636-54-4

Basic information

• Product Name: Clopamide
• Synonyms: 4-CHLORO-N-[2,6-DIMETHYLPIPERIDINYL]-3-SULFAMOYLBENZAMIDE;CLOPAMIDE;4-chloro-N-(2,6-dimethylpiperidino)-3-sulphamoylbenzamide;4-Chloro-N-[2,6-dimethylpiperidino]-3-sulfamolybenzamide;CLOPAMIDUM;4-Chloro-N-(cis-2,6-dimethylpiperidino)-3-sulfamoylbenzamide;4-Chloro-N-[(2R,6S)-2,6-dimethylpiperidino)-3-sulfamoylbenzamide;Adurix
• CAS NO: 636-54-4
• Molecular Formula: C₁₄H₂₀ClN₃O₃S
• Molecular Weight: 345.84
• EINECS: 211-261-7
• Product Categories: API;Aromatics;Chiral Reagents;Intermediates & Fine Chemicals;Pharmaceuticals;Sulfur & Selenium Compounds;Inhibitors
• Mol File: 636-54-4.mol
• Article Data: 0

Chemical Properties

• Melting Point: 248-249℃
• Appearance: White to yellowish crystalline powder
• Density: 1.39 g/cm³
• Refractive Index: 1.613
• Storage Temp.: 2-8°C
• Solubility: Chloroform (Slightly, Heated, Sonicated), Methanol (Slightly)
• PKA: 9.41±0.60(Predicted)
• CAS DataBase Reference: Clopamide(CAS DataBase Reference)
• NIST Chemistry Reference: Clopamide(636-54-4)
• EPA Substance Registry System: Clopamide(636-54-4)

Safety Data

• Hazard Codes: Xn
• Statements: 42/43
• Safety Statements: 36
• WGK Germany: 3
• RTECS: CV2338875
• Hazardous Substances Data: 636-54-4(Hazardous Substances Data)

Usage

Description

Clopamide, also known by the brand name Aquex (Novartis), is a thiazide-like diuretic that is white or almost white, hygroscopic, and crystalline in nature. It is primarily used for its antihypertensive and diuretic properties, as well as for its potential as a gonad-stimulating agent.

Uses

Used in Pharmaceutical Industry:
Clopamide is used as an antihypertensive agent for the treatment of high blood pressure. It helps to lower blood pressure by promoting the excretion of excess fluid and sodium from the body, thus reducing the volume of blood in the circulatory system and the strain on the heart.
Used in Diuretic Applications:
Clopamide is used as a diuretic to increase urine output and eliminate excess water and sodium from the body. This can be particularly beneficial for patients with conditions such as edema, heart failure, or kidney disease.
Used in Research:
Clopamide is also used as a research compound for studying its effects on sodium/chloride cotransporters in the proximal convoluted tubule of the kidney. This research can help to further understand the mechanisms of action of thiazide-like diuretics and their potential applications in various medical conditions.
Used in Gonad Stimulation:
Clopamide is used as a gonad-stimulating agent, which can potentially aid in the treatment of certain reproductive disorders or fertility issues. Its effects on the gonads are still being researched and understood.

Originator

Brinaldix,Novartis

Manufacturing Process

To a solution of 5.5 g of 3-chlorsulfonyl-4-chlorobenzoylchloride in 20 ml chlorobenzole 3.3 g of 1-amino-cis-2,6-dimethylpiperidin-hydrochloride slowly was added at room temperature. Reaction mixture was heated to 100°-105°C during 8 h, then it was cooled to room temperature. The precipitated crystals of N-[cis-2,6-dimethyl-piperidyl-(1)]-3-chlorsulfonyl-4-chlorobenzoylamide were filtered and dried at 100°C under vacuo, then was treated by ammonium at room temperature. The obtained product was chromatographed (aluminum oxide; eluent: chloroform-methanol 9:1 and methanol-ether) to give N-[cis- 2,6-dimethylpiperidyl-(1)]-3-sulfamyl-4-chlorbenzoylamide, melting point 235°-237°C.

Therapeutic Function

Diuretic, Antihypertensive

InChI:InChI=1/C14H20ClN3O3S/c1-9-4-3-5-10(2)18(9)17-14(19)11-6-7-12(15)13(8-11)22(16,20)21/h6-10H,3-5H2,1-2H3,(H,17,19)(H2,16,20,21)/t9-,10+