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SML0058

CGP 39551

≥98% (HPLC)

Synonym(s):

CGP 39551, (E)-(±)-2-Amino-4-methyl-5-phosphono-3-pentenoic acid ethyl ester

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About This Item

Empirical Formula (Hill Notation):
C8H16NO5P
CAS Number:
127910-32-1
Molecular Weight:
237.19
NACRES:
NA.77
PubChem Substance ID:
329825124
UNSPSC Code:
12352202
MDL number:
MFCD00882474
Assay:
≥98% (HPLC)
Form:
powder
Storage condition:
desiccated
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assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

H2O: 15 mg/mL, clear

storage temp.

2-8°C

SMILES string

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

InChI

1S/C8H16NO5P/c1-3-14-8(10)7(9)4-6(2)5-15(11,12)13/h4,7H,3,5,9H2,1-2H3,(H2,11,12,13)/b6-4+

InChI key

OKDOWCKDTWNRCB-GQCTYLIASA-N

Application

CGP 39551 may be used in cell signaling studies.

Biochem/physiol Actions

CGP 39551 produces excitatory effects and causes psychotomimetic effects in humans.
CGP 39551 is a competitive NMDA antagonist and anticonvulsant.
CGP 39551 is an orally active competitive NMDA antagonist and anticonvulsant.

Features and Benefits

This compound is featured on the Glutamate Receptors (Ion Channel Family) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
112M4625V

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W Löscher et al.
The Journal of pharmacology and experimental therapeutics, 256(2), 432-440 (1991-02-01)
The orally active competitive N-methyl-D-aspartate (NMDA) receptor antagonists CGP 37849 (DL-[E]-2-amino-4-methyl-5-phosphono-3-pentenoic acid) and its ethyl ester CGP 39551 were evaluated in amygdala-kindled rats, a model for complex partial and secondarily generalized seizures. Anticonvulsant and behavioral effects of these novel compounds
R D'Hooge et al.
Fundamental & clinical pharmacology, 13(1), 67-74 (1999-02-23)
The effects of CGP 37849 [DL-(E)-2-amino-4-methyl-5-phosphono-3-pentenoate] and its ethylester CGP 39551 on whole-cell currents evoked by the endogenous excitatory amino acids, L-glutamate and L-aspartate, were studied in cultured mouse spinal cord neurones. Although CGP 37849 was the more potent compound
B Monti et al.
The European journal of neuroscience, 12(9), 3117-3123 (2000-09-21)
Elimination of neurons produced in excess naturally occurs during brain development through programmed cell death. Among the many survival factors affecting this process, a role for neurotransmitters acting on specific receptors has been suggested. We have performed an in vivo
M Karcz-Kubicha et al.
Journal of neural transmission (Vienna, Austria : 1996), 106(11-12), 1189-1204 (2000-01-29)
Several partial agonist and full antagonists acting at the glycine site of the NMDA receptors were tested for potential antipsychotic-like properties in rats. As models, amphetamine- and phencyclidine (PCP)-induced locomotor activation in the open field and PCP-induced impairment of prepulse
P González et al.
European journal of pharmacology, 332(3), 257-262 (1997-08-13)
The effects of the non-competitive antagonists of the glutamate complex receptor, dizocilpine (MK 801) and ketamine and of the competitive antagonist CGP 39551 were examined on the induction of tolerance to morphine, the development of physical dependence and the expression
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Global Trade Item Number

SKUGTIN
SML0058-25MG04061832260518
SML0058-5MG04061832074702

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