119147

Adenosine A1 Receptor Antagonist I

DPCPX

• Synonym(s): 8-Cyclopentyl-1,3-dipropylxanthine, 1,3-Dipropyl-8-cyclopentylxanthine, DPCPX, PD 116,948
• Empirical Formula (Hill Notation): C₁₆H₂₄N₄O₂
• CAS Number: 102146-07-6
• Molecular Weight: 304.39
• UNSPSC Code: 12352200
• NACRES: NA.51
• MDL number: MFCD00055117
• Form: white solid

Properties

• Quality Segment: 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

Description

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.