141109-84-4Relevant academic research and scientific papers
Thiazolidinedione, oxazolidinedione and oxadiazolidinedione derivatives
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, (2008/06/13)
Novel thiazolidinedione, oxazolidinedione and oxadiazolidinedione derivatives, process for their manufacture, pharmaceutical preparations containing them and the use of the compounds in conditions associated with insulin resistance.
Oxazolidine dione derivatives
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, (2008/06/13)
Compounds of the formula: STR1 or tautomeric forms and a pharmaceutically acceptable salt, and pharmaceutically acceptable solvates thereof, wherein: A1 is a substituted or unsubstituted oxazole substituted by up to 4 substituents selected from the group consisting of C1-6 -alkyl, C1-6 -alkoxy, phenyl, and halogen or any two substituents on adjacent carbon atoms, together with the carbon atoms to which they are attached, form a benzene ring, and wherein the carbon atoms of the benzene ring represented by the said two substituents are unsubstituted or substituted with up to three groups selected from halogen, C1-6 -alkyl, phenyl, C1-6 -alkoxy, halo-C1-6 -alkyl, hydroxy, amino, nitro, carboxy, C1-6 -alkoxycarbonyl, C1-6 -alkoxycarbonyl-C1-6 -alkyl, C1-6 -alkylcarbonyloxy, and C1-5 -alkylcarbonyl; Rl is a hydrogen atom, a C1-6 -alkyl group, a C1-6 -alkylcarbonyloxy group, a phenyl-C1-6 -alkyl group, wherein the phenyl moiety may be substituted or unsubstituted, or a substituted or unsubstituted phenyl group, wherein the said phenyl groups may be substituted with up to three groups selected from halogen, C1-6 -alkyl, phenyl, C1-6 -alkoxy, halo-C1-6 -alkyl, hydroxy, amino, nitro, carboxy, C1-6 -alkoxycarbonyl, C1-6 -alkoxycarbonyl-C1-6 -alkyl, C1-6 -alkylcarbonyloxy, and C1-6 -alkylcarbonyl; A2 is a benzene ring having in total up to five substituents wherein three optional substituents are selected from halogen, C1-6 -alkyl, phenyl, C1-6 -alkoxy, halo-C1-6 -alkyl, hydroxy, amino, nitro, carboxy, C1-6 -alkoxycarbonyl. C1-6 -alkoxycarbonyl-C1-6 -alkyl, C1-6 -alkylcarbonyloxy, and C1-6 -alkylcarbonyl; and n is an integer from 2 to 6, are disclosed as hypoglycemics, hypolipidemics and antihypertensives.
benzyl>-2,4-thiazolidinediones as Potent Antihyperglycemic Agents
Cantello, Barrie C.C.,Cawthorne, Michael A.,Cottam, Graham P.,Duff, Peter T.,Haigh, David,et al.
, p. 3977 - 3985 (2007/10/02)
A series of -2,4-thiazolidinediones and benzyl>-2,4-thiazolidinediones was synthesized from the corresponding aldehydes.Compounds from the urea series, exemplified by 16, showed antihyperglycemic potency comparable with known agents of the type such as pioglitazone and troglitazone (CS-045).The benzoxazole 49, a cyclic analogue of 16, was a very potent enhancer of insulin sensitivity, and by modification of the aromatic heterocycle, an aminopyridine, 37, was identified as a lead compound from SAR studies.Evaluation of antihyperglycemic activity together with effects on blood hemoglobin content, to determine the therapeutic index, was performed in 8-day repeat administration studies in genetically obese C57 BI/6 ob/ob mice.From these studies, BRL 49653 (37) has been selected, on the basis of antihyperglycemic potency combined with enhanced selectivity against reductions in blood hemoglobin content, for further evaluation.
