1-3-(4-chlorophenyl)carbamimidamido-N-(propan-2-yl)methanimidamide hydrochloride

• ChemBase编号: 154740
• 分子式: C11H17Cl2N5
• 平均质量: 290.19218
• 单一同位素质量: 289.08610093
• SMILES: CC(C)NC(=N)NC(=N)Nc1ccc(cc1)Cl.Cl
• Canonical SMILES: CC(NC(=N)NC(=N)Nc1ccc(cc1)Cl)C.Cl
• InChI: InChI=1S/C11H16ClN5.ClH/c1-7(2)15-10(13)17-11(14)16-9-5-3-8(12)4-6-9;/h3-7H,1-2H3,(H5,13,14,15,16,17);1H
• InChIKey: SARMGXPVOFNNNG-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 1-3-(4-chlorophenyl)carbamimidamido-N-(propan-2-yl)methanimidamide hydrochloride
• IUPAC传统名: proguanil hydrochloride
• 别名: N-(4-Chlorophenyl)-N'-(1-methylethyl)-imidodicarbonimidic Diamide Hydrochloride; 1-(p-Chlorophenyl)-5-isopropylbiguanide Hydrochloride; Bigumal; Chlorguanid; Chloroguanide; Paludrin; Proguanil; M-4888; Chlorguanide Hydrochloride; Chlorguanide; N1-(4-Chlorophenyl)-N5-isopropylbiguanide; Proguanil hydrochloride

登记号

• CAS号: 637-32-1
• EC号: 211-283-7
• MDL号: MFCD01732193
• PubChem SID: 162248878
• PubChem CID: 9570076

理论计算性质

• 质子受体: 5
• 质子供体: 5
• LogD (pH = 5.5): -2.2630687
• LogD (pH = 7.4): -0.7753296
• Log P: 2.3811002
• 摩尔折射率: 91.6532 cm^3
• 极化性: 26.265787 Å^3
• 极化表面积: 83.79 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: acetonitrile: water: ~1 mg/mL (60/40); DMSO; Methanol
• 外观: solid; White Solid
• 熔点: 249-251°C

安全信息

• 保存条件: -20°C Freezer; desiccated
• RTECS编号: DU1750000
• 欧盟危险性物质标志: 有毒(Toxic) (T)
• 联合国危险货物编号: 2811
• 德国WGK号: 3
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): 3
• 危险公开号: 25
• 安全公开号: 45
• GHS危险品标识: GHS06
• GHS警示词: Danger
• GHS危险声明: H301
• GHS警示性声明: P301 + P310
• RID/ADR: UN 2811 6.1/PG 3
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥95% (HPLC)
• Empirical Formula (Hill Notation): C11H16ClN5·HCl

详细说明

Sigma Aldrich - G7048

Biochem/physiol Actions
Chlorguanide (proguanil) is combined with atovaquone for malaria prophylaxis. The two compounds act synergistically to inhibit the plasmodial dihydrofolate reductase (DHFR) and interrupt the electron transport chain.1 Mutations in DHFR account for the development of resistant strains.2

Toronto Research Chemicals - C329500

Antimalarial.

参考文献

• Schmidt., et al.: J. Pharmacol. Exp. Ther., 90, 233 (1947)
• Cortese, J., et al.: J. Infect. Dis., 186, 999 (1947)
• Lim, P., et al.: Antimicrob. Agents Chemother., 47, 87 (1947)
• Sidhu, A., et al.: Mol. Microbiol., 57, 913 (1947)