4-chloro-n-(2-methyl-2,3-dihydroindol-1-yl)-3-sulfamoylbenzamide CAS NO.26807-65-8

Product Name: Indapamide

Synonyms: 4-chloro-n-(2-methyl-1-indolinyl)-3-sulfamoylbenzamide;bajaten;damide;fludex;indaflex;indamol;ipamix;lozol

CAS: 26807-65-8

MF: C16H16ClN3O3S

MW: 365.83

EINECS: 248-012-7

Product Categories: Drug bulk;Cardiovascular;Active Pharmaceutical Ingredients;Organics;API;Cnbio;Heterocycle-Indole series;LOZOL;Intermediates & Fine Chemicals;Pharmaceuticals;Amines;Heterocycles;Indole Derivatives;Sulfur & Selenium Compounds;Other APIs

Mol File: 26807-65-8.mol

Indapamide Structure

Indapamide Chemical Properties

Melting point 160-162°C

Boiling point 110.4°C (rough estimate)

alpha -0.8～+0.8°(D/20℃) (c=5, C2H5OH)

density 1.2895 (rough estimate)

refractive index 1.6100 (estimate)

storage temp. -20°C Freezer

solubility Practically insoluble in water, soluble in ethanol (96 per cent).

form neat

pka pKa (25°) 8.8 ± 0.2

Water Solubility Soluble in ethanol. Insoluble in water

Merck 14,4935

InChIKey NDDAHWYSQHTHNT-UHFFFAOYSA-N

CAS DataBase Reference 26807-65-8(CAS DataBase Reference)

Safety Information

WGK Germany 2

RTECS CV2451200

HS Code 2935904000

Toxicity LD50 in rats, mice, guinea pigs (mg/kg): 393-421, 410-564, 347-416 i.p.; 394-440, 577-635, 272-358 i.v.; >3000 all species orally (Kyncl)

MSDS Information

Provider Language

N-(4-Chloro-3-sulfamoylbenzamido)-2-methylindoline English

SigmaAldrich English

Indapamide Usage And Synthesis

Diuretic antihypertensive drug White needle crystal or crystalline powder, odorless, tasteless. It is almost insoluble in water or dilute hydrochloric acid, while it can be dissolved in ethanol or ethyl acetate, and it is soluble in acetone, acetic acid, slightly soluble in chloroform or ether. 

Indapamide is currently the most popular non-prescription diuretic antihypertensive drug with good efficacy, stable blood pressure, fewer side effects, etc. It was originally developed for the first time by the French Servier (Servier) pharmaceutical company. Indapamide film-coated tablets were first successfully developed by Tianjin Lisheng pharmaceutical company in 1988 in China. The trade name is "life than the mountains." In the mid-1990s, Zhejiang Apeloa pharmaceutical, Yantai Xiyuan pharmaceutical factory, Zhejiang East medicine, Dongguan million into pharmaceuticals, Shanxi Asia-medicine, medicine Fuxin Shibata, Puyang the yuan Pharmaceutical, Chongqing Friends of pharmaceutical drugs, 8 pharmaceutical formulations were approved for production. In the late 1990s, the French pharmaceutical company Servier took indapamide sustained-release tablets into China. The trade name is "Na Ionizers." Subsequently, indapamide raw material drug localization has been progress. Currently, seven companies have been allowed to produce raw material drug types. 

Indapamide have diuretic and calcium antagonist dual effect by inhibiting the proximal end of the distal convoluted tubule Na+ reabsorption, resulting in diuresis, while by blocking Ca2+ influx especially a higher selectivity for vascular smooth muscle to dilate the small blood vessels of the outer periphery, resulting in antihypertensive effect. But the effect to vascular smooth muscle is stronger than the diuretic effect. It can lower blood pressure with lower dose compared to diuretic effect. Higher dose will display diuretic effect. But there is no disadvantage compared to thiazide diuretics, that it does not cause orthostatic hypotension, flushing and reflex tachycardia, nor blood lipids, glucose metabolism and renal function. The therapeutic dosage for heart rate, cardiac output, electrocardiogram are no significant change, as well as for the central nervous system and autonomic. There is antihypertensive effect by oral for 2~3h, maintaining 24h. single medication has good effect. Diuretic effect appears at 3h, achieving maximum effect for 4~6h. It is different from other diuretics. This product is fat-soluble. After oral administration, there is highest concentration in the liver, renal plasma, and lower concentration in heart, lung, muscle, fat. This product excretes from the kidney mainly by metabolites and 5% of the prototype. Indapamide is for mild to moderate hypertension, and for sodium retention caused by congestive heart failure. It is also applied to hypertension with renal failure, diabetes mellitus, high blood lipids. Single medication has significant effect. It is combined with β-receptor blockers that has better effect. Because the drug has a diuretic effect, it can cause hypokalemia, which can add potassium.

The above information is edited by the chemicalbook of Kui Ming.

Uses For the treatment of mild to moderate essential hypertension.

Category toxic Substances

Toxicity grading Medium toxicity

Acute toxicity Oral-rat LD50:> 3000 mg/kg; Oral-mouse LD50:> 3000 mg/kg.

Flammability hazard characteristics Combustible; combustion produces toxic nitrogen oxides, sulfur oxides and chlorides smoke.

Storage characteristics Treasury ventilation low-temperature drying.

Extinguishing agent Dry powder, foam, sand, carbon dioxide, water mist.

Chemical Properties Crystalline Solid

Uses Used as an antihypertensive. Diuretic

Uses diuretic, antihypertensive

Definition ChEBI: A sulfonamide formed by condensation of the carboxylic group of 4-chloro-3-sulfamoylbenzoic acid with the amino group of 2-methyl-2,3-dihydro-1H-indol-1-amine.

Brand name Lozol (Sanofi Aventis).

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