[(4-{4-[(sulfinomethyl)amino]benzenesulfonyl}phenyl)amino]methanesulfinic acid

• ChemBase编号: 1016
• 分子式: C14H16N2O6S3
• 平均质量: 404.48164
• 单一同位素质量: 404.01704924
• SMILES: S(=O)(=O)(c1ccc(NCS(=O)O)cc1)c1ccc(NCS(=O)O)cc1
• Canonical SMILES: OS(=O)CNc1ccc(cc1)S(=O)(=O)c1ccc(cc1)NCS(=O)O
• InChI: InChI=1S/C14H16N2O6S3/c17-23(18)9-15-11-1-5-13(6-2-11)25(21,22)14-7-3-12(4-8-14)16-10-24(19)20/h1-8,15-16H,9-10H2,(H,17,18)(H,19,20)
• InChIKey: NEDPPCHNEOMTJV-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: [(4-{4-[(sulfinomethyl)amino]benzenesulfonyl}phenyl)amino]methanesulfinic acid
• IUPAC传统名: [(4-{4-[(sulfinomethyl)amino]benzenesulfonyl}phenyl)amino]methanesulfinic acid
• 商标名: Aldapsone; DDF; Diamidin; Diason; Diasone; Diasone Sodium; Diasone Sodium Enterab; Diazon; Novotrone
• 别名: Sulfoxone Sodium; Sodium Sulfoxone; Sodium Aldesulphone; Aldesulfone Sodium; Adesulfone Sodium; Sulfoxone

登记号

• CAS号: 144-75-2
• PubChem SID: 160964479; 46507392
• PubChem CID: 5351

理论计算性质

JChem

• LogD (pH = 7.4): -3.257101
• Log P: -1.0329583
• 摩尔折射率: 96.9524 cm^3
• 极化性: 38.591267 Å^3
• 极化表面积: 132.8 Å^2
• 可自由旋转的化学键: 8
• 里宾斯基五规则: true
• Acid pKa: -1.4567201
• 质子受体: 8
• 质子供体: 4
• LogD (pH = 5.5): -3.2571752

ALOGPS 2.1

• Log P: 1.38
• LOG S: -2.19
• 溶解度: 2.63e+00 g/l

分子性质

理化性质

• 疏水性(logP): -2.8

详细说明

DrugBank - DB01145

• Drug Groups: approved
• Description: Sulfoxone is a water-soluble sulfone used as an antileprosy drug. It has been used with limited success in the treatment of dermatitis herpetiformis.
• Indication: For the treatment of leprosy and dermatitis herpetiformis
• Pharmacology: Sulfoxone is a sulfonamide antibiotic. The sulfonamides are synthetic bacteriostatic antibiotics with a wide spectrum against most gram-positive and many gram-negative organisms. However, many strains of an individual species may be resistant. Sulfonamides inhibit multiplication of bacteria by acting as competitive inhibitors of p-aminobenzoic acid in the folic acid metabolism cycle. Bacterial sensitivity is the same for the various sulfonamides, and resistance to one sulfonamide indicates resistance to all. Most sulfonamides are readily absorbed orally. However, parenteral administration is difficult, since the soluble sulfonamide salts are highly alkaline and irritating to the tissues. The sulfonamides are widely distributed throughout all tissues. High levels are achieved in pleural, peritoneal, synovial, and ocular fluids. Although these drugs are no longer used to treat meningitis, CSF levels are high in meningeal infections. Their antibacterial action is inhibited by pus.
• Toxicity: Oral, rat LD₅₀: 7000 mg/kg
• Affected Organisms: Enteric bacteria and other eubacteria
• Biotransformation: Hepatic.
• Absorption: Rapidly absorbed.
• Half Life: 3-8 hours
• Protein Binding: 69%