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SML0050

Sigma-Aldrich

CGP 37849

≥98% (HPLC)

Synonym(s):

(3E)-2-Amino-4-methyl-5-phosphono-3-pentanoic acid

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About This Item

Empirical Formula (Hill Notation):
C6H12NO5P
CAS Number:
127910-31-0
Molecular Weight:
209.14
MDL number:
MFCD00153906
UNSPSC Code:
12352200
PubChem Substance ID:
329825119
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

H2O: ≥2 mg/mL (warmed)

storage temp.

2-8°C

SMILES string

C\C(CP(O)(O)=O)=C/C(N)C(O)=O

InChI

1S/C6H12NO5P/c1-4(3-13(10,11)12)2-5(7)6(8)9/h2,5H,3,7H2,1H3,(H,8,9)(H2,10,11,12)/b4-2+

InChI key

BDYHNCZIGYIOGJ-DUXPYHPUSA-N

Application

CGP 37849 may be used in NMDA-mediated cell signaling studies.

Biochem/physiol Actions

CGP 37849 induces phencyclidine-like behavioral syndrome in amygdala-kindled rats that includes ataxia, locomotion and stereotypies.
CGP 37849 is a potent orally active competitive NMDA antagonist and anticonvulsant.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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K Wedzony et al.
Journal of physiology and pharmacology : an official journal of the Polish Physiological Society, 56(2), 205-221 (2005-06-30)
Malfunction of glutamatergic neurotransmission in postnatal period is considered to be a risk factor for development of schizophrenia. Thus, the present study investigates the impact of NMDA receptor blockade in the postnatal period on the density of tyrosine hydroxylase immunoreactive
A Y Gemperle et al.
Neuroscience, 117(3), 681-695 (2003-03-06)
The mode of action of the antipsychotic drugs clozapine, haloperidol and iloperidone was investigated in layer V of prefrontal cortex slices using extracellular field potential, intracellular sharp-electrode as well as whole-cell voltage clamp recording techniques. Intracellular investigations on a broad
Krzysztof Wedzony et al.
Pharmacological reports : PR, 60(6), 856-864 (2009-02-13)
Postnatal hypofunction of N-methyl-D-aspartate (NMDA) receptors leads to several behavioral deficits in adult rats resembling deficits typical of schizophrenia-like deficits of sensorimotor gating. Thus far, it is not known whether the above disruptions are sensitive to neuroleptic drugs. In order
K Wedzony et al.
Neuroscience, 153(4), 1370-1379 (2008-04-25)
The malfunction of glutamatergic neurotransmission in the neonatal or postnatal periods may be a risk factor for the appearance of neuroanatomical, neurochemical or functional changes that are characteristic of schizophrenia. Thus, the present study was undertaken to investigate whether blockade
W Löscher et al.
The Journal of pharmacology and experimental therapeutics, 257(3), 1146-1153 (1991-06-01)
The novel competitive N-methyl-D-aspartate (NMDA) receptor antagonist DL-(E)-2-amino-4-methyl-5-phosphono-3-pentenoic acid (CGP 37849) was found to produce a phencyclidine (PCP)-like behavioral syndrome (ataxia, locomotion, stereotypies) in amygdala-kindled rats, whereas the amphetamine-like behavioral alterations of the syndrome (locomotion, stereotypies) were only infrequently seen
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