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C104

(±)-CPP

solid

Synonym(s):

(±)-3-(2-Carboxypiperazin-4-yl)propyl-1-phosphonic acid

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About This Item

Empirical Formula (Hill Notation):
C8H17N2O5P
CAS Number:
100828-16-8
Molecular Weight:
252.20
NACRES:
NA.77
PubChem Substance ID:
24277958
UNSPSC Code:
12352200
MDL number:
MFCD00055136
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form

solid

Quality Segment

100

color

white

solubility

H2O: 99.2 mg/mL, ethanol: insoluble

SMILES string

OC(=O)C1CN(CCCP(O)(O)=O)CCN1

InChI

1S/C8H17N2O5P/c11-8(12)7-6-10(4-2-9-7)3-1-5-16(13,14)15/h7,9H,1-6H2,(H,11,12)(H2,13,14,15)

InChI key

CUVGUPIVTLGRGI-UHFFFAOYSA-N

Gene Information

human ... GRIN1(2902), GRIN2A(2903), GRIN2B(2904), GRIN2C(2905), GRIN2D(2906), GRINA(2907)
rat ... Grin2a(24409)

Application

(±)-CPP has been used as an uncompetitive NMDA receptor antagonist:
  • to study its effects on blood glucose in mice
  • in electrophysiological recording in mouse brain slices
  • in electrophysiological recording in rat hippocampal pyramidal neurons

Biochem/physiol Actions

3-(2-carboxypiperazin-4yl) propyl-1-phosphonic acid (CPP) is a potent, competitive, and selective N-methyl-D-aspartate (NMDA) receptor antagonist. It is an analog of 2-amino-7-phosphonoheptanoic acid. CPP shows anticonvulusant and antinociceptive activity.

Disclaimer

Hygroscopic

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

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