4-phenoxy-3-(pyrrolidin-1-yl)-5-sulfamoylbenzoic acid

• ChemBase编号: 2635
• 分子式: C17H18N2O5S
• 平均质量: 362.40022
• 单一同位素质量: 362.09364269
• SMILES: NS(=O)(=O)c1cc(cc(N2CCCC2)c1Oc1ccccc1)C(=O)O
• Canonical SMILES: OC(=O)c1cc(N2CCCC2)c(c(c1)S(=O)(=O)N)Oc1ccccc1
• InChI: InChI=1S/C17H18N2O5S/c18-25(22,23)15-11-12(17(20)21)10-14(19-8-4-5-9-19)16(15)24-13-6-2-1-3-7-13/h1-3,6-7,10-11H,4-5,8-9H2,(H,20,21)(H2,18,22,23)
• InChIKey: UJEWTUDSLQGTOA-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 4-phenoxy-3-(pyrrolidin-1-yl)-5-sulfamoylbenzoic acid
• IUPAC传统名: piretanide
• 商标名: Piretanide (JAN); Arelix (TN)
• 别名: Piretanide; 3-(Aminosulfonyl)-4-phenoxy-5-(1-pyrrolidinyl)benzoic Acid; Arelix; Arlix; Diumax; Eurelix; HOE 118; S 73-4118; Tauliz

登记号

• CAS号: 55837-27-9
• PubChem SID: 46507197; 160966084
• PubChem CID: 4849

理论计算性质

JChem

• Acid pKa: 4.6754136
• 质子受体: 5
• 质子供体: 2
• LogD (pH = 5.5): 1.3666213
• LogD (pH = 7.4): -0.4132289
• Log P: 2.250988
• 摩尔折射率: 93.6825 cm^3
• 极化性: 36.094254 Å^3
• 极化表面积: 109.93 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 2.2
• LOG S: -3.6
• 溶解度: 9.14e-02 g/l

分子性质

理化性质

• 溶解度: DMSO; Methanol
• 外观: Pale Yellow Solid
• 熔点: 219-221°C (dec.)

安全信息

• 保存条件: -20°C Freezer

详细说明

DrugBank - DB02925

Drug information: experimental

Toronto Research Chemicals - P508700

High-ceiling loop diuretic; structurally related to Bumetanide (B689550). Diuretic.

参考文献

• Merkel, W., et al.: Eur. J. Med. Chem., 11, 399 (1976)
• Pozet, N., et al.: Br. J. Clin. Pharmacol., 9, 577 (1976)
• Clissold, S.P., et al.: Drugs, 29, 489 (1976)