({12-chloro-9-phenyl-2,4,5,8-tetraazatricyclo[8.4.0.0^{2,6}]tetradeca-1(10),3,5,8,11,13-hexaen-3-yl}methyl)dimethylamine

• ChemBase编号: 428
• 分子式: C19H18ClN5
• 平均质量: 351.83272
• 单一同位素质量: 351.12507328
• SMILES: Clc1cc2c(n3c(nnc3CN=C2c2ccccc2)CN(C)C)cc1
• Canonical SMILES: CN(Cc1nnc2n1c1ccc(cc1C(=NC2)c1ccccc1)Cl)C
• InChI: InChI=1S/C19H18ClN5/c1-24(2)12-18-23-22-17-11-21-19(13-6-4-3-5-7-13)15-10-14(20)8-9-16(15)25(17)18/h3-10H,11-12H2,1-2H3
• InChIKey: GJSLOMWRLALDCT-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: ({12-chloro-9-phenyl-2,4,5,8-tetraazatricyclo[8.4.0.0^{2,6}]tetradeca-1(10),3,5,8,11,13-hexaen-3-yl}methyl)dimethylamine
• IUPAC传统名: deracyn
• 商标名: Deracyn
• 别名: Adinazolamum [INN-Latin]; Adinazolam

登记号

• CAS号: 37115-32-5
• PubChem SID: 160963891; 46509054
• PubChem CID: 37632

理论计算性质

ALOGPS 2.1

• LOG S: -3.72
• 溶解度: 6.72e-02 g/l
• Log P: 2.57

JChem

• 摩尔折射率: 112.308 cm^3
• 极化性: 38.688606 Å^3
• 极化表面积: 46.31 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true
• Acid pKa: 18.384146
• 质子受体: 4
• 质子供体: 0
• LogD (pH = 5.5): -1.3425525
• LogD (pH = 7.4): 1.3221885
• Log P: 2.2407

分子性质

理化性质

• 疏水性(logP): 4.4

详细说明

DrugBank - DB00546

• Drug Groups: approved
• Description: Adinazolam (Deracyn?) is a benzodiazepine derivative. It possesses anxiolytic, anticonvulsant, sedative, and antidepressant properties. Adinazolam was developed by Dr. Jackson B. Hester, who was seeking to enhance the antidepressant properties of alprazolam, which he also developed.
• Indication: For the treatment of anxiety and status epilepticus.
• Pharmacology: Adinazolam is a benzodiazepine derivative used to treat anxiety, status epilepticus, and for sedation induction and anterograde amnesia. Adinazolam binds with high affinity to the GABA benzodiazepine receptor complex. Considerable evidence suggest that the central pharmacologic/therapeutic actions of alprazolam are mediated via interaction with this receptor complex.
• Toxicity: Signs of overdose may include muscle weakness, ataxia, dysarthria and particularly in children paradoxical excitement. In more severe cases diminished reflexes, confusion, and coma may ensue.
• Affected Organisms: Humans and other mammals
• Biotransformation: Hepatic. The main metabolite is N-desmethyladinazolam. The other two metabolites are alpha-hydroxyalprazolam and estazolam.
• Half Life: Less than 3 hours.
• References: Lahti RA, Sethy VH, Barsuhn C, Hester JB: Pharmacological profile of the antidepressant adinazolam, a triazolobenzodiazepine. Neuropharmacology. 1983 Nov;22(11):1277-82. [Pubmed] ; Sethy VH, Collins RJ, Daniels EG: Determination of biological activity of adinazolam and its metabolites. J Pharm Pharmacol. 1984 Aug;36(8):546-8. [Pubmed] ; File SE, Pellow S: Triazolobenzodiazepines antagonize the effects of anxiogenic drugs mediated at three different central nervous system sites. Neurosci Lett. 1985 Oct 24;61(1-2):115-9. [Pubmed]
• External Links: Wikipedia

参考文献

• Lahti RA, Sethy VH, Barsuhn C, Hester JB: Pharmacological profile of the antidepressant adinazolam, a triazolobenzodiazepine. Neuropharmacology. 1983 Nov;22(11):1277-82. Pubmed
• Sethy VH, Collins RJ, Daniels EG: Determination of biological activity of adinazolam and its metabolites. J Pharm Pharmacol. 1984 Aug;36(8):546-8. Pubmed
• File SE, Pellow S: Triazolobenzodiazepines antagonize the effects of anxiogenic drugs mediated at three different central nervous system sites. Neurosci Lett. 1985 Oct 24;61(1-2):115-9. Pubmed