Carboxyamidotriazole

Carboxyamidotriazole is a calcium channel blocker that blocks voltage-gated and ligand-gated calcium channels and has been investigated as an anti-cancer drug in vitro.[1][2]

Carboxyamidotriazole
Names
Preferred IUPAC name
5-Amino-1-{[3,5-dichloro-4-(4-chlorobenzoyl)phenyl]methyl}-1H-1,2,3-triazole-4-carboxamide
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.231.281
EC Number
  • 804-580-3
UNII
  • 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) ☒N
    Key: WNRZHQBJSXRYJK-UHFFFAOYSA-N ☒N
  • InChI=1/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)
    Key: WNRZHQBJSXRYJK-UHFFFAOYAY
  • C1=CC(=CC=C1C(=O)C2=C(C=C(C=C2Cl)CN3C(=C(N=N3)C(=O)N)N)Cl)Cl
Properties
C17H12Cl3N5O2
Molar mass 424.66848
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

References
  1. Figg, W. D.; Cole, K. A.; Reed, E.; Steinberg, S. M.; Piscitelli, S. C.; Davis, P. A.; Soltis, M. J.; Jacob, J.; Boudoulas, S.; Goldspiel, B. (1995). "Pharmacokinetics of orally administered carboxyamido-triazole, an inhibitor of calcium-mediated signal transduction". Clinical Cancer Research. 1 (8): 797–803. PMID 9816048.
  2. Bonnefond, M. L.; Florent, R.; Lenoir, S.; Lambert, B.; Abeilard, E.; Giffard, F.; Louis, M. H.; Elie, N.; Briand, M.; Vivien, D.; Poulain, L.; Gauduchon, P.; n'Diaye, M. (2018). "Inhibition of store-operated channels by carboxyamidotriazole sensitizes ovarian carcinoma cells to anti-BCLXL strategies through MCL-1 down-regulation". Oncotarget. 9 (74): 33896–33911. doi:10.18632/oncotarget.26084. PMC 6188062. PMID 30338034.


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