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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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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
Elizabeth Joshi et al.
Bioorganic & medicinal chemistry letters, 14(4), 929-933 (2004-03-12)
Solutions of 2-amino-3-aroyl-4,5-dialkylthiophenes in DMSO (dimethyl sulfoxide) undergo regioselective oxidation of benzylic carbon under mild conditions. We describe three examples and propose a mechanism for oxidation.
B Brandts et al.
British journal of pharmacology, 121(6), 1217-1223 (1997-07-01)
1. PD 81,723 has been shown to enhance binding of adenosine to A1 receptors by stabilizing G protein-receptor coupling ('allosteric enhancement'). Evidence has been provided that in the perfused hearts and isolated atria PD 81,723 causes a sensitization to adenosine
Joseph R Meno et al.
Experimental neurology, 183(1), 188-196 (2003-09-06)
We investigated the effects of PD 81,723, an allosteric enhancer for the adenosine A(1) receptor subtype, on hippocampal injury and Morris water maze (MWM) performance following hyperglycemic cerebral ischemia and reperfusion (4-VO, 10 min) in the rat. PD 81,723 (3
Elisabeth Klaasse et al.
European journal of pharmacology, 499(1-2), 91-98 (2004-09-15)
We studied fusion proteins between the human adenosine A1 receptor and different 351Cys-mutated G(i1) alpha-subunits (A1-Gialpha) with respect to two important concepts in receptor pharmacology, i.e. allosteric modulation and constitutive activity/inverse agonism. The aim of our study was twofold. We
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