2-ChloroadenosineAn Adenosine A receptor agonist

2-Chloroadenosine (CAS 146-77-0)

2-Chloroadenosine | CAS 146-77-0 is rated 5.0 out of 5 by 1.
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Synonym: 2-CADO
Application: An Adenosine A receptor agonist
CAS Number: 146-77-0
Purity: >98%
Molecular Weight: 301.69
Molecular Formula: C10H12ClN5O4
* Refer to Certificate of Analysis for lot specific data (including water content).
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2-Chloroadenosine is a metabolically stable analog of adenosine that behaves as an Adenosine A Receptor agonist (Ki values are 300, 80 and 1900 nM for Adenosine A1-R, Adenosine A2A-R and Adenosine A3-R, respectively).


References

1. Mathot et al (1996) Pharmacokinetic-haemodynamic relationships of 2-chloroadenosine at adenosine A1 and A2a receptors in vivo. Br.J.Pharmacol. 118 369. 2. Pourgholami et al (1997) Intra-amygdala infusion of 2-chloroadenosine suppresses amygdala-kindled seizures. Brain Res. 775 37. 3. Abdul-Ghani et al (1997) The protective effect of 2-chloroadenosine against the development of amygdala kindling and on amygdala-kindled seizures. Eur.J.Pharmacol. 326 7.

Physical State :
Solid
Solubility :
Soluble in water (25 mM), DMSO (100 mM), and methanol (25 mg/ml).
Storage :
Store at 4° C
Melting Point :
238.77° C (Predicted)
Boiling Point :
~643.3° C at 760 mmHg (Predicted)
Density :
~2.2 g/cm3 (Predicted)
Refractive Index :
n20D 1.91 (Predicted)
IC50 :
Adenosine A1 receptor: IC50 = 37 nM (rat); Adenosine A2 receptor: IC50 = 160 nM (rat); rat: IC50 = 620 nM; HEp-2: IC50 = 3 µM (human); Plasmodium falciparum: IC50 = 7.94 µM
Ki Data :
Adenosine receptor: Ki= 1.3 nM (rat); Adenosine A1 receptor: Ki= 6.7 nM (rat); A2A receptor: Ki= 80 nM; A1 receptor: Ki= 300 nM; A3 receptor: Ki= 1.9 µM
pK Values :
pKa: 13.05 (Predicted), pKb: 1.25 (Predicted)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
AU7357550
PubChem CID :
8974
MDL Number :
MFCD00005734
EC Number :
205-678-3
Beilstein Registry :
43957
SMILES :
C1=NC2=C(N1[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O)N=C(N=C2N)Cl

Download SDS (MSDS)

Certificate of Analysis

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Rated 5 out of 5 by from Dubey RK; et al Dubey RK; et al. (PubMed ID: 26416848) determined that 2-Chloroadenosine inhibited human coronary artery smooth muscle cell growth. -SCBT Publication Review
Date published: 2015-01-23
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