ChemicalBook > CAS DataBase List > (E)-(+/-)-2-AMINO-4-METHYL-5-PHOSPHONO-3-PENTENOIC ACID

(E)-(+/-)-2-AMINO-4-METHYL-5-PHOSPHONO-3-PENTENOIC ACID

Product Name
(E)-(+/-)-2-AMINO-4-METHYL-5-PHOSPHONO-3-PENTENOIC ACID
CAS No.
127910-31-0
Chemical Name
(E)-(+/-)-2-AMINO-4-METHYL-5-PHOSPHONO-3-PENTENOIC ACID
Synonyms
CGP 37849;CGP 37849;CGP-37849;CGP37849;CGP 37849, competitive NMDA antagonist;dl-2-amino-4-methyl-5-phosphono-3-*pentenoic acid;(E)-2-Amino-4-methyl-5-phosphonopent-3-enoic acid;(3E)-2-Amino-4-methyl-5-phosphono-3-pentanoic acid;(E)-(±)-2-AMINO-4-METHYL-5-PHOSPHONO-3-PENTENOIC ACID;3-Pentenoic acid, 2-amino-4-methyl-5-phosphono-, (3E)-;(E)-(+/-)-2-AMINO-4-METHYL-5-PHOSPHONO-3-PENTENOIC ACID
CBNumber
CB0334453
Molecular Formula
C6H12NO5P
Formula Weight
209.14
MOL File
127910-31-0.mol
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(E)-(+/-)-2-AMINO-4-METHYL-5-PHOSPHONO-3-PENTENOIC ACID Property

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
pka
1.83±0.10(Predicted)
color 
white to beige
Water Solubility 
H2O: 100mM
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML0050
Product name
CGP 37849
Purity
≥98% (HPLC)
Packaging
5mg
Price
$74.3
Updated
2025/07/31
Sigma-Aldrich
Product number
SML0050
Product name
CGP 37849
Purity
≥98% (HPLC)
Packaging
25mg
Price
$437
Updated
2025/07/31
Sigma-Aldrich
Product number
5.04842
Product name
CGP 37849
Packaging
10 mg
Price
$113
Updated
2025/07/31
Tocris
Product number
1469
Product name
CGP 37849
Purity
≥99%(HPLC)
Packaging
10
Price
$156
Updated
2021/12/16
Tocris
Product number
1469
Product name
CGP 37849
Purity
≥99%(HPLC)
Packaging
50
Price
$649
Updated
2021/12/16
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(E)-(+/-)-2-AMINO-4-METHYL-5-PHOSPHONO-3-PENTENOIC ACID Chemical Properties,Usage,Production

Uses

CGP 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 Activity

Potent, 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 50

NMDA Receptor

storage

Desiccate at +4°C

(E)-(+/-)-2-AMINO-4-METHYL-5-PHOSPHONO-3-PENTENOIC ACID Preparation Products And Raw materials

Raw materials

Preparation Products

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(E)-(+/-)-2-AMINO-4-METHYL-5-PHOSPHONO-3-PENTENOIC ACID Suppliers

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127910-31-0, (E)-(+/-)-2-AMINO-4-METHYL-5-PHOSPHONO-3-PENTENOIC ACIDRelated Search:

(2R,3E)-2-Amino-4-methyl-5-phosphono-3-pentenoic acid 2-amino-4-methyl-5-phosphono-3-pentenoic acid (2R,3E)-2-Amino-4-methyl-5-phosphono-3-pentenoic acid 1-ethyl ester (2S,3E)-2-Amino-4-methyl-5-phosphono-3-pentenoic acid (2S,3E)-2-Amino-4-methyl-5-phosphono-3-pentenoic acid 1-ethyl ester 2-AMINO-3-BUTENOIC ACID ALLYLPHOSPHONIC ACID CGP 39653, [PROPYL-2,3,3H]- (E)-(+/-)-2-AMINO-4-METHYL-5-PHOSPHONO-3-PENTENOIC ACID (E)-(+/-)-2-AMINO-4-METHYL-5-PHOSPHONO-3-PENTENOIC ACID ETHYL ESTER,(E)-(+/-)-2-AMINO-4-METHYL-5-PHOSPHONO-3-PENTENOIC ACID ETHYLESTHER

  • 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
  • (E)-(+/-)-2-AMINO-4-METHYL-5-PHOSPHONO-3-PENTENOIC ACID
  • CGP 37849;CGP-37849;CGP37849
  • 3-Pentenoic acid, 2-amino-4-methyl-5-phosphono-, (3E)-
  • CGP 37849, competitive NMDA antagonist
  • 127910-31-0
  • C6H12NO5P
  • Glutamate receptor
  • Glutamate