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CPCCOEt

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Chemical compound Pharmaceutical compound
CPCCOEt
Identifiers
IUPAC name
  • (−)-ethyl (7E)-7-hydroxyimino-1,7a-dihydrocyclopropachromene-1a-carboxylate
CAS Number
PubChem CID
IUPHAR/BPS
ChEMBL
Chemical and physical data
FormulaC13H13NO4
Molar mass247.250 g·mol
3D model (JSmol)
SMILES
  • CCOC(=O)C23Oc1ccccc1\C(=N\O)\C2C3
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CPCCOEt is a drug used in scientific research, which acts as a non-competitive antagonist at the metabotropic glutamate receptor subtype mGluR1, with high selectivity although only moderate binding affinity. It is used mainly in basic research into the function of the mGluR1 receptor, including the study of behavioural effects in animals including effects on memory and addiction.

See also

References

  1. Litschig S, Gasparini F, Rueegg D, Stoehr N, Flor PJ, Vranesic I, Prézeau L, Pin JP, Thomsen C, Kuhn R (March 1999). "CPCCOEt, a noncompetitive metabotropic glutamate receptor 1 antagonist, inhibits receptor signaling without affecting glutamate binding". Molecular Pharmacology. 55 (3): 453–61. PMID 10051528.
  2. Ott D, Floersheim P, Inderbitzin W, Stoehr N, Francotte E, Lecis G, Richert P, Rihs G, Flor PJ, Kuhn R, Gasparini F (November 2000). "Chiral resolution, pharmacological characterization, and receptor docking of the noncompetitive mGlu1 receptor antagonist (+/-)-2-hydroxyimino- 1a, 2-dihydro-1H-7-oxacyclopropanaphthalene-7a-carboxylic acid ethyl ester". Journal of Medicinal Chemistry. 43 (23): 4428–36. doi:10.1021/jm0009944. PMID 11087567.
  3. Fukunaga I, Yeo CH, Batchelor AM (February 2007). "The mGlu1 antagonist CPCCOEt enhances the climbing fibre response in Purkinje neurones independently of glutamate receptors". Neuropharmacology. 52 (2): 450–8. doi:10.1016/j.neuropharm.2006.08.014. PMID 17045308. S2CID 40361285.
  4. Sugiyama Y, Kawaguchi SY, Hirano T (February 2008). "mGluR1-mediated facilitation of long-term potentiation at inhibitory synapses on a cerebellar Purkinje neuron". The European Journal of Neuroscience. 27 (4): 884–96. doi:10.1111/j.1460-9568.2008.06063.x. PMID 18279362. S2CID 25581416.
  5. Lominac KD, Kapasova Z, Hannun RA, Patterson C, Middaugh LD, Szumlinski KK (November 2006). "Behavioral and neurochemical interactions between Group 1 mGluR antagonists and ethanol: potential insight into their anti-addictive properties". Drug and Alcohol Dependence. 85 (2): 142–56. doi:10.1016/j.drugalcdep.2006.04.003. PMID 16697125.
  6. Kim J, Lee S, Park H, Song B, Hong I, Geum D, Shin K, Choi S (March 2007). "Blockade of amygdala metabotropic glutamate receptor subtype 1 impairs fear extinction". Biochemical and Biophysical Research Communications. 355 (1): 188–93. doi:10.1016/j.bbrc.2007.01.125. PMID 17292864.
Metabotropic glutamate receptor modulators
Group I
mGluR1Tooltip Metabotropic glutamate receptor 1
mGluR5Tooltip Metabotropic glutamate receptor 5
Group II
mGluR2Tooltip Metabotropic glutamate receptor 2
mGluR3Tooltip Metabotropic glutamate receptor 3
Group III
mGluR4Tooltip Metabotropic glutamate receptor 4
mGluR6Tooltip Metabotropic glutamate receptor 6
mGluR7Tooltip Metabotropic glutamate receptor 7
mGluR8Tooltip Metabotropic glutamate receptor 8
See also: Receptor/signaling modulators • Ionotropic glutamate receptor modulators • Glutamate metabolism/transport modulators


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