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CAS 129735-01-9

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8-(4-CHLOROPHENYLTHIO)ADENOSINE-3',5'-CYCLIC MONOPHOSPHOROTHIOATE, RP-ISOMER SODIUM SALT

Description:
8-(4-Chlorophenylthio)adenosine-3',5'-cyclic monophosphorothioate, RP-isomer sodium salt, is a synthetic analog of cyclic adenosine monophosphate (cAMP) that features a chlorophenylthio group at the 8-position of the adenosine moiety. This compound is characterized by its phosphorothioate backbone, which replaces one of the oxygen atoms in the phosphate group with sulfur, enhancing its stability against enzymatic degradation. The RP-isomer designation indicates a specific stereochemistry that can influence its biological activity and interaction with cellular receptors. This compound is often utilized in biochemical research to study signal transduction pathways, particularly those involving cAMP, as it can mimic the action of natural cAMP while exhibiting altered pharmacological properties. Its sodium salt form enhances solubility in aqueous solutions, making it suitable for in vitro experiments. Overall, this compound serves as a valuable tool in pharmacological studies and the exploration of cellular signaling mechanisms.
Formula:C16H14ClN5NaO5PS2
InChI:InChI=1/C16H15ClN5O5PS2.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(26-15)5-25-28(24,29)27-12;/h1-4,6,9,11-12,15,23H,5H2,(H,24,29)(H2,18,19,20);/q;+1/p-1/t9-,11-,12-,15-,28?;/m1./s1
SMILES:c1cc(ccc1Cl)Sc1nc2c(N)ncnc2n1C1C(C2C(COP(=S)(O)O2)O1)O.[Na]
Synonyms:
  • Rp-8-Cpt-Camps
  • Rp-8-Cpt-Camps Sodium Salt
  • 8-(4-Chlorophenylthio)Adenosine-3’,5’-Cyclicmonophosphorothioate,Spisomer(Sp-8-Cpt-Camps),Sodi
  • 8-(4-Chlorophenylthio)Adenosine-3',5'-Cyclic Monophosphorothioate, Rp-Isomer
  • 8-(4-Chlorophenylthio)Adenosine-*3',5-Cyclic Monoph
  • 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-sulfide
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