ChemicalBook > CAS DataBase List > (R)-CPP

(R)-CPP

Product Name
(R)-CPP
CAS No.
126453-07-4
Chemical Name
(R)-CPP
Synonyms
D-CPP;(R)-CCP;(R)-CPP;CPP (R)-;(R)CPP,(R) CPP;(R)-CPP, NMDA antagonist;(R)-CPP (mM/ml), NMDA antagonist;rac-(S*)-2-(2,4-Dichlorophenoxy)propanoic acid;rac-(2R*)-2-(2,4-Dichlorophenoxy)propionic acid;rac-(2R*)-2-(2,4-Dichlorophenoxy)propanoic acid
CBNumber
CB6725314
Molecular Formula
C8H17N2O5P
Formula Weight
252.2
MOL File
126453-07-4.mol
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(R)-CPP Property

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)
color 
White to off-white
Water Solubility 
Soluble to 100 mM in water
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Cayman Chemical
Product number
21569
Product name
(R)-CPP
Packaging
1mg
Price
$37
Updated
2024/03/01
Cayman Chemical
Product number
21569
Product name
(R)-CPP
Packaging
5mg
Price
$169
Updated
2024/03/01
Cayman Chemical
Product number
21569
Product name
(R)-CPP
Packaging
10mg
Price
$319
Updated
2024/03/01
Cayman Chemical
Product number
21569
Product name
(R)-CPP
Packaging
25mg
Price
$704
Updated
2024/03/01
Tocris
Product number
0247
Product name
(R)-CPP
Packaging
50
Price
$1574
Updated
2021/12/16
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(R)-CPP Chemical Properties,Usage,Production

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).

IC 50

NMDA Receptor

storage

Room temperature (desiccate)

References

[1] B. AEBISCHER. ChemInform Abstract: Synthesis and NMDA Antagonistic Properties of the Enantiomers of 4-(3-Phosphonopropyl)piperazine-2-carboxylic Acid (CPP) and of the Unsaturated Analogue (E)-4-(3-Phosphonoprop-2-enyl)piperazine-2-carboxylic Acid (CPP-ene).[J]. ChemInform, 1989, 20 44. DOI: 10.1002/chin.198944252
[2] P. PAOLETTI  J. N. NMDA receptor subunits: Function and pharmacology[J]. Acute Pain, 2007, 9 2: Page 97. DOI: 10.1016/j.acpain.2007.04.009
[3] SMITA PATEL . Anticonvulsant activity of the NMDA antagonists, d(?)4-(3-phosphonopropyl)piperazine-2-carboxylic acid (D-CPP) and d(?)(E)-4-(3-phosphonoprop-2-enyl) piperazine-2-carboxylic acid (D-CPPene) in a rodent and a primate model of reflex epilepsy[J]. Epilepsy Research, 1990, 7 1: Pages 3-10. DOI: 10.1016/0920-1211(90)90049-2

(R)-CPP Preparation Products And Raw materials

Raw materials

Preparation Products

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(R)-CPP Suppliers

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126453-07-4, (R)-CPPRelated Search:

3-(N,N-Diethylamino)-L-alanine (R)-CPP (R)-2-(2,4-Dichlorophenoxy)propanoic acid 3-Aminopropylphosphonic acid D-2,3-Diaminopropionic acid 3-(N,N-Dimethylamino)-D-alanine D-SS-(N-METHYLAMINO)ALANINE PIPERAZINE-2-CARBOXYLIC ACID (R)-PIPERAZINE-2-CARBOXYLIC ACID 2-Piperazinemethanol 2-Piperazinecarboxaldehyde 4-METHYLPIPERAZINE-2-CARBOXYLIC ACID 4-CPP Aminoacylproline Carboxypeptidase, CPP, Penicillocarboxypeptidase S-1, Proline Carboxypeptidase,CPP【NMDA receptor antagonist】 CHLORINATEDPOLYPROPYLENE(CPP) Apopain, CPP32, Yama azaleucine (+/-)-3-(2-CARBOXYPIPERAZIN-4-YL)-PROPYL-1-PHOSPHONIC ACID

  • (R)-CPP
  • (R)-CCP
  • R(-)-3-(2-CARBOXYPIPERAZIN-4-YL)-PROPYL-1-PHOSPHONIC ACID
  • D-CPP
  • 3-((R)-2-CARBOXYLPIPERAZIN-4-YL)-PROPYL-1-PHOSPHONIC ACID
  • 3-((R)-2-CARBOXYPIPERAZIN-4-YL)-PROPYL-1-PHOSPHONIC ACID
  • 3-((R)-Carboxylpiperazin-4-yl)-propyl-1-phosphonic acid
  • rac-(2R*)-2-(2,4-Dichlorophenoxy)propanoic acid
  • rac-(2R*)-2-(2,4-Dichlorophenoxy)propionic acid
  • rac-(S*)-2-(2,4-Dichlorophenoxy)propanoic acid
  • [3-[(2R)-2-Carboxypiperazin-4-yl]propyl]phosphonic acid
  • 3-[(2R)-2-Carboxypiperazine-4-yl]propane-1-ylphosphonic acid
  • CPP (R)-
  • 2-Piperazinecarboxylic acid, 4-(3-phosphonopropyl)-, (2R)-
  • (R)-4-(3-phosphonopropyl)piperazine-2-carboxylic acid
  • (R)CPP,(R) CPP
  • (R)-CPP, NMDA antagonist
  • (R)-CPP (mM/ml), NMDA antagonist
  • 126453-07-4
  • C8H17N2O5P
  • Glutamate
  • Glutamate receptor