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MilliporeSigma

C104

(±)-CPP

solid

Synonym(s):

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

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5 MG

$244.00

25 MG

$710.60

100 MG

$2,830.00

$244.00

Estimated to ship onDecember 26, 2025Details

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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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Product Name

(±)-CPP, solid

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)

SMILES string

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

InChI key

CUVGUPIVTLGRGI-UHFFFAOYSA-N

form

solid

color

white

solubility

H2O: 99.2 mg/mL
ethanol: insoluble

Quality Level

100

Gene Information

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

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1 of 4

This Item
G1501G1626M216
(±)-CPP solid

Sigma-Aldrich

C104

(±)-CPP

L-Glutamic acid potassium salt monohydrate ≥99% (HPLC), powder

Sigma-Aldrich

G1501

L-Glutamic acid potassium salt monohydrate

L-Glutamic acid monosodium salt hydrate ≥99% (HPLC), powder

Sigma-Aldrich

G1626

L-Glutamic acid monosodium salt hydrate

MDL 105,519 ≥98% (HPLC), solid

Sigma-Aldrich

M216

MDL 105,519

Quality Level

100

Quality Level

300

Quality Level

300

Quality Level

100

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.

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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Certificates of Analysis (COA)

Lot/Batch Number
MKCQ6452
MKCQ3528
MKCP4894
MKBZ0271V
MKCJ6024

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