CAS 93882-12-3

Adenosine, 8-[(4-chlorophenyl)thio]-, cyclic 3′,5′-(hydrogen phosphate), sodium salt (1:1)

Description:

Adenosine, 8-[(4-chlorophenyl)thio]-, cyclic 3′,5′-(hydrogen phosphate), sodium salt (1:1), commonly referred to by its CAS number 93882-12-3, is a synthetic derivative of adenosine, which is a nucleoside composed of adenine and ribose. This compound features a 4-chlorophenyl thio group at the 8-position of the adenosine structure, enhancing its pharmacological properties. The cyclic 3′,5′-hydrogen phosphate moiety contributes to its role in cellular signaling, mimicking the action of cyclic AMP. As a sodium salt, it is soluble in water, which facilitates its use in biological and biochemical applications. The presence of the chlorophenyl group may influence its interaction with various biological targets, potentially affecting its efficacy and specificity. This compound is of interest in research related to cellular signaling pathways, pharmacology, and therapeutic applications, particularly in the context of modulating adenosine receptors. Its unique structural features make it a valuable tool for studying the effects of adenosine analogs in various biological systems.

Formula: C₁₆H₁₅ClN₅O₆PS·Na

InChI: InChI=1S/C16H15ClN5O6PS.Na/c17-7-1-3-8(4-2-7)30-16-21-10-13(18)19-6-20-14(10)22(16)15-11(23)12-9(27-15)5-26-29(24,25)28-12;/h1-4,6,9,11-12,15,23H,5H2,(H,24,25)(H2,18,19,20);/t9-,11-,12-,15-;/m1./s1

InChI key: InChIKey=PHGQLNFIDGOCGJ-DNBRLMRSSA-N

SMILES: S(C=1N(C=2C(N1)=C(N)N=CN2)[C@@H]3O[C@]4([C@]([C@H]3O)(OP(=O)(O)OC4)[H])[H])C5=CC=C(Cl)C=C5.[Na]

Synonyms:

• 4H-Furo[3,2-d]-1,3,2-dioxaphosphorin, adenosine deriv.
• 8-(p-Chlorophenylthio)-cAMP sodium salt
• Adenosine, 8-[(4-chlorophenyl)thio]-, cyclic 3′,5′-(hydrogen phosphate), monosodium salt
• Adenosine, 8-[(4-chlorophenyl)thio]-, cyclic 3′,5′-(hydrogen phosphate), sodium salt (1:1)
• 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
• Adenosine, 8-((4-chlorophenyl)thio)-, cyclic 3',5'-(hydrogen phosphate), monosodium salt

8-CPT-CAMP

CAS: 93882-12-3

Formula: C₁₆H₁₄ClN₅NaO₆PS

Purity: 99%

Color and Shape: Solid

Molecular weight: 493.7938

Ref: IN-DA00H8J7

Sodium (4aR,6R,7R,7aS)-6-(6-amino-8-((4-chlorophenyl)thio)-9H-purin-9-yl)-7-hydroxytetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-2-olate 2-oxide

CAS: 93882-12-3

Sodium (4aR,6R,7R,7aS)-6-(6-amino-8-((4-chlorophenyl)thio)-9H-purin-9-yl)-7-hydroxytetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-2-olate 2-oxide

Purity: 99%

Molecular weight: 493.8g/mol

Ref: 54-OR1074849

8-(4-Chlorophenylthio)adenosine-3'',5''-cyclic monophosphate

CAS: 93882-12-3

Formula: C₁₆H₁₄ClN₅NaO₆PS

Molecular weight: 493.79

Ref: 7W-GN9716

8-(4-Chlorophenylthio)adenosine 3',5'-cyclic monophosphate monosodium salt

CAS: 93882-12-3

8-(4-Chlorophenylthio)adenosine 3',5'-cyclic monophosphate monosodium salt (8-CPT-cAMP) is a cytosolic second messenger that regulates physiological processes. It interacts with the G protein coupled receptor 2-adrenergic receptor, and activates adenylyl cyclase to produce cAMP. 8-CPT-cAMP also induces mitochondrial membrane potential depolarization and Ca2+ release from the endoplasmic reticulum, which leads to cell death. The pro-apoptotic protein Bax is upregulated by 8-CPT-cAMP in cells and contributes to cell death.

Formula: C₁₆H₁₄ClN₅NaO₆PS

Purity: Min. 97 Area-%

Color and Shape: Powder

Molecular weight: 493.79 g/mol

Ref: 3D-NC10429

8-CPT-Cyclic AMP (sodium salt)

CAS: 93882-12-3

8-CPT-Cyclic AMP (8-CPT-cAMP) sodium is a selective activator of cyclic AMP-dependent protein kinase (PKA) and a potent inhibitor of cyclic GMP-specific phosphodiesterase (PDE VA) with an inhibitory concentration (IC50) of 0.9 μM. It also inhibits PDE III and PDE IV while significantly activating Epac, demonstrating diverse pharmacological activities [1] [2].

Formula: C₁₆H₁₄ClN₅NaO₆PS

Color and Shape: White Powder

Molecular weight: 493.79

Ref: TM-T21705

8-CPT-cAMP sodium salt

Controlled Product

CAS: 93882-12-3

Applications 8-CPT-cAMP is an efficient activator of cGK and cAMP-PK, and inhibitor of PDE.

Formula: C₁₆H₁₅ClN₅O₆PS•Na

Color and Shape: Neat

Molecular weight: 471.812299

Ref: TR-C781480