CCPA Chemical Properties

Boiling point:

656.1±65.0 °C(Predicted)

Density 

1.87±0.1 g/cm3(Predicted)

storage temp. 

2-8°C

solubility 

H₂O: 1.7 mg/mL, insoluble

form 

solid

pka

13.06±0.70(Predicted)

color 

off-white to light yellow

Safety Information

Safety Statements 

24/25

WGK Germany 

3

RTECS 

AU7357555

HS Code 

29349990

Toxicity

mouse,LD,intraperitoneal,> 100mg/kg (100mg/kg),BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY),Arzneimittel-Forschung. Drug Research. Vol. 44, Pg. 1305, 1994.

CCPA Usage And Synthesis

Chemical Properties

Solid

Uses

Adenosine receptors are for treating central nervous system (CNS) disorders. Adenosine A1 receptor agonists include e.g. CCPA, 8-cyclopentyl-1,3-dipropylxanthine, R-phenylisopropyl adenosine. A2A rec eptor agonists include e.g. regadenoson (Lexiscan), apadenoson, binodenoson.

Uses

2-Chloro-N6-cyclopentyl Adenosine is a selective adenosine receptor agonist (1,2). It inhibits angiotensin II induced cardiomyocyte hypertrophy via the calcineurin signaling pathway (2).

Uses

2-Chloro-N6-cyclopentyladenosine (CCPA) may be used as an A1 adenosine receptor agonist with high selectivity. CCPA is often used with other adenosine receptor agonists and antagonist to resolve A(1), A(2A) and A(3) receptor functions. These include DPCPX (A(1) receptor antagonist), 4-(2-[7-amino-2-(2-furyl)[1,2,4]triazolo[2,3-α][1,3,5]triazin-5-ylamino]ethyl)phenol (A(2A) receptor antagonist), and 4-[2-[[6-amino-9-(N-ethyl-β-D-ribofuranuronamidosyl)-9H-purin-2-yl]amino]ethyl]benzenepropanoic acid hydrochloride (A(2A) receptor agonist), and Cl-IB-MECA, (A(3)) receptor agonist).

Biological Activity

Potent and selective adenosine A 1 receptor agonist (K i values are 0.8, 2300 and 42 nM for human A 1 , A 2A and A 3 receptors respectively; EC 50 = 18800 nM for hA 2B ). Centrally active following systemic administration in vivo .

Biochem/physiol Actions

A1 adenosine receptor agonist with high selectivity: reportedly 10,000-fold for A1 over A2 receptors.

storage

Desiccate at RT

References

[1]. lohse mj, klotz kn, schwabe u, et al. 2-chloro-n6-cyclopentyladenosine: a highly selective agonist at a1 adenosine receptors. naunyn schmiedebergs arch pharmacol, 1988, 337(6): 687-689.
[2]. monopoli a, conti a, dionisotti s, et al. pharmacology of the highly selective a1 adenosine receptor agonist 2-chloro-n6-cyclopentyladenosine. arzneimittelforschung, 1994, 44(12): 1305-1312.
[3]. concas a, santoro g, mascia mp, et al. anticonvulsant doses of 2-chloro-n6-cyclopentyladenosine, an adenosine a1 receptor agonist, reduce gabaergic transmission in different areas of the mouse brain. j pharmacol exp ther, 1993, 267(2): 844-851.
[4]. sandoli d, chiu pj, chintala m, et al. in vivo and ex vivo effects of adenosine a1 and a2 receptor agonists on platelet aggregation in the rabbit. eur j pharmacol, 1994, 259(1): 43-49.

CCPA(37739-05-2)Related Product Information

• 2-Chloropurine
• Adenine Sulfate
• 4-Cyanocinnamic acid
• 2-Chloroadenine
• 2-Chloroadenosine
• Adenine hydrochloride
• Adenine hydrochloride hemihydrate
• Cyclopentylamine
• Cladribine
• 2-chloro-9-methyl-9H-purine
• 2'-MECCPA
• 2-chloro-N-ethylpyrimidin-4-amine
• CCPA
• N6-CYCLOPENTYLADENOSINE
• 4-Pyrimidinamine, 2-chloro-N-methyl- (9CI)
• Adenosinehydrochloride
• 2-chloro-N-(1-methylethyl)pyrimidin-4-amine
• 2-CHLORO-N-METHYL-9H-PURIN-6-AMINE