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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:
99519-84-3
Molecular Weight:
424.67
NACRES:
NA.77
PubChem Substance ID:
329825403
UNSPSC Code:
12352200
MDL number:
MFCD00866325

Key Documents

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Product Name

Carboxyamidotriazole, ≥98% (HPLC)

InChI key

WNRZHQBJSXRYJK-UHFFFAOYSA-N

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)

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 10 mg/mL (clear solution)

storage temp.

2-8°C

Quality Level

100

Related Categories

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
GHS06

signalword

Danger

hcodes

H301

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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Certificates of Analysis (COA)

Lot/Batch Number
0000127864
0000127865
0000126384
0000043955
0000043954

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Lars P J Cruysberg et al.
Retina (Philadelphia, Pa.), 25(8), 1022-1031 (2005-12-13)
To evaluate the human transscleral diffusion and intravitreal delivery of carboxyamido-triazole (CAI) and 2-Methoxyestradiol (2ME2). The transscleral diffusion of two retinal antiangiogenic molecules, CAI and 2ME2, was measured in vitro to assess their potential transscleral delivery. Varying concentrations and different
Hui Song et al.
Frontiers in microbiology, 8, 1419-1419 (2017-08-12)
Codon usage bias plays an important role in shaping genomes and genes in unicellular species and multicellular species. Here, we first analyzed codon usage bias in seven
Kevin Deschamps et al.
Clinical biomechanics (Bristol, Avon), 54, 1-7 (2018-03-05)
Investigate differences in multi-segment foot kinematics between controls and participants with chronic ankle instability during running with a midfoot striking pattern and to evaluate the effect of Low-Dye and High-Dye taping. Three-dimensional multi-segment foot kinematics of 12 controls and 15
Xiaowan Du et al.
International immunopharmacology, 45, 16-25 (2017-02-06)
Excess proinflammatory cytokines owing to the activation of NF-κB and NLRP3 inflammasome play the key role in inflammatory bowel disease (IBD). Previously, we reported the anti-inflammatory activity of carboxyamidotriazole (CAI) resulting from decreasing cytokines. Therefore, we investigated the therapeutic effects
Walter M Stadler et al.
Journal of clinical oncology : official journal of the American Society of Clinical Oncology, 23(16), 3726-3732 (2005-06-01)
To assess the disease-stabilizing activity of carboxyaminoimidazole (CAI) in patients with metastatic renal cell cancer (RCC) using a randomized discontinuation trial (RDT) design. Recruited patients had a performance status of 0 to 2, minimal neuropathy or cerebellar dysfunction, measurable disease
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