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Clopamide

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Clopamide Basic information

Product Name:
Clopamide
Synonyms:
  • 4-CHLORO-N-[2,6-DIMETHYLPIPERIDINYL]-3-SULFAMOYLBENZAMIDE
  • 4-chloro-N-(2,6-dimethylpiperidino)-3-sulphamoylbenzamide
  • CLOPAMIDE
  • 4-Chloro-N-[(2R,6S)-2,6-dimethylpiperidino)-3-sulfamoylbenzamide
  • Adurix
  • Aquex
  • Brinaldix
  • DT-327
CAS:
636-54-4
MF:
C14H20ClN3O3S
MW:
345.84
EINECS:
211-261-7
Product Categories:
  • API
  • Inhibitors
  • Aromatics
  • Chiral Reagents
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Sulfur & Selenium Compounds
Mol File:
636-54-4.mol
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Clopamide Chemical Properties

Melting point:
248-249℃
Density 
1.39±0.1 g/cm3(Predicted)
RTECS 
CV2338875
storage temp. 
2-8°C
solubility 
Chloroform (Slightly, Heated, Sonicated), Methanol (Slightly)
pka
9.41±0.60(Predicted)
form 
Solid
color 
Pale Yellow to Light Yellow
CAS DataBase Reference
636-54-4(CAS DataBase Reference)
EPA Substance Registry System
Benzamide, 3-(aminosulfonyl)-4-chloro-N-[(2R,6S)-2,6-dimethyl-1-piperidinyl]-, rel- (636-54-4)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
42/43
Safety Statements 
36
WGK Germany 
3

MSDS

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Clopamide Usage And Synthesis

Chemical Properties

White or almost white, hygroscopic, crystalline powder

Originator

Brinaldix,Novartis

Uses

Antihypertensive; diuretic.

Uses

Antihypertensor;Gonad stimuling agent

Uses

Clopamide is a thiazide-like diuretic that inhibits sodium/chloride cotransporters in the proximal convoluted tubule of the kidney, which prevents the reabsorption of sodium and chloride. This compound is intended for research purposes only.

Definition

ChEBI: 4-chloro-N-[(2S,6R)-2,6-dimethyl-1-piperidinyl]-3-sulfamoylbenzamide is a sulfonamide.

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.

brand name

Aquex (Novartis).

Therapeutic Function

Diuretic, Antihypertensive

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