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DL-2-AMINO-5-PHOSPHONOPENTANOIC ACID

CAS No.
76326-31-3
Chemical Name:
DL-2-AMINO-5-PHOSPHONOPENTANOIC ACID
Synonyms
APV;AP-5;DL-AP5;DL-APV;C13734;(±)-2-AP5;5-phosphono-L-norvaline;Norvaline, 5-phosphono-;5-PHOSPHONO-DL-NORVALINE;2-amino-5-phosphopentanoicacid
CBNumber:
CB3448803
Molecular Formula:
C5H12NO5P
Molecular Weight:
197.13
MDL Number:
MFCD00010515
MOL File:
76326-31-3.mol
MSDS File:
SDS
Last updated:2023-06-30 15:45:59

DL-2-AMINO-5-PHOSPHONOPENTANOIC ACID Properties

Melting point 238-245oC
Boiling point 482.1±55.0 °C(Predicted)
Density 1.529±0.06 g/cm3(Predicted)
storage temp. Store at RT
solubility NH4OH 1 M: 50 mg/mL, clear, colorless
pka 2.46±0.10(Predicted)
form solid
color white
Water Solubility Soluble to 10 mM in water and to 100 mM in 1eq. NaOH
BRN 2446389
CAS DataBase Reference 76326-31-3(CAS DataBase Reference)
FDA UNII 39PJ29YY8Z

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36
WGK Germany  3
10
NFPA 704
0
2 0

DL-2-AMINO-5-PHOSPHONOPENTANOIC ACID price More Price(19)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich A5282 DL-2-Amino-5-phosphonopentanoic acid solid 76326-31-3 10mg $110 2024-03-01 Buy
Sigma-Aldrich A5282 DL-2-Amino-5-phosphonopentanoic acid solid 76326-31-3 25mg $298 2024-03-01 Buy
Cayman Chemical 14540 DL-AP5 ≥95% 76326-31-3 5mg $47 2024-03-01 Buy
Cayman Chemical 14540 DL-AP5 ≥95% 76326-31-3 10mg $73 2024-03-01 Buy
Sigma-Aldrich A5282 DL-2-Amino-5-phosphonopentanoic acid solid 76326-31-3 50mg $477 2024-03-01 Buy
Product number Packaging Price Buy
A5282 10mg $110 Buy
A5282 25mg $298 Buy
14540 5mg $47 Buy
14540 10mg $73 Buy
A5282 50mg $477 Buy

DL-2-AMINO-5-PHOSPHONOPENTANOIC ACID Chemical Properties,Uses,Production

Uses

DL-2-Amino-5-phosphonopentanoic acid has been used:

  • in the inactivation of N-methyl-D-aspartate (NMDA)-mediated synapses
  • used in growth medium for inhibition of electrical activity in the neuronal network
  • used to isolate N-methyl-D-aspartate receptors (NMDAR) or α-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid receptor (AMPAR)-mediated currents were isolated using this product
  • used in double distilled water to compare its NMDA antagonistic action with that of prion protein (PrPC)

Definition

ChEBI: The 5-phosphono derivative of 2-aminopentanoic acid; acts as an N-methyl-D-aspartate receptor antagonist.

Biological Activity

Potent NMDA antagonist. See separate isomers (D-(-)-2-Amino-5-phosphonopentanoic acid and L-(+)-2-Amino-5-phosphonopentanoic acid ).

Biochem/physiol Actions

Anticonvulsant; potent and selective NMDA receptor antagonist.

storage

Room temperature

95306-95-9
76326-31-3
Synthesis of DL-2-AMINO-5-PHOSPHONOPENTANOIC ACID from diethyl 2-acetamido-2-(3-(diethoxyphosphoryl)propyl)malonate

DL-2-AMINO-5-PHOSPHONOPENTANOIC ACID Preparation Products And Raw materials

Raw materials

Preparation Products

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APV AP-5 DL-2-AMINO-5-PHOSPHONOVALERIC ACID DL-2-AMINO-5-PHOSPHONOPENTANOIC ACID DL-AP5 5-PHOSPHONO-DL-NORVALINE (+/-)-2-AMINO-5-PHOSPHONO-PENTANOIC ACID DL-2-AMINO-5-PHOSPHONOPENTANOIC ACID (DL-AP5) (+/-)-Amino-5-phosphono-pentanoic acid DL-2-AMINO-5-PHOSPHONOVALERIC ACID (DL-AP5) 5-Phosphono-DL-norvaline, DL-2-Amino-5-phosphonovaleric acid, AP-5, APV (±)-2-AP5 DL-APV rac-(2R*)-2-Amino-5-phosphonopentanoic acid DL-2-Amino-5-phosphonovaleric acid (AP5) C13734 5-phosphono-L-norvaline 2-amino-5-phosphopentanoicacid Norvaline, 5-phosphono- 2-amino-5-phosphonopentanoicaci (S)-2-Amino-5-phosphonopentanoic acid DL-AP5,2-APV,Retina,Tonic pain,Ganglion cells,Ionotropic glutamate receptors,Inhibitor,inhibit,DL-AP-5,Inhibition,DL AP5,Antinociceptive activity,iGluR,DLAP5 76326-31-3 Ionotropic Glutamate Receptor Modulators Ion Channels Ligand-Gated Ion Channels Substrate Analogs Enzyme Inhibitors Enzyme Inhibitors by Type Enzymes, Inhibitors, and Substrates Cell Signaling and Neuroscience Biochemicals and Reagents BioChemical Cell Biology Glutamate Glutamate receptor