ccpa

Names

[ Name ]:
ccpa

[Synonym ]:
2-Chloro-N-cyclopentyladenosine
2-Chloro-N6-cyclopentyladenosine
2-Chloro-N6-cyclopentyladenosine,2-Chloro-N-cyclopentyladenosine

Biological Activity

[Description]:

CCPA (2-Chloro-N6-cyclopentyladenosine) is a purine nucleoside analog. Purine nucleoside analogs have broad antitumor activity targeting indolent lymphoid malignancies. Anticancer mechanisms in this process rely on inhibition of DNA synthesis, induction of apoptosis, etc[1].

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> Cell Cycle/DNA Damage >> Nucleoside Antimetabolite/Analog

[References]

[1]. Man S, et al. Potential and promising anticancer drugs from adenosine and its analogs. Drug Discov Today. 2021 Jun;26(6):1490-1500.

[2]. Robak T, Robak P. Purine nucleoside analogs in the treatment of rarer chronic lymphoid leukemias. Curr Pharm Des. 2012;18(23):3373-88.

Chemical & Physical Properties

[ Density]:
1.87g/cm3

[ Boiling Point ]:
617.3ºC at 760mmHg

[ Molecular Formula ]:
C₁₅H₂₀ClN₅O₄

[ Molecular Weight ]:
369.80

[ Flash Point ]:
327.1ºC

[ Exact Mass ]:
369.12000

[ PSA ]:
125.55000

[ LogP ]:
0.51870

[ Index of Refraction ]:
1.824

[ Storage condition ]:
2-8°C

[ Water Solubility ]:
H2O: 1.7 mg/mL, insoluble

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: AU7357555

CHEMICAL NAME :: Adenosine, 2-chloro-N-cyclopentyl-

CAS REGISTRY NUMBER :: 37739-05-2

LAST UPDATED :: 199612

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C15-H20-Cl-N5-O4

MOLECULAR WEIGHT :: 369.85

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD - Lethal dose

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >100 mg/kg

TOXIC EFFECTS :: Behavioral - changes in motor activity (specific assay)

REFERENCE :: ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 44,1305,1994

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Safety Phrases ]:
24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
AU7357555

Precursor & DownStream

Precursor

DownStream

Articles

Adenosine receptors and muscarinic receptors cooperate in acetylcholine release modulation in the neuromuscular synapse.

Eur. J. Neurosci. 42 , 1775-87, (2015)

Adenosine receptors (ARs) are present in the motor terminals at the mouse neuromuscular junction. ARs and the presynaptic muscarinic acetylcholine receptors (mAChRs) share the functional control of th...

Reduced expression of TLR3, TLR10 and TREM1 by human macrophages in Chronic cavitary pulmonary aspergillosis, and novel associations of VEGFA, DENND1B and PLAT.

Clin. Microbiol. Infect. 20(11) , O960-8, (2014)

Chronic cavitary pulmonary aspergillosis (CCPA) is an uncommon but serious pulmonary disease of humans, with an annual mortality rate of 10-30%. It is caused by the fungus Aspergillus fumigatus. Patie...

Adenosine A1 receptor activation modulates human equilibrative nucleoside transporter 1 (hENT1) activity via PKC-mediated phosphorylation of serine-281.

Cell. Signal. 27(5) , 1008-18, (2015)

Equilibrative nucleoside transporter subtype 1 (ENT1) is critical for the regulation of the biological activities of endogenous nucleosides such as adenosine, and for the cellular uptake of chemothera...