10-[3-(4-hydroxypiperidin-1-yl)propyl]-10H-phenothiazine-2-carbonitrile

• ChemBase编号: 1385
• 分子式: C21H23N3OS
• 平均质量: 365.49182
• 单一同位素质量: 365.15618337
• SMILES: S1c2c(N(CCCN3CCC(O)CC3)c3c1cccc3)cc(cc2)C#N
• Canonical SMILES: N#Cc1ccc2c(c1)N(CCCN1CCC(CC1)O)c1c(S2)cccc1
• InChI: InChI=1S/C21H23N3OS/c22-15-16-6-7-21-19(14-16)24(18-4-1-2-5-20(18)26-21)11-3-10-23-12-8-17(25)9-13-23/h1-2,4-7,14,17,25H,3,8-13H2
• InChIKey: LUALIOATIOESLM-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 10-[3-(4-hydroxypiperidin-1-yl)propyl]-10H-phenothiazine-2-carbonitrile
• IUPAC传统名: propericiazine
• 商标名: Neuleptil; Yaz
• 别名: Pericyazine; Pericyazine; Propericiazine; 10-[3-(4-Hydroxy-1-piperidinyl)propyl]-10H-phenothiazine-2-carbonitrile; 2-Cyano-10-[3-(4-hydroxypiperidino)propyl]phenothiazine; Aolept; Bayer 1409; FI 6145; Nelactil; Nemactil; Neulactil; Neuleptil; Periciazine; Periciazinum; Properciazine; Propericiazine; Propericyazine; RP 8909; SKF 20716

登记号

• CAS号: 2622-26-6
• PubChem SID: 160964845; 46505085
• PubChem CID: 4747
• ATC码: N05AC01
• KEGG ID: D01485
• 美国药典/FDA物质标识码: 3405M6FD73
• 维基百科标题: Pericyazine

理论计算性质

JChem

• Acid pKa: 15.179289
• 质子受体: 4
• 质子供体: 1
• LogD (pH = 5.5): 0.32233855
• LogD (pH = 7.4): 2.0884066
• Log P: 3.1051114
• 摩尔折射率: 108.3974 cm^3
• 极化性: 41.353477 Å^3
• 极化表面积: 50.5 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: 3.78
• LOG S: -3.79
• 溶解度: 5.90e-02 g/l

分子性质

理化性质

• 溶解度: 0.038 mg/mL at 37 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)]
• 疏水性(logP): 3.52 [HANSCH,C ET AL. (1995)]

药理学性质

• 给药途径: Oral
• 法定药品分级: POM (UK)

详细说明

DrugBank - DB01608

• Drug Groups: approved
• Description: Propericiazine is a phenothiazine of the piperidine group. It has been shown to reduce pathologic arousal and affective tension in some psychotic patients, while the symptoms of abnormal mental integration are relatively unaffected. It is a sedative phenothiazine with weak antipsychotic properties. It also has adrenolytic, anticholinergic, metabolic and endocrine effects and an action on the extrapyramidal system. It is used as an adjunctive medication in some psychotic patients, for the control of residual prevailing hostility, impulsiveness and aggressiveness. Pericyazine, like other phenothiazines, is presumed to act principally in the subcortical areas, by producing what has been described as a central adrenergic blockade.
• Indication: For use as adjunctive medication in some psychotic patients. Propericiazine (Pericyazine)is used for the control of residual prevailing hostility, impulsiveness and aggressiveness.
• Pharmacology: Pericyazine is a phenothiazine of the piperidine group. It has been shown to reduce pathologic arousal and affective tension in some psychotic patients, while the symptoms of abnormal mental integration are relatively unaffected. It is a sedative phenothiazine with weak antipsychotic properties. It also has adrenolytic, anticholinergic, metabolic and endocrine effects, and an action on the extrapyramidal system.
• Toxicity: In milder cases of phenothiazine overdosage the patient may be agitated, delirious and confused. Frequently he is lethargic or in a comatose state. Twitching, dystonic movements or convulsions may be present and hypotension, cardiovascular collapse, arrhythmias and hypothermia might be observed.
• Affected Organisms: Humans and other mammals

Toronto Research Chemicals - P287360

Psychotherapeutic phenothiazine. Antipsychotic.

参考文献

• Schafer, et al.: Toxicol. Appl. Pharmacol., 21, 315 (1972)
• Kaye, J., et al.: Br. J. Clin. Pharmacol., 56, 569 (1972)
• Tschoner, A., et al.: Pharmacopsychiatry, 42, 29 (1972)