Basic information
- CAS
126453-07-4- Standard SMILES
O=C(O)[C@H]1CN(CCCP(=O)(O)O)CCN1- InChIKey
CUVGUPIVTLGRGI-SSDOTTSWSA-N- Molecular formula
- C8H17N2O5P
- Average molar mass
- 252.2 g/mol
- Monoisotopic mass
- 252.08750864
Names & identifiers
- Preferred name
- (2R)-4-(3-phosphonopropyl)piperazine-2-carboxylic acid
- IUPAC
- (2R)-4-(3-phosphonopropyl)piperazine-2-carboxylic acid
- English name
- (R)-CPP
- Molecular formula
- C8H17N2O5P
- Molecular weight
- 252.2
Names & synonyms
(R)-CPP126453-07-4(2R)-4-(3-phosphonopropyl)piperazine-2-carboxylic acid(R)-4-(3-phosphonopropyl)piperazine-2-carboxylic acid2-Piperazinecarboxylic acid, 4-(3-phosphonopropyl)-, (2R)-A3QV2VT7SNCHEMBL47277(2R)-4-(3-Phosphonopropyl)-2-piperazinecarboxylic acidCPP, (R)-CPP, (-)-3-(2-Carboxypiperazin-4-yl)propyl-1-phosphonic acid, (R)-R-CPP
Show more names
D-CPP(R)-CCPCPP (R)-(R)CPP,(R) CPP(R)-CPP, NMDA antagonist(R)-CPP (mM/ml), NMDA antagonistrac-(S*)-2-(2,4-Dichlorophenoxy)propanoic acidrac-(2R*)-2-(2,4-Dichlorophenoxy)propionic acidrac-(2R*)-2-(2,4-Dichlorophenoxy)propanoic acid
C8H17N2O5P3-((R)-2-Carboxypiperazin-4-yl)-propyl-1-phosphonic acid7RCTocris-0173Tocris-0247Lopac-C-104UNII-A3QV2VT7SNorb1704172
Database identifiers
Properties
Computed structural properties
- XLogP
- -6.8
- Topological polar surface area
- 110 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 5
- Heavy atoms
- 16
- Formal charge
- 0
- Complexity
- 292
Physicochemical properties
- Boiling point
- 546.7 · 546.7±60.0 °C(Predicted)
- Density
- 1.408 · 1.408±0.06 g/cm3(Predicted)
- storage temp.
- Desiccate at RT
- solubility
- 100 mM · Water: 100mM
- form
- White crystalline powder.
- pka
- 1.89 · 1.89±0.20(Predicted)
- color
- White to off-white
- Water Solubility
- 100 mM · Soluble to 100 mM in water
- FDA UNII
- 3 QV2VT7SN · A3QV2VT7SN
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319-H335
- Precautionary statements
- 261 · P261-P305+P351+P338
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H315-H319-H335
- Precautionary statements
- P261-P305+P351+P338
Chemistry & industry
Applications
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.
Upstream & downstream products
Upstream raw materials
Suppliers28 total
Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
上海毕得医药科技股份有限公司400-1647117 13681763483 · [email protected]
杭州摩库生物医药科技有限公司+86-057181025280; +8617767106207 · [email protected]
成都蓝蜻蜓生物技术有限公司028-87856149; 15208320722 · [email protected]
Nantong HI-FUTURE Biology Co., Ltd.+86-18051384581 · [email protected]
武汉易泰科技有限公司上海分公司
Related reactions
0 records
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Compound notes
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