Page last updated: 2024-10-15

8-((4-chlorophenyl)thio)cyclic-3',5'-gmp

Description

8-(4-chlorophenylthio)-cGMP : A 3',5'-cyclic purine nucleotide that is 3',5'-cyclic GMP in which the hydrogen at position 2 on the purine fragment is replaced by a 4-chlorophenylthio group. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID135445697
CHEMBL ID230446
CHEBI ID84638
SCHEMBL ID8845563
MeSH IDM0156573

Synonyms (23)

Synonym
8-((4-chlorophenyl)thio)cyclic-3',5'-gmp
8-pcpt-cgmp
54364-02-2
chebi:84638 ,
CHEMBL230446
AKOS022186329
SCHEMBL8845563
2-amino-8-[(4-chlorophenyl)sulfanyl]-9-[(4ar,6r,7r,7as)-2,7-dihydroxy-2-oxotetrahydro-2h,4h-2lambda(5)-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl]-1,9-dihydro-6h-purin-6-one
8-(4-chlorophenylthio)guanosine 3',5'-cyclic monophosphate
8-(4-chlorophenylthio)-3',5'-cyclic gmp
8-(4-chlorophenylthio)-cgmp
8-(4-chlorophenylthio)guanosine 3',5'-cyclic phosphate
8-(4-chlorophenylthio)-cyclic gmp
2-amino-8-[(4-chlorophenyl)sulfanyl]-9-[(2s,4ar,6r,7r,7as)-2,7-dihydroxy-2-oxotetrahydro-2h,4h-2lambda~5~-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl]-3,9-dihydro-6h-purin-6-one
6fw ,
Q27157955
9-[(4ar,6r,7r,7as)-2,7-dihydroxy-2-oxo-4a,6,7,7a-tetrahydro-4h-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl]-2-amino-8-(4-chlorophenyl)sulfanyl-1h-purin-6-one
2-(~2~h_2_)amino-8-[(4-chlorophenyl)sulfanyl]-9-[(2s,4ar,6r,7r,7as)-2-hydroxy-7-(~2~h)hydroxy-2-oxotetrahydro-2h,4h-2lambda~5~-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl](~2~h)-1,9-dihydro-6h-purin-6-one
wnu ,
DTXSID60969462
6-{8-[(4-chlorophenyl)sulfanyl]-6-hydroxy-2-imino-2,3-dihydro-9h-purin-9-yl}-2,7-dihydroxytetrahydro-2h,4h-2lambda~5~-furo[3,2-d][1,3,2]dioxaphosphinin-2-one
2-amino-8-((4-chlorophenyl)thio)-9-((4ar,6r,7r,7as)-2,7-dihydroxy-2-oxidotetrahydro-4h-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl)-3,9-dihydro-6h-purin-6-one
2-amino-8-[(4-chlorophenyl)sulfanyl]-9-[(2s,4ar,6r,7r,7as)-2,7-dihydroxy-2-oxotetrahydro-2h,4h-2lambda~5~-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl]-1,9-dihydro-6h-purin-6-one

Dosage Studied

ExcerptReference
" However, the inhibition of the combined CPA and CCh response was reduced and the dose-response curve of SIN-1 shifted to the right."( Involvement of intracellular Ca2+ stores in inhibitory effects of NO donor SIN-1 and cGMP.
Allescher, HD; Franck, H; Puschmann, A; Schusdziarra, V; Storr, M, 1998
)
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
protein kinase agonistAn agonist that selectively binds to and activates a protein kinase receptor.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (4)

ClassDescription
3',5'-cyclic purine nucleotide
ribonucleotide
aryl sulfideAny organic sulfide in which the sulfur is attached to at least one aromatic group.
organochlorine compoundAn organochlorine compound is a compound containing at least one carbon-chlorine bond.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Bioassays (2)

Assay IDTitleYearJournalArticle
AID297178Activation of olfactory CNG A2A41b channel expressed in HEK293 cells assessed as effect on half maximal current2007Journal of medicinal chemistry, Aug-23, Volume: 50, Issue:17
Novel N7- and N1-substituted cGMP derivatives are potent activators of cyclic nucleotide-gated channels.
AID297179Activation of retinal rod olfactory CNG A1B1 channel expressed in Xenopus oocytes assessed as effect on half maximal current2007Journal of medicinal chemistry, Aug-23, Volume: 50, Issue:17
Novel N7- and N1-substituted cGMP derivatives are potent activators of cyclic nucleotide-gated channels.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (113)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (0.88)18.7374
1990's36 (31.86)18.2507
2000's56 (49.56)29.6817
2010's20 (17.70)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other114 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]