4-amino-N-(6-chloropyridazin-3-yl)benzene-1-sulfonamide

• ChemBase编号: 57089
• 分子式: C10H9ClN4O2S
• 平均质量: 284.72206
• 单一同位素质量: 284.01347423
• SMILES: c1(S(=O)(=O)Nc2ccc(nn2)Cl)ccc(cc1)N
• Canonical SMILES: Nc1ccc(cc1)S(=O)(=O)Nc1ccc(nn1)Cl
• InChI: InChI=1S/C10H9ClN4O2S/c11-9-5-6-10(14-13-9)15-18(16,17)8-3-1-7(12)2-4-8/h1-6H,12H2,(H,14,15)
• InChIKey: XOXHILFPRYWFOD-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 4-amino-N-(6-chloropyridazin-3-yl)benzene-1-sulfonamide
• IUPAC传统名: sulfachloropyridazine; 4-amino-N-(6-chloropyridazin-3-yl)benzene-1-sulfonamide
• 别名: 4-氨基-N-(6-氯-3-哒嗪基)苯磺酰胺; 磺胺氯哒嗪; 4-Amino-N-(6-chloropyridazin-3-yl)-benzenesulfonamide; 4-Amino-N-[6-chloro-3-pyridazinyl]-benzenesulfonamide; SULFACHLOROPYRIDAZINE; Sulfachloropyridazine; 4-Amino-N-(6-chloro-3-pyridazinyl)benzenesulfonamide; 4-Amino-N-(6-chloro-3-pyridazinyl)-benzenesulfonamide Sodium; 3-Chloro-6-sulfanilamidopyridazine Sodium; N1-(6-Chloro-3-pyridazinyl)sulfanilamide Monosodium Salt; Prinzone; Sodium Sulfachloropyridazine; Sodium Sulfachlorpyridazine; Sulfachloropyridazine Sodium; Sulfachlorpyridazine Sodium Salt; Vetisulid; Sulfachlorpyridazine Sodium; Vetisulide; Nefrosul; Sonilyn; Sulfachlorpyridazine

登记号

• CAS号: 80-32-0
• EC号: 201-269-9
• MDL号: MFCD00057371
• Beilstein号: 261558
• PubChem SID: 24899860; 162061852; 24870436
• PubChem CID: 6634

理论计算性质

• Acid pKa: 6.59534
• 质子受体: 5
• 质子供体: 2
• LogD (pH = 5.5): 0.82350135
• LogD (pH = 7.4): 0.22266842
• Log P: 0.85322213
• 摩尔折射率: 71.4766 cm^3
• 极化性: 26.594187 Å^3
• 极化表面积: 97.97 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)
• 保存注意事项: IRRITANT
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 43
• 安全公开号: 36/37
• TSCA收录: false
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H317
• GHS警示性声明: P280
• 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: Folic acid biosynthesis antagonist

产品相关信息

• 纯度: 98%
• 级别: VETRANAL™, analytical standard
• 适用性: suitable for 1694 per US EPA
• 应用领域: Antiseptic; Veterinary antibacterial agent
• Empirical Formula (Hill Notation): C10H9ClN4O2S

详细说明

MP Biomedicals - 02156705

Purity: 98%

Sigma Aldrich - S9882

Application
Sulfachloropyridazine is a sulfonamide antibiotic that is used to study kinetics, reaction pathways and toxicity evolution1. Sulfachloropyridazine has been used to treat acute urinary tract infections in pediatric patients2.
Biochem/physiol Actions
Sulfachloropyridazine is a sulfonamide antibiotic that blocks the synthesis of dihydrofolic acid by inhibiting the enzyme dihydropteroate synthase. Sulfachloropyridazine is a competitive inhibitor of bacterial para-aminobenzoic acid (PABA), which is required for bacterial synthesis of folic acid3. 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. Sulfachloropyridazine is rapidly absorbed and rapidly excreted in the urine4.

Sigma Aldrich - 46778

法律信息
VETRANAL 商标 Sigma-Aldrich Co. LLC

Toronto Research Chemicals - S689060

Sulfachlorpyridazine is an antibacterial compound.

参考文献

• Wammer, K.: Environ. Toxicol. Chem. 25, 1480 (2006).
• U.S. Pat., 1957, Cyanamid, 2 790 798; CA, 51, 15610i, (synth, pharmacol)
• Horie, T. et al., Chem. Pharm. Bull., 1962, 10, 580, (synth)
• Krueger-Theimer, E. et al., Arzneim.-Forsch., 1965, 15, 1309, (pharmacol)
• Turczan, J. et al., J. Pharm. Sci., 1972, 61, 434, (nmr)
• Martindale, The Extra Pharmacopoeia, 28th/29th edn., Pharmaceutical Press, 1982, 4929
• Negwer, M., Organic-Chemical Drugs and their Synonyms, 6th edn., Akademie-Verlag, 1987, 1430
• Lewis, R.J., Food Additives Handbook, Van Nostrand Reinhold International, New York, 1989, SNH900