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126453-07-4

126453-07-4 Structure

126453-07-4 Structure
IdentificationBack Directory
[Name]

(R)-CPP
[CAS]

126453-07-4
[Synonyms]

D-CPP
(R)-CPP
(R)-CCP
CPP (R)-
rac-(S*)-2-(2,4-Dichlorophenoxy)propanoic acid
rac-(2R*)-2-(2,4-Dichlorophenoxy)propanoic acid
rac-(2R*)-2-(2,4-Dichlorophenoxy)propionic acid
3-((R)-Carboxylpiperazin-4-yl)-propyl-1-phosphonic acid
[3-[(2R)-2-Carboxypiperazin-4-yl]propyl]phosphonic acid
3-((R)-2-CARBOXYPIPERAZIN-4-YL)-PROPYL-1-PHOSPHONIC ACID
R(-)-3-(2-CARBOXYPIPERAZIN-4-YL)-PROPYL-1-PHOSPHONIC ACID
3-((R)-2-CARBOXYLPIPERAZIN-4-YL)-PROPYL-1-PHOSPHONIC ACID
2-Piperazinecarboxylic acid, 4-(3-phosphonopropyl)-, (2R)-
3-[(2R)-2-Carboxypiperazine-4-yl]propane-1-ylphosphonic acid
[Molecular Formula]

C8H17N2O5P
[MDL Number]

MFCD00153786
[MOL File]

126453-07-4.mol
[Molecular Weight]

252.2
Chemical PropertiesBack Directory
[Boiling point ]

546.7±60.0 °C(Predicted)
[density ]

1.408±0.06 g/cm3(Predicted)
[storage temp. ]

Desiccate at RT
[solubility ]

Water: 100mM
[form ]

White crystalline powder.
[pka]

1.89±0.20(Predicted)
[Water Solubility ]

Soluble to 100 mM in water
Hazard InformationBack Directory
[Description]

(R)-CPP is an NMDA receptor antagonist (Ki = 0.14 μM). It binds to NMDA receptors containing GluN2A, GluN2B, GluN2C, and GluN2D subunits with Ki values of 0.04, 0.3, 0.6, and 2 μM, respectively. It inhibits depolarization induced by NMDA in isolated hemisected frog spinal cord (pA2 = 6.56) and NMDA-induced sodium efflux from rat brain slices (pA2 = 6.2). (R)-CPP inhibits the clonic phase of sound-induced seizures in DBA/2 mice (ED50 = 65.8 μmol/kg) and the myoclonic phase of stroboscopic-induced seizures in P. papio photosensitive baboons (ED50 = 127 μmol/kg).
[Uses]

(R)-CPP is a piperazine derivative demonstrating highly potent NMDA receptor antagonism.
[Biological Activity]

Highly potent NMDA antagonist; more active isomer. Shows some selectivity for NR2A-containing receptors (K i values are 0.041, 0.27, 0.63 and 1.99 μ M for inhibition of NR2A-, NR2B-, NR2C- and NR2D-containing recombinant NMDA receptors respectively).
[storage]

Room temperature (desiccate)
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