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119147

Sigma-Aldrich

Adenosine A1 Receptor Antagonist I

DPCPX

Synonym(s):

8-Cyclopentyl-1,3-dipropylxanthine, 1,3-Dipropyl-8-cyclopentylxanthine, DPCPX, PD 116,948

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About This Item

Empirical Formula (Hill Notation):
C16H24N4O2
CAS Number:
102146-07-6
Molecular Weight:
304.39
MDL number:
MFCD00055117
UNSPSC Code:
12352200
NACRES:
NA.51

Quality Level

100

form

white solid

solubility

soluble (DMSO (5 mM))

storage temp.

2-8°C

SMILES string

CCCN1C(=O)N(CCC)c2nc([nH]c2C1=O)C3CCCC3

InChI

1S/C16H24N4O2/c1-3-9-19-14-12(15(21)20(10-4-2)16(19)22)17-13(18-14)11-7-5-6-8-11/h11H,3-10H2,1-2H3,(H,17,18)

InChI key

FFBDFADSZUINTG-UHFFFAOYSA-N

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General description

A blood-brain barrier permeable xanthine derivative that acts as a highly selective antagonist of Adenosine A1 receptor (A1R; Ki = 3.9 nM, 130 nM, 1.0 µM, 4.0 µM for human A1, A2A, A2B, and A3 respectively). Exhibits about 1,000-fold higher affinity and a 30-fold greater selectivity for A1R when compared to theophylline. Shown to competitively antagonize the inhibition of adenylate cyclase activity via A1 adenosine receptors in rat fat cells and the stimulation of adenylate cyclase via A2 adenosine receptors in human platelets. Exhibits hypertensive properties.

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