119136

Adenosine A1 Receptor Agonist II, CCPA

• Synonym(s): Adenosine A1 Receptor Agonist II, CCPA
• Empirical Formula (Hill Notation): C₁₅H₂₀ClN₅O₄
• CAS Number: 37739-05-2
• Molecular Weight: 369.80
• UNSPSC Code: 12352200
• NACRES: NA.77
• MDL number: MFCD00078574
• Assay: ≥99% (HPLC)
• Form: solid
• Storage condition: OK to freeze, protect from light

Properties

• assay: ≥99% (HPLC)
• Quality Segment: 100
• form: solid
• potency: 2.3 nM K_i
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze, protect from light
• color: white
• solubility: DMSO: 100 mM, water: 5 mM
• shipped in: ambient
• storage temp.: 2-8°C
• SMILES string: Clc1nc2[n](cnc2c(n1)NC4CCCC4)[C@@H]3O[C@@H]([C@H]([C@H]3O)O)CO
• InChI: 1S/C15H20ClN5O4/c16-15-19-12(18-7-3-1-2-4-7)9-13(20-15)21(6-17-9)14-11(24)10(23)8(5-22)25-14/h6-8,10-11,14,22-24H,1-5H2,(H,18,19,20)/t8-,10-,11-,14-/m1/s1
• InChI key: XSMYYYQVWPZWIZ-IDTAVKCVSA-N

Description

General description

An adenosine analog that acts as a selective, high affinity agonist for Adenosine A1 receptor (A1R) (K_i = 800 pM; 2.3 µM, 18.8 µM, and 42 nM for human A1, A2A, A2B, A3 respectively). Shown to be centrally active following systemic administration and exhibits anti-convulsive effects. Also reported to inhibit adenylate cyclase activity in rat fat cell membrane (IC₅₀ = 33 nM). Diminishes respiratory rhythm, reduces heart rate, and enhances the activity of K_ATP channels. Reduces norepinephrine release by about 50% in untreated and pertussis toxin treated hearts.

Biochem/physiol Actions

Primary Target
A1

Reversible: yes

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Burgdorf, C. et al. 2005. J Cardiovasc Pharmacol.45, 1.
Klotz, K. N., et al. 2000. Naunyn Schmiedebergs Arch Pharmacol. 362, 382.
Mironov, S., et al. 1990. J Neurophysiol.81, 1.
Monopoli, A., et al. 1994.Arzneimittelforschung.44, 1305.
Concas, A., et al. 1993. J Pharmacol Exp Ther.267, 844.
Lohse, M. J., et al. 1988. Nauryn Schmiedebergs Arch Pharmacol.337, 687.
Coffin, V. L., et al. 1987. J Pharmacol Exp Ther.241, 76.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Standard Handling (A)

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable