(E)-(+/-)-2-Amino-4-methyl-5-phosphono-3-pentenoic acid

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(E)-(+/-)-2-Amino-4-methyl-5-phosphono-3-pentenoic acid Basic information
Product Name:(E)-(+/-)-2-Amino-4-methyl-5-phosphono-3-pentenoic acid
Synonyms:dl-2-amino-4-methyl-5-phosphono-3-*pentenoic acid;(3E)-2-Amino-4-methyl-5-phosphono-3-pentanoic acid;(E)-2-Amino-4-methyl-5-phosphonopent-3-enoic acid;(E)-(±)-2-AMINO-4-METHYL-5-PHOSPHONO-3-PENTENOIC ACID;CGP 37849;CGP 37849;CGP-37849;CGP37849;3-Pentenoic acid, 2-amino-4-methyl-5-phosphono-, (3E)-;CGP 37849, competitive NMDA antagonist
CAS:127910-31-0
MF:C6H12NO5P
MW:209.14
EINECS:
Product Categories:Glutamate receptor;Glutamate
Mol File:127910-31-0.mol
(E)-(+/-)-2-Amino-4-methyl-5-phosphono-3-pentenoic acid Structure
(E)-(+/-)-2-Amino-4-methyl-5-phosphono-3-pentenoic acid Chemical Properties
Boiling point 523.1±60.0 °C(Predicted)
density 1.506±0.06 g/cm3(Predicted)
storage temp. Desiccate at +4°C
solubility H2O: ≥2mg/mL (warmed)
form powder
pka1.83±0.10(Predicted)
color white to beige
Water Solubility H2O: 100mM
InChI1S/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+
InChIKeyBDYHNCZIGYIOGJ-DUXPYHPUSA-N
SMILESC\C(CP(O)(O)=O)=C/C(N)C(O)=O
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 3
Storage Class11 - Combustible Solids
MSDS Information
(E)-(+/-)-2-Amino-4-methyl-5-phosphono-3-pentenoic acid Usage And Synthesis
UsesCGP 37849 is a potent antagonist at NMDA receptors which results in anticonvulsant activity (1). In addition, it may antagonize NMDA-antagonistic induced antianxiety effects (2).
Biological ActivityPotent, selective and competitive NMDA receptor antagonist (K i = 35 nM). Anticonvulsive following oral administration in vivo .
in vivo

CGP 37849 potently (Ki of 220 nM) and competitively inhibits NMDA-sensitive l-[3H]-glutamate binding to postsynaptic density (PSD) fractins from rat brain. CGP 37849 inhibits the binding of the selective NMDA receptor antagonist, [3H]-(±)-3-(2-carboxypiperazin-4-yl)propyl-1-phosphonate (CPP), with a Ki of 35 nM[1].
In vivo, oral administration to rats of CGP 37849 selectively blocks firing in hippocampal neurones induced by ionophoretically-applied NMDA, without affecting the responses to quisqualate or kainate[1].
Oral administration to mice of CGP 37849 suppresses maximal electroshock-induced seizures in mice with an ED50 of 21 mg/kg[1].

IC 50NMDA Receptor
storageDesiccate at +4°C
(E)-(+/-)-2-Amino-4-methyl-5-phosphono-3-pentenoic acid Preparation Products And Raw materials
Tag:(E)-(+/-)-2-Amino-4-methyl-5-phosphono-3-pentenoic acid(127910-31-0) Related Product Information
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