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Chemical Compound Review

Dexamisol     (7S)-7-phenyl-4-thia-1,6...

Synonyms: Dexamisole, Dexamisolum, Dextramisole, d-Tetramisole, Lopac-L-9756, ...
 
 
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Disease relevance of Dexamisole

 

Psychiatry related information on Dexamisole

  • Both doses of tetramisole significantly increased stereotyped behavior of the mice on days 3, 5 and 8 in comparison with respective control values [3].
  • Daily treatment of mice with tetramisole at 0.5 and 1mg/kg for six consecutive days did not significantly affect their general locomotor activity in the open-field activity test [3].
 

High impact information on Dexamisole

 

Chemical compound and disease context of Dexamisole

  • To determine the requirement for the thiazole ring system of tetramisole for inhibitor potency, 2,3,5,6-tetrahydro-6-phenylimidazo[2,1-b]oxazole, 2,3-dihydro-6-phenylimidazo[2,1-b]oxazole, and 2,3,5,6-phenylimidazo[2,1-a]imidazole were synthesized and tested for inhibitory activity against alkaline phosphatase isolated from Sarcoma 180/TG [9].
  • Antagonization of tetramisole toxicity by hexamethonium [10].
  • In 1 group, 5 sheep, which were treated twice with tetramisole at an interval of 4 weeks to remove gastro-intestinal nematodes and lungworms, showed an increase of 41% in weight gain and 3.2% in wool growth compared with an untreated group [11].
  • Another group, which was treated with both tetramisole and rafoxanide to remove nematode and fluke infections, had a 143% increase in weight gain and 81% in wool growth compared with the control [11].
  • The strategic use of single therapeutic doses of closantel, tetramisole or sustained low-level administration of albendazole in feed pellets in controlling naturally acquired parasitic gastroenteritis in sheep was investigated on a farm in semi-arid Rajasthan, India. A total of 303 5- to 6-month-old sheep were divided into three groups [12].
 

Biological context of Dexamisole

  • A commercially available pharmaceutical, tetramisole, was found to be a competent enantioselective acylation catalyst [13].
  • Although tetramisole showed no effect on cell growth and increased hydroxyproline accumulation, it decreased the osteocalcin production and the accumulation of calcium and phosphate in the matrices [14].
  • The most successful treatment occurred in SPF (Specific Pathogen Free) rats dosed with tetramisole loaded into zeolite and no worms were present in this group at autopsy eight days post-infection [15].
 

Anatomical context of Dexamisole

 

Associations of Dexamisole with other chemical compounds

 

Gene context of Dexamisole

 

Analytical, diagnostic and therapeutic context of Dexamisole

References

  1. Tetramisole analogues as inhibitors of alkaline phosphatase, an enzyme involved in the resistance of neoplastic cells to 6-thiopurines. Bhargava, K.K., Lee, M.H., Huang, Y., Cunningham, L.S., Agrawal, K.C., Sartorelli, A.C. J. Med. Chem. (1977) [Pubmed]
  2. Clinical pharmacokinetics of anthelmintic drugs. Edwards, G., Breckenridge, A.M. Clinical pharmacokinetics. (1988) [Pubmed]
  3. Neurobehavioral effects of tetramisole in mice. Mohammad, F.K., Faris, G.A., Rhayma, M.S., Ahmed, K. Neurotoxicology (2006) [Pubmed]
  4. Transient optic neuritis following tetramisole. Bomb, B.S., Bedi, H.K., Modi, A.P., Sahai, R.N. Trans. R. Soc. Trop. Med. Hyg. (1979) [Pubmed]
  5. Comparison of pyrantel and tetramisole in ascariasis. Sood, S., Kini, A.S., Master, J. Indian pediatrics. (1975) [Pubmed]
  6. Caenorhabditis elegans kettin, a large immunoglobulin-like repeat protein, binds to filamentous actin and provides mechanical stability to the contractile apparatuses in body wall muscle. Ono, K., Yu, R., Mohri, K., Ono, S. Mol. Biol. Cell (2006) [Pubmed]
  7. Effect of L- and D-tetramisole on 32Pi and 45Ca uptake and mineralization by matrix vesicle-enriched fractions from chicken epiphyseal cartilage. Register, T.C., Warner, G.P., Wuthier, R.E. J. Biol. Chem. (1984) [Pubmed]
  8. Synthesis and anthelmintic activity of 3'-benzoylurea derivatives of 6-phenyl-2,3,5,6-tetrahydroimidazo[2,1-b]thiazole. Weikert, R.J., Bingham, S., Emanuel, M.A., Fraser-Smith, E.B., Loughhead, D.G., Nelson, P.H., Poulton, A.L. J. Med. Chem. (1991) [Pubmed]
  9. Synthesis and biological evaluation of tetramisole analogues as inhibitors of alkaline phosphatase of the 6-thiopurine-resistant tumor sarcoma 180/TG. Li, C., Lee, M.H., Sartorelli, A.C. J. Med. Chem. (1979) [Pubmed]
  10. Antagonization of tetramisole toxicity by hexamethonium. Fayez, M., Aly, F., el-Sawey, A. Chemioterapia : international journal of the Mediterranean Society of Chemotherapy. (1987) [Pubmed]
  11. Effect of anthelmintic treatment on the performance of Awassi sheep in Iraq. Altaif, K.I. Tropical animal health and production. (1979) [Pubmed]
  12. Comparative anthelmintic activity of strategic sustained low-level administration of albendazole in feed pellets compared to single doses of closantel and tetramisole against natural ovine parasitic gastroenteritis. Khan, F.A., Sanyal, P.K., Swarnkar, C.P., Singh, D., Bhagwan, P.S. Tropical animal health and production. (1999) [Pubmed]
  13. Benzotetramisole: a remarkably enantioselective acyl transfer catalyst. Birman, V.B., Li, X. Org. Lett. (2006) [Pubmed]
  14. Necessity of enzymatic activity of alkaline phosphatase for mineralization of osteoblastic cells. Sugawara, Y., Suzuki, K., Koshikawa, M., Ando, M., Iida, J. Jpn. J. Pharmacol. (2002) [Pubmed]
  15. Treatment of Nippostrongylus brasiliensis in normal and SPF rats using tetramisole loaded into zeolite. Shaker, S.K., Dyer, A., Storey, D.M. J. Helminthol. (1992) [Pubmed]
  16. Periorchitis after tetramisole treatment in bulls implanted with Setaria labiatopapillos. Powe, T.A., Powers, R.D. J. Am. Vet. Med. Assoc. (1985) [Pubmed]
  17. Determination of the partition of the tetramisole derivative (+-)-5,6-dihydro-6-phenyl-2-n-propyl-imidazo[2,1-b]thiazole into liposomal membranes by fluorescence quenching of the membrane probe 8-(2-anthryl)-octanoic acid. Vermeir, M., Boens, N. Eur. Biophys. J. (1992) [Pubmed]
  18. Contraction of cat nictitating membrane by tetramisole. Dhume, V.G., Pereira, J.S., Diniz, R.S., Abraham, G.J. Archives internationales de pharmacodynamie et de thérapie. (1979) [Pubmed]
  19. In vitro effects of anthelmintics on the histochemistry of Haemonchus contortus and Trichuris globulosa. Kaur, M., Sood, M.L. Appl. Parasitol. (1996) [Pubmed]
  20. Localisation of acid phosphatase activity on the surface of bloodstream forms of Trypanosoma congolense. Tosomba, O.M., Coetzer, T.H., Lonsdale-Eccles, J.D. Exp. Parasitol. (1996) [Pubmed]
  21. Drug-protein interactions. Comparative studies of levamisole and structural analogs or agents with immunomodulatory effect on the mechanism of protein aggregation. Chicault, M., Luu-Duc, C., Boucherle, A. Arzneimittel-Forschung. (1990) [Pubmed]
  22. Comparative efficacy of standard antihookworm drugs against various test nematodes. Misra, A., Visen, P.K., Katiyar, J.C. J. Helminthol. (1981) [Pubmed]
  23. Characterization of an ecto-5'-nucleotidase (EC 3.1.3.5) activity in intact cells of Trichomonas vaginalis. Tasca, T., Bonan, C.D., Carli, G.A., Battastini, A.M., Sarkis, J.J. Exp. Parasitol. (2003) [Pubmed]
  24. High-pressure liquid chromatographic analysis of veterinary anthelmintics I: Quantitative determination of tetramisole. Mourot, D., Delépine, B., Boisseau, J., Gayot, G. Journal of pharmaceutical sciences. (1979) [Pubmed]
  25. Effect of levamisole on bone resorption in cultured mouse calvaria. Lerner, U., Granström, G. Eur. J. Pharmacol. (1984) [Pubmed]
 
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