A non-selective calcium channel blocker
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Carboxyamidotriazole

Item No. 28732

Technical Information
Formal Name
5-amino-1-[[3,5-dichloro-4-(4-chlorobenzoyl)phenyl]methyl]-1H-1,2,3-triazole-4-carboxamide
CAS Number
99519-84-3
Synonyms
  • CAI
  • L-651,582
  • NSC 609974
Molecular Formula
C17H12Cl3N5O2
Formula Weight
Purity
≥98%
A solid
DMSO: slightly solubleMethanol: slightly, heated
SMILES
ClC1=CC=C(C(C2=C(Cl)C=C(CN3N=NC(C(N)=O)=C3N)C=C2Cl)=O)C=C1
InChi Code
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)
InChi Key
WNRZHQBJSXRYJK-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Carboxyamidotriazole is an orally bioavailable, non-selective calcium channel blocker.1 It blocks L- and T-type calcium channels in GH3 rat pituitary cancer cells (IC50s = 0.5 and 1.5 μg/ml, respectively). It also inhibits calcium influx stimulated by the acetylcholine receptor agonist carbachol (carbamoylcholine; Item No. 14486) and the calcium ionophore A23187 (Item Nos. 11016 | 22030) in CHO cells expressing human recombinant muscarinic M5 receptors (IC50s = 935 and 359 nM, respectively).2 Carboxyamidotriazole inhibits the growth of T. gondii in non-cancerous human fibroblasts and HeLa human cervical cancer cells (IC50 = 0.06 μg/ml for both).3 It inhibits the growth of FaDu and EVSCC17M human squamous cell carcinoma cells (IC50s = 13 and 15 μM, respectively) and of human umbilical vein endothelial cells (HUVECs; IC50 = 1 μM) in vitro.4,5 Carboxyamidotriazole (20 μM) also inhibits angiogenesis in a chicken chorioallantoic membrane assay in vivo.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hupe, D.J., Boltz, R., Cohen, C.J., et alThe inhibition of receptor-mediated and voltage-dependent calcium entry by the antiproliferative L-651,582. The Journal of Biological Chemisty 266(16), 10136-10142 (1991).

    2. Felder, C.C., Ma, A.L., Liotta, L.A., et alThe antiproliferative and antimetastatic compound L651582 inhibits muscarinic acetylcholine receptor-stimulated calcium influx and arachidonic acid release. J. Pharmacol. Exp. Ther. 257(3), 967-971 (1991).

    3. Hupe, D.J., Pfefferkorn, E.R., Behrens, N.D., et alL-651,582 inhibition of intracellular parasitic protozoal growth correlates with host-cell directed effects. J. Pharmacol. Exp. Ther. 256(2), 462-467 (1991).

    4. Wu, Y., Palad, A.J., Wasilenko, W.J., et alInhibition of head and neck squamous cell carcinoma growth and invasion by the calcium influx inhibitor carboxyamido-triazole. Clin. Cancer Res. 3(11), 1915-1921 (1997).

    5. Kohn, E.C., Alessandro, R., Spoonster, J., et alAngiogenesis: Role of calcium-mediated signal transduction. Proc. Natl. Acad. Sci. USA 92(5), 1307-1311 (1995).