1-(3-cyano-3,3-diphenylpropyl)-4-phenylpiperidine-4-carboxylic acid

• ChemBase编号: 1296
• 分子式: C28H28N2O2
• 平均质量: 424.53412
• 单一同位素质量: 424.21507815
• SMILES: OC(=O)C1(CCN(CC1)CCC(c1ccccc1)(c1ccccc1)C#N)c1ccccc1
• Canonical SMILES: N#CC(c1ccccc1)(c1ccccc1)CCN1CCC(CC1)(C(=O)O)c1ccccc1
• InChI: InChI=1S/C28H28N2O2/c29-22-28(24-12-6-2-7-13-24,25-14-8-3-9-15-25)18-21-30-19-16-27(17-20-30,26(31)32)23-10-4-1-5-11-23/h1-15H,16-21H2,(H,31,32)
• InChIKey: UFIVBRCCIRTJTN-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 1-(3-cyano-3,3-diphenylpropyl)-4-phenylpiperidine-4-carboxylic acid
• IUPAC传统名: difenoxin
• 别名: Difenoxin; Difenoxin; Motofen; 1-(3-Cyano-3,3-diphenylpropyl)-4-phenyl-4-piperidinecarboxylic Acid; 1-(3-Cyano-3,3-diphenylpropyl)-4-phenylisonipecotic Acid; Difenoxilic Acid; Difenoxine; Difenoxylic Acid; Diphenoxylic Acid; Lyspafen; McN-JR 15403-11

登记号

• CAS号: 35607-36-4; 28782-42-5
• PubChem SID: 160964756; 46508854
• PubChem CID: 34328
• CHEBI ID: 4534
• ATC码: A07DA04
• CHEMBL: 1201321
• Chemspider ID: 31620
• DrugBank ID: DB01501
• KEGG ID: D03809
• 美国药典/FDA物质标识码: 3ZZ5BJ9F2Q
• 维基百科标题: Difenoxin

理论计算性质

JChem

• Acid pKa: 3.3836012
• 质子受体: 4
• 质子供体: 1
• LogD (pH = 5.5): 2.6480064
• LogD (pH = 7.4): 2.647184
• Log P: 2.6497838
• 摩尔折射率: 137.2442 cm^3
• 极化性: 49.10158 Å^3
• 极化表面积: 64.33 Å^2
• 可自由旋转的化学键: 7
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 4.39
• LOG S: -5.31
• 溶解度: 2.08e-03 g/l

分子性质

药理学性质

• 法定药品分级: Schedule I (by itself); Schedule IV (with atropine) (US)

详细说明

DrugBank - DB01501

• Drug Groups: illicit; experimental
• Elimination: Difenoxin is metabolized to an inactive hydroxylated metabolite.; Both the drug and its metabolites are excreted, mainly as conjugates, in urine and feces.

Toronto Research Chemicals - D445400

The active metabolite of Diphenoxylate. Antiperistaltic; antidiarrheal. This is a controlled substance (opiate).

参考文献

• Soudijin, W., et al.: Arzneim.-Forsch., 22, 513 (1972)
• Megens, A.A., et al.: Eur. J. Pharma.,178, 357 (1972)