54237-72-8

• 常用中文名：Cimetidine sulfoxide
• 常用英文名：Cimetidine sulfoxide
• CAS号：54237-72-8
• 分子式：C₁₀H₁₆N₆OS
• 分子量：341.260
• 相关类别： 信号通路 G 蛋白偶联受体/G 蛋白 组胺受体
• 发布时间：2016-12-25 17:32:58
• 更新时间：2026-07-16 09:47:12
• Cimetidine sulfoxide (Cimetidine sulphoxide) 是一种 Cimetidine 的亚砜代谢产物。Cimetidine 是一种组胺 H2 受体 (H2-receptor) 拮抗剂,可用于消化性溃疡和上消化道出血的研究。

名称

• 中文名: 西咪替丁亚砜
• 英文名: cimetidine S-oxide
• 中文别名: (±)-西咪替丁 S-氧化物; CIMETIDINE SULFOXIDE,H2 RECTOR拮抗剂; 西咪替丁杂质E 标准品; 1-氰基-3-甲基-2-(2-(((4-甲基-1H-咪唑-5-基)甲基)亚磺酰基)乙基)胍; 西咪替丁亚砜盐酸盐; 西咪替丁杂质E; (±)-西咪替丁S-氧化物; 西咪替丁亚砜杂质E); 西咪替丁杂质5(西咪替丁杂质E); )-西咪替丁 S-氧化物; 西咪替丁杂质E(西咪替丁亚砜)
• 英文别名: CIMETIDINE IMPURITY E (CIMETIDINE SULPHOXIDE); 2-Cyano-1-methyl-3-[2-[[(5-methyl-1; Cimetidine impurity E; 1-Cyano-3-methyl-2-(2-(((4-methyl-1H-imidazol-5-yl)methyl)sulfinyl)ethyl)guanidine; Cimetidine Hydrochloride Impurity E; (+/-)-Cimetidine S-oxide; CIMETIDINE SULPHOXIDE DIHYDROCHLORIDE; Cimetidine Sulphoxide Impurity E); SKF-92452; 2-Cyano-1-methyl-3-[2-[[(5-methyl-1H-imidazol-4-yl)methyl]sulphinyl]ethyl]guanidine (Cimetidine Sulphoxide); 1-Cyano-3-methyl-2-(2-{[(5-methyl-1H-imidazol-4-yl)methyl]sulfinyl}ethyl)guanidine dihydrochloride; 2-Cyano-1-methyl-3-[2-[[(5-methyl-1H-imidazol-4-yl)methyl]sulphinyl]ethyl]guanidine (Cimetidine Sulp; Cimetidine impurity 5/Cimetidine Impurity E/Cimetidine Sulfoxide /2-Cyano-1-methyl-3-[2-[[(5-methyl-1H-imidazol-4-yl)methyl]sulfinyl]-ethyl]guanidine; Guanidine, N-cyano-N'-methyl-N''-[2-[[(5-methyl-1H-imidazol-4-yl)methyl]sulfinyl]ethyl]-, hydrochloride (1:2); 1-cyano-2-methyl-3-[2-[(5-methyl-1H-imidazol-4-yl)methylsulfinyl]ethyl]guanidine; 1-Cyano-3-methyl-2-[2-[[(5-methyl-1H-imidazole-4-yl)methyl]sulfinyl]ethyl]guanidine; N-Cyano-N'-methyl-N''-[2-[(5-methyl-1H-imidazol-4-yl)methylsulphinyl]ethyl]guanidine; 1-[2-[(5-Methyl-1H-imidazole-4-yl)methylsulfinyl]ethyl]-3-methyl-2-cyanoguanidine; cimetidine sulfoxide; Cimetidine sulphoxide; Guanidine, N-cyano-N'-methyl-N''-[2-[[(4-methyl-1H-imidazol-5-yl)methyl]sulfinyl]ethyl]; 2-Cyano-1-methyl-3-[2-[[(5-methyl-1H-imidazol-4-yl)methyl]sulfinyl]ethyl]guanidine; Cimetidine Impurity 5（Cimetidine Impurity E）; Cimetidine S-oxide; Cimetidine sulfoxide, H2 rector antagonist

物化性质

• 密度: 1.39g/cm3
• 沸点: 608.6ºC at 760mmHg
• 分子式: C₁₀H₁₆N₆OS
• 分子量: 341.260
• 闪点: 321.8ºC
• 精确质量: 340.063995
• PSA: 125.17000
• LogP: 2.86438
• 折射率: 1.665
• 储存条件: -20°C，干燥，密封

生物活性

• 描述: Cimetidine sulfoxide (Cimetidine sulphoxide) 是一种 Cimetidine 的亚砜代谢产物。Cimetidine 是一种组胺 H2 受体 (H2-receptor) 拮抗剂,可用于消化性溃疡和上消化道出血的研究。
• 相关类别:
  信号通路 >> 免疫及炎症 >> 组胺受体
  研究领域 >> 炎症/免疫
  信号通路 >> G 蛋白偶联受体/G 蛋白 >> 组胺受体
• 靶点:

  Histamine H2-receptor[1]

• 体外研究: 在较低的底物浓度(40μM和200μM)下,西咪替丁可在大鼠小肠内主动转运,但在较高的底物浓度(400μM)下被被动转运所掩盖。西咪替丁亚砜是检测后,一些孵化[2]。
• 体内研究: 在给雄性Wistar大鼠注射西咪替丁(30mg/kg；po)后的24小时内,还测定了大鼠尿液中西咪替丁亚砜的对映体组成。在这种情况下,发现对映体比率为(+/-)57:43[3]。
• 参考文献:

  [1]. Larsson R, et al. The pharmacokinetics of cimetidine and its sulphoxide metabolite in patients with normal and impaired renal function. Br J Clin Pharmacol. 1982;13(2):163-170.

  [2]. HE Barber, et al. The Transport of Cimetidine Across the Rat Small Intestine in Vitro. B r J Pharmacol. 1979 Jul;66(3):496P-497P.

  [3]. Ryta A. Kuzel, et al. Investigations into the chirality of the metabolic sulfoxidation of cimetidine. Chirality (1994), 6(8), 607-14.

安全

• 危害码 (欧洲): Xi