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Key Documents

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:
Molecular Weight:
299.31
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:

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 Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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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
Daniele Pietra et al.
Journal of theoretical biology, 267(4), 663-675 (2010-08-31)
A new mathematical model, referred to as Enhancer and Competitive Allosteric Modulator (ECAM) model, developed with the aim of quantitatively describing the interaction of an allosteric modulator with both enhancer and competitive properties towards G-protein-coupled receptors is described here. Model
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
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
M C Peeters et al.
Biochemical pharmacology, 84(1), 76-87 (2012-03-28)
The adenosine A1 receptor is a member of the large membrane protein family that signals through G proteins, the G protein-coupled receptors (GPCRs). GPCRs consist of seven transmembrane domains connected by three intracellular and three extracellular loops. Their N-terminus is

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