2393. Clopamide

Nomenclature

CAS number: 636-54-4
rel-3-(Aminosulfonyl)-4-chloro-N-[(2R,6S)-2,6-dimethyl-1-piperidinyl]benzamide; cis-1-(4-chloro-3-sulfamoylbenzamido)-2,6-dimethylpiperidine; cis-N-(2′,6′-dimethyl-1′-piperidyl)-3-sulfamoyl-4-chlorobenzamide; cis-4-chloro-N-(2′,6′-dimethyl-1′-piperidyl)-3-sulfamoylbenzamide; chlosudimeprimyl; DT-327; Adurix (Nycomed); Brinaldix (Novartis).
C14H20ClN3O3S; mol wt 345.84.
C 48.62%, H 5.83%, Cl 10.25%, N 12.15%, O 13.88%, S 9.27%.

Description and references

Prepn (stereochemistry unspecified): BE 610039; E. Jucker, A. J. Lindenmann, US 3459756 (1962, 1969 both to Sandoz). Prepn of cis- and trans-forms: eidem, Helv. Chim. Acta 45, 2316 (1962). HPLC determn: R. T. Sane et al., J. Chromatogr. 356, 468 (1986). Pharmacokinetics and diuretic effect in humans: J. J. McNeil et al., Clin. Pharmacol. Ther. 42, 299 (1987). Clinical trial of combination with pindolol, q.v., in essential hypertension: D. Crowder, E. G. M. Cameron, Curr. Med. Res. Opin. 6, 342 (1979).

Chemical structure

Derivative

Mixture with pindolol.

Nomenclature

CAS number: 71789-16-7
Viskaldix (Novartis).

Derivative

Hydrazine deriv.

Properties

Crystals from methanol + diisopropyl ether, mp 244-246°.

Therapeutic Category

Antihypertensive; diuretic.

Keywords

Antihypertensive; Sulfonamide Derivatives; Diuretic; Sulfonamide Derivatives