3-ethyl-3-phenylpiperidine-2,6-dione

• ChemBase编号: 1244
• 分子式: C13H15NO2
• 平均质量: 217.2637
• 单一同位素质量: 217.11027873
• SMILES: O=C1NC(=O)CCC1(CC)c1ccccc1
• Canonical SMILES: CCC1(CCC(=O)NC1=O)c1ccccc1
• InChI: InChI=1S/C13H15NO2/c1-2-13(10-6-4-3-5-7-10)9-8-11(15)14-12(13)16/h3-7H,2,8-9H2,1H3,(H,14,15,16)
• InChIKey: JMBQKKAJIKAWKF-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 3-ethyl-3-phenylpiperidine-2,6-dione
• IUPAC传统名: glutethimide; 2-ethyl-2-phenylglutarimide
• 商标名: Sarodormin; Doriden; Elrodorm; Alfimid; Noxiron; Noxyron; Ondasil; Rigenox; Glimid; Gimid
• 别名: 3-乙基-3-苯基-2,6-哌啶二酮; 格鲁米特; Glutethimide; Gluthetimide; Glutathimid; Glutethimid; Glutetimid; Glutetimide; Glutethimide

登记号

• CAS号: 77-21-4
• EC号: 201-012-0
• MDL号: MFCD00056091
• PubChem SID: 160964704; 46506283
• PubChem CID: 3487
• ATC码: N05CE01
• CHEMBL: 1102
• Chemspider ID: 3367
• DrugBank ID: DB01437
• KEGG ID: D00532
• 美国药典/FDA物质标识码: C8I4BVN78E
• 维基百科标题: Glutethimide

理论计算性质

JChem

• Acid pKa: 11.691995
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): 2.12847
• LogD (pH = 7.4): 2.1284485
• Log P: 2.1284704
• 摩尔折射率: 60.6539 cm^3
• 极化性: 23.766676 Å^3
• 极化表面积: 46.17 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 1.89
• LOG S: -2.82
• 溶解度: 3.27e-01 g/l

分子性质

理化性质

• 溶解度: 0.999 mg/mL at 30 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)]
• 疏水性(logP): 1.90 [HANSCH,C ET AL. (1995)]

安全信息

• RTECS编号: MA4725000
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 22
• 安全公开号: 36
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

药理学性质

• 给药途径: oral
• 生物利用度: Variable
• 排泄: Renal:2% Fecal:2%
• 半衰期: 10-12 hours
• 代谢: Hepatic
• 法定药品分级: ; Schedule III international; Schedule II (US)
• 妊娠期药物分类: C: (United States)

详细说明

DrugBank - DB01437

• Drug Groups: illicit; approved
• Description: A hypnotic and sedative. Its use has been largely superseded by other drugs. [PubChem]
• Indication: For the treatment of insomnia.
• Pharmacology: Glutethimide is a hypnotic sedative that was introduced in 1954 as a safe alternative to barbiturates to treat insomnia. Before long, however, it had become clear that glutethimide was just as likely to cause addiction and caused similarly severe withdrawal symptoms.
• Toxicity: In adults, death has been reported after 5 g. The usual lethal dose is 10 to 20g, although survival after a dose of 28 g has been reported.
• Affected Organisms: Humans and other mammals
• Biotransformation: Hepatic. Glutethimide is almost completely metabolized.
• Absorption: Variable
• Half Life: 10-12 hours
• Elimination: glutethimide is inactivated by conjugation and the metabolites are excreted in urine, only 2% of the parent substance is excreted in urine, up to 2% of the dose has been reported to be found in the faeces.
• External Links: Wikipedia