Compounds > cgs 15696
Page last updated: 2024-10-15

cgs 15696

Description

CGS 15696: adenosine antagonist; structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID135554424
CHEMBL ID414023
SCHEMBL ID1666109
MeSH IDM0173300

Synonyms (14)

Synonym
104615-00-1
9-chloro-2-(furan-2-yl)-4,6-dihydro-[1,2,4]triazolo[1,5-c]quinazolin-5-one
cgs 15696
CHEMBL414023 ,
bdbm50008874
9-chloro-2-furan-2-yl-6h-[1,2,4]triazolo[1,5-c]quinazolin-5-one
9-chloro-2-(2-furyl)(1,2,4)triazolo(1,5-c)quinazolin-5-(6h)-one
cgs-15696
AKOS015906426
SCHEMBL1666109
9-chloro-2-(furan-2-yl)[1,2,4]triazolo[1,5-c]quinazolin-5(3h)-one
DTXSID50909059
9-chloro-2-(furan-2-yl)-[1,2,4]triazolo[1,5-c]quinazolin-5(6h)-one
9-chloro-2-(furan-2-yl)-5h,6h-[1,2,4]triazolo[1,5-c]quinazolin-5-one
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (19)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Gamma-aminobutyric acid receptor subunit piRattus norvegicus (Norway rat)IC50 (µMol)0.00060.00010.507510.0000AID40512
Adenosine receptor A3Homo sapiens (human)Ki0.26000.00000.930610.0000AID34716
Gamma-aminobutyric acid receptor subunit beta-1Rattus norvegicus (Norway rat)IC50 (µMol)0.00060.00010.507510.0000AID40512
Gamma-aminobutyric acid receptor subunit deltaRattus norvegicus (Norway rat)IC50 (µMol)0.00060.00010.507510.0000AID40512
Gamma-aminobutyric acid receptor subunit gamma-2Rattus norvegicus (Norway rat)IC50 (µMol)0.00060.00010.505710.0000AID40512
Gamma-aminobutyric acid receptor subunit alpha-5Rattus norvegicus (Norway rat)IC50 (µMol)0.00060.00010.497310.0000AID40512
Gamma-aminobutyric acid receptor subunit alpha-3Rattus norvegicus (Norway rat)IC50 (µMol)0.00060.00010.507510.0000AID40512
Gamma-aminobutyric acid receptor subunit gamma-1Rattus norvegicus (Norway rat)IC50 (µMol)0.00060.00010.498810.0000AID40512
Gamma-aminobutyric acid receptor subunit alpha-2Rattus norvegicus (Norway rat)IC50 (µMol)0.00060.00010.504610.0000AID40512
Adenosine receptor A1Rattus norvegicus (Norway rat)IC50 (µMol)10.00000.00020.552110.0000AID31418
Gamma-aminobutyric acid receptor subunit alpha-4Rattus norvegicus (Norway rat)IC50 (µMol)0.00060.00010.507510.0000AID40512
Gamma-aminobutyric acid receptor subunit gamma-3Rattus norvegicus (Norway rat)IC50 (µMol)0.00060.00010.507510.0000AID40512
Gamma-aminobutyric acid receptor subunit alpha-6Rattus norvegicus (Norway rat)IC50 (µMol)0.00060.00010.507510.0000AID40512
Adenosine receptor A2aRattus norvegicus (Norway rat)Ki4.38000.00021.494010.0000AID33796
Gamma-aminobutyric acid receptor subunit alpha-1Rattus norvegicus (Norway rat)IC50 (µMol)0.00060.00010.506510.0000AID40512
Gamma-aminobutyric acid receptor subunit beta-3Rattus norvegicus (Norway rat)IC50 (µMol)0.00060.00010.505710.0000AID40512
Gamma-aminobutyric acid receptor subunit beta-2Rattus norvegicus (Norway rat)IC50 (µMol)0.00060.00010.507510.0000AID40512
GABA theta subunitRattus norvegicus (Norway rat)IC50 (µMol)0.00060.00010.507510.0000AID40512
Gamma-aminobutyric acid receptor subunit epsilonRattus norvegicus (Norway rat)IC50 (µMol)0.00060.00010.507510.0000AID40512
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (11)

Processvia Protein(s)Taxonomy
inflammatory responseAdenosine receptor A3Homo sapiens (human)
signal transductionAdenosine receptor A3Homo sapiens (human)
activation of adenylate cyclase activityAdenosine receptor A3Homo sapiens (human)
regulation of heart contractionAdenosine receptor A3Homo sapiens (human)
negative regulation of cell population proliferationAdenosine receptor A3Homo sapiens (human)
response to woundingAdenosine receptor A3Homo sapiens (human)
regulation of norepinephrine secretionAdenosine receptor A3Homo sapiens (human)
negative regulation of cell migrationAdenosine receptor A3Homo sapiens (human)
negative regulation of NF-kappaB transcription factor activityAdenosine receptor A3Homo sapiens (human)
presynaptic modulation of chemical synaptic transmissionAdenosine receptor A3Homo sapiens (human)
G protein-coupled adenosine receptor signaling pathwayAdenosine receptor A3Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (1)

Processvia Protein(s)Taxonomy
G protein-coupled adenosine receptor activityAdenosine receptor A3Homo sapiens (human)
G protein-coupled adenosine receptor activityAdenosine receptor A2aRattus norvegicus (Norway rat)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (6)

Processvia Protein(s)Taxonomy
plasma membraneAdenosine receptor A3Homo sapiens (human)
presynaptic membraneAdenosine receptor A3Homo sapiens (human)
Schaffer collateral - CA1 synapseAdenosine receptor A3Homo sapiens (human)
dendriteAdenosine receptor A3Homo sapiens (human)
plasma membraneAdenosine receptor A3Homo sapiens (human)
synapseAdenosine receptor A3Homo sapiens (human)
plasma membraneGamma-aminobutyric acid receptor subunit gamma-2Rattus norvegicus (Norway rat)
Golgi membraneAdenosine receptor A2aRattus norvegicus (Norway rat)
plasma membraneGamma-aminobutyric acid receptor subunit alpha-1Rattus norvegicus (Norway rat)
plasma membraneGamma-aminobutyric acid receptor subunit beta-2Rattus norvegicus (Norway rat)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (12)

Assay IDTitleYearJournalArticle
AID31418Inhibition of binding towards adenosine A1 receptor using [3H]N-cyclohexyladenosine ([3H]CHA) in rat whole brain membranes.1988Journal of medicinal chemistry, May, Volume: 31, Issue:5
Structure-activity profile of a series of novel triazoloquinazoline adenosine antagonists.
AID33407Inhibition of binding to Adenosine-2 receptor using [3H]NECA in rat striatum1988Journal of medicinal chemistry, May, Volume: 31, Issue:5
Structure-activity profile of a series of novel triazoloquinazoline adenosine antagonists.
AID33796Displacement of [3H]-CGH 21680 from Adenosine A2A receptor of rat striatal membranes1996Journal of medicinal chemistry, Oct-11, Volume: 39, Issue:21
Derivatives of the triazoloquinazoline adenosine antagonist (CGS15943) are selective for the human A3 receptor subtype.
AID229549Relative binding to rat A1 and human A3 adenosine receptors (ratio of IC50)1996Journal of medicinal chemistry, Oct-11, Volume: 39, Issue:21
Derivatives of the triazoloquinazoline adenosine antagonist (CGS15943) are selective for the human A3 receptor subtype.
AID229550Relative binding to rat A2A and human A3 adenosine receptors (ratio of IC50)1996Journal of medicinal chemistry, Oct-11, Volume: 39, Issue:21
Derivatives of the triazoloquinazoline adenosine antagonist (CGS15943) are selective for the human A3 receptor subtype.
AID1848995Inhibition of DMH-1 induced cardiogenesis in mouse embryonic stem cells transfected with Myh6-GFP pretreated with compound followed by DMH-1 stimulation for 24 hrs in the presence of BMP-4 with replacement of media on day 7 and 9 and measured after 11 day2022Journal of medicinal chemistry, 11-24, Volume: 65, Issue:22
Phenotypic Discovery of Triazolo[1,5-
AID42152In vivo percentage inhibition of flunitrazepam binding to Benzodiazepine receptor in mouse fore brain at 30 mg/Kg.1991Journal of medicinal chemistry, Jan, Volume: 34, Issue:1
Synthesis and benzodiazepine binding activity of a series of novel [1,2,4]triazolo[1,5-c]quinazolin-5(6H)-ones.
AID33175Inhibition at 50 uM on cAMP production induced by 50 uM 5`-(N-ethylcarboxamido)adenosine in CHO cell line transfected with human Adenosine A2B receptor cDNA1998Journal of medicinal chemistry, Jul-16, Volume: 41, Issue:15
Derivatives of the triazoloquinazoline adenosine antagonist (CGS 15943) having high potency at the human A2B and A3 receptor subtypes.
AID76078Inhibition of 2-chloroadenosine-induced relaxation in histamine-contracted guinea pig trachea1988Journal of medicinal chemistry, May, Volume: 31, Issue:5
Structure-activity profile of a series of novel triazoloquinazoline adenosine antagonists.
AID34716In vitro binding affinity at human Adenosine A3 receptor from HEK293 cells by [125I]AB-MECA displacement.1996Journal of medicinal chemistry, Oct-11, Volume: 39, Issue:21
Derivatives of the triazoloquinazoline adenosine antagonist (CGS15943) are selective for the human A3 receptor subtype.
AID32175Displacement of [3H]-(R)-PIA from Adenosine A1 receptor of rat cerebral cortex membranes1996Journal of medicinal chemistry, Oct-11, Volume: 39, Issue:21
Derivatives of the triazoloquinazoline adenosine antagonist (CGS15943) are selective for the human A3 receptor subtype.
AID40512Binding affinity at Benzodiazepine receptor of rat forebrain by [3H]- flunitrazepam displacement.1991Journal of medicinal chemistry, Jan, Volume: 34, Issue:1
Synthesis and benzodiazepine binding activity of a series of novel [1,2,4]triazolo[1,5-c]quinazolin-5(6H)-ones.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (6)

TimeframeStudies, This Drug (%)All Drugs %
pre-19902 (33.33)18.7374
1990's3 (50.00)18.2507
2000's0 (0.00)29.6817
2010's0 (0.00)24.3611
2020's1 (16.67)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%
Other6 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
theophylline
[no description available]		1.9710dimethylxanthineadenosine receptor antagonist;
anti-asthmatic drug;
anti-inflammatory agent;
bronchodilator agent;
drug metabolite;
EC 3.1.4.* (phosphoric diester hydrolase) inhibitor;
fungal metabolite;
human blood serum metabolite;
immunomodulator;
muscle relaxant;
vasodilator agent
cgs 15943
9-chloro-2-(2-furyl)-(1,2,4)triazolo(1,5-c)quinazolin-5-imine: non-xanthine triazoloquinazoline adenosine antagonist. CGS 15943 : A member of the class of triazoloquinazolines that is [1,2,4]triazolo[1,5-c]quinazoline substited at positions 2, 5 and 9 by furan-2-yl, amino and chloro groups respectively. A potent antagonist at adenosine A1 and adenosine A2A receptors.		2.9240aromatic amine;
biaryl;
furans;
organochlorine compound;
primary amino compound;
quinazolines;
triazoloquinazoline		adenosine A1 receptor antagonist;
adenosine A2A receptor antagonist;
antineoplastic agent;
central nervous system stimulant
diazepam
Diazepam: A benzodiazepine with anticonvulsant, anxiolytic, sedative, muscle relaxant, and amnesic properties and a long duration of action. Its actions are mediated by enhancement of GAMMA-AMINOBUTYRIC ACID activity.. diazepam : A 1,4-benzodiazepinone that is 1,3-dihydro-2H-1,4-benzodiazepin-2-one substituted by a chloro group at position 7, a methyl group at position 1 and a phenyl group at position 5.		1.97101,4-benzodiazepinone;
organochlorine compound		anticonvulsant;
anxiolytic drug;
environmental contaminant;
sedative;
xenobiotic
flunitrazepam
Flunitrazepam: A benzodiazepine with pharmacologic actions similar to those of DIAZEPAM that can cause ANTEROGRADE AMNESIA. Some reports indicate that it is used as a date rape drug and suggest that it may precipitate violent behavior. The United States Government has banned the importation of this drug.. flunitrazepam : A 1,4-benzodiazepinone that is nitrazepam substituted by a methyl group at position 1 and by a fluoro group at position 2'. It is a potent hypnotic, sedative, and amnestic drug used to treat chronic insomnia.		1.97101,4-benzodiazepinone;
C-nitro compound;
monofluorobenzenes		anxiolytic drug;
GABAA receptor agonist;
sedative
quinazolines
Quinazolines: A group of aromatic heterocyclic compounds that contain a bicyclic structure with two fused six-membered aromatic rings, a benzene ring and a pyrimidine ring.. quinazoline : A mancude organic heterobicyclic parent that is naphthalene in which the carbon atoms at positions 1 and 3 have been replaced by nitrogen atoms.. quinazolines : Any organic heterobicyclic compound based on a quinazoline skeleton and its substituted derivatives.		1.9710azaarene;
mancude organic heterobicyclic parent;
ortho-fused heteroarene;
quinazolines
triazoles
Triazoles: Heterocyclic compounds containing a five-membered ring with two carbon atoms and three nitrogen atoms with the molecular formula C2H3N3.. triazoles : An azole in which the five-membered heterocyclic aromatic skeleton contains three N atoms and two C atoms.		1.97101,2,3-triazole
mrs 1067
3,6-dichloro-2'-isopropyloxy-4'-methylflavone: structure in first source		1.9910
mrs 1191
MRS 1191: a selective A3 adenosine receptor antagonist; structure given in first source		1.9910cinnamate ester
mrs 1220
9-chloro-2-(2-furyl)-5-phenylacetylamino(1,2,4)triazolo(1,5-c)quinazoline: structure in first source		2.420quinazolines
nu 7026
2-(morpholin-4-yl)benzo(h)chromen-4-one: a radiosensitizing agent that inhibits DNA-dependent protein kinase; structure in first source		2.4110organic heterotricyclic compound;
organooxygen compound
as 252424
5-(5-(4-fluoro-2-hydroxyphenyl)furan-2-ylmethylene)thiazolidine-2,4-dione: a PI3K gamma inhibitor; structure in first source		2.4110
byl719
[no description available]		2.4110proline derivative
sr-3029
SR-3029: highly selective casein kinase 1delta/1epsilon inhibitor with potent antiproliferative properties; structure in first source		2.4110
ConditionIndicatedRelationship StrengthStudiesTrials