4-amino-N-(pyridin-2-yl)benzene-1-sulfonamide

• ChemBase编号: 768
• 分子式: C11H11N3O2S
• 平均质量: 249.28894
• 单一同位素质量: 249.05719761
• SMILES: S(=O)(=O)(Nc1ncccc1)c1ccc(N)cc1
• Canonical SMILES: Nc1ccc(cc1)S(=O)(=O)Nc1ccccn1
• InChI: InChI=1S/C11H11N3O2S/c12-9-4-6-10(7-5-9)17(15,16)14-11-3-1-2-8-13-11/h1-8H,12H2,(H,13,14)
• InChIKey: GECHUMIMRBOMGK-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 4-amino-N-(pyridin-2-yl)benzene-1-sulfonamide
• IUPAC传统名: ronin; sulfapyridine
• 商标名: Adiplon; Coccoclase; Dagenan; Eubasin; Eubasinum; Haptocil; M and B 693; Piridazol; Plurazol; Pyriamid; Pyridazol; Relbapiridina; Ronin; Septipulmon; Streptosilpyridine; Sulfidin; Sulfidine; Thioseptal; Trianon
• 别名: 4-氨基-N-[2-吡啶基]苯磺酰胺; N1-(吡啶-2-基)磺胺; 磺胺吡啶; 4-Amino-N-2-pyridinyl-benzenesulfonamide; N^1-(Pyridin-2-yl)sulfanilamide; 4-Amino-N-pyridin-2-ylbenzenesulfonamide; 4-Amino-N-[2-pyridyl]benzene sulfonamide; N1-(Pyridin-2-yl)sulfanilamide; Sulfapyridine; Sulfapyridine (Dagenan); 4-(2-Pyridinylsulfonyl)aniline; 4-[(2-Pyridylamino)sulfonyl]aniline; N(sup 1)-2-Pyridylsulfanilamide; N(sup1)-Pyridylsulfanilamide; N-2-Pyridylsulfanilamide; N1-2-Pyridylsulfanilamide; Sulphapyridine; Sulfapyridine; 2-Sulfanilamidopyridin; 2-Sulfanilamidopyridine; 2-Sulfanilylaminopyridine; 2-Sulfapyridine; 4-Amino-N-2-pyridinylbenzenesulfonamide; Adiplon; Coccoclase; Dagenan; Eubasin; Eubasinum; Haptocil; Sulfidine; Thioseptal; Trianon

登记号

• CAS号: 144-83-2; 144-83-2
• EC号: 205-642-7
• MDL号: MFCD00038036
• Beilstein号: 222065
• PubChem SID: 24899692; 160964231; 46506991; 24870540
• PubChem CID: 5336
• CHEBI ID: 132842
• ATC码: QJ01EQ04; J01EB04
• CHEMBL: 700
• Chemspider ID: 5145
• DrugBank ID: DB00891
• KEGG ID: D02434
• 美国药典/FDA物质标识码: Y5V2N1KE8U
• 维基百科标题: Sulfapyridine
• Medline Plus: a682204

理论计算性质

JChem

• Acid pKa: 6.2384915
• 质子受体: 4
• 质子供体: 2
• LogD (pH = 5.5): 0.94377524
• LogD (pH = 7.4): 0.24198662
• Log P: 1.0087702
• 摩尔折射率: 65.7472 cm^3
• 极化性: 25.447033 Å^3
• 极化表面积: 85.08 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 0.84
• LOG S: -3.03
• 溶解度: 2.35e-01 g/l

分子性质

理化性质

• 溶解度: 268 mg/L; Dimethyl Sulfoxide; Methanol
• 外观: White to Off-White Solid
• 熔点: 194-196°C
• 疏水性(logP): 0.9

安全信息

• 保存条件: 2-8°C, Protect from light; Refrigerator, Under Inert Atmosphere
• 保存注意事项: 2-80C; IRRITANT
• RTECS编号: DA9625000
• 德国WGK号: 2
• TSCA收录: false
• 保存温度: 2-8°C

药理学性质

• 作用靶点: Others

产品相关信息

• 纯度: ≥99.0%
• 级别: VETRANAL™, analytical standard
• 成盐信息: Free Base
• Pharmacopeia Traceability: traceable to USP 1635002
• Empirical Formula (Hill Notation): C11H11N3O2S

详细说明

MP Biomedicals - 02102991

Crystalline

DrugBank - DB00891

• Drug Groups: approved
• Description: Antibacterial, potentially toxic, used to treat certain skin diseases. [PubChem]
• Indication: For the treatment of dermatitis herpetiformis, benign mucous membrane pemphigoid and pyoderma gangrenosum
• Pharmacology: Sulfapyridine is a sulfonamide antibiotic. The sulfonamides are synthetic bacteriostatic antibiotics with a wide spectrum against most gram-positive and many gram-negative organisms. However, many strains of an individual species may be resistant. Sulfonamides inhibit multiplication of bacteria by acting as competitive inhibitors of p-aminobenzoic acid in the folic acid metabolism cycle. Bacterial sensitivity is the same for the various sulfonamides, and resistance to one sulfonamide indicates resistance to all. Most sulfonamides are readily absorbed orally. However, parenteral administration is difficult, since the soluble sulfonamide salts are highly alkaline and irritating to the tissues. The sulfonamides are widely distributed throughout all tissues. High levels are achieved in pleural, peritoneal, synovial, and ocular fluids. Although these drugs are no longer used to treat meningitis, CSF levels are high in meningeal infections. Their antibacterial action is inhibited by pus.
• Toxicity: LD₅₀ is 15800 mg/kg (orally in rats).
• Affected Organisms: Humans and other mammals
• Biotransformation: Hepatic.
• Absorption: Approximately 60-80%
• Half Life: 6-14 hours.
• Protein Binding: Approximately 50% bound to plasma proteins.
• External Links: Wikipedia

Sigma Aldrich - 31738

法律信息
VETRANAL 商标 Sigma-Aldrich Co. LLC

Toronto Research Chemicals - S699083

Used in treatment of dermatitis herpetiformis; antibacterial.

参考文献

• Wien, R., et al.: J. Pharmacol. Exp. Ther., 84, 211 (1945)
• Stone, O.J., et al.: Med. Hypotheses, 31, 99 (1945)
• Elder, M.J., et al.: Br. J. Ophthalmol., 80, 549 (1945)