1-(10-{3-[4-(2-hydroxyethyl)piperazin-1-yl]propyl}-10H-phenothiazin-2-yl)ethan-1-one

• ChemBase编号: 934
• 分子式: C23H29N3O2S
• 平均质量: 411.56026
• 单一同位素质量: 411.19804818
• SMILES: N1(c2c(Sc3c1cccc3)ccc(c2)C(=O)C)CCCN1CCN(CC1)CCO
• Canonical SMILES: OCCN1CCN(CC1)CCCN1c2ccccc2Sc2c1cc(cc2)C(=O)C
• InChI: InChI=1S/C23H29N3O2S/c1-18(28)19-7-8-23-21(17-19)26(20-5-2-3-6-22(20)29-23)10-4-9-24-11-13-25(14-12-24)15-16-27/h2-3,5-8,17,27H,4,9-16H2,1H3
• InChIKey: WNTYBHLDCKXEOT-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 1-(10-{3-[4-(2-hydroxyethyl)piperazin-1-yl]propyl}-10H-phenothiazin-2-yl)ethan-1-one
• IUPAC传统名: @acetophenazine
• 商标名: Tindal
• 别名: Acetophenazine

登记号

• CAS号: 2751-68-0
• PubChem SID: 160964397
• PubChem CID: 17676

理论计算性质

JChem

• Acid pKa: 15.464547
• 质子受体: 5
• 质子供体: 1
• LogD (pH = 5.5): 0.12574665
• LogD (pH = 7.4): 1.8952147
• Log P: 2.6456206
• 摩尔折射率: 121.6967 cm^3
• 极化性: 46.62468 Å^3
• 极化表面积: 47.02 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: 3.48
• LOG S: -3.84
• 溶解度: 6.01e-02 g/l

分子性质

理化性质

• 疏水性(logP): 3.1

详细说明

DrugBank - DB01063

• Drug Groups: approved
• Description: Acetophenazine is an antipsychotic drug of moderate-potency. It is used in the treatment of disorganized and psychotic thinking. It is also used to help treat false perceptions (e.g. hallucinations or delusions). It primarily targets the dopamine D2 receptor.
• Indication: For the treatment of disorganized and psychotic thinking. Also used to help treat false perceptions (e.g. hallucinations or delusions.)
• Pharmacology: Acetophenzine is a phenothiazine antipsychotic intended for the management of schizophrenia and other psychotic disorders.
• Affected Organisms: Humans and other mammals
• References: Jones GL, Woodbury DM: Spin-label study of phenothiazine interactions with erythrocyte ghost membranes: a possible membrane-mediated antisickling action. J Pharmacol Exp Ther. 1978 Oct;207(1):203-11. [Pubmed] ; Tam SW, Cook L: Sigma opiates and certain antipsychotic drugs mutually inhibit (+)-[3H] SKF 10,047 and [3H]haloperidol binding in guinea pig brain membranes. Proc Natl Acad Sci U S A. 1984 Sep;81(17):5618-21. [Pubmed]
• External Links: Wikipedia

参考文献

• Jones GL, Woodbury DM: Spin-label study of phenothiazine interactions with erythrocyte ghost membranes: a possible membrane-mediated antisickling action. J Pharmacol Exp Ther. 1978 Oct;207(1):203-11. Pubmed
• Tam SW, Cook L: Sigma opiates and certain antipsychotic drugs mutually inhibit (+)-[3H] SKF 10,047 and [3H]haloperidol binding in guinea pig brain membranes. Proc Natl Acad Sci U S A. 1984 Sep;81(17):5618-21. Pubmed