Sulfadimethoxine
Structural Formula Vector Image
Title: Sulfadimethoxine
CAS Registry Number: 122-11-2
CAS Name: 4-Amino-N-(2,6-dimethoxy-4-pyrimidinyl)benzenesulfonamide
Additional Names: N1-(2,6-dimethoxy-4-pyrimidinyl)sulfanilamide; 2,6-dimethoxy-4-sulfanilamidopyrimidine; 2,4-dimethoxy-6-sulfanilamido-1,3-diazine; 6-sulfanilamido-2,4-dimethoxypyrimidine; 2,6-dimethoxy-4-(p-aminobenzenesulfonamido)pyrimidine
Trademarks: Albon (Pfizer); Sulforal (Med-Pharmex); Ultrasulfon (Streuli)
Molecular Formula: C12H14N4O4S
Molecular Weight: 310.33
Percent Composition: C 46.44%, H 4.55%, N 18.05%, O 20.62%, S 10.33%
Literature References: Prepn: Bretschneider, Klötzer, US 2703800 (1955 to Oesterr. Stickstoffwerke); eidem, Monatsh. Chem. 87, 136 (1956); Langley, GB 866843 (1961 to I.C.I.); Bretschneider et al., Monatsh. Chem. 92, 128 (1961); US 3127398 (1964 to Hoffmann-La Roche); Shepherd et al., J. Org. Chem. 26, 2764 (1961). Toxicity data: Seki et al., Arzneim.-Forsch. 15, 1441 (1965). Toxicological, chemotherapeutic and pharmacokinetic studies: Böhni et al., Chemotherapy 14, 195-226 (1969); see also Aviado et al., ibid. 37.
Properties: Crystals from dil alc, mp 201-203°. Sol in dil HCl and in aq solns of sodium carbonate. Soly in water at 37° (mg/100 ml): 4.6 at pH 4.10; 29.5 at pH 6.7; 58.0 at pH 7.06; 5170 at pH 8.71. LD50 orally in mice: >10 g/kg (Seki).
Melting point: mp 201-203°
Toxicity data: LD50 orally in mice: >10 g/kg (Seki)
 
Derivative Type: Sodium salt
CAS Registry Number: 1037-50-9
Trademarks: Di-Methox (AgriLabs)
Molecular Formula: C12H13N4NaO4S
Molecular Weight: 332.31
Percent Composition: C 43.37%, H 3.94%, N 16.86%, Na 6.92%, O 19.26%, S 9.65%
Properties: Crystals from methanol + ether. Freely sol in water. pH of 5% solution: 8.1; of 10% soln: 8.6.
 
Therap-Cat-Vet: Antibacterial.

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