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C199

Sigma-Aldrich

CGS-15943

solid

Synonym(s):

9-Chloro-2-(2-furanyl)-[1,2,4]triazolo[1,5-c]quinazolin-5-amine

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About This Item

Empirical Formula (Hill Notation):
C13H8ClN5O
CAS Number:
104615-18-1
Molecular Weight:
285.69
MDL number:
MFCD01529897
UNSPSC Code:
12352202
PubChem Substance ID:
24277704
NACRES:
NA.77

assay

≥98% (HPLC)

Quality Level

100

form

solid

color

white

solubility

DMSO: >10 mg/mL
H2O: insoluble

storage temp.

room temp

SMILES string

Nc1nc2ccc(Cl)cc2c3nc(nn13)-c4ccco4

InChI

1S/C13H8ClN5O/c14-7-3-4-9-8(6-7)12-17-11(10-2-1-5-20-10)18-19(12)13(15)16-9/h1-6H,(H2,15,16)

InChI key

MSJODEOZODDVGW-UHFFFAOYSA-N

Gene Information

human ... ADORA1(134) , ADORA2A(135) , ADORA2B(136) , ADORA3(140)
rat ... Adora1(29290) , Adora2a(25369) , Adora2b(29316)

Application

CGS-15943 has been used as a non-selective adenosine receptor antagonist to study its effects on the proliferation of pancreatic ductal adenocarcinoma (PDAC) cells and hepatocellular carcinoma (HCC). It has also been used as a non-selective adenosine receptor antagonist to investigate the mechanism underlying adenosine inhibition on cholangiocarcinoma (CCA) cells.

Biochem/physiol Actions

CGS-15943 is a potent and non-selective adenosine receptor antagonist. It exhibits anti-carcinogenic and anti-apoptotic activity.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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J m Li et al.
The Journal of surgical research, 80(2), 357-364 (1999-01-08)
Adenosine is a potent vasodilator of vascular smooth muscle. Endothelium-derived nitric oxide (NO) elicits vasodilation. We have previously reported that adenosine stimulates the production of NO from porcine carotid arterial endothelial cells (PCAEC) via a receptor-mediated mechanism. This study was
Elise M Weerts et al.
Psychopharmacology, 168(1-2), 155-163 (2003-04-02)
Caffeine and the adenosine A(1) and A(2A) receptor antagonist CGS15943 produce many behavioral effects that are similar to those produced by classic stimulant drugs (e.g. cocaine and amphetamines). The current study evaluated whether CGS15943 would maintain self-administration and reinstate extinguished
Soo-Kyung Kim et al.
Journal of medicinal chemistry, 46(23), 4847-4859 (2003-10-31)
A three-dimensional model of the human A(2A) adenosine receptor (AR) and its docked ligands was built by homology to rhodopsin and validated with site-directed mutagenesis and the synthesis of chemically complementary agonists. Different binding modes of A(2A)AR antagonists and agonists
E Ongini et al.
Naunyn-Schmiedeberg's archives of pharmacology, 359(1), 7-10 (1999-02-05)
Three structurally related non-xanthine compounds, CGS 15943, ZM 241385 and SCH 58261, are potent A2A adenosine receptor antagonists and have been used as tools in many pharmacological studies. We have now characterized their affinity and selectivity profile on human adenosine
Tiago Donatelli Serafim et al.
PLoS neglected tropical diseases, 6(9), e1833-e1833 (2012-10-11)
Leishmania parasites, the causative agent of leishmaniasis, are transmitted through the bite of an infected sand fly. Leishmania parasites present two basic forms known as promastigote and amastigote which, respectively, parasitizes the vector and the mammalian hosts. Infection of the
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