A5282
Sigma

DL-2-Amino-5-phosphonopentanoic acid

solid

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Synonym

5-Phosphono-DL-norvaline

DL-2-Amino-5-phosphonovaleric acid

AP-5

APV

Molecular Formula

C₅H₁₂NO₅P

Molecular Weight

197.13

CAS Number

76326-31-3

Beilstein Registry Number

2446389

MDL number

MFCD00010515

PubChem Substance ID

24277950

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Descriptions

Biochem/physiol Actions

Anticonvulsant; potent and selective NMDA receptor antagonist.

Caution

Hygroscopic

Properties

form

solid

color

white

solubility

0.1 M NaOH: 4 mg/mL

H₂O: 5.6 mg/mL

organic solvents: insoluble

Gene Information

rat ... Grik1(29559), Grin2a(24409), Grin2b(24410)

References

Reference

Hara, S., et al., Distinct effects of MK-801 and (±)-2-amino-5-phosphonopentanoic acid on N-methyl-D-aspartate-induced rise of brain temperature in rats. Life Sci. 61, 289-294, (1997)

Baunez, C. and Amalric, M., Evidence for functional differences between entopeduncular nucleus and substantia nigra: effects of APV (DL-2-amino-5-phosphonovaleric acid) microinfusion on reaction time performance in the rat. Eur. J. Neurosci. 8, 1972-1982, (1996)

Watkins, J.C. and Evans, R.H., Excitatory amino acid transmitters. Annu. Rev. Pharmacol. Toxicol. 21, 165-204, (1981)

McNally, G., et al., Effects of systemic, intracerebral, or intrathecal administration of an N-methyl-D-aspartate receptor antagonist on associative morphine analgesic tolerance and hyperalgesia in rats. Behav. Neurosci. 112, 966, (1998)

Safety

Hazard Codes

Risk Statements

36/37/38

Safety Statements

26-36

WGK Germany