ethyl 1-[2-(4-aminophenyl)ethyl]-4-phenylpiperidine-4-carboxylate

• ChemBase编号: 789
• 分子式: C22H28N2O2
• 平均质量: 352.46992
• 单一同位素质量: 352.21507815
• SMILES: O(C(=O)C1(CCN(CC1)CCc1ccc(N)cc1)c1ccccc1)CC
• Canonical SMILES: CCOC(=O)C1(CCN(CC1)CCc1ccc(cc1)N)c1ccccc1
• InChI: InChI=1S/C22H28N2O2/c1-2-26-21(25)22(19-6-4-3-5-7-19)13-16-24(17-14-22)15-12-18-8-10-20(23)11-9-18/h3-11H,2,12-17,23H2,1H3
• InChIKey: LKYQLAWMNBFNJT-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: ethyl 1-[2-(4-aminophenyl)ethyl]-4-phenylpiperidine-4-carboxylate
• IUPAC传统名: anileridine
• 商标名: Adopol; Alidine; Apidol; Apodol; Leritin; Leritine; Nipecotan
• 别名: 1-[2-(4-Aminophenyl)ethyl]-4-phenyl-4-piperidinecarboxylic Acid Ethyl Ester; 1-(p-Aminophenethyl)-4-phenylisonipecotic Acid Ethyl Ester; 1-(p-Aminophenethyl)-4-phenylpiperidine-4-carboxylic Acid Ethyl Ester; Adopol; Alidine; Apidol; Ethyl 1-(4-Aminophenethyl)-4-phenylisonipecotate; Leritin; Leritine; Nipecotan; Anileridina [INN-Spanish]; Anileridinum [INN-Latin]; Phthalylsulfathiazole; Sulfathalidine; Anileridine

登记号

• CAS号: 144-14-9
• PubChem SID: 46505199; 160964252
• PubChem CID: 8944
• CHEBI ID: 61203
• ATC码: N01AH05
• CHEMBL: 1201347
• Chemspider ID: 8600
• DrugBank ID: DB00913
• KEGG ID: D02941
• 美国药典/FDA物质标识码: 71Q1A3O279
• 维基百科标题: Anileridine

理论计算性质

JChem

• 质子受体: 3
• 质子供体: 1
• LogD (pH = 5.5): 0.47604656
• LogD (pH = 7.4): 2.1516032
• Log P: 3.6400087
• 摩尔折射率: 106.5517 cm^3
• 极化性: 40.97784 Å^3
• 极化表面积: 55.56 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: 4.05
• LOG S: -4.46
• 溶解度: 1.24e-02 g/l

分子性质

理化性质

• 熔点: 83°C (181.4°F)
• 疏水性(logP): 3.7

药理学性质

• 给药途径: Tablets, injection
• 代谢: Hepatic
• 蛋白结合率: > 95%
• 法定药品分级: Rx-only (Canada); Schedule II (US)

详细说明

DrugBank - DB00913

• Drug Groups: illicit; approved
• Description: Anileridine is a synthetic opioid and strong analgesic medication. It is a narcotic pain reliever used to treat moderate to severe pain. Narcotic analgesics act in the central nervous system (CNS) to relieve pain. Some of their side effects are also caused by actions in the CNS.
• Indication: For treatment and management of pain (systemic) and for use as an anesthesia adjunct.
• Pharmacology: Anileridine, a potent analgesic, is an analog of pethidine. Anileridine is useful for the relief of moderate to severe pain. It may also be used as an analgesic adjunct in general anesthesia in the same manner as meperidine to reduce the amount of anesthetic needed, to facilitate relaxation, and to reduce laryngospasm. In addition, anileridine exerts mild antihistaminic, spasmolytic and antitussive effects. Anileridine's main pharmacologic action is exerted on the CNS. Respiratory depression, when it occurs, is of shorter duration than that seen with morphine or meperidine when equipotent analgesic doses are used.
• Toxicity: Symptoms of overexposure include dizziness, perspiration, a feeling of warmth, dry mouth, visual difficulty, itching, euphoria, restlessness, nervousness and excitement have been reported.
• Affected Organisms: Humans and other mammals
• Biotransformation: Hepatic
• Absorption: Anileridine is absorbed by all routes of administration.
• Protein Binding: > 95%
• External Links: Wikipedia

Toronto Research Chemicals - A660750

A synthetic analgesic drug. 4-phenylpiperidine derivative that is an analog of Meperidine (M223900) with increased analgesic activity.

参考文献

• Freeman, D.S. et al.: J. Pharamcol. Exp. Therap., 203, 203 (1977)
• Abbit, F.V.: Phamacol. Biochem. Behav., 24, 1247 (1977)