4-amino-N-(6-methoxypyrimidin-4-yl)benzene-1-sulfonamide

• ChemBase编号: 53487
• 分子式: C11H12N4O3S
• 平均质量: 280.30298
• 单一同位素质量: 280.06301126
• SMILES: S(=O)(=O)(Nc1ncnc(c1)OC)c1ccc(N)cc1
• Canonical SMILES: COc1ncnc(c1)NS(=O)(=O)c1ccc(cc1)N
• InChI: InChI=1S/C11H12N4O3S/c1-18-11-6-10(13-7-14-11)15-19(16,17)9-4-2-8(12)3-5-9/h2-7H,12H2,1H3,(H,13,14,15)
• InChIKey: WMPXPUYPYQKQCX-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 4-amino-N-(6-methoxypyrimidin-4-yl)benzene-1-sulfonamide
• IUPAC传统名: 4-amino-N-(6-methoxypyrimidin-4-yl)benzene-1-sulfonamide; sulfamonomethoxine
• 别名: 4-Amino-N-(6-methoxy-4-pyrimidinyl)-benzenesulfonamide; 4-Amino-N-[6-methoxy-4-pyrimidinyl]benzenesulfonamide; SULFAMONOMETHOXINE; 4-Methoxy-6-sulfanilamidopyrimidine; 4-Amino-N-(6-methoxy-4-pyrimidinyl)benzenesulfonamide; N1-(6-Methoxy-4-pyrimidinyl)sulfanilamide; SMM; Sulfamonomethoxine; 4-Amino-N-(6-methoxy-pyrimidin-4-yl)benzenesulfonamide; 4-Sulfanilamido-6-methoxypyrimidine; 6-Methoxy-4-sulfanilamidopyrimidine; DJ 1550; DS 36; Daimeton; ICI 32525; Ro 4-3476; Sulfamonomethoxin

登记号

• CAS号: 1220-83-3
• MDL号: MFCD00063466
• Beilstein号: 621128
• PubChem SID: 24899439; 162058250
• PubChem CID: 5332

理论计算性质

• Acid pKa: 7.148648
• 质子受体: 6
• 质子供体: 2
• LogD (pH = 5.5): 0.73055434
• LogD (pH = 7.4): 0.37544724
• Log P: 0.73971856
• 摩尔折射率: 71.3451 cm^3
• 极化性: 27.135805 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; Ethanol; Methanol
• 外观: White To Off-White Solid
• 熔点: 203-206°C

安全信息

• 保存条件: Refrigerator; Room Temperature (15-30°C)
• 保存注意事项: IRRITANT
• RTECS编号: WP0550000
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 2
• 危险公开号: 36/37/38-43
• 安全公开号: 26-36
• TSCA收录: false
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H317-H319-H335
• GHS警示性声明: P261-P280-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

药理学性质

• 生物活性机理: Dihydrofolate reductase inhibitor; Dihydrofolate synthesis inhibitor;; Folate antagonist

产品相关信息

• 应用领域: Antibacterial agent (depot sulfonamide); Antiseptic
• Empirical Formula (Hill Notation): C11H12N4O3S

详细说明

Sigma Aldrich - S0508

Application
Sulfamonomethoxine is a long acting sulfonamide antibacterial agent. It is used to study degradation by Fe3O4 magnetic nanoparticles1. It is used in blood kinetic studies and is used to study capsule formation of Bordetella bronchiseptica2,3.
Biochem/physiol Actions
Sulfamonomethoxine is a competitive inhibitor of dihydropteroate synthetase used to block the synthesis of folic acid.

Toronto Research Chemicals - S699145

Protein binding. Inhibitor of enzyme. Sulfamonomethoxine and Trimethoprim are used for treating porcine unknown hyperpyrexia.

参考文献

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