Chemical Property of 2-Chloroadenosine
Chemical Property:
- Appearance/Colour:white to off-white crystalline solid
- Melting Point:162 °C
- Refractive Index:-50 ° (C=0.1, H2O)
- Boiling Point:591.8 °C at 760 mmHg
- PKA:13.05±0.70(Predicted)
- Flash Point:311.7 °C
- PSA：139.54000
- Density:2.19 g/cm3
- LogP:-0.74540
- Storage Temp.:Store at +4°C
- Solubility.:H2O: 10 mg/mL, clear, colorless
- Water Solubility.:Soluble in water.
- XLogP3:-0.1
- Hydrogen Bond Donor Count:4
- Hydrogen Bond Acceptor Count:8
- Rotatable Bond Count:2
- Exact Mass:301.0577816
- Heavy Atom Count:20
- Complexity:367
- Purity/Quality:
-
99% *data from raw suppliers
2-Chloroadenosine *data from reagent suppliers
Safty Information:
- Pictogram(s):
- Hazard Codes:
- Safety Statements:
24/25
- MSDS Files:
-
Useful:
- Canonical SMILES:C1=NC2=C(N=C(N=C2N1C3C(C(C(O3)CO)O)O)Cl)N
- Isomeric SMILES:C1=NC2=C(N=C(N=C2N1[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O)Cl)N
-
Uses
2-Chloroadenosine is an adenosine analogue that is not hydrolyzed by adenosine deaminase. 2-Chloroadenosine increases the rate of dopa production in intact pheochromocytoma cells, it increases the content of cAMP in the cells, and it causes a stable activation of tyrosine hydroxylase, as measured in vitro. The action of 2-Chloroadenosine is not dependent upon extracellular Ca2+. In other experiments, we have found that 2-chloroadenosine increases the activity of adenylate cyclase in membrane fractions prepared from the pheochromocytoma. These data provide support for the hypothesis that 2-Chloroadenosine causes a cAMP-mediated phosphorylation of tyrosine hydroxylase in pheochromocytoma cells. Chromaffin cells and adrenergic neurons store and release adenine nuc1eotides together with catecho1amines. The adenosine formed by the hydrolysis of these nucleotides may be involved in the. physiological regulation of adenylate cyclase activity and of tyrosine hydroxylase activity. To date , however, we have no evidence for such a role of adenosine in normal chromaffin cells or in adrenergic neurons. A selective A1-adenosine receptor agonist. Induces apoptosis Selective A1 adenosine receptor agonist. Since 2-chloroadenosine is not deaminated by adenosine deaminase and is less rapidly taken up by the brain than adenosine, 2-chloroadenosine led to more marked increase in CBF than adenosine. 2-Chloroadenosine is used as a selective A1-adenosine receptor agonist, and also Induces apoptosis.
