129486-32-4Relevant academic research and scientific papers
Thiazole as a Carbonyl Bioisostere. A Novel Class of Highly Potent and Selective 5-HT3 Receptor Antagonists
Rosen, Terry,Nagel, Arthur A.,Rizzi, James P.,Ives, Jeffrey L.,Daffeh, June B.,et al.
, p. 2715 - 2720 (2007/10/02)
A novel structural class of highly potent and selective 5-HT3 receptor antagonists is described.The compounds in this new series contain a thiazole moiety linking an aromatic group and a nitrogen-containing basic region; the thiazole group appears to be acting as a carbonyl bioisostere in this system.An optimized member of this series, 4-(2-methoxyphenyl)-2-methyl>thiazole (5), exhibits oral activity in the Bezold-Jarisch reflex paradigm comparable to or better than the standard agents ondansetron (1) and ICS-205-930 (2).Several of the structure-activity relationships are rationalized in terms of a computer pharmacophore model for 5-HT3 receptor binding.
Synthesis, in vitro binding profile, and central nervous system penetrability of the highly potent 5-HT3 receptor antagonist [3H]-4-(2-methoxyphenyl)-2-[4(5)-methyl-5(4)-imidazolylmethyl]thiazol e
Rosen,Seeger,McLean,Nagel,Ives,Guarino,Bryce,Furman,Roth,Chalabi,Windels
, p. 3020 - 3023 (2007/10/02)
4-(2-Methoxyphenyl)-2-[4(5)-methyl-5(4)-imidazolylmethyl]thiazole (5) is a highly potent member of a structurally novel series of selective serotonin-3 receptor antagonists. The synthesis of tritriated 5 and its binding profile in neuroblastoma-glioma 108
