CAS 54364-02-2

8-(4-Chlorophenylthio)-cGMP

Description:

8-(4-Chlorophenylthio)-cGMP, with the CAS number 54364-02-2, is a synthetic derivative of cyclic guanosine monophosphate (cGMP), a crucial signaling molecule in various biological processes. This compound features a chlorophenylthio group at the 8-position of the cGMP structure, which enhances its stability and alters its biological activity compared to natural cGMP. The presence of the chlorophenylthio moiety can influence its interaction with specific receptors and enzymes, potentially modulating pathways related to vasodilation, neurotransmission, and cellular signaling. As a research tool, it is often utilized in studies investigating the role of cGMP in cellular processes, including smooth muscle relaxation and neuronal signaling. The compound is typically characterized by its solubility in polar solvents and its ability to undergo phosphorylation and dephosphorylation reactions, which are essential for its function in biological systems. Overall, 8-(4-Chlorophenylthio)-cGMP serves as an important compound in pharmacological and biochemical research, providing insights into the mechanisms of cGMP-mediated signaling.

Formula: C₁₆H₁₅ClN₅O₇PS

InChI: InChI=1S/C16H15ClN5O7PS/c17-6-1-3-7(4-2-6)31-16-19-9-12(20-15(18)21-13(9)24)22(16)14-10(23)11-8(28-14)5-27-30(25,26)29-11/h1-4,8,10-11,14,23H,5H2,(H,25,26)(H3,18,20,21,24)/t8-,10-,11-,14-/m1/s1

InChI key: InChIKey=ZDJHIEHUVPCEDK-IDTAVKCVSA-N

SMILES: S(C=1N(C2=C(N1)C(=O)N=C(N)N2)[C@H]3[C@H](O)[C@]4([C@](O3)(COP(=O)(O)O4)[H])[H])C5=CC=C(Cl)C=C5

Synonyms:

• 2-amino-8-[(4-chlorophenyl)sulfanyl]-9-[(4aR,6R,7R,7aS)-2,7-dihydroxy-2-oxidotetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl]-1,9-dihydro-6H-purin-6-one
• 4H-Furo[3,2-d]-1,3,2-dioxaphosphorin, guanosine deriv.
• 6H-purin-6-one, 2-amino-8-[(4-chlorophenyl)thio]-1,9-dihydro-9-[(4aR,6R,7R,7aS)-tetrahydro-2,7-dihydroxy-2-oxido-4H-furo[3,2-d]-1,3,2-dioxaphosphorin-6-yl]-
• 8-(4-Chlorophenylthio)-cGMP
• 8-(p-Chlorophenylthio)-cGMP
• Guanosine, 8-[(4-chlorophenyl)thio]-, cyclic 3′,5′-(hydrogen phosphate)

8-PCPT-CGMP

Controlled Product

CAS: 54364-02-2

Formula: C₁₆H₁₅ClN₅O₇PS

Color and Shape: Neat

Molecular weight: 487.811

Ref: TR-C428845

8-(p-Chlorophenylthio)-cGMP

CAS: 54364-02-2

8-(p-Chlorophenylthio)-cGMP is a modified nucleoside that has anticancer activity. It inhibits DNA synthesis and the activation of protein kinases, which are enzymes that transmit signals from the cell surface to the nucleus. 8-(p-Chlorophenylthio)-cGMP can also inhibit viral replication by inhibiting the production of new virus particles and by inhibiting the action of reverse transcriptase, an enzyme that converts RNA into DNA.

Formula: C₁₆H₁₅ClN₅O₇PS

Purity: Min. 95%

Molecular weight: 487.81 g/mol

Ref: 3D-NC182802

8-Pcpt-cGMP

CAS: 54364-02-2

8-Pcpt-cGMP acts as an agonist for cyclic nucleotide-gated (CNG) channels with an EC50 of 0.5 μM and exhibits good membrane permeability. This compound is utilized in research to explore the role of CNG channels in visual and olfactory signal transduction.

Formula: C₁₆H₁₅ClN₅O₇PS

Color and Shape: Solid

Molecular weight: 487.81

Ref: TM-T88702