CAS 6698-26-6|2',5'-Dideoxyadenosine
| Common Name | 2',5'-Dideoxyadenosine | ||
|---|---|---|---|
| CAS Number | 6698-26-6 | Molecular Weight | 235.24300 |
| Density | 1.77 g/cm3 | Boiling Point | 547ºC at 760 mmHg |
| Molecular Formula | C10H13N5O2 | Melting Point | / |
| MSDS | USA | Flash Point | 284.6ºC |
Names
| Name | 2′,5′-Dideoxyadenosine |
|---|---|
| Synonym | More Synonyms |
2',5'-Dideoxyadenosine BiologicalActivity
| Description | 2',5'-Dideoxyadenosine is a potent and non-competitive adenylyl cyclase inhibitor via binding the P-site with an IC50 of 3 µM . 2',5'-Dideoxyadenosine is a nucleoside analog and exerts a potent antiadrenergic action in heart[1][2]. |
|---|---|
| Related Catalog | Signaling Pathways >>GPCR/G Protein >>Adenylate CyclaseSignaling Pathways >>GPCR/G Protein >>Adrenergic ReceptorResearch Areas >>Metabolic Disease |
| Target | IC50: 3 µM (adenylyl cyclase)[1] |
| In Vitro | 2',5'-Dideoxyadenosine (10 μM, 30 min) reduces cAMP production and blocks the phosphorylation of GluA1 at Ser845 induced by carbachol (CCh)[3]. 2',5'-Dideoxyadenosine (10 μM, 30 min) blocks CCh-induced increase of phosphorylation of Akt and attenuates CCh-induced phosphorylation of Ser2448[3]. 2',5'-Dideoxyadenosine (20-150 mM), like adenosine, dependently and reversibly inhibits the positive inotropic and chronotropic effect of beta-adrenergic stimulation with isoproterenol (8-54 pmol) up to 70% and 50%, respectively[2]. Western Blot Analysis[3] Cell Line: Primary hippocampal neurons Concentration: 10 μM Incubation Time: 30 min Result: Reduced cAMP production and blocked the phosphorylation of GluA1 at Ser845 induced by carbachol (CCh). |
| In Vivo | 2',5'-Dideoxyadenosine (0.1 mg/kg; IP; 15 min pre-treated) fully inhibits the diuretic, natriuretic and K+ and Cl- sparing effect of Fr•EtOAc in rats[4]. Animal Model: Male Wistar rats (3-4 months old)[3] Dosage: 0.1 mg/kg Administration: IP; 15 min pre-treated Result: Fully inhibited the diuretic, natriuretic and K+ and Cl- sparing effect of Fr•EtOAc in rats. |
| References | [1]. Bushfield M, et al. Tissue levels, source, and regulation of 3'-AMP: an intracellular inhibitor of adenylyl cyclases. Mol Pharmacol. 1990 Dec;38(6):848-53. [2]. Hartmann M, et al. Isoproterenol antagonistic effect of 2',5'-dideoxyadenosine in the isolated perfused guinea-pig heart. J Mol Cell Cardiol. 1993 Mar;25(3):331-8. [3]. Zhao LX, et al. M1 muscarinic receptors regulate the phosphorylation of AMPA receptor subunit GluA1 via a signaling pathway linking cAMP-PKA and PI3K-Akt. FASEB J. 2019 May;33(5):6622-6631. [4]. Leme Tdos S, et al. Role of prostaglandin/cAMP pathway in the diuretic and hypotensive effects of purified fraction of Maytenus ilicifolia Mart ex Reissek (Celastraceae). J Ethnopharmacol. 2013 Oct 28;150(1):154-61. |
Chemical & Physical Properties
| Density | 1.77 g/cm3 |
|---|---|
| Boiling Point | 547ºC at 760 mmHg |
| Molecular Formula | C10H13N5O2 |
| Molecular Weight | 235.24300 |
| Flash Point | 284.6ºC |
| Exact Mass | 235.10700 |
| PSA | 99.08000 |
| LogP | 0.65800 |
| Index of Refraction | 1.825 |
| InChIKey | FFHPXOJTVQDVMO-DSYKOEDSSA-N |
| SMILES | CC1OC(n2cnc3c(N)ncnc32)CC1O |
| Storage condition | -20°C |
Safety Information
| Personal Protective Equipment | Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter |
|---|---|
| Hazard Codes | Xi |
| RIDADR | NONH for all modes of transport |
| HS Code | 2934999090 |
Customs
| HS Code | 2934999090 |
|---|---|
| Summary | 2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0% |
Articles32
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Synonyms
| 2',5'-dideoxyadenosine |
