13-09323. Tevenel (Midy Labs) [Archived]

Nomenclature

CAS number: 4302-95-8
N-[(1R,2R)-2-[4-(Aminosulfonyl)phenyl]-2-hydroxy-1-(hydroxymethyl)ethyl]-2,2-dichloroacetamide; d-threo-()-2,2-dichloro-N-[β-hydroxy-α-(hydroxymethyl)-p-sulfamoylphenethyl]acetamide; d-threo-1-(p-sulfamoylphenyl)-2-(2′,2′-dichloroacetamido)-1,3-propanediol; AMP-3; D-AMP-3.
C11H14Cl2N2O5S; mol wt 357.21.
C 36.99%, H 3.95%, Cl 19.85%, N 7.84%, O 22.39%, S 8.98%.

Description and references

Sulfamoyl analog of chloramphenicol. Prepn: Gregory, US 2680135 (1954 to Du Pont). Toxicology: R. M. Jiji et al., Arch. Int. Med. 111, 70 (1963).

Chemical structure

Properties

Crystals from acetonitrile, mp 155-158°. Sol in ethanol, propylene glycol. Slightly sol in water, dil aq solns of sodium bicarbonate, acetic acid. Aq solns are neutral.

Therapeutic Category

Anti-infective.

Status

This monograph has been retired and is no longer subject to revision or update.