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C104

Sigma-Aldrich

(±)-CPP

solid

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Synonym(s):
(±)-3-(2-Carboxypiperazin-4-yl)propyl-1-phosphonic acid
Empirical Formula (Hill Notation):
C8H17N2O5P
CAS Number:
Molecular Weight:
252.20
MDL number:
PubChem Substance ID:

form

solid

Quality Level

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

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1 of 4

This Item
G1501G1626M216
vibrant-m

C104

(±)-CPP

vibrant-m

M216

MDL 105,519

form

solid

form

powder

form

powder

form

solid

Gene Information

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

Gene Information

human ... GRIK1(2897), GRIK2(2898), GRIK3(2899), GRIK4(2900), GRIN1(2902), GRIN2A(2903), GRIN2B(2904), GRIN2C(2905), GRIN2D(2906), GRIN3A(116443), GRIN3B(116444), GRINA(2907)
mouse ... GRIK1(14805), GRIK2(14806), GRIK3(14807), GRIK4(110637), GRIN1(14810), GRIN2A(14811), GRIN2B(14812), GRIN2C(14813), GRIN2D(14814), GRIN3A(242443), GRIN3B(170483), GRINA(66168)
rat ... GRIK1(29559), GRIK2(54257), GRIK3(298521), GRIK4(24406), GRIN1(24408), GRIN2A(24409), GRIN2B(24410), GRIN2C(24411), GRIN2D(24412), GRIN3A(191573), GRIN3B(170796), GRINA(266668)

Gene Information

human ... GRIK1(2897), GRIK2(2898), GRIK3(2899), GRIK4(2900), GRIN1(2902), GRIN2A(2903), GRIN2B(2904), GRIN2C(2905), GRIN2D(2906), GRIN3A(116443), GRIN3B(116444), GRINA(2907)
mouse ... GRIK1(14805), GRIK2(14806), GRIK3(14807), GRIK4(110637), GRIN1(14810), GRIN2A(14811), GRIN2B(14812), GRIN2C(14813), GRIN2D(14814), GRIN3A(242443), GRIN3B(170483), GRINA(66168)
rat ... GRIK1(29559), GRIK2(54257), GRIK3(298521), GRIK4(24406), GRIN1(24408), GRIN2A(24409), GRIN2B(24410), GRIN2C(24411), GRIN2D(24412), GRIN3A(191573), GRIN3B(170796), GRINA(266668)

Gene Information

human ... GRIN1(2902)
rat ... Grin1(24408)

color

white

color

white

color

white to off-white

color

white to off-white

solubility

H2O: 99.2 mg/mL

solubility

-

solubility

-

solubility

DMSO: >20 mg/mL

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.

Caution

Hygroscopic

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves


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