(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 (K_i = 0.14 μM). It binds to NMDA receptors containing GluN2A, GluN2B, GluN2C, and GluN2D subunits with K_i 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

China 51 Europe 1 Germany 3 Japan 1 Switzerland 1 United Kingdom 4 United States 12 Global 73

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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