(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
InChI: 1S/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+
InChIKey: BDYHNCZIGYIOGJ-DUXPYHPUSA-N
SMILES: C\C(CP(O)(O)=O)=C/C(N)C(O)=O

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-36
WGK Germany: 3
Storage Class: 11 - Combustible Solids

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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 (K_i 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 K_i 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