(3-{2-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-yl}-2-methylpropyl)dimethylamine

• ChemBase编号: 607
• 分子式: C20H26N2
• 平均质量: 294.43384
• 单一同位素质量: 294.20959884
• SMILES: N1(CC(CN(C)C)C)c2c(CCc3c1cccc3)cccc2
• Canonical SMILES: CN(CC(CN1c2ccccc2CCc2c1cccc2)C)C
• InChI: InChI=1S/C20H26N2/c1-16(14-21(2)3)15-22-19-10-6-4-8-17(19)12-13-18-9-5-7-11-20(18)22/h4-11,16H,12-15H2,1-3H3
• InChIKey: ZSCDBOWYZJWBIY-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: (3-{2-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-yl}-2-methylpropyl)dimethylamine; (3-{2-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-yl}-2-methylpropyl)dimethylamine
• IUPAC传统名: trimipramine
• 商标名: Sapilent; Surmontil; Surmontyl; Temaril
• 别名: Trimipramina [INN-Spanish]; Trimeprimine; Trimeprimina [Italian]; beta-Methylimipramine; Trimipraminum [INN-Latin]; Trimipramine

登记号

• CAS号: 739-71-9
• PubChem SID: 160964070; 46507121
• PubChem CID: 5584
• CHEBI ID: 9738
• ATC码: N06AA10
• CHEMBL: 644
• Chemspider ID: 5382
• DrugBank ID: DB00726
• KEGG ID: D00394
• 美国药典/FDA物质标识码: 6S082C9NDT
• 维基百科标题: Trimipramine
• Medline Plus: a602010

理论计算性质

JChem

• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 1.3963908
• LogD (pH = 7.4): 2.746556
• Log P: 4.757892
• 摩尔折射率: 95.022 cm^3
• 极化性: 36.51729 Å^3
• 极化表面积: 6.48 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 4.67
• LOG S: -4.05
• 溶解度: 2.60e-02 g/l

分子性质

理化性质

• 溶解度: Slightly soluble
• 疏水性(logP): 4.2

药理学性质

• 给药途径: Oral, IM, IV
• 生物利用度: 40%
• 排泄: Renal
• 半衰期: 11-23 hours
• 代谢: Hepatic
• 法定药品分级: Rx-only
• 妊娠期药物分类: C

详细说明

DrugBank - DB00726

• Drug Groups: approved
• Description: Tricyclic antidepressant similar to imipramine, but with more antihistaminic and sedative properties. [PubChem]
• Indication: For the treatment of depression and depression accompanied by anxiety, agitation or sleep disturbance
• Pharmacology: Trimipramine is a tricyclic antidepressant. It was thought that tricyclic antidepressants work by inhibiting the re-uptake of the neurotransmitters norepinephrine and serotonin by nerve cells. However, this response occurs immediately, yet mood does not lift for around two weeks. It is now thought that changes occur in receptor sensitivity in the cerebral cortex and hippocampus. The hippocampus is part of the limbic system, a part of the brain involved in emotions. Presynaptic receptors are affected: a1 and b1 receptors are sensitized, a2 receptors are desensitised (leading to increased noradrenaline production). Tricyclics are also known as effective analgesics for different types of pain, especially neuropathic or neuralgic pain. A precise mechanism for their analgesic action is unknown, but it is thought that they modulate anti-pain opioid systems in the CNS via an indirect serotonergic route. They are also effective in migraine prophylaxis, but not in abortion of acute migraine attack. The mechanism of their anti-migraine action is also thought to be serotonergic.
• Toxicity: Side effects include agitation, coma, confusion, convulsions, dilated pupils, disturbed concentration, drowsiness, hallucinations, high fever, irregular heart rate, low body temperature, muscle rigidity, overactive reflexes, severely low blood pressure, stupor, vomiting
• Affected Organisms: Humans and other mammals
• Biotransformation: Hepatic
• Absorption: Rapid absorption
• Half Life: 11-18 hrs
• Protein Binding: 93%-96% (to plasma proteins)
• External Links: Wikipedia; RxList; PDRhealth; Drugs.com