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Merck
CN

SML0408

Carboxyamidotriazole

≥98% (HPLC)

Synonym(s):

5-Amino-1-[[3,5-Dichloro-4-(4-chlorobenzoyl)phenyl]meth yl]-1H-1,2,3-triazole-4-carboxamide, CAI, L-651582

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About This Item

Empirical Formula (Hill Notation):
C17H12Cl3N5O2
CAS Number:
Molecular Weight:
424.67
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
Technical Service
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Quality Level

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 10 mg/mL (clear solution)

storage temp.

2-8°C

SMILES string

NC(=O)c1nnn(Cc2cc(Cl)c(c(Cl)c2)C(=O)c3ccc(Cl)cc3)c1N

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

Biochem/physiol Actions

Carboxyamidotriazole (CAI) is a non-cytotoxic anticancer drug. It exhibits anti-inflammatory properties and reduces the release of proinflammatory cytokines. CAI prevents the proliferation and invasive behavior of a variety of human cancer cell types and endothelial cells in vitro and in vivo. It is used to treat several acute and chronic inflammation models, like adjuvant arthritis and inflammatory bowel diseases (IBD). CAI blocks tumor cell proliferation and stimulates cell apoptosis in vitro.
Carboxyamidotriazole (L-651582) is an orally active calcium channel blocker. Carboxyamidotriazole blocks intracellular and mitochondrial calcium entry and flux, resulting in inhibition of cell proliferation, calcium-release-activated calcium channel (CRAC) function, and maintenance of mitochondrial membrane potential.
Carboxyamidotriazole is a calcium channel blocker/calcium flux inhibitor; inhibits CRAC channel function.


pictograms

Skull and crossbones

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Fabienne Largey et al.
Neurology(R) neuroimmunology & neuroinflammation, 6(6) (2019-09-27)
To investigate the effects of natalizumab (NAT) treatment on intrathecally produced antiviral antibodies in MS. We performed a longitudinal, observational study analyzing both serum and CSF samples collected before and during NAT treatment for antibodies against measles, rubella, mumps, influenza
Lei Guo et al.
European journal of pharmacology, 746, 14-21 (2014-12-03)
Carboxyamidotriazole (CAI) is a non-cytotoxic anti-tumor drug, which also shows considerable anti-inflammatory effects in a variety of animal models of inflammation. The exact target and mechanism of CAI were not clearly understood yet. In the present study, we demonstrate that
Alessandra Fiorio Pla et al.
Molecular cancer research : MCR, 6(4), 535-545 (2008-04-12)
Growth factor-induced intracellular calcium signals in endothelial cells regulate cytosolic and nuclear events involved in the angiogenic process. Among the intracellular messengers released after proangiogenic stimulation, arachidonic acid (AA) plays a key role and its effects are strictly related to



Global Trade Item Number

SKUGTIN
SML0408-5MG04061832962955
SML0408-25MG04061832962948