Skip to Content
Merck
All Photos(2)

Key Documents

View All Documentation

C8031

Sigma-Aldrich

N6-Cyclopentyladenosine

solid

Synonym(s):

CPA

Sign Into View Organizational & Contract Pricing

Select a Size

25 MG
$137.00
100 MG
$374.00

$137.00

Estimated to ship on29 May 2025

Request a Bulk Order
All Photos(2)

Select a Size

Change View
25 MG
$137.00
100 MG
$374.00

About This Item

Empirical Formula (Hill Notation):
C15H21N5O4
CAS Number:
41552-82-3
Molecular Weight:
335.36
MDL number:
MFCD00036845
UNSPSC Code:
12352200
PubChem Substance ID:
24277686
NACRES:
NA.77

$137.00

Estimated to ship on29 May 2025

Request a Bulk Order

form

solid

Quality Level

200

color

white to off-white

solubility

H2O: 1.7 mg/mL
0.1 M HCl: 12 mg/mL
DMSO: 23 mg/mL

storage temp.

2-8°C

SMILES string

OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(NC4CCCC4)ncnc23

InChI

1S/C15H21N5O4/c21-5-9-11(22)12(23)15(24-9)20-7-18-10-13(16-6-17-14(10)20)19-8-3-1-2-4-8/h6-9,11-12,15,21-23H,1-5H2,(H,16,17,19)/t9-,11-,12-,15-/m1/s1

InChI key

SQMWSBKSHWARHU-SDBHATRESA-N

Gene Information

human ... ADORA1(134) , ADORA2A(135) , ADORA3(140)
mouse ... Adora1(11539)
rat ... Adora1(29290) , Adora2a(25369) , Adora3(25370)

Looking for similar products? Visit Product Comparison Guide

Application

N6-Cyclopentyladenosine has also been used to study its effect on p53 and caspase 3, 8, and 9 expression and apoptosis rate in MCF-7 breast cancer cell line.[1]
N6-Cyclopentyladenosine has been used to study its effect on the cavernosal smooth muscle cells from lean and db/db (obesity and type II diabetes caused by a leptin receptor mutation) mice.[2]

Biochem/physiol Actions

N6-Cyclopentyladenosine (CPA) is an adenosine derivative[3] and a potent A1 adenosine receptor agonist.[2] It acts as an anticonvulsant and might exhibit protective actions against aminophylline (AMPH)-induced seizures.[4]
N6-Cyclopentyladenosine also exhibits analgesic effect against acute, arthritis-induced and neuropathic pain.[5]

Features and Benefits

This compound is featured on the Adenosine Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Physical form

hygroscopic solid

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000113392
038M4058V
105M4130V
076M4127V
13141214

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Ainhoa Bilbao et al.
Addiction biology, 24(5), 1008-1018 (2019-06-27)
The co-occurrence of chronic pain and alcohol use disorders (AUDs) involves complex interactions between genetic and neurophysiological aspects, and the research has reported mixed findings when they both co-occur. There is also an indication of a gender-dependent effect; males are
Vladimir-Andrey Gimenez-Rivera et al.
Journal of immunology (Baltimore, Md. : 1950), 197(11), 4240-4246 (2016-11-04)
Allergic contact dermatitis is a chronic T cell-driven inflammatory skin disease that is caused by repeated exposure to contact allergens. Based on murine studies of acute contact hypersensitivity, mast cells (MCs) are believed to play a role in its pathogenesis.
Yahaira Naaldijk et al.
BMC biotechnology, 16(1), 85-85 (2016-12-03)
Preservation of human skin fibroblasts and keratinocytes is essential for the creation of skin tissue banks. For successful cryopreservation of cells, selection of an appropriate cryoprotectant agent (CPA) is imperative. The aim of this study was to identify CPAs that
Solid lipid microparticles for the stability enhancement of the polar drug N6-cyclopentyladenosine
Dalpiaz A, et al.
International Journal of Pharmaceutics, 355(1-2), 81-86 (2008)
Cheng-Hui Hsiao et al.
Biomedical chromatography : BMC, 33(9), e4518-e4518 (2019-02-26)
The prominent stromal compartment surrounds pancreatic ductal adenocarcinoma and protects the tumor cells from chemo- or radiotherapy. We hypothesized that our nano formulation carrying cyclopamine (CPA, stroma modulator) and paclitaxel (PTX, antitumor agent) could increase the permeation of PTX through
View All Related Papers

Questions

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service