4-amino-2-hydroxybenzoic acid

• ChemBase编号: 118
• 分子式: C7H7NO3
• 平均质量: 153.13538
• 单一同位素质量: 153.04259309
• SMILES: Oc1c(ccc(N)c1)C(=O)O
• Canonical SMILES: Nc1ccc(c(c1)O)C(=O)O
• InChI: InChI=1S/C7H7NO3/c8-4-1-2-5(7(10)11)6(9)3-4/h1-3,9H,8H2,(H,10,11)
• InChIKey: WUBBRNOQWQTFEX-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 4-amino-2-hydroxybenzoic acid
• IUPAC传统名: aminosalicylic acid
• 商标名: Aminopar; Aminox; Apacil; Deapasil; Entepas; Ferrosan; Gabbropas; Hellipidyl; Kyselina P-Aminosalicylova; Neopasalate; Osacyl; PAS-C; Pamacyl; Pamisyl; Para-Pas; Paramycin; Parasal; Parasalicil; Parasalindon; Pasa; Pasalon; Pasara; Pascorbic; Pasdium; Pasem; Paser; Pasmed; Pasnodia; Pasolac; Propasa; Rezipas; Sanipirol-4; Sanipriol-4
• 别名: 4-氨基-2-羟基苯甲酸; 4-氨基水杨酸; 4-Amino-2-hydroxy-benzoic Acid; 3-Hydroxy-4-carboxyaniline; 4-Carboxy-3-hydroxyaniline; Apacil; Deapasil; Entepas; Gabbropas; Monopass; NSC 2083; NSC 211698; Paramycin; Parasal; Parasalicil; Parasalindon; Pasa; Pasalon; Pasara; Pasem; Paser; Pasmed; Pasnodia; Pasolac; Propasa; Rezipas; Sanipirol-4; 4-Aminosalicylic acid; 4-Aminosalicylic acid; Aminosalicylate Sodium; P-Aminosalicylic Acid; Para-Amino Salicylic Acid; PAS; Para-aminosalicylic acid; 4-aminosalicylic acid; 4-ASA; Amino-PAS; APAS; PASK; Aminosalicylic Acid; 4-Amino-2-hydroxybenzoic acid; 4-Amino-2-hydroxybenzoic acid; p-AMINOSALICYLIC ACID

登记号

• CAS号: 65-49-6
• EC号: 200-613-5
• MDL号: MFCD00007789
• Beilstein号: 473071
• 默克索引号: 14477
• PubChem SID: 160963581; 24891299; 46505572
• PubChem CID: 4649
• CHEBI ID: 27565
• ATC码: J04AA01
• CHEMBL: 1169
• Chemspider ID: 4488
• DrugBank ID: DB00233
• KEGG ID: D00162
• 美国药典/FDA物质标识码: 5B2658E0N2
• 维基百科标题: 4-Aminosalicylic_acid

理论计算性质

JChem

• Acid pKa: 3.6753502
• 质子受体: 4
• 质子供体: 3
• LogD (pH = 5.5): -0.8583485
• LogD (pH = 7.4): -2.2309935
• Log P: 0.8250751
• 摩尔折射率: 39.9955 cm^3
• 极化性: 14.463896 Å^3
• 极化表面积: 83.55 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 0.62
• LOG S: -1.11
• 溶解度: 1.18e+01 g/l

分子性质

理化性质

• 溶解度: 1690 mg/L; DMSO; Methanol
• 外观: Beige Solid
• 熔点: 135-138°C; 135-145 °C(lit.); 150°C; 150°C (dec.); 150.5°C (302.9°F); ca 135-145°C dec.
• 疏水性(logP): 1.6

安全信息

• 保存条件: Refrigerator; Room Temperature (15-30°C), Protect from light
• 保存注意事项: IRRITANT; Irritant/Store under Argon/Light Sensitive
• RTECS编号: VO1225000
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi); 有害性(Harmful) (Xn)
• 德国WGK号: 2
• 危险公开号: 22-36; 36/37/38; R:36
• 安全公开号: 26; 26-37; S:26; S:36
• TSCA收录: false; 是
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335; H319
• GHS警示性声明: P261-P305+P351+P338-P302+P352-P321-P405-P501A; P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

药理学性质

• 给药途径: Oral
• 排泄: Renal
• 代谢: Hepatic
• 蛋白结合率: 50–60%
• 法定药品分级: POM (UK)
• 妊娠期药物分类: C
• 相关基因信息: human ... PTPN1(5770)

产品相关信息

• 纯度: 95+%; 98%; 98+%; 99%
• 线性分子式: H2NC6H3-2-(OH)CO2H

详细说明

MP Biomedicals - 02102573

Free Acid
Crystalline
Purity: 99%

MP Biomedicals - 05213154

MP Biomedicals Rare Chemical collection

DrugBank - DB00233

• Drug Groups: approved
• Description: An antitubercular agent often administered in association with isoniazid. The sodium salt of the drug is better tolerated than the free acid. [PubChem]
• Indication: For the treatment of tuberculosis
• Pharmacology: Aminosalicylic acid is an anti-mycobacterial agent used with other anti-tuberculosis drugs (most often isoniazid) for the treatment of all forms of active tuberculosis due to susceptible strains of tubercle bacilli. The two major considerations in the clinical pharmacology of aminosalicylic acid are the prompt production of a toxic inactive metabolite under acid conditions and the short serum half life of one hour for the free drug. Aminosalicylic acid is bacteriostatic against Mycobacterium tuberculosis (prevents the multiplying of bacteria without destroying them). It also inhibits the onset of bacterial resistance to streptomycin and isoniazid.
• Toxicity: LD₅₀=4 gm/kg (orally in mice); LD₅₀=3650 mg/kg (orally in rabbits)
• Affected Organisms: Mycobacteria
• Biotransformation: Hepatic.
• Protein Binding: 50-60%
• External Links: Wikipedia; RxList; Drugs.com

Sigma Aldrich - A79604

包装
5, 100, 500 g in glass bottle
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. A79604.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Toronto Research Chemicals - A629220

An antibiotic used to treat tuberculosis.

参考文献

• Horita, Y., et al.: Bioorg. Med. Chem. Lett., 19, 6313 (2009)
• Martins, M., et al.: J. Biol. Chem., 284, 18726 (2009)
• Fourches, D., et al.: Chem. Res. Toxicol., 23, 171 (2009)