D-AP4

Names

[ Name ]:
D-AP4

[Synonym ]:
1-Phenyl-2,2,2-trifluorethanol
dl-2,2,2-trifluoro-1-phenylethanol
D-2-amino-4-phosphonobutanoic acid
2,2,2-TRIFLUORO-1-PHENYL-1-ETHANOL
(R)-2-amino-4-phosphonobutanoic acid
MFCD00083243
1,1,1-trifluoro-2-phenyl-2-ethanol
1-hydroxy-2,2,2-trifluoroethyl-benzene
2,2,2-trifluoro-1-phenylethanol
2,2,2-trifluorophenethyl alcohol
R(-)-1-phenyl-2,2,2-trifluoroethanol

Biological Activity

[Description]:

D-AP4 (D-APB; D-2-Amino-4-phosphonobutyric acid), a phosphono analogue of glutamate, is an NMDA broad spectrum excitatory amino acid receptor antagonist. D-AP4 also is an agonist for a quisqualate-sensitized AP6 site in hippocampus. D-AP4 inhibits AMPA receptor-stimulated 57Co2+ influx in cultured cerebellar granule cells (IC50 ≥ 100 μM)[1][2][3].

[Related Catalog]:

Signaling Pathways >> Neuronal Signaling >> iGluR

Research Areas >> Neurological Disease

Signaling Pathways >> Membrane Transporter/Ion Channel >> iGluR

[References]

[1]. Evans RH, et al. The effects of a series of omega-phosphonic alpha-carboxylic amino acids on electrically evoked and excitant amino acid-induced responses in isolated spinal cord preparations. Br J Pharmacol. 1982;75(1):65-75.

[2]. Schulte MK, et al. Utilization of the resolved L-isomer of 2-amino-6-phosphonohexanoic acid (L-AP6) as a selective agonist for a quisqualate-sensitized site in hippocampal CA1 pyramidal neurons. Brain Res. 1994;649(1-2):203-207.

[3]. Toms NJ, et al. Inhibition of AMPA receptor-stimulated 57Co2+ influx by D- and L-2-amino-4-phosphonobutanoic acid (D- and L-AP4) and L-serine-O-phosphate (L-SOP) in cultured cerebellar granule cells. Neuropharmacology. 1997;36(3):335-343.

Chemical & Physical Properties

[ Density]:
1.628g/cm3

[ Boiling Point ]:
491.7ºC at 760 mmHg

[ Melting Point ]:
212-213ºC

[ Molecular Formula ]:
C₄H₁₀NO₅P

[ Molecular Weight ]:
183.10000

[ Flash Point ]:
251.2ºC

[ Exact Mass ]:
183.03000

[ PSA ]:
130.66000

[ Index of Refraction ]:
1.545

MSDS

Click to get detail MSDS

Safety Information

[ Safety Phrases ]:
S24/25

Related Compounds

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