Uracil Mustard
Structural Formula Vector Image
Title: Uracil Mustard
CAS Registry Number: 66-75-1
CAS Name: 5-[Bis(2-chloroethyl)amino]-2,4-(1H,3H)-pyrimidinedione
Additional Names: 5-[bis(2-chloroethyl)amino]uracil; 2,6-dihydroxy-5-bis[2-chloroethyl]aminopyramidine; 5-[di(b-chloroethyl)amino]uracil; uramustine; demethyldopan; desmethyldopan
Manufacturers' Codes: NSC-34462; U-8344
Molecular Formula: C8H11Cl2N3O2
Molecular Weight: 252.10
Percent Composition: C 38.11%, H 4.40%, Cl 28.13%, N 16.67%, O 12.69%
Literature References: Synthesis from 5-aminouracil: Lyttle, Petering, J. Am. Chem. Soc. 80, 6459 (1958); Lyttle, US 2969364 (1961 to Upjohn). Teratology study: S. Chaube, M. L. Murphy, "The Teratogenic Effects of the Recent Drugs Active in Cancer Chemotherapy" in Adv. Teratol. 3, D. H. M. Woollam, Ed. (Academic Press, New York, 1968) pp 181-237.
Properties: Crystals from methanol + water, dec 206°. Sparingly sol in water. uv max (0.01N H2SO4 in 95% ethanol): 257 nm (e 5675). LD50 i.p. in rats: ~1.25-2.5 mg/kg (Chaube, Murphy).
Absorption maximum: uv max (0.01N H2SO4 in 95% ethanol): 257 nm (e 5675)
Toxicity data: LD50 i.p. in rats: ~1.25-2.5 mg/kg (Chaube, Murphy)
Therap-Cat: Antineoplastic.
Keywords: Antineoplastic; Alkylating Agents; Nitrogen Mustards.

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