438190-29-5 Usage
Uses
Used in Cancer Research:
(5Z)-5-[[3-(Trifluoromethyl)phenyl]methylene]-2,4-thiazolidinedione is used as a research tool for studying the role of Pim protein kinases in cancer cell growth and proliferation. Its ability to selectively inhibit Pim kinases makes it a valuable compound for investigating the underlying mechanisms of cancer development and progression.
Used in Drug Development:
(5Z)-5-[[3-(Trifluoromethyl)phenyl]methylene]-2,4-thiazolidinedione is used as a potential therapeutic agent in the inhibition and treatment of cancer and cancer cell lines. Its dual functionality as an aldose reductase inhibitor and a COX-2 inhibitor suggests that it may have potential applications in the development of novel cancer therapies.
Used in Pharmaceutical Industry:
(5Z)-5-[[3-(Trifluoromethyl)phenyl]methylene]-2,4-thiazolidinedione is used as a lead compound in the development of new drugs targeting Pim protein kinases. Its selectivity and potency make it a promising candidate for further optimization and development into a clinically relevant drug.
Used in Academic Research:
(5Z)-5-[[3-(Trifluoromethyl)phenyl]methylene]-2,4-thiazolidinedione is used as a research compound in academic institutions to study the molecular mechanisms of Pim kinases in various cellular processes, including cell cycle regulation, apoptosis, and cell survival. This knowledge can contribute to a better understanding of the role of Pim kinases in cancer and other diseases.
References
1) Xia et al. (2009), Synthesis and evaluation of novel inhibitors of Pim-1 and Pim-2 protein kinases; J. Med. Chem., 52 74
2) Beharry et al. (2009), Novel benzylidene-thiazolidine-2,4-diones inhibit Pim protein kinase activity and induce cell cycle arrest in leukemia and prostate cancer cells; Mol. Cancer Ther., 8 1473
3) Lin et al. (2010), A small molecule inhibitor of Pim protein kinases blocks the growth of precursor T-cell lymphoblastic leukemia/lymphoma; Blood, 115 824
4) Zhang et al. (2009), PIM1 protein kinase regulates PRAS40 phosphorylation and mTOR activity in FDCP1 cells; Cancer Biol. Ther., 8 846
Check Digit Verification of cas no
The CAS Registry Mumber 438190-29-5 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 4,3,8,1,9 and 0 respectively; the second part has 2 digits, 2 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 438190-29:
(8*4)+(7*3)+(6*8)+(5*1)+(4*9)+(3*0)+(2*2)+(1*9)=155
155 % 10 = 5
So 438190-29-5 is a valid CAS Registry Number.
438190-29-5Relevant academic research and scientific papers
Synthesis and evaluation of novel inhibitors of pim-1 and pim-2 protein kinases
Xia, Zuping,Knaak, Christian,Jian, Ma.,Beharry, Zanna M.,McInnes, Campbell,Wang, Wenxue,Kraft, Andrew S.,Smith, Charles D.
experimental part, p. 74 - 86 (2009/09/25)
The Pim protein kinases are frequently overexpressed in prostate cancer and certain forms of leukemia and lymphoma. 5-(3-Trifluoromethylbenzylidene) thiazolidine-2,4-dione (4a) was identified by screening to be a Pim-1 inhibitor and was found to attenuate the autophosphorylation of tagged Pim-1 in intact cells. Although 4a is a competitive inhibitor with respect to ATP, a screen of approximately 50 diverse protein kinases demonstrated that it has high selectivity for Pim kinases. Computational docking of 4a to Pim-1 provided a model for lead optimization, and a series of substituted thiazolidine-2,4-dione congeners was synthesized. The most potent new compounds exhibited IC 50s of 13 nM for Pim-1 and 2.3 μM for Pim-2. Additional compounds in the series demonstrated selectivities of more than 2500-fold and 400-fold for Pim-1 or Pim- 2, respectively, while other congeners were essentially equally potent toward the two isozymes. Overall, these compounds are new Pim kinase inhibitors that may provide leads to novel anticancer agents.
Synthesis and aldose reductase inhibitory activity of 5-arylidene-2,4-thiazolidinediones
Bruno,Costantino,Curinga,Maccari,Monforte,Nicolo,Ottana,Vigorita
, p. 1077 - 1084 (2007/10/03)
Several (Z)-5-arylidene-2,4- hiazolidinediones were synthesized and tested as aldose reductase inhibitors (ARIs). The most active of the N-unsubstituted derivatives (2) exerted the same inhibitory activity of Sorbinil. The introduction of an acetic side chain on N-3 of the thiazolidinedione moiety led to a marked increase in lending inhibitory activi y, conducting to the discovery of a very potent ARI (4c), whose activity level (IC50 =0.1 μM) was in the same range of Tolrestat . Moreover, the corresponding methyl esters (3), devoid of any acidic functionality, showed appreciable inhibitory activity similar to that of the N-unsubstituted compounds. It was also found that the substitution pattern on the 5-benzylidene moiety markedly influenced the activity of N-unsubstituted 2,4-thiazolidinediones 2, compounds with substituents at the meta position being generally more effective than the para-substituted ones; however, this SAR was not evidenced in acetates 3 and acids 4. Copyright
