C104

Sigma-Aldrich

(±)-CPP

solid

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:

Quality Level

form

solid

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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Packaging

100 mg in glass bottle
5, 25 mg in glass insert

Biochem/physiol Actions

Potent and selective NMDA glutamate receptor antagonist; anticonvulsant.

Features and Benefits

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

Caution

Hygroscopic

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

hazcat

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

Target Organs

Respiratory system

storage_class_code

11 - Combustible Solids

WGK Germany

WGK 3

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Thien-Tri Cung et al.
The New England journal of medicine, 373(11), 1021-1031 (2015-09-01)
Experimental and clinical evidence suggests that cyclosporine may attenuate reperfusion injury and reduce myocardial infarct size. We aimed to test whether cyclosporine would improve clinical outcomes and prevent adverse left ventricular remodeling. In a multicenter, double-blind, randomized trial, we assigned...
Mohammadali Foroozandeh et al.
Magnetic resonance in chemistry : MRC, 53(11), 894-900 (2015-08-21)
Resolution enhancement is a long-sought goal in NMR spectroscopy. In conventional multidimensional NMR experiments, such as the (1) H-(13) C HSQC, the resolution in the indirect dimensions is typically 100 times lower as in 1D spectra because it is limited...
Wayne W Tschetter et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 33(12), 5362-5366 (2013-03-22)
We previously reported in adult mice that visuomotor experience during monocular deprivation (MD) augmented enhancement of visual-cortex-dependent behavior through the non-deprived eye (NDE) during deprivation, and enabled enhanced function to persist after MD. We investigated the physiological substrates of this...
Neil Schwartz et al.
Neuron, 70(3), 455-467 (2011-05-11)
In the developing Xenopus tadpole, conditioning with 20 min of visual stimulation leads to increased proBDNF protein levels in the tectum measured 4 hr later. Following conditioning, the ability to induce direction selectivity in tectal neurons, as well as both...
Marcel B M Teunissen et al.
The Journal of investigative dermatology, 134(12), 2898-2907 (2014-06-20)
IL-17A is pivotal in the etiology of psoriasis, and CD8(+) T cells with the ability to produce this cytokine (Tc17 cells) are over-represented in psoriatic lesions. Here we demonstrate that the frequency of Tc17 cells in peripheral blood of psoriasis...

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