4-amino-N-sodio-N-(1,3-thiazol-2-yl)benzene-1-sulfonamide

• ChemBase编号: 102904
• 分子式: C9H8N3NaO2S2
• 平均质量: 277.29849
• 单一同位素质量: 276.99556279
• SMILES: Nc1ccc(cc1)S(=O)(=O)N([Na])c1nccs1
• Canonical SMILES: Nc1ccc(cc1)S(=O)(=O)N(c1nccs1)[Na]
• InChI: InChI=1S/C9H8N3O2S2.Na/c10-7-1-3-8(4-2-7)16(13,14)12-9-11-5-6-15-9;/h1-6H,10H2;/q-1;+1
• InChIKey: GWIJGCIVKLITQK-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 4-amino-N-sodio-N-(1,3-thiazol-2-yl)benzene-1-sulfonamide
• IUPAC传统名: 4-amino-N-sodio-N-(1,3-thiazol-2-yl)benzenesulfonamide
• 别名: 磺胺噻唑 钠盐; Sulfathiazole sodium salt; 4-Amino-N-(2-thiazolyl)benzenesulfonamide sodium salt; SODIUM SULFATHIAZOLE; Sulfathiazole sodium salt

登记号

• CAS号: 144-74-1
• EC号: 205-638-5
• MDL号: MFCD00072133
• Beilstein号: 3802297
• PubChem SID: 24899426; 162090344
• PubChem CID: 12285822

理论计算性质

• 质子受体: 4
• 质子供体: 1
• LogD (pH = 5.5): -0.08956091
• LogD (pH = 7.4): -0.08940203
• Log P: -0.0894
• 摩尔折射率: 61.4723 cm^3
• 极化性: 25.857618 Å^3
• 极化表面积: 76.29 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

安全信息

• 保存条件: Room Temperature (15-30°C)
• RTECS编号: WP2450000
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 2
• 危险公开号: 36/37/38
• 安全公开号: 26-36
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

产品相关信息

• 纯度: ≥99%; ≥99.0% (TLC)
• 杂质: ≤10% water
• Empirical Formula (Hill Notation): C9H8N3NaO2S2

详细说明

MP Biomedicals - 02105207

Crystalline

Sigma Aldrich - S0127

Application
Sulfathiazole is a short-acting sulfa drug. It was a common oral and topical antibiotic until less toxic alternatives were discovered. It is no longer used in humans1. Sulfathiazole is added to the diet of laboratory animals to inhibit folate formation by gut bacteria. This ensures that the animal’s only source of available folate is from their diet2.
Biochem/physiol Actions
Sulfathiazole is a sulfonamide antibiotic that blocks the synthesis of dihydrofolic acid by inhibiting the enzyme dihydropteroate synthase. Sulfathiazole is a competitive inhibitor of bacterial para-aminobenzoic acid (PABA), which is required for bacterial synthesis of folic acid1. It is active against Gram positive bacteria, Gram negative bacteria and Chlamydia. Mode of resistance is via the alteration of dihydropteroate synthase or alternative pathway for folic acid synthesis.