3-[(E)-2-phenyldiazen-1-yl]pyridine-2,6-diamine

• ChemBase编号: 1245
• 分子式: C11H11N5
• 平均质量: 213.23854
• 单一同位素质量: 213.10144538
• SMILES: n1c(N)c(/N=N/c2ccccc2)ccc1N
• Canonical SMILES: Nc1ccc(c(n1)N)/N=N/c1ccccc1
• InChI: InChI=1S/C11H11N5/c12-10-7-6-9(11(13)14-10)16-15-8-4-2-1-3-5-8/h1-7H,(H4,12,13,14)/b16-15+
• InChIKey: QPFYXYFORQJZEC-FOCLMDBBSA-N

名称和登记号

名称

• IUPAC标准名: 3-[(E)-2-phenyldiazen-1-yl]pyridine-2,6-diamine
• IUPAC传统名: phenazopyridine
• 商标名: Azo-Standard; Baridium; Phenazodine; Prodium; Pyridiate; Pyridium; Sedural; Uristat; Urodine; Urogesic; Suladyne; Viridium; Pyrazodine; Phenylazo
• 别名: 3-(2-Phenyldiazenyl)-2,6-pyridinediamine Hydrochloride; 3-(Phenylazo)-2,6-pyridinediamine; 2,6-Diamino-3-phenylazopyridine; Gastracid; Gastrotest; NSC 145895; PhenazopyridineSee P313750; Pyridacil; PAP; PDP; Phenazopyridine

登记号

• CAS号: 94-78-0
• PubChem SID: 160964705; 46507962
• PubChem CID: 4756

理论计算性质

JChem

• Acid pKa: 18.848724
• 质子受体: 5
• 质子供体: 2
• LogD (pH = 5.5): 1.4064969
• LogD (pH = 7.4): 2.5843492
• Log P: 2.6925302
• 摩尔折射率: 68.2479 cm^3
• 极化性: 22.945698 Å^3
• 极化表面积: 89.65 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: 2.31
• LOG S: -3.02
• 溶解度: 2.02e-01 g/l

详细说明

DrugBank - DB01438

• Drug Groups: approved
• Description: A local anesthetic that has been used in urinary tract disorders. Its use is limited by problems with toxicity (primarily blood disorders) and potential carcinogenicity. [PubChem]
• Indication: For the symptomatic relief of pain, burning, urgency, frequency, and other discomforts arising from irritation of the lower urinary tract mucosa caused by infection, trauma, surgery, endoscopic procedures, or the passage of sounds or catheters.
• Pharmacology: Phenazopyridine is a local anesthetic that has been used in urinary tract disorders. Its use is limited by problems with toxicity (primarily blood disorders) and potential carcinogenicity.
• Toxicity: Methemoglobinemia generally follows a massive, acute overdose.
• Affected Organisms: Humans and other mammals
• Biotransformation: Likely hepatic but also in other tissues. One of the metabolites is acetaminophen.
• Half Life: 7.35 hours
• Elimination: 40% hepatic
• External Links: Wikipedia; RxList; PDRhealth; Drugs.com

Toronto Research Chemicals - P313751

An azo dye used in treatment of urinary tract infections. Used as an analgesic (urinary tract).

参考文献

• Becker, B.A., et al.: Toxicol. Appl. Pharmacol., 1, 42 (1959)
• Blessel, K.W., et al.: Anal. Profiles Drug. Subs., 3, 465 (1959)
• Shang, E., et al.: Anal. Bioanal. Chem., 382, 216 (1959)