7208. Phenamidine

Nomenclature

CAS number: 101-62-2
4,4′-Oxybisbenzenecarboximidamide; 4,4′-oxydibenzamidine; 4,4′-diamidinodiphenyl ether.
C14H14N4O; mol wt 254.29.
C 66.13%, H 5.55%, N 22.03%, O 6.29%.

Description and references

Prepn: A. J. Ewins et al., GB 507565 (1939 to May & Baker); J. N. Ashley et al., J. Chem. Soc. 1942, 103; of isethionate: G. Newbery, A. P. T. Easson, US 2410796 (1946 to May & Baker). Trypanocidal activity: E. M. Lourie, W. Yorke, Ann. Trop. Med. Parasitol. 33, 289 (1939). Preliminary pharmacology: R. Wien, ibid. 37, 1 (1943). Use in treatment of Babesia infections in dogs: M. D. Ruff et al., Am. J. Vet. Res. 34, 641 (1973); R. Gothe et al., Kleintier-Praxis 32, 97 (1987). Early review of pharmacology, mode of action and clinical applications: E. M. Schoenbach, E. M. Greenspan, Medicine 27, 327-377 (1948).

Chemical structure

Properties

Irregular plates from water, mp 215-216°.

Derivative

Isethionate.

Nomenclature

CAS number: 620-90-6
M & B 736; Lomadine (M & B).
C14H14N4O.2C2H6O4S; mol wt 506.55.
C 42.68%, H 5.17%, N 11.06%, O 28.43%, S 12.66%.

Properties

Crystals, mp 225° (dec). One part is sol in 1.4 parts water; 300 parts alcohol. Practically insol in ether, chloroform.

Therapeutic Category (Veterinary)

Antiprotozoal (Babesia).