Carboxyamidotriazole

• CAT Number: R040348
• CAS Number: 99519-84-3
• Molecular Formula: C17H12Cl3N5O2
• Molecular Weight: 424.666
• Purity: ≥95%
• Target: Calcium Channel
• Solubility: Soluble in DMSO > 10 mM
• Storage: Store at +4C
• IUPAC Name: 5-amino-1-[[3,5-dichloro-4-(4-chlorobenzoyl)phenyl]methyl]triazole-4-carboxamide
• InChI: InChI=1S/C17H12Cl3N5O2/c18-10-3-1-9(2-4-10)15(26)13-11(19)5-8(6-12(13)20)7-25-16(21)14(17(22)27)23-24-25/h1-6H,7,21H2,(H2,22,27)
• InChIKey: WNRZHQBJSXRYJK-UHFFFAOYSA-N
• SMILES: C1=CC(=CC=C1C(=O)C2=C(C=C(C=C2Cl)CN3C(=C(N=N3)C(=O)N)N)Cl)Cl

Carboxyamidotriazole, also known as CAI; RFE-007; NSC-609974; L-651582, is a novel inhibitor of both cAMP-phosphodiesterases and GMP-phosphodiesterases. Carboxyamidotriazole inhibits oxidative phosphorylation in cancer cells and exerts synergistic anti-cancer effect with glycolysis inhibition. Carboxyamidotriazole ameliorates experimental colitis by inhibition of cytokine production, nuclear factor-κB activation, and colonic fibrosis.

Reference

1:Carboxyamidotriazole synergizes with sorafenib to combat non-small cell lung cancer through inhibition of NANOG and aggravation of apoptosis. Chen C, Ju R, Shi J, Chen W, Sun F, Zhu L, Li J, Zhang D, Ye C, Guo L.J Pharmacol Exp Ther. 2017 May 17. pii: jpet.117.240986. doi: 10.1124/jpet.117.240986. [Epub ahead of print] PMID: 28515157 Free Article2:Therapeutic efficacy of carboxyamidotriazole on 2,4,6-trinitrobenzene sulfonic acid-induced colitis model is associated with the inhibition of NLRP3 inflammasome and NF-κB activation. Du X, Chen W, Wang Y, Chen C, Guo L, Ju R, Li J, Zhang D, Zhu L, Ye C.Int Immunopharmacol. 2017 Apr;45:16-25. doi: 10.1016/j.intimp.2017.01.015. Epub 2017 Jan 31. PMID: 28152446 3:Carboxyamidotriazole alleviates muscle atrophy in tumor-bearing mice by inhibiting NF-κB and activating SIRT1. Chen C, Ju R, Zhu L, Li J, Chen W, Zhang DC, Ye CY, Guo L.Naunyn Schmiedebergs Arch Pharmacol. 2017 Apr;390(4):423-433. doi: 10.1007/s00210-017-1345-8. Epub 2017 Jan 25. PMID: 28124088 4:Therapeutic Effect of Carboxyamidotriazole on Adjuvant Arthritis in Rats. Zhu L, Li J, Guo L, Yu XL, Wu DW, Chen W, Chen C, Du XW, Zhang DC, Ye CY.Zhongguo Yi Xue Ke Xue Yuan Xue Bao. 2016 Feb;38(1):49-54. doi: 10.3881/j.issn.1000-503X.2016.01.009. PMID: 26956856 Free Article5:Carboxyamidotriazole inhibits oxidative phosphorylation in cancer cells and exerts synergistic anti-cancer effect with glycolysis inhibition. Ju R, Guo L, Li J, Zhu L, Yu X, Chen C, Chen W, Ye C, Zhang D.Cancer Lett. 2016 Jan 28;370(2):232-41. doi: 10.1016/j.canlet.2015.10.025. Epub 2015 Oct 29. PMID: 26522259 6:Activation of NALP1 inflammasomes in rats with adjuvant arthritis; a novel therapeutic target of carboxyamidotriazole in a model of rheumatoid arthritis. Zhu L, Li J, Guo L, Yu X, Wu D, Luo L, Zhu L, Chen W, Chen C, Ye C, Zhang D.Br J Pharmacol. 2015 Jul;172(13):3446-59. doi: 10.1111/bph.13138. Epub 2015 May 5. PMID: 25799914 Free PMC Article7:Carboxyamidotriazole: a novel inhibitor of both cAMP-phosphodiesterases and cGMP-phosphodiesterases. Guo L, Luo L, Ju R, Chen C, Zhu L, Li J, Yu X, Ye C, Zhang D.Eur J Pharmacol. 2015 Jan 5;746:14-21. doi: 10.1016/j.ejphar.2014.10.018. Epub 2014 Nov 11. PMID: 25446933 8:Carboxyamidotriazole-orotate inhibits the growth of imatinib-resistant chronic myeloid leukaemia cells and modulates exosomes-stimulated angiogenesis. Corrado C, Flugy AM, Taverna S, Raimondo S, Guggino G, Karmali R, De Leo G, Alessandro R.PLoS One. 2012;7(8):e42310. doi: 10.1371/journal.pone.0042310. Epub 2012 Aug 3. PMID: 22879938 Free PMC Article9:Carboxyamidotriazole ameliorates experimental colitis by inhibition of cytokine production, nuclear factor-κB activation, and colonic fibrosis. Guo L, Ye C, Hao X, Zheng R, Ju R, Wu D, Luo L, Wang C, Li J, Yu X, Zhu L, Zhang D.J Pharmacol Exp Ther. 2012 Aug;342(2):356-65. doi: 10.1124/jpet.112.192849. Epub 2012 May 2. PMID: 22553216 Free Article10:Inhibition of pro-inflammatory cytokines in tumour associated macrophages is a potential anti-cancer mechanism of carboxyamidotriazole. Ju R, Wu D, Guo L, Li J, Ye C, Zhang D.Eur J Cancer. 2012 May;48(7):1085-95. doi: 10.1016/j.ejca.2011.06.050. Epub 2011 Jul 20. PMID: 21767946