121. Chlormetacrine

Nomenclature

CAS number: 522-20-3
1-[(6-Chloro-2-methoxy-9-acridinyl)amino]-3-(diethylamino)-2-propanol; 5-[(γ-diethylamino-β-hydroxypropyl)amino]-3-methoxy-8-chloroacridine.
C21H26ClN3O2; mol wt 387.90.
C 65.02%, H 6.76%, Cl 9.14%, N 10.83%, O 8.25%.

Description and references

Prepn: Mietzsch, Mauss, DE 553072 Frdl. 19, 1167; GB 363392; US 2113357 (1930, 1930, 1938 all to I. G. Farben.); Maghidson, Grigorovski, Ber. 69, 396 (1936); J. Gen. Chem. USSR 6, 806 (1936). Antiviral activity: T. E. Gláz et al., Antimicrob. Agents Chemother. 3, 537 (1973) PubMed. Interferon induction and radioprotective activity: T. E. Glaz, M. Talas, Arch. Virol. 48, 375 (1975) DOI PubMed; M. Talas, E. Szolgay, ibid. 56, 309 (1978) DOI PubMed.

Chemical structure

Properties

Yellow crystals, mp 105-107°. Sparingly sol in ether.

Derivative

Dihydrochloride.

Nomenclature

CAS number: 1684-42-0
SKF-16214-A2; SN-186; Acranil (Bayer).
C21H26ClN3O2.2HCl; mol wt 460.82.
C 54.73%, H 6.12%, Cl 23.08%, N 9.12%, O 6.94%.

Properties

Bitter, yellow crystals, mp 237-239° (dec). Sol in water.

Therapeutic Category

Antiprotozoal (Giardia).

Keywords

Antiprotozoal (Giardia)