Sulfametrole
Title: Sulfametrole
CAS Registry Number: 32909-92-5
CAS Name: 4-Amino-N-(4-methoxy-1,2,5-thiadiazol-3-yl)benzenesulfonamide
Additional Names: N1-(4-methoxy-1,2,5-thiadiazol-3-yl)sulfanilamide; 3-methoxy-4-(4¢-aminobenzenesulfonamido)-1,2,5-thiadiazole
Molecular Formula: C9H10N4O3S2
Molecular Weight: 286.33
Percent Composition: C 37.75%, H 3.52%, N 19.57%, O 16.76%, S 22.40%
Literature References: Anti-infective sulfanilamide, related structurally to sulfadiazine, q.v. Prepn: BE 629551 corresp to K. Menzl, US 3247193 (1963, 1966 both to OSSW). Improved prepn: idem, US 4151164 (1979 to Chemie Linz). Bacteriological study (of mixture with trimethoprim): G. Nabert-Bock, H. Grims, Arzneim.-Forsch. 27, 1109 (1977). Tolerance, therapeutic effect, pharmacokinetics: S. Breyer et al., Wien. Med. Wochenschr. 130, 448 (1980). Renal excretion mechanism, pharmacokinetics: T. B. Vree et al., Eur. J. Clin. Pharmacol. 20, 283 (1981). Pharmacokinetics of sulfametrole and its metabolite in man: Y. A. Hester et al., J. Antimicrob. Chemother. 8, 133 (1981). Crystal and molecular structures: C. H. Koo et al., Bull. Korean Chem. Soc. 3, 9 (1982), C.A. 96, 208771 (1982). Single-dose therapy of chancroid with trimethoprim-sulfametrole: F. A. Plummer et al., N. Engl. J. Med. 309, 67 (1983).
Properties: Cryst from dilute acetic acid, mp 149-150°.
Melting point: mp 149-150°
 
Derivative Type: Mixture with trimethoprim
CAS Registry Number: 63749-94-0
Trademarks: Lidaprim (Nycomed); Maderan (Nycomed)
 
Therap-Cat: Antibacterial.
Keywords: Antibacterial (Synthetic); Sulfonamides.

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