JP2010508371A - グルコピラノシル置換フェニル誘導体、該化合物を含有する医薬品及びその使用と製造方法 - Google Patents
グルコピラノシル置換フェニル誘導体、該化合物を含有する医薬品及びその使用と製造方法 Download PDFInfo
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- JP2010508371A JP2010508371A JP2009535698A JP2009535698A JP2010508371A JP 2010508371 A JP2010508371 A JP 2010508371A JP 2009535698 A JP2009535698 A JP 2009535698A JP 2009535698 A JP2009535698 A JP 2009535698A JP 2010508371 A JP2010508371 A JP 2010508371A
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- alkyl
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- aryl
- cycloalkyl
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- 150000001875 compounds Chemical class 0.000 title claims abstract description 130
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- -1 C 1-4 -alkylcarbonyl Chemical group 0.000 claims description 158
- 238000006243 chemical reaction Methods 0.000 claims description 56
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- 239000001257 hydrogen Substances 0.000 claims description 45
- 229910052794 bromium Inorganic materials 0.000 claims description 42
- 239000000460 chlorine Substances 0.000 claims description 42
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- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 35
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 35
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- 125000004093 cyano group Chemical group *C#N 0.000 claims description 33
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- 238000000034 method Methods 0.000 claims description 30
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 28
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- 125000006704 (C5-C6) cycloalkyl group Chemical group 0.000 claims description 10
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- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 8
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- 125000000753 cycloalkyl group Chemical group 0.000 claims description 7
- ORTFAQDWJHRMNX-UHFFFAOYSA-N hydroxidooxidocarbon(.) Chemical group O[C]=O ORTFAQDWJHRMNX-UHFFFAOYSA-N 0.000 claims description 7
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- 239000002841 Lewis acid Substances 0.000 claims description 6
- 125000003342 alkenyl group Chemical group 0.000 claims description 6
- 229910002091 carbon monoxide Inorganic materials 0.000 claims description 6
- 239000003085 diluting agent Substances 0.000 claims description 6
- 230000005764 inhibitory process Effects 0.000 claims description 6
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- 238000009825 accumulation Methods 0.000 claims description 5
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- 125000001028 difluoromethyl group Chemical group [H]C(F)(F)* 0.000 claims description 5
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- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims description 4
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- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 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 claims description 4
- 208000001145 Metabolic Syndrome Diseases 0.000 claims description 4
- 201000000690 abdominal obesity-metabolic syndrome Diseases 0.000 claims description 4
- 125000003545 alkoxy group Chemical group 0.000 claims description 4
- 125000003277 amino group Chemical group 0.000 claims description 4
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 4
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- 125000001072 heteroaryl group Chemical group 0.000 claims description 4
- 125000004194 piperazin-1-yl group Chemical group [H]N1C([H])([H])C([H])([H])N(*)C([H])([H])C1([H])[H] 0.000 claims description 4
- 125000004455 (C1-C3) alkylthio group Chemical group 0.000 claims description 3
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- 206010067584 Type 1 diabetes mellitus Diseases 0.000 claims description 3
- 239000002220 antihypertensive agent Substances 0.000 claims description 3
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- 230000001684 chronic effect Effects 0.000 claims description 3
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- 208000016097 disease of metabolism Diseases 0.000 claims description 3
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- 208000010125 myocardial infarction Diseases 0.000 claims description 3
- 150000007524 organic acids Chemical class 0.000 claims description 3
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims description 3
- 125000006559 (C1-C3) alkylamino group Chemical group 0.000 claims description 2
- 125000004760 (C1-C4) alkylsulfonylamino group Chemical group 0.000 claims description 2
- KZKRRZFCAYOXQE-UHFFFAOYSA-N 1$l^{2}-azinane Chemical group C1CC[N]CC1 KZKRRZFCAYOXQE-UHFFFAOYSA-N 0.000 claims description 2
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- 208000032928 Dyslipidaemia Diseases 0.000 claims description 2
- 239000005977 Ethylene Substances 0.000 claims description 2
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- 208000013016 Hypoglycemia Diseases 0.000 claims description 2
- 206010022489 Insulin Resistance Diseases 0.000 claims description 2
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- 230000010933 acylation Effects 0.000 claims description 2
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- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims description 2
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- 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 claims 1
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/02—Non-specific cardiovascular stimulants, e.g. drugs for syncope, antihypotensives
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/12—Antihypertensives
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Applications Claiming Priority (4)
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| EP06123515 | 2006-11-06 | ||
| EP07102828 | 2007-02-21 | ||
| EP07109727 | 2007-06-06 | ||
| PCT/EP2007/061877 WO2008055870A1 (en) | 2006-11-06 | 2007-11-05 | Glucopyranosyl-substituted benzyl-benzonitrile derivatives, medicaments containing such compounds, their use and process for their manufacture |
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| JP2010508371A true JP2010508371A (ja) | 2010-03-18 |
| JP2010508371A5 JP2010508371A5 (enExample) | 2010-12-24 |
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| JP2009535698A Pending JP2010508371A (ja) | 2006-11-06 | 2007-11-05 | グルコピラノシル置換フェニル誘導体、該化合物を含有する医薬品及びその使用と製造方法 |
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| Country | Link |
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| US (1) | US7879806B2 (enExample) |
| EP (1) | EP2079753A1 (enExample) |
| JP (1) | JP2010508371A (enExample) |
| AR (1) | AR063569A1 (enExample) |
| CA (1) | CA2668623A1 (enExample) |
| CL (1) | CL2007003187A1 (enExample) |
| TW (1) | TW200829258A (enExample) |
| WO (1) | WO2008055870A1 (enExample) |
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| JP2017052787A (ja) * | 2009-02-13 | 2017-03-16 | ベーリンガー インゲルハイム インターナショナル ゲゼルシャフト ミット ベシュレンクテル ハフツング | １型糖尿病、２型糖尿病、耐糖能障害又は高血糖の治療用ｓｇｌｔ−２阻害薬 |
| JP2017533903A (ja) * | 2014-10-29 | 2017-11-16 | ギリアード サイエンシーズ， インコーポレイテッド | リボシドの調製のための方法 |
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Also Published As
| Publication number | Publication date |
|---|---|
| CL2007003187A1 (es) | 2008-03-07 |
| AR063569A1 (es) | 2009-02-04 |
| EP2079753A1 (en) | 2009-07-22 |
| US7879806B2 (en) | 2011-02-01 |
| TW200829258A (en) | 2008-07-16 |
| CA2668623A1 (en) | 2008-05-15 |
| WO2008055870A1 (en) | 2008-05-15 |
| US20100069310A1 (en) | 2010-03-18 |
| WO2008055870A8 (en) | 2008-12-24 |
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