Page last updated: 2024-11-11

cgp 37849

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

2-amino-4-methyl-5-phosphono-3-pentenoic acid: N-methyl-D-aspartate receptor antagonist; structure given in first source; RN given refers to cpd without isomeric designation; CGP-40116 is the (R)-enantiomer of CGP-37849; CGP-40017 is the L-isomer [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID5950212
CHEMBL ID29811
SCHEMBL ID1429152
MeSH IDM0177732

Synonyms (36)

Synonym
cgp-37849
cgp 37849
cgp 40017
3-pentenoic acid, 2-amino-4-methyl-5-phosphono-
4-methyl-appa
2-amino-4-methyl-5-phosphono-3-pentenoic acid
CHEMBL29811
(e)-2-amino-4-methyl-5-phosphonopent-3-enoic acid
76ind1bs43 ,
127910-31-0
unii-76ind1bs43
gtpl4154
cgp37849
BDYHNCZIGYIOGJ-DUXPYHPUSA-N
e-2-amino-4-methyl-5-phosphono-3-pentenoic acid
SCHEMBL1429152
(e)-(+/-)-2-amino-4-methyl-5-phosphono-3-pentenoic acid
AKOS024456620
3-pentenoic acid, 2-amino-4-methyl-5-phosphono-, (e)-(+/-)-
cgp-40116, (+/-)-
cgp-40117, (+/-)-
3-pentenoic acid, 2-amino-4-methyl-5-phosphono-, (3e)-
J-005556
SR-01000597568-1
sr-01000597568
(3e)-2-amino-4-methyl-5-phosphonopent-3-enoic acid
AS-69500
cgp 37849, >=98% (hplc)
DTXSID40873634
CS-0029241
HY-107702
(e)-2-amino-4-methyl-5-phosphonopent-3-enoic acid.
A907883
(e)-(+/-)-2-amino-4-methyl-5-phosphono-3-pentenoicacid
CFA91031
Z1269219241

Research Excerpts

Toxicity

ExcerptReferenceRelevance
"5-5 mg/kg, CGP 37849 potentiated the adverse effects but not the anticonvulsant activity of 50 mg/kg valproate."( Effects of the competitive NMDA receptor antagonist, CGP 37849, on anticonvulsant activity and adverse effects of valproate in amygdala-kindled rats.
Hönack, D; Löscher, W, 1993
)
0.93
"In this study, the anticonvulsant and adverse effects of compounds that belong to four different categories of systemically available N-methyl-D-aspartate (NMDA) receptor ligands were compared, namely the competitive antagonist CGP 40116, the noncompetitive antagonist MK-801 (dizocilpine), the glycineB receptor antagonist L-701,324, and the glycineB receptor high-efficacy partial agonist D-cycloserine."( Anti-convulsant and adverse effects of the glycineB receptor ligands, D-cycloserine and L-701,324: comparison with competitive and non-competitive N-methyl-D-aspartate receptor antagonists.
Wlaź, P, 1998
)
0.3

Compound-Compound Interactions

ExcerptReferenceRelevance
" When eliprodil was combined with an ineffective dose of L-701,324 (2."( Anticonvulsant effects of eliprodil alone or combined with the glycineB receptor antagonist L-701,324 or the competitive NMDA antagonist CGP 40116 in the amygdala kindling model in rats.
Ebert, U; Löscher, W; Wlaź, P, 1999
)
0.3

Dosage Studied

CGP 37849 caused a pattern of limbic glucose metabolism activation similar to that seen after dizocilpine. MK801, ketamine, dextromethorphan and CGP 378 49, and GLU release inhibitors were used.

ExcerptRelevanceReference
") caused vacuolation in cortical pyramidal neurons in the posterior cingulate cortex four hours after dosing and this dose of CGP 37849 caused a pattern of limbic glucose metabolism activation similar to that seen after dizocilpine."( Competitive as well as uncompetitive N-methyl-D-aspartate receptor antagonists affect cortical neuronal morphology and cerebral glucose metabolism.
Hargreaves, RJ; Hill, RG; Iversen, LL; Rigby, M; Smith, D, 1993
)
0.49
" Since the GLU receptors present at NMJ have been reported to be predominantly N-methyl-D-aspartate (NMDA) subtype, some non-competitive and competitive NMDA receptor blockers, MK801, ketamine, dextromethorphan and CGP 37849, and GLU release inhibitors, clonidine, guanfacine, tizanidine were used at their optimum concentrations in medium after having found them from dose-response curves."( N-methyl-D-aspartate antagonists, glutamate release inhibitors, 4-aminopyridine at neuromuscular transmission.
Günel, MA; Kara, I; Koyuncuoğlu, H; Nurten, A; Yamantürk, P, 1998
)
0.49
" Generalized tonic-clonic seizures were at first modified--their tonic phase was restricted to forelimbs, then selectively suppressed--and with increasing dosage the clonic phase was blocked too."( Anticonvulsant action of a NMDA receptor antagonist CGP 40116 varies only quantitatively during ontogeny in rats.
Haugvicová, R; Mares, P, 1998
)
0.3
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (7)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Glutamate receptor ionotropic, NMDA 1 Rattus norvegicus (Norway rat)Ki0.51750.00030.86666.6900AID143146; AID143902
Glutamate receptor ionotropic, NMDA 2A Rattus norvegicus (Norway rat)IC50 (µMol)0.12750.00071.630610.0000AID241940; AID241941
Glutamate receptor ionotropic, NMDA 2A Rattus norvegicus (Norway rat)Ki0.51750.00030.68056.6900AID143146; AID143902
Glutamate receptor ionotropic, NMDA 2BRattus norvegicus (Norway rat)Ki0.51750.00030.70716.6900AID143146; AID143902
Glutamate receptor ionotropic, NMDA 2CRattus norvegicus (Norway rat)Ki0.51750.00030.81966.6900AID143146; AID143902
Glutamate receptor ionotropic, NMDA 2DRattus norvegicus (Norway rat)Ki0.51750.00030.70726.6900AID143146; AID143902
Glutamate receptor ionotropic, NMDA 3BRattus norvegicus (Norway rat)Ki0.51750.00030.70726.6900AID143146; AID143902
Glutamate receptor ionotropic, NMDA 3ARattus norvegicus (Norway rat)Ki0.51750.00030.70726.6900AID143146; AID143902
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Ceullar Components (2)

Processvia Protein(s)Taxonomy
endoplasmic reticulum membraneGlutamate receptor ionotropic, NMDA 1 Rattus norvegicus (Norway rat)
plasma membraneGlutamate receptor ionotropic, NMDA 1 Rattus norvegicus (Norway rat)
endoplasmic reticulum membraneGlutamate receptor ionotropic, NMDA 2A Rattus norvegicus (Norway rat)
plasma membraneGlutamate receptor ionotropic, NMDA 2A Rattus norvegicus (Norway rat)
endoplasmic reticulum membraneGlutamate receptor ionotropic, NMDA 2BRattus norvegicus (Norway rat)
plasma membraneGlutamate receptor ionotropic, NMDA 2BRattus norvegicus (Norway rat)
endoplasmic reticulum membraneGlutamate receptor ionotropic, NMDA 2CRattus norvegicus (Norway rat)
plasma membraneGlutamate receptor ionotropic, NMDA 2CRattus norvegicus (Norway rat)
endoplasmic reticulum membraneGlutamate receptor ionotropic, NMDA 2DRattus norvegicus (Norway rat)
plasma membraneGlutamate receptor ionotropic, NMDA 2DRattus norvegicus (Norway rat)
endoplasmic reticulum membraneGlutamate receptor ionotropic, NMDA 3BRattus norvegicus (Norway rat)
plasma membraneGlutamate receptor ionotropic, NMDA 3BRattus norvegicus (Norway rat)
endoplasmic reticulum membraneGlutamate receptor ionotropic, NMDA 3ARattus norvegicus (Norway rat)
plasma membraneGlutamate receptor ionotropic, NMDA 3ARattus norvegicus (Norway rat)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (5)

Assay IDTitleYearJournalArticle
AID144457Ability to displace [3H]CPP from NMDA receptor in rat brain membrane1992Journal of medicinal chemistry, Apr-17, Volume: 35, Issue:8
Generation of N-methyl-D-aspartate agonist and competitive antagonist pharmacophore models. Design and synthesis of phosphonoalkyl-substituted tetrahydroisoquinolines as novel antagonists.
AID143902Compound was evaluated for its ability to displace [3H]-CPP ligand from N-methyl-D-aspartate (NMDA) receptor1992Journal of medicinal chemistry, May-01, Volume: 35, Issue:9
Modeling of competitive phosphono amino acid NMDA receptor antagonists.
AID241941Inhibition of [3H]Glu binding to rat N-methyl-D-aspartic acid receptor 2A2005Journal of medicinal chemistry, Aug-25, Volume: 48, Issue:17
Development of a three-dimensional model for the N-methyl-D-aspartate NR2A subunit.
AID143146Compound was evaluated for its ability to displace [3H]CPP or [3H]-CGS- 19755 ligand from N-methyl-D-aspartate (NMDA) receptor1992Journal of medicinal chemistry, May-01, Volume: 35, Issue:9
Modeling of competitive phosphono amino acid NMDA receptor antagonists.
AID241940Inhibition of [3H]CPP binding to rat N-methyl-D-aspartic acid receptor 2A2005Journal of medicinal chemistry, Aug-25, Volume: 48, Issue:17
Development of a three-dimensional model for the N-methyl-D-aspartate NR2A subunit.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (157)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's123 (78.34)18.2507
2000's23 (14.65)29.6817
2010's10 (6.37)24.3611
2020's1 (0.64)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 14.21

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index14.21 (24.57)
Research Supply Index5.18 (2.92)
Research Growth Index4.21 (4.65)
Search Engine Demand Index10.37 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (14.21)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (0.57%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other175 (99.43%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]