1-(4-aminobenzenesulfonyl)guanidine

• ChemBase编号: 23546
• 分子式: C7H10N4O2S
• 平均质量: 214.2449
• 单一同位素质量: 214.05244658
• SMILES: S(=O)(=O)(NC(=N)N)c1ccc(N)cc1
• Canonical SMILES: NC(=N)NS(=O)(=O)c1ccc(cc1)N
• InChI: InChI=1S/C7H10N4O2S/c8-5-1-3-6(4-2-5)14(12,13)11-7(9)10/h1-4H,8H2,(H4,9,10,11)
• InChIKey: BRBKOPJOKNSWSG-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 1-(4-aminobenzenesulfonyl)guanidine
• IUPAC传统名: 1-(4-aminobenzenesulfonyl)guanidine; aterian
• 别名: 4-氨基-N-(氨基亚氨基甲基)苯磺酰胺; 4-氨基-N-脒基苯磺酰胺; 磺胺脒; Sulfaguanidine; 4-Amino-N-(aminoiminomethyl)benzenesulfonamide; 4-Amino-N-guanylbenzenesulfonamide; SULFAGUANIDINE; {[Amino(imino)methyl]amino}(4-aminophenyl)dioxo-lambda~6~-sulfane; Sulfaguanidine solution

登记号

• CAS号: 57-67-0
• EC号: 200-345-9
• MDL号: MFCD00038136
• Beilstein号: 5659891; 2695326
• PubChem SID: 24899810; 160986853
• PubChem CID: 5324

理论计算性质

• Acid pKa: 10.53171
• 质子受体: 5
• 质子供体: 4
• LogD (pH = 5.5): -0.94775057
• LogD (pH = 7.4): -0.5340124
• Log P: -0.5247584
• 摩尔折射率: 63.753 cm^3
• 极化性: 20.519138 Å^3
• 极化表面积: 122.06 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: 185-189 °C; 190-193°C

安全信息

• 保存条件: Room Temperature (15-30°C)
• 保存注意事项: IRRITANT
• RTECS编号: WO8575000
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 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-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

药理学性质

• 作用靶点: Others
• 相关基因信息: human ... F2(2147), PRSS1(5644)

产品相关信息

• 纯度: ≥98.0% (TLC)
• 浓度: 1 mg/mL in H2O
• 级别: purum; VETRANAL™, analytical standard
• 成盐信息: Free Base
• 杂质: ≤10% water
• Empirical Formula (Hill Notation): C7H10N4O2S

详细说明

MP Biomedicals - 05209379

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02102984

Crystalline

Sigma Aldrich - S8751

Application
Sulfaguanidine is used to block the synthesis of folic acid. It is used to study its effect on microsporidial growth and host cell viability2.
Biochem/physiol Actions
Sulfaguanidine 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 acid1. Sulfaguanidine 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 - 00186

Application
The addition of sulfaguanidine to the diet lowered cholesterol in the rat model1. It′s effectiveness has been studied against Encephalitozoon cuniculi2 and it has been used to study In vitro displacement of bilirubin in newborns3 .
Biochem/physiol Actions
Sulfaguanidine is a sulfonamide antibiotice. Sulfonamides have a similar structure to para-aminobenzoic acid (PABA) and interfere with DNA synthesis by blocking the coversion of PABA to the co-enzyme dihydrofolic acid, a reduced form of folic acid. Their actions are primarily bacteriostatic, but can be bactericidal when concentrations of thymine are low in the surrounding medium.

Sigma Aldrich - 32402

法律信息
VETRANAL 商标 Sigma-Aldrich Co. LLC