3-cyano-1-methyl-2-(2-{[(5-methyl-1H-imidazol-4-yl)methyl]sulfanyl}ethyl)guanidine

• ChemBase编号: 103122
• 分子式: C10H16N6S
• 平均质量: 252.33924
• 单一同位素质量: 252.11571554
• SMILES: CN/C(=N\CCSCc1c(C)[nH]cn1)/NC#N
• Canonical SMILES: N#CN/C(=N/CCSCc1nc[nH]c1C)/NC
• InChI: InChI=1S/C10H16N6S/c1-8-9(16-7-15-8)5-17-4-3-13-10(12-2)14-6-11/h7H,3-5H2,1-2H3,(H,15,16)(H2,12,13,14)
• InChIKey: AQIXAKUUQRKLND-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 3-cyano-1-methyl-2-(2-{[(5-methyl-1H-imidazol-4-yl)methyl]sulfanyl}ethyl)guanidine
• IUPAC传统名: 3-cyano-1-methyl-2-(2-{[(5-methyl-1H-imidazol-4-yl)methyl]sulfanyl}ethyl)guanidine
• 别名: Tagamet; N-Cyano-N'-Methyl-N''-(2-(((5-Methyl-1H-Imidazol-4-YL)Methyl)Thio)Ethyl) Guanidine; SKF-92334; CIMETIDINE; Cimetidine

登记号

• CAS号: 51481-61-9
• EC号: 257-232-2
• MDL号: MFCD00133296
• PubChem SID: 162089818; 24277766
• PubChem CID: 2756

理论计算性质

• Acid pKa: 13.382496
• 质子受体: 5
• 质子供体: 3
• LogD (pH = 5.5): -1.0659236
• LogD (pH = 7.4): -0.21997723
• Log P: -0.109356105
• 摩尔折射率: 70.3171 cm^3
• 极化性: 25.88739 Å^3
• 极化表面积: 88.89 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: 141-143°C

安全信息

• 保存条件: 2-8°C, Protect from light
• RTECS编号: MF0035500
• 欧盟危险性物质标志: 有毒(Toxic) (T)
• 德国WGK号: 3
• 危险公开号: 60
• 安全公开号: 26-36/37/39-45; 53-26-36/37/39-45
• GHS危险品标识: GHS08
• GHS警示词: Danger
• GHS危险声明: H360
• GHS警示性声明: P201-P308 + P313
• 个人保护装置: Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• 保存温度: 2-8°C

药理学性质

• 相关基因信息: human ... ABCB1(5243), CYP1A2(1544), CYP3A4(1576), HRH2(3274), SLC9A2(6549), SLC9A5(6553)mouse ... Abcb1a(18671), Abcb1b(18669)rat ... Slc9a1(24782), Slc9a3(24784), Slc9a5(192215)

产品相关信息

• 适用性: suitable for 1694 per US EPA
• Pharmacopeia Traceability: traceable to BP 475; traceable to PhEur C2175000; traceable to USP 1134062
• Empirical Formula (Hill Notation): C10H16N6S

详细说明

MP Biomedicals - 02150687

Crystalline
Histamine H₂ -receptor antagonist that inhibits gastric acid secretion and reduces pepsin production. Also a potent imidazoline I₁ receptor agonist.

Sigma Aldrich - C4522

Biochem/physiol Actions
H2 histamine receptor antagonist; I1 imidazoline receptor agonist; anti-ulcer agent. Blocks cancer metastasis by inhibiting the expression of E-selectin on the surface of endothelial cells, thus blocking tumor cell adhesion.

参考文献

• Brimblecombe, R.W., et al., J. Int. Med. Res. , 3 : 86 (1975).