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P1123

Sigma-Aldrich

PD 81,723

≥98% (HPLC), solid

Synonym(s):

(2-Amino-4,5-dimethyl-3-thienyl)-[3-(trifluoromethyl)phenyl]methanone

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About This Item

Empirical Formula (Hill Notation):
C14H12F3NOS
CAS Number:
132861-87-1
Molecular Weight:
299.31
MDL number:
MFCD01321053
UNSPSC Code:
12352200
PubChem Substance ID:
329820073

assay

≥98% (HPLC)

form

solid

storage condition

protect from light
under inert gas

color

yellow

solubility

DMSO: ~13 mg/mL
H2O: insoluble

storage temp.

−20°C

SMILES string

Cc1sc(N)c(c1C)C(=O)c2cccc(c2)C(F)(F)F

InChI

1S/C14H12F3NOS/c1-7-8(2)20-13(18)11(7)12(19)9-4-3-5-10(6-9)14(15,16)17/h3-6H,18H2,1-2H3

Inchi Key

KKDKAWKYGCUOGR-UHFFFAOYSA-N

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Biochem/physiol Actions

Allosteric enhancer of A1 adenosine receptors

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
104K4600

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B Musser et al.
The Journal of pharmacology and experimental therapeutics, 288(2), 446-454 (1999-01-26)
The 2-amino-3-benzoylthiophene PD 81,723 has been shown to exhibit allosteric enhancement of adenosine A1 receptor binding and function. The aim of this study was to clarify the mechanism of this effect using membranes purified from rat brain and Chinese hamster
C A Janusz et al.
Brain research, 619(1-2), 131-136 (1993-08-13)
The effects of adenosine and the adenosine binding enhancer, PD 81,723, on low magnesium-induced bursting in the in vitro hippocampal slice were examined. Extracellular recordings were obtained from the CA3 pyramidal cell layer while electrically stimulating in the stratum radiatum
Elisabeth C Klaasse et al.
European journal of pharmacology, 522(1-3), 1-8 (2005-10-11)
To study the effect of allosteric modulators on the internalization of human adenosine A(1) receptors, the receptor was equipped with a C-terminal yellow fluorescent protein tag. The introduction of this tag did not affect the radioligand binding properties of the
D M Dennis et al.
Circulation, 94(10), 2551-2559 (1996-11-15)
There has been increasing interest in the development of agents that utilize endogenous adenosine to exert their actions. We tested the hypothesis that substances that either potentiate the activity (allosteric enhancers) or increase the interstitial concentration (inhibitors of metabolism) of
Jianzhong Shen et al.
Circulation research, 96(9), 982-990 (2005-04-16)
Adenosine is a vascular endothelial cell mitogen, but anti-mitogenic for aortic smooth muscle cells and fibroblasts when acting via the A2B adenosine receptor. However, we show that adenosine increases porcine coronary artery smooth muscle cell (CASMC) number, cellular DNA content
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