Skip to Content
Merck
CN

C5134

2-Chloroadenosine

adenosine A1 receptor agonist, powder

Synonym(s):

2-CADO, 6-Amino-2-chloropurine riboside

Sign In to View Organizational & Contract Pricing.

Select a Size

About This Item

Empirical Formula (Hill Notation):
C10H12ClN5O4
CAS Number:
146-77-0
Molecular Weight:
301.69
NACRES:
NA.77
PubChem Substance ID:
24277688
UNSPSC Code:
12352200
EC Number:
205-678-3
MDL number:
MFCD00005734
Beilstein/REAXYS Number:
43957

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Product Name

2-Chloroadenosine,

InChI

1S/C10H12ClN5O4/c11-10-14-7(12)4-8(15-10)16(2-13-4)9-6(19)5(18)3(1-17)20-9/h2-3,5-6,9,17-19H,1H2,(H2,12,14,15)/t3-,5-,6-,9-/m1/s1

InChI key

BIXYYZIIJIXVFW-UUOKFMHZSA-N

SMILES string

Nc1nc(Cl)nc2n(cnc12)[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O

form

powder

Quality Level

200

Gene Information

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

Related Categories

Application

2-Chloroadenosine has been used:
  • as an agonist of adenosine receptors (A1R) in dorsal hippocampus (DH) and ventral hippocampus (VH) of mice
  • as a component of artificial cerebrospinal fluid (aCSF) for electrophysiological experiments using hippocampal slices
  • as an internal standard in solid phase extraction coupled with liquid chromatography-tandem mass spectrometry (XLC-MS/MS) for the quantification of certain metabolites from axonal lysates and dorsal root ganglia (DRG) neurons

Biochem/physiol Actions

2-Chloroadenosine is an analog of adenosine. It is an adenosine A1 receptor agonist. It might possess anti-oxidant property.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000507535
0000507534
0000507534
0000507535
0000407143

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

Annelies Van Dycke et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 878(19), 1493-1498 (2010-04-23)
Adenosine-secreting cellular brain implants constitute a promising therapeutic approach for the treatment of epilepsy. To engineer neural stem cells for therapeutic adenosine delivery, a reliable and fast analytical method is necessary to quantify cell-based adenosine release. Here we describe the
Sheila Weitzman et al.
Pediatric blood & cancer, 53(7), 1271-1276 (2009-09-05)
A prospective phase II Histiocyte Society study, LCH-S-98, evaluated the efficacy of 2-chlorodeoxyadenosine (2-CdA) monotherapy as salvage therapy in Langerhans cell histiocytosis (LCH). Patients with poor and intermediate risk LCH not responsive to initial therapy and patients with low-risk chronic
Effect of locally infused 2-chloroadenosine, an A1 receptor agonist, on spontaneous and evoked dopamine release in rat neostriatum
Ballarin M, et al.
Neuroscience Letters, 185(1), 29-32 (1995)
The effect of 2-chloroadenosine on lipid peroxide level during experimental cerebral ischemia-reperfusion in gerbils
Yavuz O, et al.
Free Radical Biology & Medicine, 22(1-2), 337-341 (1997)
Menglong Zeng et al.
Neuron, 104(3), 529-543 (2019-09-08)
Transmembrane AMPA receptor (AMPAR) regulatory proteins (TARPs) modulate AMPAR synaptic trafficking and transmission via disc-large (DLG) subfamily of membrane-associated guanylate kinases (MAGUKs). Despite extensive studies, the molecular mechanism governing specific TARP/MAGUK interaction remains elusive. Using stargazin and PSD-95 as the
View All Related Papers

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