3422. Dopan

Nomenclature

CAS number: 520-09-2
5-[Bis(2-chloroethyl)amino]-6-methyl-2,4(1H,3H)-pyrimidinedione; 5-[bis(2-chloroethyl)amino]-6-methyluracil; 6-methyl-5-[bis(2-chloroethyl)amino]uracil; 4-methyl-5-[bis(β-chloroethyl)amino]uracil; 2,6-dihydroxy-4-methyl-5-bis[2-chloroethyl]aminopyrimidine; Elderfield pyrimidine mustard; NSC-23436.
C9H13Cl2N3O2; mol wt 266.12.
C 40.62%, H 4.92%, Cl 26.64%, N 15.79%, O 12.02%.

Description and references

Description: Larionova, Platonova, Vopr. Onkol. 1, no. 5, 36 (1955); C.A. 51, 6862 (1957). Prepn: Nemets et al., SU 116912 (1959), C.A. 53, 17438i (1959). Outline of synthesis of the demethyl compd: Petering, Lyttle, Chem. Eng. News 36, 47 (Sept. 22, 1958). Monograph: L. F. Larionov, Cancer Chemotherapy (Pergamon Press, New York, 1965).

Chemical structure

Properties

Snow-white crystals, dec 178-179°. Practically insol in cold water, acetone and benzene. Slightly sol in alc.

Use

In anticancer research: Louis, J. Chronic Dis. 15, 273-281 (March 1962).