Diuretic antihypertensive drug Uses Category toxic Toxicity grading Acute toxicity Flammability hazard characteristics Storage characteristics Extinguishing agent
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Indapamide

Diuretic antihypertensive drug Uses Category toxic Toxicity grading Acute toxicity Flammability hazard characteristics Storage characteristics Extinguishing agent
Product Name
Indapamide
CAS No.
26807-65-8
Chemical Name
Indapamide
Synonyms
INDAPAMID;indaflex;ndapamide;Idapamide;N-(4-CHLORO-3-SULFAMOYLBENZAMIDO)-2-METHYLINDOLINE;4-chloro-N-[(2S)-2-Methyl-2,3-dihydro-1H-indol-1-yl]-3-sulfaMoylbenzaMide;s1520;lozol;tandix;damide
CBNumber
CB2420420
Molecular Formula
C16H16ClN3O3S
Formula Weight
365.83
MOL File
26807-65-8.mol
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Indapamide Property

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).
pka
pKa (25°) 8.8 ± 0.2
form 
Solid
color 
White to Off-White
Water Solubility 
Soluble in ethanol. Insoluble in water
Merck 
14,4935
BCS Class
1
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)
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Safety

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)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H362May cause harm to breast-fed children

Precautionary statements

P202Do not handle until all safety precautions have been read and understood.

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P263Avoid contact during pregnancy/while nursing.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P308+P313IF exposed or concerned: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
I1887
Product name
Indapamide
Purity
analytical standard, for drug analysis
Packaging
5g
Price
$274
Updated
2024/03/01
Sigma-Aldrich
Product number
BP999
Product name
Indapamide
Purity
British Pharmacopoeia (BP) Reference Standard
Packaging
150MG
Price
$262
Updated
2024/03/01
Sigma-Aldrich
Product number
1338801
Product name
Indapamide
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
250MG
Price
$283
Updated
2022/05/15
Alfa Aesar
Product number
J63846
Product name
Indapamide
Packaging
1g
Price
$36.65
Updated
2024/03/01
Alfa Aesar
Product number
J63846
Product name
Indapamide
Packaging
5g
Price
$102.65
Updated
2024/03/01
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Indapamide Chemical Properties,Usage,Production

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.

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.

Description

Indapamide (Item No. 21308) is an analytical reference standard that is categorized as a sulfonamide diuretic that blocks delayed-rectifier potassium currents. Formulations containing indapamide are used to treat hypertension, but it is abused by athletes to reduce body weight rapidly or mask the presence of other athletic-enhancing substances. Indapamide can be detected in urine. This product is intended for research and forensic applications.

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 tetrahydrofuran 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 triethylamine in 150 parts of anhydrous tetrahydrofuran. The reaction mixture is left to stand 3 hours at room temperature, then the precipitated chiorhydrate of triethylamine is filtered off. The filtrate is evaporated under vacuum and the residue is crystallized from a solution of 60 parts of isopropanol 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 (isopropanol/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.

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).

Drug interactions

Potentially hazardous interactions with other drugs
Analgesics: increased risk of nephrotoxicity with NSAIDs; antagonism of diuretic effect.
Anti-arrhythmics: hypokalaemia leads to increased cardiac toxicity; effects of lidocaine and mexiletine antagonised.
Antibacterials: avoid administration with lymecycline.
Antidepressants: increased risk of hypokalaemia with reboxetine; enhanced hypotensive effect with MAOIs; increased risk of postural hypotension with tricyclics.
Antiepileptics: increased risk of hyponatraemia with carbamazepine.
Antifungals: increased risk of hypokalaemia with amphotericin.
Antihypertensives: enhanced hypotensive effect; increased risk of first dose hypotension with postsynaptic alpha-blockers like prazosin; hypokalaemia increases risk of ventricular arrhythmias with sotalol.
Antipsychotics: hypokalaemia increases risk of ventricular arrhythmias with amisulpride; enhanced hypotensive effect with phenothiazines; hypokalaemia increases risk of ventricular arrhythmias with pimozide - avoid.
Atomoxetine: hypokalaemia increases risk of ventricular arrhythmias.
Cardiac glycosides: increased toxicity if hypokalaemia occurs.
Ciclosporin: increased risk of nephrotoxicity and possibly hypomagnesaemia.
Cytotoxics: increased risk of ventricular arrhythmias due to hypokalaemia with arsenic trioxide; increased risk of nephrotoxicity and ototoxicity with platinum compounds.
Lithium excretion reduced (increased toxicity).

Metabolism

Indapamide is strongly bound to red blood cells, and is taken up by the vascular wall in smooth vascular muscle according to its high lipid solubility. 60-70% of a single oral dose is eliminated by the kidneys and 23% by the gastrointestinal tract. Indapamide is extensively metabolised with 5-7% of unchanged drug found in the urine during the 48 hours following administration. About 16-23% of dose is excreted in the faeces

Indapamide Preparation Products And Raw materials

Raw materials

Preparation Products

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Indapamide Suppliers

TCI AMERICA
Tel
800-4238616
Fax
+1-888-520-1075 / +1-503-283-1987
Email
sales@tciamerica.com
Country
Americas
ProdList
23653
Advantage
75
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View Lastest Price from Indapamide manufacturers

Sinoway Industrial co., ltd.
Product
indapamide 26807-65-8
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20tons
Release date
2024-05-06
WUHAN FORTUNA CHEMICAL CO., LTD
Product
Indapamide 26807-65-8
Price
US $0.00/KG
Min. Order
1KG
Purity
98.0%
Supply Ability
5tons/month
Release date
2021-07-23
shandong perfect biotechnology co.ltd
Product
indapamide 26807-65-8
Price
US $0.00/KG
Min. Order
1KG
Purity
99% HPLC
Supply Ability
5 ton
Release date
2023-07-06

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