Mafenide
Title: Mafenide
CAS Registry Number: 138-39-6
CAS Name: 4-(Aminomethyl)benzenesulfonamide
Additional Names: a-amino-p-toluenesulfonamide; p-(aminomethyl)benzenesulfonamide; 4-homosulfanilamide; maphenide
Trademarks: Marfanil; Mesudrin; Mesudin; Sulfamylon (Winthrop); Homosulfamine; Ambamide; Neofamid; Septicid; Emilene; Homonal (SS Pharm.); Paramenyl
Molecular Formula: C7H10N2O2S
Molecular Weight: 186.23
Percent Composition: C 45.15%, H 5.41%, N 15.04%, O 17.18%, S 17.22%
Literature References: Prepn: Miller et al., J. Am. Chem. Soc. 62, 2099 (1940); Klarer, US 2288531 (1942 to Winthrop); Bergeim, Braker, J. Am. Chem. Soc. 66, 1459 (1944); Kusami et al., J. Pharm. Soc. Jpn. 64, no. 9a, 51 (1944); Komokina et al., J. Appl. Chem. (USSR) 21, 681 (1948); Angyal, Jenkin, Aust. J. Sci. Res. 3A, 461 (1950). Toxicity study: T. W. Skulan, J. O. Hoppe, Life Sci. 5, 2279 (1966). Comprehensive description: A. K. Dash, S. Saha, Anal. Profiles Drug Subs. Excip. 24, 277-305 (1996).
Properties: Crystals from alc, mp 151-152°. Sol in dil alkali, acid.
Melting point: mp 151-152°
 
Derivative Type: Hydrochloride
CAS Registry Number: 138-37-4
Molecular Formula: C7H10N2O2S.HCl
Molecular Weight: 222.69
Percent Composition: C 37.75%, H 4.98%, N 12.58%, O 14.37%, S 14.40%, Cl 15.92%
Properties: Crystals from 95% alc, mp 256°. Neutral in soln. LD50 in rats, mice (mg/kg): 1170, 900 i.v. (Skulan, Hoppe).
Melting point: mp 256°
Toxicity data: LD50 in rats, mice (mg/kg): 1170, 900 i.v. (Skulan, Hoppe)
 
Derivative Type: Acetate
CAS Registry Number: 13009-99-9
Trademarks: Mafatate (Torii); Mefamide (Bayer)
Molecular Formula: C7H10N2O2S.C2H4O2
Molecular Weight: 246.28
Percent Composition: C 43.89%, H 5.73%, N 11.37%, O 25.99%, S 13.02%
Properties: mp 151-152°. Freely sol in water, methanol. LD50 in rats, mice (mg/kg): 2040, 1580 i.v. (Skulan, Hoppe).
Melting point: mp 151-152°
Toxicity data: LD50 in rats, mice (mg/kg): 2040, 1580 i.v. (Skulan, Hoppe)
 
Derivative Type: Propionate
CAS Registry Number: 12001-72-8
Trademarks: Sulfomyl
Molecular Formula: C7H10N2O2S.C3H6O2
Molecular Weight: 260.31
Percent Composition: C 46.14%, H 6.20%, N 10.76%, O 24.59%, S 12.32%
Properties: Crystals, mp 158°. Readily sol in water.
Melting point: mp 158°
 
Therap-Cat: Antibacterial.
Keywords: Antibacterial (Synthetic); Sulfonamides.

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