西他列汀消旋体

• 常用名: 西他列汀消旋体
• 英文名: rac-Sitagliptin
• CAS号: 823817-56-7
• 分子量: 407.31
• 密度: 1.6±0.1 g/cm3
• 沸点: 529.9±60.0 °C at 760 mmHg
• 分子式: C₁₆H₁₅F₆N₅O
• 熔点: N/A
• 闪点: 274.3±32.9 °C

西他列汀消旋体用途

(Rac)-Sitagliptin 是 Sitagliptin (HY-13749) 的一种异构体。Sitagliptin (MK-0431) 是一种有效的,具有口服活性的 DPP4 抑制剂,在 Caco-2 细胞中,IC50 值为 19 nM。

西他列汀消旋体名称

• 中文名: 西他列汀-A
• 英文名: 3-Amino-1-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]p yrazin-7(8H)-yl]-4-(2,4,5-trifluorophenyl)-1-butanone
• 中文别名: 3-氨基-1-[3-(三氟甲基)-5,6,7,8-四氢-1,2,4-三唑并[4,3-a]吡嗪-7-基]-4-(2,4,5-三氟苯基)丁-1-酮 | 西他列汀消旋体 | 7-[1-氧代-3-氨基-4-(2,4,5-三氟苯基)丁基]-3-(三氟甲基)-5,6,7,8-四氢-1,2,4-三唑并[4,3-a]吡嗪

西他列汀消旋体生物活性

• 描述: (Rac)-Sitagliptin 是 Sitagliptin (HY-13749) 的一种异构体。Sitagliptin (MK-0431) 是一种有效的,具有口服活性的 DPP4 抑制剂,在 Caco-2 细胞中,IC50 值为 19 nM。
• 相关类别:
  信号通路 >> 代谢酶/蛋白酶 >> 二肽基肽酶
  信号通路 >> 自噬 >> 自噬
  研究领域 >> 代谢疾病
• 参考文献:

  [1]. Beconi, M.G., et al. Disposition of the dipeptidyl peptidase 4 inhibitor sitagliptin in rats and dogs. Drug Metab Dispos, 2007. 35(4): p. 525-32.

  [2]. Thomas, L., et al. (R)-8-(3-amino-piperidin-1-yl)-7-but-2-ynyl-3-methyl-1-(4-methyl-quinazolin-2-ylmethyl)-3,7-dihydro-purine-2,6-dione (BI 1356), a novel xanthine-based dipeptidyl peptidase 4 inhibitor, has a superior potency and longer duration of action compared with other dipeptidyl peptidase-4 inhibitors. J Pharmacol Exp Ther. 2008 Apr;325(1):175-82.

  [3]. Kim, S.J., et al., Dipeptidyl peptidase IV inhibition with MK0431 improves islet graft survival in diabetic NOD mice partially via T-cell modulation. Diabetes, 2009. 58(3): p. 641-51.

  [4]. Sangle, G.V., et al., Novel biological action of the dipeptidylpeptidase-IV inhibitor, sitagliptin, as a GLP-1 secretagogue. Endocrinology, 2012. 153(2): p. 564-73.

  [5]. Kim, S.J., et al., Inhibition of dipeptidyl peptidase IV with sitagliptin (MK0431) prolongs islet graft survival in streptozotocin-induced diabetic mice. Diabetes, 2008. 57(5): p. 1331-9.

西他列汀消旋体物理化学性质

• 密度: 1.6±0.1 g/cm3
• 沸点: 529.9±60.0 °C at 760 mmHg
• 分子式: C₁₆H₁₅F₆N₅O
• 分子量: 407.31
• 闪点: 274.3±32.9 °C
• 精确质量: 407.118073
• PSA: 77.04000
• LogP: 1.30
• InChIKey: MFFMDFFZMYYVKS-UHFFFAOYSA-N
• SMILES: NC(CC(=O)N1CCn2c(nnc2C(F)(F)F)C1)Cc1cc(F)c(F)cc1F
• 蒸汽压: 0.0±1.4 mmHg at 25°C
• 折射率: 1.590

西他列汀消旋体英文别名

• 7-(1-oxo-3-amino-4-(2,4,5-trifluorophenyl)butyl)-3-(trifluoromethyl)-5,6,7,8-tetrahydro-1,2,4-triazolo[4,3-a]pyrazine
• 4-oxo-4-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorophenyl)butan-2-amine
• 3-amino-1-(3-trifluoromethyl-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazin-7-yl)-4-(2,4,5-trifluoro-phenyl)-butan-1-one
• (2RS)-2-methyloctan-1-ol
• (R/S)-4-oxo-4-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorophenyl)butan-2-amine
• 2-methyloctanol
• 2-Methylontan-1-ol
• 3-Amino-1-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-4-(2,4,5-trifluorophenyl)-1-butanone
• 2-methyloctan-1-ol
• 3-amino-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)butan-1-one
• (2RS)-4-oxo-4-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-1-(2,4,5-rifluorophenyl)butan-2-amine
• 7-[1-Oxo-3-amino-4-(2,4,5-trifluorophenyl)butyl]-3-(trifluoromethyl)-5,6,7,8-tetrahydro-1,2,4-triazolo[4,3-a]pyrazine
• Sitagliptin Impurity 1