Structural Formula Vector Image
Title: Neoarsphenamine
CAS Registry Number: 457-60-3
CAS Name: Sulfoxylic acid mono[[[5-[(3-amino-4-hydroxyphenyl)diarsenyl]-2-hydroxyphenyl]amino]methyl] ester monosodium salt
Additional Names: [5-[(3-amino-4-hydroxyphenyl)arseno]-2-hydroxyanilino]methanol sulfoxylate sodium; arsphenamine methylenesulfoxylic acid sodium salt; 3,3¢-diamino-4,4¢-dihydroxyarsenobenzenemethylenesulfoxylate sodium
Trademarks: Neosalvarsan (Hoechst); Collunovar; N.A.B.; Neo-Arsoluin; Vetarsenobillon; Novarsenobillon; Arsevan; Novarsan; Novarsenobenzol; Miarsenol
Molecular Formula: C13H13As2N2NaO4S
Molecular Weight: 466.15
Percent Composition: C 33.50%, H 2.81%, As 32.14%, N 6.01%, Na 4.93%, O 13.73%, S 6.88%
Literature References: Medicinal grade contains a small amount of inert inorganic salts and some solvent. The National Formulary requires 19+% As. Prepn from arsphenamine + sodium formaldehydesulfoxylate: Krumwiede, J. Am. Pharm. Assoc. 8, 795 (1919); Heyl, Miller, ibid. 11, 432 (1922); Dohr, US 1549465 (1925); Kober, US 1564859 (1926); Kraft et al., SU 158388 (1962). Physicochemical properties and toxicity: H. N. Wright et al., J. Pharmacol. Exp. Ther. 73, 12 (1941).
Properties: Yellow powder; odorless or slight odor. Oxidizes in air, becoming darker and more toxic; higher temps accelerate the oxidation; hence marketed in air-evacuated ampuls or filled with a nonoxidizing gas. Very sol in water; sol in glycerol. Slightly sol in alcohol or acetone. Practically insol in chloroform, ether. Its aq soln is practically neutral, unlike arsphenamine, which is acid.
Therap-Cat-Vet: Has been used in contagious pleuropneumonia, babesiasis, equine petechial fever, eperythrozoonosis.

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