5-(prop-2-en-1-yl)-5-(propan-2-yl)-1,3-diazinane-2,4,6-trione

• ChemBase编号: 1180
• 分子式: C10H14N2O3
• 平均质量: 210.22976
• 单一同位素质量: 210.10044232
• SMILES: CC(C)C1(CC=C)C(=O)NC(=O)NC1=O
• Canonical SMILES: C=CCC1(C(C)C)C(=O)NC(=O)NC1=O
• InChI: InChI=1S/C10H14N2O3/c1-4-5-10(6(2)3)7(13)11-9(15)12-8(10)14/h4,6H,1,5H2,2-3H3,(H2,11,12,13,14,15)
• InChIKey: UORJNBVJVRLXMQ-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 5-(prop-2-en-1-yl)-5-(propan-2-yl)-1,3-diazinane-2,4,6-trione
• IUPAC传统名: aprobarbital
• 别名: 5-(1-Methylethyl)-5-(2-propen-1-yl)-2,4,6(1H,3H,5H)-pyrimidinetrione; 5-Allyl-5-isopropylbarbituric Acid; 5-Isopropyl-5-allylbarbituric acid; Allional; Allonal; Allylisopropylmalonylurea; Allylpropymal; Allypropymal; Alurate; Aprobarbitone; Aprozal; Isopropylallylbarbituric acid; NSC 120769; Numal; Aprobarbital

登记号

• CAS号: 77-02-1
• PubChem SID: 160964642; 46504558
• PubChem CID: 6464

理论计算性质

JChem

• Acid pKa: 8.478869
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): 1.1442441
• LogD (pH = 7.4): 1.1103207
• Log P: 1.1446946
• 摩尔折射率: 53.446 cm^3
• 极化性: 20.732887 Å^3
• 极化表面积: 75.27 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 1.24
• LOG S: -1.61
• 溶解度: 5.17e+00 g/l

分子性质

理化性质

• 溶解度: 4.08 mg/mL at 25 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)]
• 疏水性(logP): 1.15 [HANSCH,C ET AL. (1995)]

详细说明

DrugBank - DB01352

• Drug Groups: illicit; approved
• Description: Aprobarbital is a barbiturate derivative synthesized in the 1920s by Ernst Preiswerk. It has sedative, hypnotic and anticonvulsant properties, and was used primarily for the treatment of insomnia. Aprobarbital was never as widely used as more common barbiturate derivatives such as phenobarbital and is now rarely prescribed.
• External Links: Wikipedia

Toronto Research Chemicals - A735400

Controlled substance (depressant). Sedative, hypnotic.

参考文献

• Frey, H.H., et al.: Arzneim. Forsch., 12, 389 (1962)
• Turner, J., et al.: Pharm. Res., 21, 68 (1962)
• Votano, J., et al.: J. Med. Chem., 49, 7169 (1962)