4-amino-N-(5-methoxypyrimidin-2-yl)benzene-1-sulfonamide

• ChemBase编号: 72766
• 分子式: C11H12N4O3S
• 平均质量: 280.30298
• 单一同位素质量: 280.06301126
• SMILES: c1(ccc(cc1)S(=O)(=O)Nc1ncc(cn1)OC)N
• Canonical SMILES: COc1cnc(nc1)NS(=O)(=O)c1ccc(cc1)N
• InChI: InChI=1S/C11H12N4O3S/c1-18-9-6-13-11(14-7-9)15-19(16,17)10-4-2-8(12)3-5-10/h2-7H,12H2,1H3,(H,13,14,15)
• InChIKey: GPTONYMQFTZPKC-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 4-amino-N-(5-methoxypyrimidin-2-yl)benzene-1-sulfonamide
• IUPAC传统名: kiron; ultrax
• 别名: 5-甲氧基磺胺嘧啶; N1-(5-甲氧基嘧啶-2-基)磺胺; 磺胺对甲氧嘧啶; Sulfameter; Sulfamethoxydiazine; Sulfametin; Sulfametorin; Sulfameter(Bayrena); 5-Methoxysulfadiazine; SULFAMETER; N1-(5-Methoxypyrimidin-2-yl)sulfanilamide; 4-Amino-N-(5-methoxy-2-pyrimidinyl)benzenesulfonamide; 5-Methoxysulfadazine; Sulfametin, Sulfametorine; Sulfamethoxine; AHR-857; Bayrena; Durenat; Kinecid; Kiron; Koroci; Sulla; Ultrax

登记号

• CAS号: 651-06-9
• EC号: 211-480-8
• MDL号: MFCD00006067
• Beilstein号: 621130
• PubChem SID: 162037687; 24899422; 24870508
• PubChem CID: 5326

理论计算性质

• Acid pKa: 7.056921
• 质子受体: 6
• 质子供体: 2
• LogD (pH = 5.5): 0.2189516
• LogD (pH = 7.4): -0.17866325
• Log P: 0.22958954
• 摩尔折射率: 70.6641 cm^3
• 极化性: 27.140654 Å^3
• 极化表面积: 107.2 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO; Methanol
• 外观: Light Yellow Solid
• 熔点: 214-216°C

安全信息

• 保存条件: -20°C; 2-8°C, Desiccate; Refrigerator
• RTECS编号: WP0525000
• 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
• 保存温度: 2-8°C

产品相关信息

• 级别: VETRANAL™, analytical standard
• 成盐信息: Free Base
• Empirical Formula (Hill Notation): C11H12N4O3S

详细说明

MP Biomedicals - 02156708

(5-Methoxysulfadiazine)

Selleck Chemicals - S1618

Research Area: Infection
Biological Activity:
Sulfameter(Bayrena) is a long-acting sulfonamide antibacterial. It is used as a leprostatic agent in the treatment of urinary tract infections. [1]

Sigma Aldrich - S0383

Application
Sulfameter is a sulfonamide antibiotic used as a leprostatic agent and to treat urinary tract infections1. It has been investigated as a potential therapy for chloroquine-resistant malaria during pregnancy2.
Biochem/physiol Actions
Sulfameter is a sulfonamide antibiotic. Sulfonamides block the synthesis of dihydrofolic acid by inhibiting the enzyme dihydropteroate synthase. Sulfonamides are competitive inhibitors of bacterial para-aminobenzoic acid (PABA), which is required for bacterial synthesis of folic acid3. Sulfameter is a dihydrofolate reductase (DHFR) inhibitor. Sulfonamides are active against Gram positive bacteria and Gram negative bacteria. Mode of resistance is via the alteration of dihydropteroate synthase or alternative pathway for folic acid synthesis.

Sigma Aldrich - 46834

法律信息
VETRANAL 商标 Sigma-Aldrich Co. LLC

Toronto Research Chemicals - S699045

An antibacterial.

参考文献

• http://en.wikipedia.org/wiki/Sulfametoxydiazin
• Horstmann, et al.: Arzneim.-Forsch., 11, 682 (1961)
• Hecht, G., et al.: Arzneim.-Forsch., 11, 695 (1961)
• Bohne, et al.: Chemotherapy, 14, 195 (1969)