Indapamide; CAS 26807-65-8

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Product Description

Indapamide;CAS 26807-65-8
 
Indapamide; CAS 26807-65-8
 
Indapamide Chemical Properties
Melting point  160-162°C
alpha  -0.8~+0.8°(D/20ºC) (c=5, C2H5OH)
Boiling point  110.4°C (rough estimate)
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).
pka pKa (25°) 8.8 ± 0.2
form  neat
Water Solubility  Soluble in ethanol. Insoluble in water
Merck  14,4935
InChIKey NDDAHWYSQHTHNT-UHFFFAOYSA-N
CAS DataBase Reference 26807-65-8(CAS DataBase Reference)
EPA Substance Registry System Benzamide, 3-(aminosulfonyl)-4-chloro-N-(2,3-dihydro-2-methyl-1H-indol-1-yl)- (26807-65-8)
 
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)
Indapamide Usage And Synthesis
Diuretic antihypertensive drug White needle crystal or crystalline powder, odorless, tasteless. It is almost insoluble in water or dilute hydro chloric acid, while it can be dissolved in ethanol or ethyl a cetate, and it is soluble in ace tone, acetic acid, slightly soluble in chloro form 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.
Description Indapamide is a derivative of benzolsulfonamide and its mechanism of action is analogous to that of thiazides. It is intended for lowering arterial blood pressure and as an adjuvant drug for treating edema caused by cardiac insufficiency.
Chemical Properties Crystalline Solid
Originator Natrilix,Pharmacodex,W. Germany,1976
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.
Manufacturing Process A total of 8.9 parts of 3-sulfamyl-4-chloro-benzoylchloride in a solution of 50 parts of anhydrous tetrahydro fur an are added portionwise in the course of 60 minutes, while stirring, to a solution of 5.2 parts of N-amino-2-methyl indoline and 3.5 parts of triethy lamine in 150 parts of anhydrous tetrahy drofu ran. The reaction mixture is left to stand 3 hours at room temperature, then the precipitated chiorhydrate of trieth ylamine is filtered off. The filtrate is evaporated under vacuum and the residue is crystallized from a solution of 60 parts of isopr opanol in 75 parts of water. There are obtained 9 parts of N-(3- sulfamyl-4-chlorobenzamido)-2-methyl indoline, MP (K) 184° to 186°C, MP (MK) 160° to 162°C (isopro panol/water). [The melting points beingdetermined on a Kofler heater plate under the microscope (MK) or on a Kofler Bank (K)].
Brand name Lozol (Sanofi Aventis).
Therapeutic Function Diuretic Indapamide
Clinical Use Indapamide is an effective diuretic drug when GFR falls below 40 mL/min. The duration of action is approximately 24 hours, with the normal oral adult dosage starting at 2.5 mg given each morning. The dose may be increased to 5.0 mg/day, but doses beyond this level do not appear to provide additional results.
Side effects Effects on urine content and side effects are similar to effects induced by thiazide diuretics.
Chemical Synthesis Indapamide, 4-chloro-N-(2-methyl-1-indolinyl)-3-sulfamoylbenzamide (21.3.33), is synthesized from 2-methylendoline, the nitrosation of which gives 2-methyl- 1-nitrosoindoline (21.3.31). Reducing this with lithium aluminum hydride leads to formation of 1-amino-2-methylendoline (21.3.32). Acylating this with 3-sulfonylamino-4-chlorbenzoic acid chloride leads to (21.3.33).
 
Indapamide; CAS 26807-65-8 Indapamide; CAS 26807-65-8 Indapamide; CAS 26807-65-8 Indapamide; CAS 26807-65-8 Company Informations:

Hunan Yunbang Pharmaceutical Co., Ltd. ( Yunbangpharm) located in Changsha High-tech Industrial Park, Hunan. It is a high-tech enterprise specializing in the research and development, production and sales of Pharmaceutical raw materials, Pharmaceutical intermediates(API) and Fine chemicals. Based in China, Yunbangpharm has been providing suitable solutions for many domestic,foreign pharmaceutical companies and traders. Excellent quality, good reputation and authentic price have won the praise of the majority of customers.
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