1-{10-[2-(dimethylamino)propyl]-10H-phenothiazin-2-yl}propan-1-one

• ChemBase编号: 657
• 分子式: C20H24N2OS
• 平均质量: 340.48236
• 单一同位素质量: 340.1609344
• SMILES: S1c2c(N(CC(N(C)C)C)c3c1cccc3)cc(cc2)C(=O)CC
• Canonical SMILES: CCC(=O)c1ccc2c(c1)N(CC(N(C)C)C)c1c(S2)cccc1
• InChI: InChI=1S/C20H24N2OS/c1-5-18(23)15-10-11-20-17(12-15)22(13-14(2)21(3)4)16-8-6-7-9-19(16)24-20/h6-12,14H,5,13H2,1-4H3
• InChIKey: UVOIBTBFPOZKGP-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 1-{10-[2-(dimethylamino)propyl]-10H-phenothiazin-2-yl}propan-1-one
• IUPAC传统名: propiomazine
• 商标名: Largon; Phenoctyl; Propiomazina [INN-Spanish]; Propiomazine [Usan:Ban:Inn]; Propiomazinum [INN-Latin]; Propionylpromethazine
• 别名: Propiomazine

登记号

• CAS号: 362-29-8
• PubChem SID: 46506205; 160964120
• PubChem CID: 4940
• CHEBI ID: 8491
• ATC码: N05CM06
• CHEMBL: 1201210
• Chemspider ID: 4771
• DrugBank ID: DB00777
• KEGG ID: D02361
• 美国药典/FDA物质标识码: 242Z0PM79Y
• 维基百科标题: Propiomazine

理论计算性质

JChem

• Acid pKa: 16.642542
• 质子受体: 3
• 质子供体: 0
• LogD (pH = 5.5): 1.8091987
• LogD (pH = 7.4): 3.579675
• Log P: 4.5457544
• 摩尔折射率: 103.5346 cm^3
• 极化性: 39.702175 Å^3
• 极化表面积: 23.55 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 4.53
• LOG S: -4.69
• 溶解度: 7.03e-03 g/l

分子性质

理化性质

• 溶解度: 0.454 mg/L
• 疏水性(logP): 4.5

药理学性质

• 给药途径: Intramuscular, intravenous

详细说明

DrugBank - DB00777

• Drug Groups: approved
• Description: Propiomazine, 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, propiomazine binds to alpha(1), dopamine, histamine H1, muscarinic, and serotonin type 2 (5-HT2) receptors.
• Indication: Propiomazine is largely used for its antihistamininc sleep inducing effects in treating insomnia.
• Pharmacology: Although propiomazine is a phenothiazine, it is not used as an antipsychotic. It posesses antihistamine effects and is mostly used as a sedative in treating insomnia.
• Toxicity: Rare, serious side effects include convulsions (seizures); difficult or unusually fast breathing; fast or irregular heartbeat or pulse; fever (high); high or low blood pressure; loss of bladder control; muscle stiffness (severe); unusual increase in sweating; unusually pale skin; and unusual tiredness or weakness.
• Affected Organisms: Humans and other mammals
• Biotransformation: Unknown, but most likely hepatic as with other phenothiazines.
• Protein Binding: 81%
• External Links: Wikipedia