Antiviral aryl-amide phosphodiamide compounds |
| BR112019012511A2 (pt) | 2016-12-22 | 2019-11-19 | Idenix Pharmaceuticals Llc | compostos antivirais de benzil-amina fosfodiamida, composição farmacêutica e uso do composto |
| EP3823629B1 (en) | 2018-07-19 | 2024-12-25 | Merck Sharp & Dohme LLC | Phosphinic amide prodrugs of tenofovir |
| LT3860998T (lt) | 2018-10-05 | 2024-06-25 | Annapurna Bio Inc. | Junginiai ir kompozicijos, skirti gydyti būkles, susijusias su apj receptoriaus aktyvumu |
Family Cites Families (70)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3454635A (en) * | 1965-07-27 | 1969-07-08 | Hoechst Ag | Benzenesulfonyl-ureas and process for their manufacture |
| US3551422A (en) * | 1968-03-27 | 1970-12-29 | Stevens & Co Inc J P | N-(oxymethyl) derivatives of phosphonopolyamino-s-triazines |
| US3822296A (en) * | 1969-01-23 | 1974-07-02 | Merck & Co Inc | 1-trifluoromethyl-1,2-epoxyethyl-1-phosphonic acid and its salts |
| US3657282A (en) * | 1969-01-23 | 1972-04-18 | Merck & Co Inc | Carboxyepoxyethyl-1-phosphonic acid and derivatives |
| GB1428137A (en) * | 1972-09-27 | 1976-03-17 | Ici Ltd | Prostanoic acid derivatives |
| US4000305A (en) * | 1972-09-27 | 1976-12-28 | Imperial Chemical Industries Limited | 15-, 16- AND 17-Indolyl or indolinyl nor prostanoic acid derivatives |
| GB1516347A (en) * | 1975-09-16 | 1978-07-05 | Ici Ltd | Process for the preparation of alkylphosphonate esters |
| US4092323A (en) * | 1975-09-16 | 1978-05-30 | Imperial Chemical Industries Limited | Hydrazine derivatives of pyridyl-ketones |
| DE2855659A1 (de) * | 1978-12-22 | 1980-07-03 | Bayer Ag | Benzimidazolyl-2-alkan-phosphonsaeuren |
| FR2531088B1 (fr) * | 1982-07-29 | 1987-08-28 | Sanofi Sa | Produits anti-inflammatoires derives de l'acide methylenediphosphonique et leur procede de preparation |
| DK277484A (da) * | 1983-06-23 | 1984-12-24 | Hoffmann La Roche | Thiazolidinderivater |
| ATE72816T1 (de) * | 1986-11-21 | 1992-03-15 | Ciba Geigy Ag | Neue substituierte alkandiphosphonsaeuren. |
| US4728739A (en) * | 1987-06-15 | 1988-03-01 | American Home Products Corporation | Hypoglycemic thiazolidinediones |
| US4791125A (en) * | 1987-12-02 | 1988-12-13 | Pfizer Inc. | Thiazolidinediones as hypoglycemic and anti-atherosclerosis agents |
| US4968790A (en) * | 1988-08-12 | 1990-11-06 | American Cyanamid Company | Antidiabetic phosphates |
| US5658889A (en) | 1989-01-24 | 1997-08-19 | Gensia Pharmaceuticals, Inc. | Method and compounds for aica riboside delivery and for lowering blood glucose |
| MX21452A (es) * | 1989-07-07 | 1994-01-31 | Ciba Geigy Ag | Preparaciones farmaceuticas que se administran en forma topica. |
| DE59107135D1 (de) * | 1990-01-18 | 1996-02-08 | Ciba Geigy Ag | Phoshponsäure- und Thionophosphonsäure-Derivate |
| ATE131825T1 (de) | 1990-06-13 | 1996-01-15 | Arnold Glazier | Phosphorylierte prodrugs |
| US5116919A (en) * | 1990-12-05 | 1992-05-26 | E. I. Du Pont De Nemours And Company | Process for increasing the relative viscosity of polyamides with reduced thermal degradation |
| JP3053490B2 (ja) * | 1991-02-25 | 2000-06-19 | 杏林製薬株式会社 | チアゾリジン−2,4−ジオン誘導体とその塩及び製造法 |
| US5142000A (en) * | 1991-08-28 | 1992-08-25 | E. I. Du Pont De Nemours And Company | Process for increasing polyamide molecular weight with organophosphonic acid or ester catalysts in the presence of alumina-containing titanium dioxide |
| US5302586A (en) * | 1991-12-19 | 1994-04-12 | G. D. Searle & Co. | Phosphonomethyl-imidazo[1,2-a]pyrimidine-2-carboxylic acid compounds for treatment of neurotoxic injury |
| US5731299A (en) * | 1992-05-29 | 1998-03-24 | The Procter & Gamble Company | Phosphonosulfonate compounds, pharmaceutical compositions, and methods for treating abnormal calcium and phosphate metabolism |
| US5236941A (en) * | 1992-06-30 | 1993-08-17 | American Home Products Corporation | 5-(2-hydroxy-1-arylethylidene)- and 5-(2-oxo-1-arylethylidene)-2,4-thiazolidinediones and derivatives thereof |
| JP2789134B2 (ja) * | 1992-09-28 | 1998-08-20 | ファイザー・インク. | 糖尿病の合併症を制御する置換ピリミジン類 |
| US5478853A (en) * | 1992-10-12 | 1995-12-26 | Adir Et Compagnie | Thazolidinedione compounds |
| DE4303648A1 (de) * | 1993-02-09 | 1994-08-11 | Basf Ag | Verwendung von Aminovinylphosphonsäureestern als Lichtschutzmittel und Stabilisatoren für organisches Material |
| ATE199906T1 (de) * | 1993-06-29 | 2001-04-15 | Mitsubishi Chem Corp | Phosphonat-nukleotid ester-derivate |
| US5478852C1 (en) * | 1993-09-15 | 2001-03-13 | Sankyo Co | Use of thiazolidinedione derivatives and related antihyperglycemic agents in the treatment of impaired glucose tolerance in order to prevent or delay the onset of noninsulin-dependent diabetes mellitus |
| DE69435319D1 (de) | 1993-09-17 | 2010-12-16 | Gilead Sciences Inc | Nukleotidanaloge |
| US5656745A (en) * | 1993-09-17 | 1997-08-12 | Gilead Sciences, Inc. | Nucleotide analogs |
| US5798340A (en) | 1993-09-17 | 1998-08-25 | Gilead Sciences, Inc. | Nucleotide analogs |
| US5728650A (en) * | 1993-10-07 | 1998-03-17 | Zeneca Limited | Herbicidal aza bisphosphonic acids and compositions containing the same |
| US5468762A (en) * | 1994-05-18 | 1995-11-21 | American Home Products Corporation | Azolidinediones as antihyperglycemic agents |
| US5532256A (en) * | 1994-05-18 | 1996-07-02 | American Home Products Corporation | New azolidinediones and thiadiazolidinediones as antihyperglycemic agents |
| UA48150C2 (uk) * | 1994-11-02 | 2002-08-15 | Ай-Сі-Ен Фармасьютикалз | Похідні амінокислот або аміноспиртів, олігонуклеотид |
| US5925656A (en) * | 1995-04-10 | 1999-07-20 | Dr. Reddy's Research Foundation | Compounds having antidiabetic, hypolipidemic, antihypertensive properties, process for their preparation and pharmaceutical compositions containing them |
| US6001862A (en) * | 1995-06-02 | 1999-12-14 | Kyorin Pharameuticals Co., Ltd. | N-benzyldioxothiazolidylbenzamide derivatives and processes for preparing the same |
| JP3144624B2 (ja) * | 1995-06-02 | 2001-03-12 | 杏林製薬株式会社 | N−ベンジルジオキソチアゾリジルベンズアミド誘導体及びその製造法 |
| US6147101A (en) * | 1995-06-02 | 2000-11-14 | Kyorin Pharmaceutical Co., Ltd. | N-benzyldioxothiazolidylbenzamide derivatives and process for producing the same |
| US6028052A (en) * | 1995-09-18 | 2000-02-22 | Ligand Pharmaceuticals Incorporated | Treating NIDDM with RXR agonists |
| EP0882730B1 (en) * | 1995-12-27 | 2002-10-02 | Otsuka Pharmaceutical Factory, Inc. | Phosphonic acid diester derivatives |
| US6249316B1 (en) * | 1996-08-23 | 2001-06-19 | Flashpoint Technology, Inc. | Method and system for creating a temporary group of images on a digital camera |
| US5861918A (en) * | 1997-01-08 | 1999-01-19 | Flashpoint Technology, Inc. | Method and system for managing a removable memory in a digital camera |
| AU6452098A (en) * | 1997-03-07 | 1998-09-22 | Metabasis Therapeutics, Inc. | Novel purine inhibitors of fructose-1,6-bisphosphatase |
| AU6691798A (en) | 1997-03-07 | 1998-09-22 | Metabasis Therapeutics, Inc. | Novel indole and azaindole inhibitors of fructose-1,6-bisphosphatase |
| ATE253073T1 (de) | 1997-03-07 | 2003-11-15 | Metabasis Therapeutics Inc | Neue benzimidazol inhibitoren der fructose-1,6- bisphosphatase |
| JP3610195B2 (ja) * | 1997-07-04 | 2005-01-12 | キヤノン株式会社 | 撮像装置 |
| US6008237A (en) * | 1997-12-19 | 1999-12-28 | Merck & Co., Inc. | Arylthiazolidinedione derivatives |
| JP4741725B2 (ja) * | 1998-03-06 | 2011-08-10 | メタベイシス・セラピューティクス・インコーポレーテッド | リン含有化合物のための新規なプロドラッグ |
| US6312662B1 (en) * | 1998-03-06 | 2001-11-06 | Metabasis Therapeutics, Inc. | Prodrugs phosphorus-containing compounds |
| EP1070084A4 (en) | 1998-03-16 | 2001-09-12 | Ontogen Corp | PIPERAZINE AS INHIBITORS OF FRUKTOSE-1,6-BISPHOSPHATASE (FBPASE) |
| PL205184B1 (pl) * | 1998-09-09 | 2010-03-31 | Metabasis Therapeutics Inc | Nowe heteroaromatyczne inhibitory 1,6-bisfosfatazy fruktozy, kompozycje farmaceutyczne zawierające te związki i ich zastosowanie |
| WO2000038666A2 (en) | 1998-12-24 | 2000-07-06 | Metabasis Therapeutics, Inc. | A COMBINATION OF FBPase INHIBITORS AND INSULIN SENSITIZERS FOR THE TREATMENT OF DIABETES |
| US6756360B1 (en) * | 1998-12-24 | 2004-06-29 | Metabasis Therapeutics, Inc. | Combination of FBPase inhibitors and insulin sensitizers for the treatment of diabetes |
| US6284672B1 (en) * | 1999-03-02 | 2001-09-04 | Advanced Micro Devices, Inc. | Method of forming a super-shallow amorphous layer in silicon |
| JP2000278573A (ja) * | 1999-03-23 | 2000-10-06 | Minolta Co Ltd | データ記憶媒体の駆動システム |
| JP4393652B2 (ja) * | 1999-03-30 | 2010-01-06 | 株式会社リコー | 撮像装置および文書撮影方法 |
| HK1049841A1 (zh) * | 1999-12-22 | 2003-05-30 | Metabasis Therapeutics, Inc. | 新瞵酸二酰胺药物前体 |
| IL151248A0 (en) * | 2000-03-08 | 2003-04-10 | Metabasis Therapeutics Inc | Novel aryl fructose-1,6-bisphosphatase inhibitors |
| US7563774B2 (en) * | 2000-06-29 | 2009-07-21 | Metabasis Therapeutics, Inc. | Combination of FBPase inhibitors and antidiabetic agents useful for the treatment of diabetes |
| JP3914705B2 (ja) * | 2000-11-29 | 2007-05-16 | 富士フイルム株式会社 | ディジタル・カメラおよびその動作制御方法 |
| KR100814426B1 (ko) * | 2001-07-14 | 2008-03-18 | 삼성전자주식회사 | 다 채널 영상 중계 처리기 및 이를 적용한 다 채널 영상보안 시스템 |
| US7015941B2 (en) * | 2001-10-12 | 2006-03-21 | Malloy Desormeaux Stephen G | Hybrid cameras that download electronic images in selected geometric formats and methods |
| JP2003304482A (ja) * | 2002-02-08 | 2003-10-24 | Nikon Corp | 電子カメラ |
| JP2004038515A (ja) * | 2002-07-03 | 2004-02-05 | Sanyo Electric Co Ltd | データ記録装置 |
| JP3781017B2 (ja) * | 2002-07-22 | 2006-05-31 | カシオ計算機株式会社 | 画像管理システム及び画像管理方法、デジタルカメラ |
| US20040156615A1 (en) * | 2002-07-25 | 2004-08-12 | Fuji Photo Film Co., Ltd | Method and apparatus for image reproduction, method and apparatus for image recording, and programs therefor |
| US20050093998A1 (en) * | 2003-11-03 | 2005-05-05 | Haas William R. | Digital camera with variable size delete buffer |
-
2000
- 2000-12-22 HK HK03101952.1A patent/HK1049841A1/zh unknown
- 2000-12-22 CA CA002396713A patent/CA2396713A1/en not_active Abandoned
- 2000-12-22 JP JP2001549405A patent/JP2003519154A/ja active Pending
- 2000-12-22 KR KR1020027008017A patent/KR100875335B1/ko not_active Expired - Fee Related
- 2000-12-22 CZ CZ20022172A patent/CZ301401B6/cs not_active IP Right Cessation
- 2000-12-22 US US09/747,182 patent/US6965033B2/en not_active Expired - Lifetime
- 2000-12-22 HU HU0204092A patent/HUP0204092A3/hu unknown
- 2000-12-22 CN CNA2005100930590A patent/CN1740182A/zh active Pending
- 2000-12-22 MX MXPA02006156A patent/MXPA02006156A/es active IP Right Grant
- 2000-12-22 IL IL14988700A patent/IL149887A0/xx unknown
- 2000-12-22 RU RU2002119708/04A patent/RU2273642C2/ru not_active IP Right Cessation
- 2000-12-22 AU AU52447/01A patent/AU784370B2/en not_active Ceased
- 2000-12-22 NZ NZ519219A patent/NZ519219A/en not_active IP Right Cessation
- 2000-12-22 CN CN00819044A patent/CN100595204C/zh not_active Expired - Fee Related
- 2000-12-22 EP EP00993135A patent/EP1240174A2/en not_active Withdrawn
- 2000-12-22 PL PL00356525A patent/PL356525A1/xx not_active Application Discontinuation
- 2000-12-22 SK SK889-2002A patent/SK8892002A3/sk not_active Application Discontinuation
- 2000-12-22 BR BR0017048-8A patent/BR0017048A/pt not_active Application Discontinuation
- 2000-12-22 WO PCT/IB2000/002071 patent/WO2001047935A2/en not_active Ceased
-
2002
- 2002-05-31 ZA ZA200204399A patent/ZA200204399B/xx unknown
- 2002-06-18 NO NO20022932A patent/NO20022932L/no not_active Application Discontinuation
-
2004
- 2004-07-28 US US10/900,718 patent/US20050004077A1/en not_active Abandoned
-
2005
- 2005-12-12 RU RU2005138719/04A patent/RU2005138719A/ru not_active Application Discontinuation
-
2009
- 2009-03-26 US US12/411,951 patent/US20090192121A1/en not_active Abandoned
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