CCPA

CCPA Basic information
Product Name:CCPA
Synonyms:CCPA;2-CHLORO-N-CYCLOPENTYLADENOSINE;2-CHLORO-N6-CYCLOPENTYLADENOSINE;2-chloro-n-cyclopentyl-adenosin;2-chloro-N(sup 6)-cyclopentyladenosine;2-Chloro-N6-cyclopentyladenosine hemihydrate;2-CHLORO-N6-CYCLOPENTYLADENOSINE (CCPA) A1 ADENOSINE RECEPTOR;N-Cyclopentyl-2-chloroadenosine
CAS:37739-05-2
MF:C15H20ClN5O4
MW:369.8
EINECS:
Product Categories:Adenosines/P2 Nucleotide Receptors (Purinergics);Adenosine receptor;Bases & Related Reagents;Carbohydrates & Derivatives;Heterocycles;Intermediates & Fine Chemicals;Agonists;Neurotransmitters;Nucleotides;Pharmaceuticals
Mol File:37739-05-2.mol
CCPA Structure
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
pka13.06±0.70(Predicted)
color off-white to light yellow
Safety Information
Safety Statements 24/25
WGK Germany 3
RTECS AU7357555
HS Code 29349990
Toxicitymouse,LD,intraperitoneal,> 100mg/kg (100mg/kg),BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY),Arzneimittel-Forschung. Drug Research. Vol. 44, Pg. 1305, 1994.
MSDS Information
CCPA Usage And Synthesis
Chemical PropertiesSolid
UsesAdenosine 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.
Uses2-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).
Uses2-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 ActivityPotent 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 ActionsA1 adenosine receptor agonist with high selectivity: reportedly 10,000-fold for A1 over A2 receptors.
storageDesiccate 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 Preparation Products And Raw materials
Adenosinehydrochloride 2-chloro-N-(1-methylethyl)pyrimidin-4-amine 4-Cyanocinnamic acid Adenine hydrochloride 2-Chloropurine 4-Pyrimidinamine, 2-chloro-N-methyl- (9CI) 2-CHLORO-N-METHYL-9H-PURIN-6-AMINE 2-chloro-N-ethylpyrimidin-4-amine 2-Chloroadenosine N6-CYCLOPENTYLADENOSINE 2'-MECCPA 2-Chloroadenine Adenine Sulfate CCPA Cyclopentylamine 2-chloro-2',3'-dideoxyadenosine 2-chloro-9-methyl-9H-purine Adenine hydrochloride hemihydrate

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