7-chloro-5-(2-fluorophenyl)-1-methyl-2,3-dihydro-1H-1,4-benzodiazepin-2-one

• ChemBase编号: 1351
• 分子式: C16H12ClFN2O
• 平均质量: 302.7306832
• 单一同位素质量: 302.06221891
• SMILES: Clc1cc2c(N(C(=O)CN=C2c2c(F)cccc2)C)cc1
• Canonical SMILES: Clc1ccc2c(c1)C(=NCC(=O)N2C)c1ccccc1F
• InChI: InChI=1S/C16H12ClFN2O/c1-20-14-7-6-10(17)8-12(14)16(19-9-15(20)21)11-4-2-3-5-13(11)18/h2-8H,9H2,1H3
• InChIKey: ROYOYTLGDLIGBX-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 7-chloro-5-(2-fluorophenyl)-1-methyl-2,3-dihydro-1H-1,4-benzodiazepin-2-one
• IUPAC传统名: fludiazepam
• 商标名: Erispan
• 别名: Fludiazepamum [inn-latin]; Fludiazepam

登记号

• CAS号: 3900-31-0
• PubChem SID: 46507563; 160964811
• PubChem CID: 3369
• CHEBI ID: 31618
• ATC码: N05BA17
• CHEMBL: 13291
• Chemspider ID: 3252
• DrugBank ID: DB01567
• KEGG ID: D01354
• 美国药典/FDA物质标识码: 7F64A2K16Z
• 维基百科标题: Fludiazepam

理论计算性质

JChem

• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 3.2186823
• LogD (pH = 7.4): 3.2187872
• Log P: 3.2187884
• 摩尔折射率: 80.0283 cm^3
• 极化性: 30.008255 Å^3
• 极化表面积: 32.67 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 2.83
• LOG S: -4.32
• 溶解度: 1.44e-02 g/l

分子性质

理化性质

• 疏水性(logP): 2.75 [HANSCH,C ET AL. (1995)]

药理学性质

• 给药途径: Oral
• 排泄: Renal
• 代谢: Hepatic
• 法定药品分级: Schedule IV(US)

详细说明

DrugBank - DB01567

• Drug Groups: illicit; approved
• Description: Fludiazepam is a drug which is a benzodiazepine derivative. It possesses anxiolytic, anticonvulsant, sedative and skeletal muscle relaxant properties. It is a scheduled drug in the U.S., but is approved for use in Japan.
• Indication: Used for the short-term treatment of anxiety disorders.
• Pharmacology: Fludiazepam is a benzodiazepine derivative. It possesses anxiolytic, anticonvulsant, sedative and skeletal muscle relaxant properties. Fludiazepam accumulates primarily in the cortex and thalamus.
• Toxicity: Symptoms of overdose include drowsiness, weakness, nausea, dizziness, abdominal pain, cerebral oedema and renal tubular necrosis, hyperglycaemia and hypoglycaemia, liver damage, encephalopathy, coma and death.
• Affected Organisms: Humans and other mammals
• Biotransformation: Hepatic.
• References: Ishiwata K, Yanai K, Ido T, Miura-Kanno Y, Kawashima K: Synthesis and biodistribution of [11C]fludiazepam for imaging benzodiazepine receptors. Int J Rad Appl Instrum B. 1988;15(4):365-71. [Pubmed] ; Nakatsuka I, Shimizu H, Asami Y, Katoh T, Hirose A, Yoshitake A: Benzodiazepines and their metabolites: relationship between binding affinity to the benzodiazepine receptor and pharmacological activity. Life Sci. 1985 Jan 14;36(2):113-9. [Pubmed]
• External Links: Wikipedia

参考文献

• Ishiwata K, Yanai K, Ido T, Miura-Kanno Y, Kawashima K: Synthesis and biodistribution of [11C]fludiazepam for imaging benzodiazepine receptors. Int J Rad Appl Instrum B. 1988;15(4):365-71. Pubmed
• Nakatsuka I, Shimizu H, Asami Y, Katoh T, Hirose A, Yoshitake A: Benzodiazepines and their metabolites: relationship between binding affinity to the benzodiazepine receptor and pharmacological activity. Life Sci. 1985 Jan 14;36(2):113-9. Pubmed