5776. Mechlorethamine Oxide Hydrochloride

Nomenclature

CAS number: 302-70-5
2-Chloro-N-(2-chloroethyl)-N-methylethanamine N-oxide hydrochloride; 2,2′-dichloro-N-methyldiethylamine N-oxide hydrochloride; N-methyl-2,2′-dichlorodiethylamine N-oxide hydrochloride; methylbis(β-chloroethyl)amine N-oxide hydrochloride; methyldi(2-chloroethyl)amine N-oxide hydrochloride; Nitromin; Mitomen; Mustron.
C5H12Cl3NO; mol wt 208.51.
C 28.80%, H 5.80%, Cl 51.01%, N 6.72%, O 7.67%.

Description and references

Prepd by treating 2,2′-dichloro-N-methyldiethylamine with hydrogen peroxide and acetic anhydride in ether, followed by shaking with 10% hydrochloric acid: Aiko et al., J. Pharm. Soc. Jpn. 72, 1297 (1952, English Text), C.A. 47, 1289 (1953). Cf. Stahmann, Bergmann, J. Org. Chem. 11, 586 (1946).

Chemical structure

Properties

Prisms from acetone, mp 109-110°. Sol in water.

Therapeutic Category

Antineoplastic.

Keywords

Antineoplastic; Alkylating Agents; Nitrogen Mustards