Synthesis and fasciolicidal activity of 5-chloro-2-methylthio-6-(1- naphthyloxy)-1H-benzimidazole

Chemical and Pharmaceutical Bulletin

Volumn 50, Issue 5, 2002, Pages 649-652

  Hernández Campos, Alicia ^a   Ibarra Velarde, Froylán ^b   Vera Montenegro, Yolanda ^b   Rivera Fernández, Norma ^b   Castillo, Rafael ^a  

^a Facultad de Quimica   (Mexico)

^b UNIVERSIDAD NACIONAL AUTÓNOMA DE MÉXICO   (Mexico)

Author keywords

Benzimidazole synthesis; Bioisostere; Fasciola hepatica; Fasciolicidal activity

Indexed keywords

5 CHLORO 2 METHYLTHIO 6 (1 NAPHTHYLOXY) 1H BENZIMIDAZOLE; ANTIPARASITIC AGENT; BENZIMIDAZOLE DERIVATIVE; UNCLASSIFIED DRUG; 5-CHLORO-2-METHYLTHIO-6-(1-NAPHTHYLOXY)-1H-BENZIMIDAZOLE; ANTHELMINTIC AGENT; DYES, REAGENTS, INDICATORS, MARKERS AND BUFFERS; IMIDAZOLE DERIVATIVE; NAPHTHALENE DERIVATIVE; TRICLABENDAZOLE;

ANIMAL EXPERIMENT; ANIMAL MODEL; ARTICLE; CONTROLLED STUDY; DOSE RESPONSE; DRUG ACTIVITY; DRUG STRUCTURE; DRUG SYNTHESIS; FASCIOLA HEPATICA; IN VITRO STUDY; NONHUMAN; SHEEP; ANIMAL; CRYSTALLIZATION; DRUG EFFECT; FASCIOLIASIS; PARASITOLOGY; STRUCTURE ACTIVITY RELATION; SYNTHESIS;

ANIMALS; ANTHELMINTICS; BENZIMIDAZOLES; CRYSTALLIZATION; FASCIOLA HEPATICA; FASCIOLIASIS; IMIDAZOLES; INDICATORS AND REAGENTS; NAPHTHALENES; SHEEP; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 0036579851     PISSN: 00092363     EISSN: 13475223     Source Type: Journal    
DOI: 10.1248/cpb.50.649     Document Type: Article

References (26)

1. Fairweather I., Boray J. C., Vet. J., 158, 81-112 (1999).
2. Chen M. G., Mott K. E., Trop. Dis. Bull., 1990, R1-R37 (1990).
3. Boray J. C. "Immunology, Pathobiology and Control of Fasciolosis," ed. by Boray J. C., MSD AGVET Rahway, New Jersey, 1997, pp. 83-89.
4. Thorpe P. J., Drugs Future, 9, 593-594 (1984).
5. Boray J. C., Crowfoot P. D., Strong M. B., Allison J. R., Schellenbaum M., Von Orelli M., Sarisin G., Vet. Rec., 113, 315-317 (1983).
6. Wolf K., Eckert J., Schneiter G., Lutz H., Vet. Parasitol., 13, 145-150 (1983).
7. Craig T. M., Huey R. L., Am. J. Vet. Res., 45, 1644-1645 (1984).
8. Arjona R., Riancho J. A., Aguado J. M., Salesa R., Gonzalez-Macias J., Medicine (Baltimore), 74, 13-23 (1995).
9. Apt W., Aguilera X., Vega F., Miranda C., Zulantay I., Perez C., Gabor M., Apt P., Am. J. Trop. Med. Hyg. 52, 532-535 (1995).
10. el-Karaksy H., Hassanein B., Okasha S., Behairy B., Gadallah I., J. Trop. Pediatr., 45, 135-138 (1999).
11. Ibarra-Velarde F., García-Sánchez E., Fernández- Ruvalcaba M., Vera-Montenegro Y., Castillo R., Hernández-Campos A., Vet. Méx. 28, 291-296 (1997).
12. Ibarra-Velarde F., Vera-Montenegro Y., Hernández-Campos A., Castillo R., R. Vet. Méx. 28, 297-301 (1997).
13. Black J. W., Stephenson J. S. Lancet, ii, 311-314 (1962).
14. Averkin E. A., Beard C. C., Dvorak C. A., Edwards J. A., Fried J. H., Kilian J. G., Schiltz R. A., Kistner T. P., Drudge J. H., Lyons E. T., Sharp M. L., Corwin R. M. J., J. Med. Chem., 18, 1164-1166 (1975).
15. Manjarrez N., Luna H. M., Pérez H. I., Soria O., Rev. Soc. Quím. Méx., 30, 52-54 (1986).
16. Van Allan J. A., Deacon B. D., "Organic Syntheses Collective Volume," Vol. IV, ed. by Rabjhon N., John Wiley and Sons, N.Y., 1976, pp. 569-570.
17. Ciba-Geigy A. G., Belg. Pat. 865870 (1978)
18. [Chem. Abstr., 90, 137817 z (1979)].
19. Ibarra O. F., Jenkins D. C., Z. Parasitenk., 70, 655-671 (1984).
20. Sánchez E. B., Ibarra V. F., Tec. Pec. Méx., 25, 397-403 (1988).
21. Ibarra-Velarde F., Montenegro-Cristino N., Flores-Crespo J., Hernéndez-Campos A., Castillo R., Vet. Méx., 31, 47-51 (2000).
22. The freshly prepared suspension contained: compound 6 (10 g), pectin (1.5 g), low viscosity carboxymethylcellulose (0.5 g), medium viscosity carboxymethylcellulose (0.5 g), USP saccharine (0.2 g), methylparaben (0.5 g), propylparaben (0.03 g), and water to make 100 ml.
23. Forey W. S., Vet. Parasitol., 26, 265-271 (1988).
24. Frick W. E., Weiss A. G., Wenger T., Traber W., U.S. Pat. 3506767 (1968)
25. [Chem. Abstr., 69, 37061w (1968)].
26. Bennett J. L., Köhler P., Exp. Parasitol., 63, 49-57 (1987).