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 Source	ID
PubMed CID	135554424
CHEMBL ID	414023
SCHEMBL ID	1666109
MeSH ID	M0173300

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

Protein	Taxonomy	Measurement	Average	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
Gamma-aminobutyric acid receptor subunit pi	Rattus norvegicus (Norway rat)	IC50 (µMol)	0.0006	0.0001	0.5075	10.0000	AID40512
Adenosine receptor A3	Homo sapiens (human)	Ki	0.2600	0.0000	0.9306	10.0000	AID34716
Gamma-aminobutyric acid receptor subunit beta-1	Rattus norvegicus (Norway rat)	IC50 (µMol)	0.0006	0.0001	0.5075	10.0000	AID40512
Gamma-aminobutyric acid receptor subunit delta	Rattus norvegicus (Norway rat)	IC50 (µMol)	0.0006	0.0001	0.5075	10.0000	AID40512
Gamma-aminobutyric acid receptor subunit gamma-2	Rattus norvegicus (Norway rat)	IC50 (µMol)	0.0006	0.0001	0.5057	10.0000	AID40512
Gamma-aminobutyric acid receptor subunit alpha-5	Rattus norvegicus (Norway rat)	IC50 (µMol)	0.0006	0.0001	0.4973	10.0000	AID40512
Gamma-aminobutyric acid receptor subunit alpha-3	Rattus norvegicus (Norway rat)	IC50 (µMol)	0.0006	0.0001	0.5075	10.0000	AID40512
Gamma-aminobutyric acid receptor subunit gamma-1	Rattus norvegicus (Norway rat)	IC50 (µMol)	0.0006	0.0001	0.4988	10.0000	AID40512
Gamma-aminobutyric acid receptor subunit alpha-2	Rattus norvegicus (Norway rat)	IC50 (µMol)	0.0006	0.0001	0.5046	10.0000	AID40512
Adenosine receptor A1	Rattus norvegicus (Norway rat)	IC50 (µMol)	10.0000	0.0002	0.5521	10.0000	AID31418
Gamma-aminobutyric acid receptor subunit alpha-4	Rattus norvegicus (Norway rat)	IC50 (µMol)	0.0006	0.0001	0.5075	10.0000	AID40512
Gamma-aminobutyric acid receptor subunit gamma-3	Rattus norvegicus (Norway rat)	IC50 (µMol)	0.0006	0.0001	0.5075	10.0000	AID40512
Gamma-aminobutyric acid receptor subunit alpha-6	Rattus norvegicus (Norway rat)	IC50 (µMol)	0.0006	0.0001	0.5075	10.0000	AID40512
Adenosine receptor A2a	Rattus norvegicus (Norway rat)	Ki	4.3800	0.0002	1.4940	10.0000	AID33796
Gamma-aminobutyric acid receptor subunit alpha-1	Rattus norvegicus (Norway rat)	IC50 (µMol)	0.0006	0.0001	0.5065	10.0000	AID40512
Gamma-aminobutyric acid receptor subunit beta-3	Rattus norvegicus (Norway rat)	IC50 (µMol)	0.0006	0.0001	0.5057	10.0000	AID40512
Gamma-aminobutyric acid receptor subunit beta-2	Rattus norvegicus (Norway rat)	IC50 (µMol)	0.0006	0.0001	0.5075	10.0000	AID40512
GABA theta subunit	Rattus norvegicus (Norway rat)	IC50 (µMol)	0.0006	0.0001	0.5075	10.0000	AID40512
Gamma-aminobutyric acid receptor subunit epsilon	Rattus norvegicus (Norway rat)	IC50 (µMol)	0.0006	0.0001	0.5075	10.0000	AID40512
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (11)

Process	via Protein(s)	Taxonomy
inflammatory response	Adenosine receptor A3	Homo sapiens (human)
signal transduction	Adenosine receptor A3	Homo sapiens (human)
activation of adenylate cyclase activity	Adenosine receptor A3	Homo sapiens (human)
regulation of heart contraction	Adenosine receptor A3	Homo sapiens (human)
negative regulation of cell population proliferation	Adenosine receptor A3	Homo sapiens (human)
response to wounding	Adenosine receptor A3	Homo sapiens (human)
regulation of norepinephrine secretion	Adenosine receptor A3	Homo sapiens (human)
negative regulation of cell migration	Adenosine receptor A3	Homo sapiens (human)
negative regulation of NF-kappaB transcription factor activity	Adenosine receptor A3	Homo sapiens (human)
presynaptic modulation of chemical synaptic transmission	Adenosine receptor A3	Homo sapiens (human)
G protein-coupled adenosine receptor signaling pathway	Adenosine receptor A3	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (1)

Process	via Protein(s)	Taxonomy
G protein-coupled adenosine receptor activity	Adenosine receptor A3	Homo sapiens (human)
G protein-coupled adenosine receptor activity	Adenosine receptor A2a	Rattus norvegicus (Norway rat)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (6)

Process	via Protein(s)	Taxonomy
plasma membrane	Adenosine receptor A3	Homo sapiens (human)
presynaptic membrane	Adenosine receptor A3	Homo sapiens (human)
Schaffer collateral - CA1 synapse	Adenosine receptor A3	Homo sapiens (human)
dendrite	Adenosine receptor A3	Homo sapiens (human)
plasma membrane	Adenosine receptor A3	Homo sapiens (human)
synapse	Adenosine receptor A3	Homo sapiens (human)
plasma membrane	Gamma-aminobutyric acid receptor subunit gamma-2	Rattus norvegicus (Norway rat)
Golgi membrane	Adenosine receptor A2a	Rattus norvegicus (Norway rat)
plasma membrane	Gamma-aminobutyric acid receptor subunit alpha-1	Rattus norvegicus (Norway rat)
plasma membrane	Gamma-aminobutyric acid receptor subunit beta-2	Rattus norvegicus (Norway rat)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (12)

Assay ID	Title	Year	Journal	Article
AID31418	Inhibition of binding towards adenosine A1 receptor using [3H]N-cyclohexyladenosine ([3H]CHA) in rat whole brain membranes.	1988	Journal of medicinal chemistry, May, Volume: 31, Issue:5	Structure-activity profile of a series of novel triazoloquinazoline adenosine antagonists.
AID33407	Inhibition of binding to Adenosine-2 receptor using [3H]NECA in rat striatum	1988	Journal of medicinal chemistry, May, Volume: 31, Issue:5	Structure-activity profile of a series of novel triazoloquinazoline adenosine antagonists.
AID33796	Displacement of [3H]-CGH 21680 from Adenosine A2A receptor of rat striatal membranes	1996	Journal of medicinal chemistry, Oct-11, Volume: 39, Issue:21	Derivatives of the triazoloquinazoline adenosine antagonist (CGS15943) are selective for the human A3 receptor subtype.
AID229549	Relative binding to rat A1 and human A3 adenosine receptors (ratio of IC50)	1996	Journal of medicinal chemistry, Oct-11, Volume: 39, Issue:21	Derivatives of the triazoloquinazoline adenosine antagonist (CGS15943) are selective for the human A3 receptor subtype.
AID229550	Relative binding to rat A2A and human A3 adenosine receptors (ratio of IC50)	1996	Journal of medicinal chemistry, Oct-11, Volume: 39, Issue:21	Derivatives of the triazoloquinazoline adenosine antagonist (CGS15943) are selective for the human A3 receptor subtype.
AID1848995	Inhibition 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 day	2022	Journal of medicinal chemistry, 11-24, Volume: 65, Issue:22	Phenotypic Discovery of Triazolo[1,5-
AID42152	In vivo percentage inhibition of flunitrazepam binding to Benzodiazepine receptor in mouse fore brain at 30 mg/Kg.	1991	Journal 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.
AID33175	Inhibition at 50 uM on cAMP production induced by 50 uM 5`-(N-ethylcarboxamido)adenosine in CHO cell line transfected with human Adenosine A2B receptor cDNA	1998	Journal 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.
AID76078	Inhibition of 2-chloroadenosine-induced relaxation in histamine-contracted guinea pig trachea	1988	Journal of medicinal chemistry, May, Volume: 31, Issue:5	Structure-activity profile of a series of novel triazoloquinazoline adenosine antagonists.
AID34716	In vitro binding affinity at human Adenosine A3 receptor from HEK293 cells by [125I]AB-MECA displacement.	1996	Journal of medicinal chemistry, Oct-11, Volume: 39, Issue:21	Derivatives of the triazoloquinazoline adenosine antagonist (CGS15943) are selective for the human A3 receptor subtype.
AID32175	Displacement of [3H]-(R)-PIA from Adenosine A1 receptor of rat cerebral cortex membranes	1996	Journal of medicinal chemistry, Oct-11, Volume: 39, Issue:21	Derivatives of the triazoloquinazoline adenosine antagonist (CGS15943) are selective for the human A3 receptor subtype.
AID40512	Binding affinity at Benzodiazepine receptor of rat forebrain by [3H]- flunitrazepam displacement.	1991	Journal 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)

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	2 (33.33)	18.7374
1990's	3 (50.00)	18.2507
2000's	0 (0.00)	29.6817
2010's	0 (0.00)	24.3611
2020's	1 (16.67)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	0 (0.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	6 (100.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
theophylline [no description available]	1.97	1	dimethylxanthine	adenosine 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.	2.92	4	aromatic 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.	1.97	1	1,4-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.	1.97	1	1,4-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.	1.97	1	azaarene; 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.	1.97	1	1,2,3-triazole
mrs 1067 3,6-dichloro-2'-isopropyloxy-4'-methylflavone: structure in first source	1.99	1
mrs 1191 MRS 1191: a selective A3 adenosine receptor antagonist; structure given in first source	1.99	1	cinnamate ester
mrs 1220 9-chloro-2-(2-furyl)-5-phenylacetylamino(1,2,4)triazolo(1,5-c)quinazoline: structure in first source	2.4	2	quinazolines
nu 7026 2-(morpholin-4-yl)benzo(h)chromen-4-one: a radiosensitizing agent that inhibits DNA-dependent protein kinase; structure in first source	2.41	1	organic 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	2.41	1
byl719 [no description available]	2.41	1	proline derivative
sr-3029 SR-3029: highly selective casein kinase 1delta/1epsilon inhibitor with potent antiproliferative properties; structure in first source	2.41	1

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