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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- Prior art keywords
- group
- alkyl
- aryl
- aralkyl
- compound
- Prior art date
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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 (https=) | 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 (https=) |
| EP (1) | EP1240174A2 (https=) |
| JP (1) | JP2003519154A (https=) |
| KR (1) | KR100875335B1 (https=) |
| CN (2) | CN1740182A (https=) |
| AU (1) | AU784370B2 (https=) |
| BR (1) | BR0017048A (https=) |
| CA (1) | CA2396713A1 (https=) |
| CZ (1) | CZ301401B6 (https=) |
| HK (1) | HK1049841A1 (https=) |
| HU (1) | HUP0204092A3 (https=) |
| IL (1) | IL149887A0 (https=) |
| MX (1) | MXPA02006156A (https=) |
| NO (1) | NO20022932L (https=) |
| NZ (1) | NZ519219A (https=) |
| PL (1) | PL356525A1 (https=) |
| RU (2) | RU2273642C2 (https=) |
| SK (1) | SK8892002A3 (https=) |
| WO (1) | WO2001047935A2 (https=) |
| ZA (1) | ZA200204399B (https=) |
Families Citing this family (53)
| 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 |
| KR100818845B1 (ko) | 1998-09-09 | 2008-04-01 | 메타베이시스 테라퓨틱스, 인크. | 신규한 프럭토스 1,6-비스포스파타제의 헤테로방향족 억제제 |
| US6756360B1 (en) * | 1998-12-24 | 2004-06-29 | Metabasis Therapeutics, Inc. | Combination of FBPase inhibitors and insulin sensitizers for the treatment of diabetes |
| AU784370B2 (en) * | 1999-12-22 | 2006-03-23 | Metabasis Therapeutics, Inc. | Novel bisamidate phosphonate prodrugs |
| JP2003525944A (ja) | 2000-03-08 | 2003-09-02 | メタバシス・セラピューティクス・インコーポレイテッド | 新規アリールフルクトース−１，６−ビスホスファターゼ阻害剤 |
| MY164523A (en) | 2000-05-23 | 2017-12-29 | Univ Degli Studi Cagliari | Methods and compositions for treating hepatitis c virus |
| EP1736478B1 (en) | 2000-05-26 | 2015-07-22 | IDENIX Pharmaceuticals, Inc. | 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 |
| EP1435974A4 (en) | 2001-09-28 | 2006-09-06 | Idenix Cayman Ltd | METHODS AND COMPOSITIONS FOR THE TREATMENT OF 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 |
| TW200500375A (en) | 2002-06-28 | 2005-01-01 | Idenix Cayman Ltd | Modified 2' and 3'-nucleoside prodrugs for treating flaviviridae |
| NZ537662A (en) | 2002-06-28 | 2007-10-26 | Idenix Cayman Ltd | 2'-C-methyl-3'-O-L-valine ester ribofuranosyl cytidine for treatment of flaviviridae infections |
| 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 |
| AU2003252676A1 (en) * | 2002-07-23 | 2004-02-09 | Sankyo Company, Limited | Preventive for the onset of diabetes |
| LT1576138T (lt) | 2002-11-15 | 2017-06-26 | Idenix Pharmaceuticals Llc | 2`-šakoti nukleozidai derinyje su interferonu ir flaviviridae mutacija |
| AU2003300901A1 (en) | 2002-12-12 | 2004-06-30 | Idenix (Cayman) Limited | Process for the production of 2'-branched nucleosides |
| NZ540913A (en) * | 2002-12-23 | 2008-02-29 | Idenix Cayman Ltd | Process for the production of 3'-nucleoside prodrugs |
| SI1611112T1 (sl) * | 2003-02-11 | 2012-12-31 | Vernalis (R&D) Limited | Izoksazolne spojine kot inhibitorji vroäśinskih ĺ ok proteinov |
| EA014685B1 (ru) | 2003-04-25 | 2010-12-30 | Джилид Сайэнс, Инк. | Фосфонатсодержащие антивирусные соединения (варианты) и фармацевтическая композиция на их основе |
| JPWO2005030236A1 (ja) * | 2003-09-26 | 2006-12-07 | 株式会社スカイインターナショナル | 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 |
| EP1773477B1 (en) | 2004-07-05 | 2011-09-07 | Siemens Water Technologies Corp. | Hydrophilic membranes |
| JP2008510018A (ja) * | 2004-08-18 | 2008-04-03 | メタバシス・セラピューティクス・インコーポレイテッド | フルクトース−１，６−ビスホスファターゼの新規チアゾール阻害物質 |
| EP1827664B1 (en) | 2004-12-03 | 2011-06-08 | Siemens Industry, Inc. | Membrane post treatment |
| BRPI0519006A2 (pt) * | 2004-12-13 | 2008-12-23 | Daiichi Sankyo Co Ltd | uso de um inibidor de fbpase, kit de uma composiÇço farmacÊutica, uso de uma preparaÇço de biguanida e um inibidor de fbpase, agente terapÊutico para diabetes melito, e, combinaÇço de agentes terapÊuticos |
| EP1825854A1 (en) * | 2004-12-15 | 2007-08-29 | Daiichi Sankyo Company, Limited | MEDICINAL COMPOSITION CONTAINING FBPase INHIBITOR |
| WO2006123765A1 (ja) * | 2005-05-20 | 2006-11-23 | Daiichi Sankyo Company, Limited | フィルムコーティング製剤 |
| EP1894930A4 (en) * | 2005-06-23 | 2010-06-23 | Kyowa Hakko Kirin Co Ltd | THIAZOLE DERIVATIVE |
| KR20080031956A (ko) | 2005-07-14 | 2008-04-11 | 지멘스 워터 테크놀로지스 코포레이션 | 막의 모노퍼술페이트 처리 방법 |
| EP1752450A1 (en) | 2005-08-01 | 2007-02-14 | Merck Sante | Imidazole derivatives as fructose-1,6-bisphosphatase inhibitors and pharmaceutical compositions containing them |
| ES2422290T3 (es) | 2005-12-23 | 2013-09-10 | Idenix Pharmaceuticals Inc | Procedimiento para preparar un producto intermedio sintético para la preparación de nucleósidos ramificados |
| EP2032548A1 (en) | 2006-06-01 | 2009-03-11 | F.Hoffmann-La Roche Ag | Thiazole derivatives |
| WO2008028914A1 (en) | 2006-09-07 | 2008-03-13 | Nycomed Gmbh | Combination treatment for diabetes mellitus |
| US20100076037A1 (en) | 2006-11-02 | 2010-03-25 | Chiang Lillian W | Methods of Treating Neuropathic Pain with Agonists of PPAR-gamma |
| KR101560844B1 (ko) | 2007-06-04 | 2015-10-15 | 벤-구리온 유니버시티 오브 더 네게브 리서치 앤드 디벨럽먼트 어쏘러티 | 트라이-아릴계 화합물 및 이를 포함하는 조성물 |
| 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. |
| BRPI0821106A2 (pt) * | 2007-11-29 | 2015-06-16 | Ligand Pharm Inc | Pró-fármacos de nucleosídeo e usos dos mesmos |
| EP2227452A2 (en) | 2007-11-30 | 2010-09-15 | F. Hoffmann-La Roche AG | Pyridine compounds |
| 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 |
| JP5690286B2 (ja) * | 2009-03-04 | 2015-03-25 | イデニク プハルマセウティカルス，インコーポレイテッド | ホスホチオフェン及びホスホチアゾールｈｃｖポリメラーゼ阻害剤 |
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- 2000-12-22 CZ CZ20022172A patent/CZ301401B6/cs not_active IP Right Cessation
- 2000-12-22 CN CNA2005100930590A patent/CN1740182A/zh active Pending
- 2000-12-22 HU HU0204092A patent/HUP0204092A3/hu unknown
- 2000-12-22 RU RU2002119708/04A patent/RU2273642C2/ru not_active IP Right Cessation
- 2000-12-22 CN CN00819044A patent/CN100595204C/zh not_active Expired - Fee Related
- 2000-12-22 JP JP2001549405A patent/JP2003519154A/ja active Pending
- 2000-12-22 NZ NZ519219A patent/NZ519219A/en not_active IP Right Cessation
- 2000-12-22 HK HK03101952.1A patent/HK1049841A1/zh unknown
- 2000-12-22 KR KR1020027008017A patent/KR100875335B1/ko not_active Expired - Fee Related
- 2000-12-22 PL PL00356525A patent/PL356525A1/xx not_active Application Discontinuation
- 2000-12-22 WO PCT/IB2000/002071 patent/WO2001047935A2/en not_active Ceased
- 2000-12-22 CA CA002396713A patent/CA2396713A1/en not_active Abandoned
- 2000-12-22 EP EP00993135A patent/EP1240174A2/en not_active Withdrawn
- 2000-12-22 SK SK889-2002A patent/SK8892002A3/sk not_active Application Discontinuation
- 2000-12-22 MX MXPA02006156A patent/MXPA02006156A/es active IP Right Grant
- 2000-12-22 BR BR0017048-8A patent/BR0017048A/pt not_active Application Discontinuation
- 2000-12-22 IL IL14988700A patent/IL149887A0/xx unknown
- 2000-12-22 US US09/747,182 patent/US6965033B2/en not_active Expired - Lifetime
-
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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