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CAS No 127-79-7 , 4-amino-N-(4-methylpyrimidin-2-yl)benzenesulfonamide

  • Name: 4-amino-N-(4-methylpyrimidin-2-yl)benzenesulfonamide
  • Synonyms: Cremomerazine;4-amino-N-(4-methylpyrimidin-2-yl)benzenesulfonamide; Methylpyrimal; Mebacid; Kelamerazine; Sulfameradine; Sulfamethyldiazine; Sulfamerazin;Sulphamerazine;
  • CAS Registry Number:
  • Density: 1.439 g/cm3
  • Refractive index: 1.66
  • Water Solubility: slightly bitter; slightly soluble in ethanol and water
  • Safety Statements: Moderately toxic by intravenous and subcutaneous routes. Experimental reproductive effects. When heated to decomposition it emits very toxic fumes of NOx and SOx.
  • Hazard Symbols: Xi: Irritant;
  • EINECS: 204-866-2
  • Molecular Weight: 264.30358
  • InchiKey: QPPBRPIAZZHUNT-UHFFFAOYSA-N
  • InChI: InChI=1S/C11H12N4O2S/c1-8-6-7-13-11(14-8)15-18(16,
    17)10-4-2-9(12)3-5-10/h2-7H,12H2,1H3,(H,13,14,15)
  • Risk Statements: S22:Donotinhaledust.;S24/25:Avoidcontactwithskinandeyes.;
  • Molecular Formula: C11H12N4O2S
  • Molecular Structure:CAS No:127-79-7 4-amino-N-(4-methylpyrimidin-2-yl)benzenesulfonamide

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References of 4-amino-N-(4-methylpyrimidin-2-yl)benzenesulfonamide
Title: Sulfamerazine
CAS Registry Number: 127-79-7
CAS Name: 4-Amino-N-(4-methyl-2-pyrimidinyl)benzenesulfonamide
Synonyms: N1-(4-methyl-2-pyrimidyl)sulfanilamide; N1-(4-methyl-2-pyrimidinyl)sulfanilamide; 2-sulfanilamido-4-methylpyrimidine; sulfamethyldiazine
Manufacturers' Codes: RP-2632
Trademarks: Mesulfa (Triosol); Percoccide (A.C.F.)
Molecular Formula: C11H12N4O2S
Molecular Weight: 264.30
Percent Composition: C 49.99%, H 4.58%, N 21.20%, O 12.11%, S 12.13%
Literature References: Prepd by condensing 2-amino-4-methylpyrimidine with acetylsulfanilyl chloride followed by hydrolysis of the acetyl group: Roblin et al., J. Am. Chem. Soc. 62, 2002 (1940); Sprague et al., ibid. 63, 3028 (1941); Sprague, US 2407966 (1946 to Sharp & Dohme). For prepn of 2-amino-4-methylpyrimidine see Benary, Ber. 63, 2601 (1930); Backer, Grevenstuk, Rec. Trav. Chim. 61, 291 (1942); cf. E. H. Northey, Sulfonamides (Reinhold, New York, 1948). Antimicrobial activity: Gill et al., Indian J. Vet. Sci. 32, 240 (1962); Vaichulis, Vedros, Chemotherapia 11, 315 (1966). Toxicity studies: Simunek et al., Vet. Med. (Prague) 13, 619 (1968). Kinetics of sulfamerazine decompn: Zajac, Diss. Pharm. Pharmacol. 22, 455 (1970). Comprehensive description: R. D. G. Woolfenden, Anal. Profiles Drug Subs. 6, 515-577 (1977).
Properties: Crystals, mp 234-238°. uv max (water): 243, 257 nm (E1%1cm 875, 822); (0.1M HCl): 243, 307 nm (E1%1cm 625, 200); (ethanol): 271 nm (E1%1cm 835). Slowly darkens on exposure to light. Soly in water at 37°: 35 mg/100 ml at pH 5.5; 170 mg/100 ml at pH 7.5. Readily sol in dil mineral acids and in solns of potassium, ammonium and sodium hydroxides. Sparingly sol in acetone, slightly sol in alcohol, very slightly sol in ether, chloroform.
Melting point: mp 234-238°
Absorption maximum: uv max (water): 243, 257 nm (E1%1cm 875, 822); (0.1M HCl): 243, 307 nm (E1%1cm 625, 200); (ethanol): 271 nm (E1%1cm 835)
 
Derivative Type: Monosodium salt
CAS Registry Number: 127-58-2
Synonyms: Soluble sulfamerazine
Trademarks: Solumédine (Specia)
Molecular Formula: C11H11N4NaO2S
Molecular Weight: 286.29
Percent Composition: C 46.15%, H 3.87%, N 19.57%, Na 8.03%, O 11.18%, S 11.20%
Properties: Crystals. Bitter, caustic taste. Hygroscopic. On prolonged exposure to humid air, it absorbs CO2 with the liberation of sulfamerazine and becomes incompletely sol in water. Its solns are alkaline to phenolphthalein (pH 10 or more). One gram dissolves in 3.6 ml water. Slightly sol in alc. Insol in ether, chloroform.
 
Therap-Cat: Antibacterial.
Therap-Cat-Vet: Antibacterial.
Keywords: Antibacterial (Synthetic); Sulfonamides.