1-methyl-3-phenylpyrrolidine-2,5-dione

• ChemBase编号: 711
• 分子式: C11H11NO2
• 平均质量: 189.21054
• 单一同位素质量: 189.0789786
• SMILES: O=C1N(C(=O)CC1c1ccccc1)C
• Canonical SMILES: CN1C(=O)CC(C1=O)c1ccccc1
• InChI: InChI=1S/C11H11NO2/c1-12-10(13)7-9(11(12)14)8-5-3-2-4-6-8/h2-6,9H,7H2,1H3
• InChIKey: WLWFNJKHKGIJNW-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 1-methyl-3-phenylpyrrolidine-2,5-dione
• IUPAC传统名: N-methyl-2-phenyl succinimide; phensuximide
• 商标名: (+/-)-N-Methyl-2-phenylsuccinimide; 1-Methyl-3-Phenylsuccinimide; Epimid; Fenosuccimide; Fensuccimide [DCIT]; Fensuximida [INN-Spanish]; Lifene; Methylphenylsuccinimide; Milontin; Milontin (TN); Milonton; Mirontin; Mirotin; 7 Phenosuccimide; N-Methyl-2-phenylsuccinimide; N-Methyl-alpha-phenolsuccinimide; N-Methyl-alpha-phenylsuccinimide; Phensuximid; Phensuximide (USP); Phensuximide [BAN:INN]; Phensuximidum [INN-Latin]; Phenylsuximide; Succinimide, N-methyl-2-phenyl-; Succitimal
• 别名: Phensuximide

登记号

• CAS号: 86-34-0
• PubChem SID: 46505695; 160964174
• PubChem CID: 6839
• ATC码: N03AD02
• CHEMBL: 797
• Chemspider ID: 6578
• DrugBank ID: DB00832
• KEGG ID: D00508
• 美国药典/FDA物质标识码: 6WVL9C355G
• 维基百科标题: Phensuximide
• Medline Plus: a682237

理论计算性质

JChem

• Acid pKa: 19.403624
• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 0.90699476
• LogD (pH = 7.4): 0.90699476
• Log P: 0.90699476
• 摩尔折射率: 51.8476 cm^3
• 极化性: 20.0874 Å^3
• 极化表面积: 37.38 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: 0.61
• LOG S: -1.93
• 溶解度: 2.21e+00 g/l

分子性质

理化性质

• 溶解度: 7020 mg/L
• 疏水性(logP): 0.7

药理学性质

• 蛋白结合率: 21%

详细说明

DrugBank - DB00832

• Drug Groups: approved
• Description: Phensuximide is an anticonvulsant in the succinimide class. It suppresses the paroxysmal three cycle per second spike and wave EEG pattern associated with lapses of consciousness in petit mal seizures. The frequency of attacks is reduced by depression of nerve transmission in the motor cortex.
• Indication: For the treatment of epilepsy.
• Pharmacology: Phensuximide suppresses the paroxysmal three cycle per second spike and wave EEG pattern associated with lapses of consciousness in absence (petit mal) seizures. The frequency of attacks is reduced by depression of nerve transmission in the motor cortex.
• Affected Organisms: Humans and other mammals
• Biotransformation: Hepatic.
• Absorption: Rapid and complete.
• Protein Binding: 21%
• References: Rankin GO, Cressey-Veneziano K, Wang RT, Brown PI: Urinary tract effects of phensuximide in the Sprague-Dawley and Fischer 344 rat. J Appl Toxicol. 1986 Oct;6(5):349-56. [Pubmed] ; CHEN G, WESTON JK, BRATTON AC Jr: Anticonvulsant activity and toxicity of phensuximide, methsuximide and ethosuximide. Epilepsia. 1963 Mar;4:66-76. [Pubmed] ; Ferrendelli JA, Kinscherf DA: Inhibitory effects of anticonvulsant drugs on cyclic nucleotide accumulation in brain. Ann Neurol. 1979 Jun;5(6):533-8. [Pubmed]
• External Links: Wikipedia

参考文献

• Rankin GO, Cressey-Veneziano K, Wang RT, Brown PI: Urinary tract effects of phensuximide in the Sprague-Dawley and Fischer 344 rat. J Appl Toxicol. 1986 Oct;6(5):349-56. Pubmed
• CHEN G, WESTON JK, BRATTON AC Jr: Anticonvulsant activity and toxicity of phensuximide, methsuximide and ethosuximide. Epilepsia. 1963 Mar;4:66-76. Pubmed
• Ferrendelli JA, Kinscherf DA: Inhibitory effects of anticonvulsant drugs on cyclic nucleotide accumulation in brain. Ann Neurol. 1979 Jun;5(6):533-8. Pubmed