5-[(2R)-pentan-2-yl]-5-(prop-2-en-1-yl)-1,3-diazinane-2,4,6-trione

• ChemBase编号: 301
• 分子式: C12H18N2O3
• 平均质量: 238.28292
• 单一同位素质量: 238.13174245
• SMILES: O=C1NC(=O)NC(=O)C1([C@@H](CCC)C)CC=C
• Canonical SMILES: CCC[C@H](C1(CC=C)C(=O)NC(=O)NC1=O)C
• InChI: InChI=1S/C12H18N2O3/c1-4-6-8(3)12(7-5-2)9(15)13-11(17)14-10(12)16/h5,8H,2,4,6-7H2,1,3H3,(H2,13,14,15,16,17)/t8-/m1/s1
• InChIKey: KQPKPCNLIDLUMF-MRVPVSSYSA-N

名称和登记号

名称

• IUPAC标准名: 5-[(2R)-pentan-2-yl]-5-(prop-2-en-1-yl)-1,3-diazinane-2,4,6-trione
• IUPAC传统名: pramil
• 商标名: Barbosec; Bipanal; Bipinal sodium; Evronal; Evronal Sodium; Evrronal; Hypotrol; Hyptran; Imesonal; Immenoctal; Immenox; Meballymal; Meballymal sodium; Meballymalum; Novosecobarb; Pramil; Quinalbarbital; Quinalbarbitone; Quinalbarbitone sodium; Quinalspan; Sebar; Seco 8; Secobarbitone; Seconal; Sedutain; Seotal; Somosal; Synate; Trisomnin
• 别名: (+/-)-Secobarbital; Secobarbital Sodium; Secobarbitale [DCIT]; Secobarbitalum [INN-Latin]; Sodium quinalbarbitone; Sodium Secobarbital; Secobarbital

登记号

• CAS号: 76-73-3
• PubChem SID: 160963764
• PubChem CID: 31143

理论计算性质

JChem

• Acid pKa: 8.478766
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): 2.0333812
• LogD (pH = 7.4): 1.9994502
• Log P: 2.0338318
• 摩尔折射率: 62.648 cm^3
• 极化性: 24.39162 Å^3
• 极化表面积: 75.27 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 2.2
• LOG S: -2.29
• 溶解度: 1.21e+00 g/l

分子性质

理化性质

• 溶解度: 550 mg/L
• 疏水性(logP): 2.3

详细说明

DrugBank - DB00418

• Drug Groups: approved
• Description: Secobarbital (marketed by Eli Lilly and Company under the brand names Seconal? and Tuinal) is a barbiturate derivative drug. It possesses anaesthetic, anticonvulsant, sedative and hypnotic properties. In the United Kingdom, it was known as Quinalbarbitone.
• Indication: For the Short-term treatment of intractable insomnia for patients habituated to barbiturates
• Pharmacology: Secobarbital, a barbiturate, is used for the induction of anesthesia prior to the use of other general anesthetic agents and for induction of anesthesia for short surgical, diagnostic, or therapeutic procedures associated with minimal painful stimuli. Little analgesia is conferred by barbiturates; their use in the presence of pain may result in excitation.
• Toxicity: Symptoms of an overdose typically include sluggishness, incoordination, difficulty in thinking, slowness of speech, faulty judgment, drowsiness or coma, shallow breathing, staggering, and in severe cases coma and death.
• Affected Organisms: Humans and other mammals
• Elimination: Barbiturates are metabolized primarily by the hepatic microsomal enzyme system, and the metabolic products are excreted in the urine and, less commonly, in the feces.
• External Links: Wikipedia; Drugs.com