138530-95-7

• 常用中文名：(S)-兰索拉唑
• 常用英文名：(S)-Lansoprazole
• CAS号：138530-95-7
• 分子式：C₁₆H₁₄F₃N₃O₂S
• 分子量：369.36
• 相关类别： 信号通路 抗感染 细菌
• 发布时间：2018-08-25 20:39:19
• 更新时间：2026-07-17 00:11:37
• (S) -兰索拉唑(左戊索拉唑)是兰索拉唑的一种异构体(HY-13662),是一种口服活性质子泵抑制剂,可防止胃产生酸。兰索拉唑(AG 1749)是一种强效的脑渗透中性鞘磷脂酶(N-SMase)抑制剂(外泌体抑制剂)[1][2]。

名称

• 中文名: 左旋兰索拉唑
• 英文名: (S)-Lansoprazole
• 中文别名: 兰索拉唑杂质58; 氘4-(S)-兰索拉唑; (S)-2-(((3-甲基-4-(2,2,2-三氟乙氧基)吡啶-2-基)甲基)亚磺酰基)-1H-苯并[D]咪唑; 兰索拉唑S-异构体; 左旋兰索拉唑,10 MM DMSO 溶液; 兰索拉唑杂质 9; S-兰索拉唑左旋兰索拉唑; (-)-兰索拉唑
• 英文别名: levogyration lansoprazole Impurity 10; Dexlansoprazole Impurity 8; D4-(S)-Lansoprazole; 2-[(S)-{[3-Methyl-4-(2,2,2-trifluoroethoxy)-2-pyridinyl]methyl}sulfinyl]-1H-benzimidazole; Lansoprazole S-IsoMer; Levolansoprazole; Lansoprazole S-Isomer/ Levolansoprazole; (S)-Lansoprazole， Levolansoprazole; (S)-LansoprazoleQ: What is (S)-Lansoprazole Q: What is the CAS Number of (S)-Lansoprazole Q: What is the storage condition of (S)-Lansoprazole Q: What e the applications of (S)-Lansoprazole; (-)-Lansoprazole; S-(-)-LANSOPRAZOLE; (S)-2-(((3-Methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl)methyl)sulfinyl)-1H-benzo[d]imidazole; (S)-2-[[[3-Methyl-4-(2,2,2-trifluoroethoxy)-2-pyridyl]methyl]sulfinyl]-1H-benzimidazole; Lansoprazole impurity 58; Lansoprazole S-Isome; 2-[(S)-[[3-Methyl-4-(2,2,2-trifluoroethoxy)-2-pyridinyl]Methyl]sulfinyl]; Lansoprazole Impurity 15; 1H-Benzimidazole, 2-[(S)-[[3-methyl-4-(2,2,2-trifluoroethoxy)-2-pyridinyl]methyl]sulfinyl]- (9CI); 1H-Benzimidazole, 2-[[[3-methyl-4-(2,2,2-trifluoroethoxy)-2-pyridinyl]methyl]sulfinyl]-, (S); (S)-2-[[[3-methyl-4-(2,2,2-trifluoroethoxy)-2-pyridinyl]methyl]sulfinyl]-1H-benzimidazole; LEVOLANSOPRAZOLE; 2-[(S)-[[3-Methyl-4-(2,2,2-trifluoroethoxy)-2-pyridinyl]methyl]sulfinyl]-1H-benzimidazole; S-Isomer: 008; 1H-Benzimidazole, 2-[(S)-[[3-methyl-4-(2,2,2-trifluoroethoxy)-2-pyridinyl]methyl]sulfinyl]; Levolansoprazole, 10 mM in DMSO

物化性质

• 密度: 1.5±0.1 g/cm3
• 沸点: 555.8±60.0 °C at 760 mmHg
• 分子式: C₁₆H₁₄F₃N₃O₂S
• 分子量: 369.36
• 闪点: 289.9±32.9 °C
• 精确质量: 369.075867
• PSA: 87.08000
• LogP: 2.76
• 蒸汽压: 0.0±1.5 mmHg at 25°C
• 折射率: 1.635
• 储存条件: -20°C，干燥，密封

生物活性

• 描述: (S) -兰索拉唑(左戊索拉唑)是兰索拉唑的一种异构体(HY-13662),是一种口服活性质子泵抑制剂,可防止胃产生酸。兰索拉唑(AG 1749)是一种强效的脑渗透中性鞘磷脂酶(N-SMase)抑制剂(外泌体抑制剂)[1][2]。
• 相关类别:
  信号通路 >> 代谢酶/蛋白酶 >> 磷脂
  研究领域 >> 炎症/免疫
  信号通路 >> 跨膜转运 >> 质子泵
  信号通路 >> 抗感染 >> 细菌
• 体外研究: 0.3至 3微米的 兰索拉唑以浓度依赖性方式抑制胃酸形成(IC50为 0.76μM)[4]兰索拉唑(30-300μM)均可诱导浓度依赖性、可逆且可重复的动脉松弛[5]
• 体内研究: 兰索拉唑(20-40 mg/kg)处理可显着减轻 STZ和 HFD引起的记忆缺陷、生化和组织病理学改变[3] 兰索拉唑(20 mg/kg和 40mg/kg口服)显着降低 STZ和 HFD诱导的 疼痛活性增加[3] 兰索拉唑(20 mg/kg和 40mg/kg口服)可显着降低 STZ和 HFD引起的脑 MPO水平升高[3] 另外,用 兰索拉唑(20 mg/kg和 40mg/kg口服)处理的 HFD小鼠与对照动物相比,体重显着下降[3]
• 参考文献:

  [1]. Kokufu, T., et al., Effects of lansoprazole on pharmacokinetics and metabolism of theophylline. Eur J Clin Pharmacol, 1995. 48(5): p. 391-5.

  [2]. Huarui Zhang, et al. Advances in the discovery of exosome inhibitors in cancer. J Enzyme Inhib Med Chem. 2020 Dec;35(1):1322-1330.

  [3]. Rupinder K Sodhi, et al. Defensive effect of lansoprazole in dementia of AD type in mice exposed to streptozotocin and cholesterol enriched diet. PLoS One. 2013 Jul 31;8(7):e70487.

  [4]. Jun Matsukawa, et al. A comparative study on the modes of action of TAK-438, a novel potassium-competitive acid blocker, and lansoprazole in primary cultured rabbit gastric glands. Biochem Pharmacol. 2011 May 1;81(9):1145-51.

  [5]. Erdinc Naseri, et al. Proton pump inhibitors omeprazole and lansoprazole induce relaxation of isolated human arteries. Eur J Pharmacol. 2006 Feb 15;531(1-3):226-31.

安全

• 危害码 (欧洲): Xn