Tetramisole structure

Chemical Name L-2,3,5,6-Tetrahydro-6-phenylimidazo[2,1-b]thiazole hydrochloride Common Name L-Tetramisole hydrochloride Structural Formula ... 

Common Name L-Tetramisole hydrochloride Structural Formula ... 

Tetramisole and one of its enantiomers, levamisole, have been used widely to treat intestinal and tissue-dwelling helminths in humans and animals [31-40]. The only other structural congeners of tetramisole, which have found some use against intestinal nematode infections in animals are nitramisole and butamisole (lla,llb) [13,41-44],... 

Tetramisole was the product of systematic development of reduced imidazo[2,l-b]thiazoles of the types II and III. Thirty-three examples of both types were described, 13 but detailed structure-activity relationships were not discussed. 

Tetramisole was developed in 1966. It is a derivative of imidazole, which is an agent known to act on cyclic nucleotide phosphodiesterases. Cyclic nucleotide phosphodiesterases are presently used to promote the increased breakdown of c-AMP and the decreased breakdown of c-GMP. Also, at low concentrations, imidazole seems to inhibit mammalian alkaline phosphatase. Tetramisole was developed in attempts to obtain a nontoxic, but biologically active form of imidazole. The compound, tetramisole, actually consists of two optical isomers, levamisole and dextramisole. The structures are shown below. 

Figure 41.4 Structure of various tetramisole-based catalysts.

---