5-butyl-5-ethyl-1,3-diazinane-2,4,6-trione

• ChemBase编号: 1181
• 分子式: C10H16N2O3
• 平均质量: 212.24564
• 单一同位素质量: 212.11609238
• SMILES: O=C1NC(=O)NC(=O)C1(CCCC)CC
• Canonical SMILES: CCCCC1(CC)C(=O)NC(=O)NC1=O
• InChI: InChI=1S/C10H16N2O3/c1-3-5-6-10(4-2)7(13)11-9(15)12-8(10)14/h3-6H2,1-2H3,(H2,11,12,13,14,15)
• InChIKey: STDBAQMTJLUMFW-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 5-butyl-5-ethyl-1,3-diazinane-2,4,6-trione
• IUPAC传统名: butethal
• 商标名: Etoval; Hyperbutal; Longanoct; Meonal; Monodorm; Neonal; Sonerile; Soneryl; Budorm
• 别名: Butethal; 5-n-Butyl-5-ethylbarbituric Acid; Budorm; Etoval; Hyperbutal; Longanoct; Monodorm; NSC 229336; Neonal; Sonerile; Soneryl; Butobarbital; Butobarbital; 5-Butyl-5-ethyl-2,4,6(1H,3H,5H)-pyrimidinetrione; 5-Butyl-5-ethylbarbituric acid; Butobarbitone; 5-Ethyl-5-butylbarbituric acid; 5-Ethyl-5-N-butylbarbituric acid; Butabarbitol; Butobarbitalum; Butobarbitural; Butyl,5-ethylbarbituric acid; Butethal

登记号

• CAS号: 77-28-1
• PubChem SID: 46508397; 160964643
• PubChem CID: 6473

理论计算性质

JChem

• Acid pKa: 8.48475
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): 1.6057878
• LogD (pH = 7.4): 1.5723026
• Log P: 1.6062322
• 摩尔折射率: 53.4543 cm^3
• 极化性: 20.98239 Å^3
• 极化表面积: 75.27 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: 1.65
• LOG S: -2.22
• 溶解度: 1.27e+00 g/l

分子性质

理化性质

• 溶解度: 4.88 mg/mL at 25 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)]
• 疏水性(logP): 1.73 [HANSCH,C ET AL. (1995)]

详细说明

DrugBank - DB01353

• Drug Groups: illicit; approved
• Description: Butethal is a sedative and a hypnotic drug.
• Indication: For the treatment of insomnia.
• Pharmacology: Butethal (also known as butobarbitone and butobarbital) belongs to a group of medicines called the barbiturates. It is thought to act on receptors in the brain (GABA receptors) causing the release of the chemical GABA. This chemical inhibits certain areas of the brain resulting in sleepiness.
• Toxicity: Signs of overdose include confusion (severe), decrease in or loss of reflexes, drowsiness (severe), fever, irritability (continuing), low body temperature, poor judgment, shortness of breath or slow or troubled breathing, slow heartbeat, slurred speech, staggering, trouble in sleeping, unusual movements of the eyes, weakness (severe).
• Affected Organisms: Humans and other mammals
• Biotransformation: Hepatic.
• Absorption: Rapidly absorbed following oral administration.
• Half Life: 37 hours
• External Links: Wikipedia

Toronto Research Chemicals - B690105

Butobarbital is a barbiturate derivative that is used as a hypnotic agent with sedative and anticonvulsant properties. Butobarbital is a Controlled Substance.

参考文献

• Sitsen, J.M.A. et al.: Pharmac. Week., 109, 1 (1974)
• Adams, R.G.: Psychopharmacologia, 40, 185 (1974)