ethyl 1-(3-cyano-3,3-diphenylpropyl)-4-phenylpiperidine-4-carboxylate

• ChemBase编号: 952
• 分子式: C30H32N2O2
• 平均质量: 452.58728
• 单一同位素质量: 452.24637827
• SMILES: O(C(=O)C1(CCN(CC1)CCC(c1ccccc1)(c1ccccc1)C#N)c1ccccc1)CC
• Canonical SMILES: CCOC(=O)C1(CCN(CC1)CCC(c1ccccc1)(c1ccccc1)C#N)c1ccccc1
• InChI: InChI=1S/C30H32N2O2/c1-2-34-28(33)29(25-12-6-3-7-13-25)18-21-32(22-19-29)23-20-30(24-31,26-14-8-4-9-15-26)27-16-10-5-11-17-27/h3-17H,2,18-23H2,1H3
• InChIKey: HYPPXZBJBPSRLK-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: ethyl 1-(3-cyano-3,3-diphenylpropyl)-4-phenylpiperidine-4-carboxylate
• IUPAC传统名: diphenoxylate
• 商标名: Lomotil
• 别名: Dea No. 9170; Difenossilato [Dcit]; Difenoxilato [INN-Spanish]; Diphenoxalate; Diphenoxylate Hydrochloride; Diphenoxylatum [INN-Latin]; Diphenoxylate

登记号

• CAS号: 915-30-0
• PubChem SID: 46507130; 160964415
• PubChem CID: 13505

理论计算性质

JChem

• 质子受体: 3
• 质子供体: 0
• LogD (pH = 5.5): 3.005932
• LogD (pH = 7.4): 4.756608
• Log P: 5.884015
• 摩尔折射率: 146.7619 cm^3
• 极化性: 53.054455 Å^3
• 极化表面积: 53.33 Å^2
• 可自由旋转的化学键: 9
• 里宾斯基五规则: false

ALOGPS 2.1

• Log P: 5.74
• LOG S: -5.49
• 溶解度: 1.46e-03 g/l

分子性质

理化性质

• 溶解度: 0.8 mg/ml
• 疏水性(logP): 6.3

详细说明

DrugBank - DB01081

• Drug Groups: illicit; approved
• Description: A meperidine congener used as an antidiarrheal, usually in combination with atropine. At high doses, it acts like morphine. Its unesterified metabolite difenoxin has similar properties and is used similarly. It has little or no analgesic activity. This medication is classified as a Schedule V under the Controlled Substances Act by the Food and Drug Administration (FDA) and the DEA in the United States when used in preparations. When diphenoxylate is used alone, it is classified as a Schedule II.
• Indication: For as adjunctive therapy in the management of diarrhea
• Pharmacology: Diphenoxylate, an antidiarrheal, is effective as adjunctive therapy in the management of diarrhea. Diphenoxylate is rapidly and extensively metabolized in man by ester hydrolysis to diphenoxylic acid (difenoxine), which is biologically active and the major metabolite in the blood.
• Toxicity: Coma, dry skin and mucous membranes, enlarged pupils of the eyes, extremely high body temperature, flushing, involuntary eyeball movement, lower than normal muscle tone, pinpoint pupils, rapid heartbeat, restlessness, sluggishness, suppressed breathing
• Affected Organisms: Humans and other mammals
• Biotransformation: Hepatic
• Absorption: 90%
• Half Life: 12-14 hours
• Protein Binding: 74-95%
• External Links: Wikipedia; RxList