(2Z)-3-amino-1-[3-(trifluoromethyl)-5H,6H,7H,8H-[1,2,4]triazolo[4,3-a]pyrazin-7-yl]-4-(2,4,5-trifluorophenyl)but-2-en-1-one

• ChemBase编号: 120229
• 分子式: C16H13F6N5O
• 平均质量: 405.2977392
• 单一同位素质量: 405.10242938
• SMILES: c1(n2c(nn1)CN(C(=O)/C=C(/Cc1c(cc(c(c1)F)F)F)\N)CC2)C(F)(F)F
• Canonical SMILES: N/C(=C\C(=O)N1CCn2c(C1)nnc2C(F)(F)F)/Cc1cc(F)c(cc1F)F
• InChI: InChI=1S/C16H13F6N5O/c17-10-6-12(19)11(18)4-8(10)3-9(23)5-14(28)26-1-2-27-13(7-26)24-25-15(27)16(20,21)22/h4-6H,1-3,7,23H2/b9-5-
• InChIKey: RLSFDUAUKXKPCZ-UITAMQMPSA-N

名称和登记号

名称

• IUPAC标准名: (2Z)-3-amino-1-[3-(trifluoromethyl)-5H,6H,7H,8H-[1,2,4]triazolo[4,3-a]pyrazin-7-yl]-4-(2,4,5-trifluorophenyl)but-2-en-1-one
• IUPAC传统名: (2Z)-3-amino-1-[3-(trifluoromethyl)-5H,6H,8H-[1,2,4]triazolo[4,3-a]pyrazin-7-yl]-4-(2,4,5-trifluorophenyl)but-2-en-1-one
• 别名: (Z)-3-amino-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)but-2-en-1-one; (2Z)-3-Amino-1-[5,6-dihydro-3-(trifluoromethyl)-1,2,4-triazolo[4,3-a]pyrazin-7(8H)-yl]-4-(2,4,5-trifluorophenyl)-2-buten-1-one; 2,3-Desdihydrogen rac-Sitagliptin; (2Z)-4-Oxo-4-[3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorophenyl)but-2-en-2-amine; (2Z)-4-Oxo-4-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazine-7(8H)-yl]-1-(2,4,5-trifluorophenyl)but-2-en-2-amine

登记号

• CAS号: 767340-03-4
• PubChem SID: 162214582
• PubChem CID: 29986152

理论计算性质

• 质子受体: 4
• 质子供体: 1
• LogD (pH = 5.5): 1.1287907
• LogD (pH = 7.4): 1.1287973
• Log P: 1.1287974
• 摩尔折射率: 89.1187 cm^3
• 极化性: 30.88889 Å^3
• 极化表面积: 77.04 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true
• Acid pKa: 19.409695

分子性质

理化性质

• 溶解度: DMSO; Methanol
• 外观: White Solid
• 熔点: 178-180°C

安全信息

• 保存条件: Refrigerator

产品相关信息

• 纯度: 95+%

详细说明

Toronto Research Chemicals - O865000

Sitagliptin intermediate. A dipeptidyl peptidase-4 inhibitor and an anti-hypertensive agent for the treatment of diabetes and hypertension.

参考文献

• Kim, D., et al.: J. Med. Chem., 48, 141 (2005)
• Ahren, B., et al.: Eur. J. Pharmacol., 521 164 (2005)
• Bergman, A., et al: Clin. Ther., 28, 55 (2006)