2-chloro-5-(1-hydroxy-3-oxo-2,3-dihydro-1H-isoindol-1-yl)benzene-1-sulfonamide

• ChemBase编号: 195
• 分子式: C14H11ClN2O4S
• 平均质量: 338.76614
• 单一同位素质量: 338.01280552
• SMILES: Clc1c(S(=O)(=O)N)cc(C2(O)NC(=O)c3c2cccc3)cc1
• Canonical SMILES: O=C1NC(c2c1cccc2)(O)c1ccc(c(c1)S(=O)(=O)N)Cl
• InChI: InChI=1S/C14H11ClN2O4S/c15-11-6-5-8(7-12(11)22(16,20)21)14(19)10-4-2-1-3-9(10)13(18)17-14/h1-7,19H,(H,17,18)(H2,16,20,21)
• InChIKey: JIVPVXMEBJLZRO-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-chloro-5-(1-hydroxy-3-oxo-2,3-dihydro-1H-isoindol-1-yl)benzene-1-sulfonamide
• IUPAC传统名: chlorthalidone
• 商标名: Higroton; Hydro-Long; Hygroton; Igroton; Isoren; Natriuran; Oradil; Phthalamodine; Phthalamudine; Renon; Saluretin; Tenoretic; Thalitone; Zambesil
• 别名: 2-Chloro-5-(2,3-dihydro-1-hydroxy-3-oxo-1H-isoindol-1-yl)-benzenesulfonamide; 3-Hydroxy-3-[4-chloro-3-sulfamylphenyl]phthalimidine; Chlorthalidone; Hygroton; Igroton; Phthalamudine; Zambesil; NSC 69200; Chlorothalidone; Chlorphthalidolone; Chlorphthalidone; Chlortalidone; Chlorthalidon; Clodronic Acid; Chlorthalidone; 2-Chloro-5-(1-hydroxy-3-oxoisoindolin-1-yl)benzenesulfonamide

登记号

• CAS号: 77-36-1
• MDL号: MFCD00036257
• PubChem SID: 160963658; 46505541
• PubChem CID: 2732

理论计算性质

JChem

• Acid pKa: 8.579576
• 质子受体: 4
• 质子供体: 3
• LogD (pH = 5.5): 1.6031008
• LogD (pH = 7.4): 1.5784703
• Log P: 1.6034211
• 摩尔折射率: 81.3005 cm^3
• 极化性: 31.75829 Å^3
• 极化表面积: 109.49 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: 1.27
• LOG S: -3.81
• 溶解度: 5.28e-02 g/l

分子性质

理化性质

• 溶解度: 120 mg/L; DMSO; Methanol
• 外观: White Solid
• 熔点: >215°C (dec.)
• 疏水性(logP): 1.3

安全信息

• 保存条件: -20°C Freezer

产品相关信息

• 纯度: 95+%

详细说明

DrugBank - DB00310

• Drug Groups: approved
• Description: A benzenesulfonamide-phthalimidine that tautomerizes to a benzophenones form. It is considered a thiazide-like diuretic. [PubChem]
• Indication: For management of hypertension either as the sole therapeutic agent or to enhance the effect of other antihypertensive drugs in the more severe forms of hypertension.
• Pharmacology: Chlorthalidone, a monosulfonamyl diuretic, differs form other thiazide diuretics in that a double ring system is incorporated into its structure. Chlorthalidone is used alone or with atenolol in the management of hypertension and edema.
• Toxicity: Symptoms of overdose include nausea, weakness, dizziness and disturbances of electrolyte balance.
• Affected Organisms: Humans and other mammals
• Biotransformation: Liver
• Absorption: Absorbed relatively rapidly after oral administration.
• Half Life: 40 hours
• Protein Binding: High (75% [58% to albumin])
• Elimination: The major portion of the drug is excreted unchanged by the kidneys.
• External Links: Wikipedia; RxList; Drugs.com

Toronto Research Chemicals - C427500

Chlorthalidone is used as a diuretic; antihypertensive.

参考文献

• Beisenherz, et al.: Arch. Int. Pharmacodyn. Ther., 161, 76 (1966)
• Zsoter, et al.: J. Pharmacol. Exp. Ther., 180, 723 (1966)
• Singer, J.M., et al.: Anal. Profiles Drug Subs., 14, 1 (1966)