CAS 93882-12-3|8-CPT-Cyclic AMP sodium
| Common Name | 8-CPT-Cyclic AMP sodium | ||
|---|---|---|---|
| CAS Number | 93882-12-3 | Molecular Weight | 493.79 |
| Density | / | Boiling Point | 799.2ºC at 760 mmHg |
| Molecular Formula | C16H14ClN5NaO6PS | Melting Point | / |
| MSDS | USA | Flash Point | 437.1ºC |
Names
| Name | sodium,(4aR,6R,7R,7aS)-6-[6-amino-8-(4-chlorophenyl)sulfanylpurin-9-yl]-2-oxido-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-ol |
|---|---|
| Synonym | More Synonyms |
8-CPT-Cyclic AMP sodium BiologicalActivity
| Description | 8-CPT-Cyclic AMP (8-CPT-cAMP) sodium is a selective activator of cyclic AMP-dependent protein kinase (PKA). 8-CPT-Cyclic AMP sodium is also a potent inhibitor of the cyclic GMP-specific phosphodiesterase (PDE VA) with an IC50 of 0.9 μM. 8-CPT-Cyclic AMP sodium also inhibits PDE III and PDE IV with IC50Epac and is a potent Epac activator[1][2]. |
|---|---|
| Related Catalog | Signaling Pathways >>Metabolic Enzyme/Protease >>Phosphodiesterase (PDE)Signaling Pathways >>Protein Tyrosine Kinase/RTK >>PKASignaling Pathways >>Stem Cell/Wnt >>PKAResearch Areas >>Inflammation/Immunology |
| In Vitro | a-Fas and TNF-α/CHX induces neutrophil death rapidly (within 2 h) to at least 90%. The commonly used cAMP analog 8-pCPT-cAMP (0.7 mM) delays TNF- /CHX-induced and a-Fas-induced apoptosis. It is more efficient against apoptosis induced by TNF- /CHX than against a-Fas[2]. |
| References | [1]. Connolly BJ, et al. 8-(4-Chlorophenyl)thio-cyclic AMP is a potent inhibitor of the cyclic GMP-specific phosphodiesterase (PDE VA). Biochem Pharmacol. 1992;44(12):2303-2306. [2]. Krakstad C, et al. cAMP protects neutrophils against TNF-alpha-induced apoptosis by activation of cAMP-dependent protein kinase, independently of exchange protein directly activated by cAMP (Epac). J Leukoc Biol. 2004;76(3):641-647. |
Chemical & Physical Properties
| Boiling Point | 799.2ºC at 760 mmHg |
|---|---|
| Molecular Formula | C16H14ClN5NaO6PS |
| Molecular Weight | 493.79 |
| Flash Point | 437.1ºC |
| Exact Mass | 492.998871 |
| PSA | 192.78000 |
| LogP | 3.00660 |
| InChIKey | YIJFVHMIFGLKQL-DNBRLMRSSA-M |
| SMILES | Nc1ncnc2c1nc(Sc1ccc(Cl)cc1)n2C1OC2COP(=O)([O-])OC2C1O.[Na+] |
Safety Information
| Personal Protective Equipment | Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter |
|---|---|
| RIDADR | NONH for all modes of transport |
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Synonyms
| 8-(4-Chlorophenylthio)adenosine 3',5'-cyclic monophosphate sodium salt |
| pCPT-cAMP |
| MFCD00057683 |
| 4H-Furo[3,2-d]-1,3,2-dioxaphosphorin-7-ol, 6-[6-amino-8-[(4-chlorophenyl)thio]-9H-purin-9-yl]tetrahydro-2-hydroxy-, 2-oxide, sodium salt, (4aR,6R,7R,7aS)- (1:1) |
| EINECS 299-413-9 |
| Sodium (4aR,6R,7R,7aS)-6-{6-amino-8-[(4-chlorophenyl)sulfanyl]-9H-purin-9-yl}-7-hydroxytetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-2-olate 2-oxide |
| 8-CPT cAMP |
