2-(ethylsulfanyl)-10-[3-(4-methylpiperazin-1-yl)propyl]-10H-phenothiazine

• ChemBase编号: 256
• 分子式: C22H29N3S2
• 平均质量: 399.61576
• 单一同位素质量: 399.18028994
• SMILES: S1c2c(N(CCCN3CCN(CC3)C)c3c1cccc3)cc(SCC)cc2
• Canonical SMILES: CCSc1ccc2c(c1)N(CCCN1CCN(CC1)C)c1c(S2)cccc1
• InChI: InChI=1S/C22H29N3S2/c1-3-26-18-9-10-22-20(17-18)25(19-7-4-5-8-21(19)27-22)12-6-11-24-15-13-23(2)14-16-24/h4-5,7-10,17H,3,6,11-16H2,1-2H3
• InChIKey: XCTYLCDETUVOIP-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-(ethylsulfanyl)-10-[3-(4-methylpiperazin-1-yl)propyl]-10H-phenothiazine
• IUPAC传统名: thiethylperazine
• 商标名: Norzine; Torecan
• 别名: Ethylthioperazine; Theithylperazine; Thiethylperazine

登记号

• CAS号: 1420-55-9
• PubChem SID: 160963719; 46506502
• PubChem CID: 5440
• CHEBI ID: 9544
• ATC码: R06AD03
• CHEMBL: 1378
• Chemspider ID: 5245
• DrugBank ID: DB00372
• KEGG ID: D02354
• 美国药典/FDA物质标识码: 8ETK1WAF6R
• 维基百科标题: Thiethylperazine

理论计算性质

JChem

• 质子受体: 3
• 质子供体: 0
• LogD (pH = 5.5): 1.858934
• LogD (pH = 7.4): 3.623811
• Log P: 4.6593223
• 摩尔折射率: 122.5583 cm^3
• 极化性: 47.19488 Å^3
• 极化表面积: 9.72 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 5.12
• LOG S: -4.91
• 溶解度: 4.87e-03 g/l

分子性质

理化性质

• 溶解度: 0.0584 mg/L
• 疏水性(logP): 5

药理学性质

• 蛋白结合率: 60%

详细说明

DrugBank - DB00372

• Drug Groups: approved
• Description: A dopamine antagonist that is particularly useful in treating the nausea and vomiting associated with anesthesia, mildly emetic cancer chemotherapy agents, radiation therapy, and toxins. This piperazine phenothiazine does not prevent vertigo or motion sickness. (From AMA Drug Evaluations Annual, 1994, p457)
• Indication: For the treatment or relief of nausea and vomiting.
• Pharmacology: Thiethylperazine, an atypical antipsychotic agent, is used to treat both negative and positive symptoms of schizophrenia, acute mania with bipolar disorder, agitation, and psychotic symptoms in dementia. Future uses may include the treatment of obsessive-compulsive disorder and severe behavioral disorders in autism. Structurally and pharmacologically similar to clozapine, Thiethylperazine binds to alpha(1), dopamine, histamine H1, muscarinic, and serotonin type 2 (5-HT2) receptors.
• Toxicity: Manifestations of acute overdosage of TORECAN (thiethylperazine) can be expected to reflect the CNS effects of the drug and include extrapyramidal symptoms (E.P.S), confusion and convulsions with reduced or absent reflexes, respiratory depression and hypotension.
• Affected Organisms: Humans and other mammals
• Protein Binding: 60%
• Elimination: Thiethylperazine is eliminated in the urine.
• References: Maurer H, Pfleger K: Identification of phenothiazine antihistamines and their metabolites in urine. Arch Toxicol. 1988;62(2-3):185-91. [Pubmed]
• External Links: Wikipedia; RxList; Drugs.com

参考文献

• Maurer H, Pfleger K: Identification of phenothiazine antihistamines and their metabolites in urine. Arch Toxicol. 1988;62(2-3):185-91. Pubmed