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1-Deazaadenosine
Axon 2434
CAS:
14432-09-8
- Optical Purity: Optically pure
- Soluble in 0.1N HCl(aq) and DMSO
- MF: C11H14N4O4
- MW: 266.25
Description
1-Deazaadenosine is an adenosine deaminase (ADA) inhibitor that affects purine metabolism and adenosine catabolism. It has reported cytostatic activity in multiple cell lines.
ADA regulates extracellular and intracellular adenosine availability, influencing immune signaling, nucleotide metabolism and cell proliferation. 1-Deazaadenosine is useful for studying ADA-dependent metabolic control and adenosine pathway effects in pharmacological systems.
Key Features
- Adenosine deaminase inhibitor
- Reported IC50: 0.38 µM for ADA inhibition
- Modulates purine and adenosine metabolism
- Shows cytostatic activity in cell-based models
Applications
- Adenosine metabolism research
- Purine enzyme pharmacology
- Cancer cell proliferation assays
- Immune and metabolic signaling studies
More Information
| Parent CAS No. | 14432-09-8 |
|---|---|
| Chemical Name | (2R,3R,4S,5R)-2-(7-amino-3H-imidazo[4,5-b]pyridin-3-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol |
| SMILES | C12N([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)C=NC1=C(N)C=CN=2 |&1:2,4,7,9,r| |
| MFCD | N.A. |
| InChi | InChI=1S/C11H14N4O4/c12-5-1-2-13-10-7(5)14-4-15(10)11-9(18)8(17)6(3-16)19-11/h1-2,4,6,8-9,11,16-18H,3H2,(H2,12,13)/t6-,8-,9-,11-/m1/s1 |
| InChiKey | NVUDDRWKCUAERS-PNHWDRBUSA-N |
| CID | 159738 |
| Short Description | ADA inhibitor |
1-Deazaadenosine
adenosine deaminase inhibitor
Adenosine
adenosine deaminase
Inhibitor
Adenosine metabolism research
Purine enzyme pharmacology
Cancer cell proliferation assays
Immune and metabolic signaling studies
cancer biology
metabolism
signal transduction
enzyme pharmacology
drug discovery
immunology
CAS 14432-09-8
Axon Medchem
Axon 2434
Supplier
Vendor
References
- S. Costanzi et al. 3'-deoxyribofuranose derivatives of 1-deaza and 3-deaza-adenosine and their activity as adenosine deaminase inhibitors. Nucleosides Nucleotides Nucleic Acids. 2001 Apr-Jul;20(4-7):1037-41.
- G. Cristalli et al. Improved synthesis and antitumor activity of 1-deazaadenosine. J Med Chem. 1987 Sep;30(9):1686-8.
- F. Seela et al. 1-Deazaadenosine: synthesis and activity of base-modified hammerhead ribozymes. Nucleic Acids Res. 1998 Feb 15;26(4):1010-8.
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