4-(1,1-dioxo-1$l^{6},2-thiazinan-2-yl)benzene-1-sulfonamide

• ChemBase编号: 5952
• 分子式: C10H14N2O4S2
• 平均质量: 290.35916
• 单一同位素质量: 290.03949894
• SMILES: O=S1(=O)CCCCN1c1ccc(cc1)S(=O)(=O)N
• Canonical SMILES: O=S1(=O)CCCCN1c1ccc(cc1)S(=O)(=O)N
• InChI: InChI=1S/C10H14N2O4S2/c11-18(15,16)10-5-3-9(4-6-10)12-7-1-2-8-17(12,13)14/h3-6H,1-2,7-8H2,(H2,11,15,16)
• InChIKey: HMHVCUVYZFYAJI-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 4-(1,1-dioxo-1$l^{6},2-thiazinan-2-yl)benzene-1-sulfonamide; 4-(1,1-dioxo-1λ^6,2-thiazinan-2-yl)benzene-1-sulfonamide
• IUPAC传统名: sulthiame
• 别名: SULTHIAME; Sultiame; 4-(Tetrahydro-1,1-dioxido-2H-1,2-thiazin-2-yl)benzenesulfonamide; 4-(Tetrahydro-2H-1,2-thiazin-2-yl)benzenesulfonamide S,S-Dioxide; 2-(p-Sulfamoylphenyl)-tetrahydro-2H-1,2-thiazine 1,1-Dioxide; A 168; Bayer A 168; Conadil; Contravul; Elisal; Ospolot; Riker 594; Sulphenyltame; Sulphenytame; Sulphthiame; Sulthiam; Sulthiamine; Sultiam; Sultiame; Trolone; p-(Tetrahydro-2H-1,2-thiazin-2-yl)benzenesulfonamide Dioxide

登记号

• CAS号: 61-56-3
• PubChem SID: 160969377; 99444800
• PubChem CID: 5356
• ATC码: N03AX03
• CHEMBL: 328560
• Chemspider ID: 5163
• DrugBank ID: DB08329
• KEGG ID: D01787
• 美国药典/FDA物质标识码: I00Q766CZ2
• 维基百科标题: Sultiame

理论计算性质

JChem

• Acid pKa: 10.5486555
• 质子受体: 4
• 质子供体: 1
• LogD (pH = 5.5): -0.26592493
• LogD (pH = 7.4): -0.2661946
• Log P: -0.26592147
• 摩尔折射率: 67.4606 cm^3
• 极化性: 27.654217 Å^3
• 极化表面积: 97.54 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: 0.37
• LOG S: -2.17
• 溶解度: 1.96e+00 g/l

分子性质

药理学性质

• 给药途径: Oral
• 生物利用度: 100% (oral)
• 排泄: Fecal (10%) and renal (90%)
• 半衰期: 24 hours
• 代谢: Hepatic secretion
• 蛋白结合率: 29%
• 法定药品分级: POM (UK); Rx-only (US)
• 妊娠期药物分类: D (Australia); D (US)

详细说明

DrugBank - DB08329

Drug information: experimental

Toronto Research Chemicals - S789500

Sulthiame is a benzenesulfonamide derivative. Sulthiame acts as an inhibitor of the enzyme carbonic anhydrase. Sulthiame is used as an anticonvulsant in the treatment of benign and symptomatic focal epilepsy.

参考文献

• Green, J. et al.: Antiepilep. Drugs, 744 (1972)
• Inui, M.: Seish. Shin. Zas., 71, 114 (1972)
• Leniger, T. et al.: Epilepsia, 43, 469 (1972)