(E)-2-amino-4-methyl-5-phosphonopent-3-enoic acid

Base Information

• Chemical Name: (E)-2-amino-4-methyl-5-phosphonopent-3-enoic acid
• CAS No.: 127910-31-0
• Molecular Formula: C₆H₁₂NO₅P
• Molecular Weight: 209.139
• European Community (EC) Number: 634-190-7
• UNII: 76IND1BS43
• DSSTox Substance ID: DTXSID40873634
• Nikkaji Number: J2.376.673F
• Wikipedia: CGP-37849
• Wikidata: Q81986723
• ChEMBL ID: CHEMBL29811
• Mol file: 127910-31-0.mol

Synonyms:2-amino-4-methyl-5-phosphono-3-pentenoic acid;2-amino-4-methyl-5-phosphono-3-pentenoic acid, (E)-isomer;2-amino-4-methyl-5-phosphono-3-pentenoic acid, E(+-)-isomer;2-amino-4-methyl-5-phosphono-3-pentenoic acid, R-(E)-isomer;2-amino-4-methyl-5-phosphono-3-pentenoic acid, S-(E)-isomer;4-methyl-APPA;CGP 37849;CGP 40017;CGP 40116;CGP-37849;CGP-40017;CGP-40116;CGP40.116

Chemical Property of (E)-2-amino-4-methyl-5-phosphonopent-3-enoic acid

Chemical Property:

• Appearance/Colour: White Solid
• Boiling Point: 523.1 °C at 760 mmHg
• PKA: 1.83±0.10(Predicted)
• Flash Point: 270.2 °C
• PSA: 130.66000
• Density: 1.506 g/cm³
• LogP: 0.22260
• Storage Temp.: Desiccate at +4°C
• Solubility.: H2O: ≥2mg/mL (warmed)
• XLogP3: -4.1
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 209.04530948
• Heavy Atom Count: 13
• Complexity: 268

Purity/Quality:

≥99.0% ^*data from raw suppliers

CGP 37849 ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CC(C(=O)O)N)CP(=O)(O)O
• Isomeric SMILES: C/C(=C\C(C(=O)O)N)/CP(=O)(O)O
• 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).

Technology Process of (E)-2-amino-4-methyl-5-phosphonopent-3-enoic acid

There total 3 articles about (E)-2-amino-4-methyl-5-phosphonopent-3-enoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

CGP 39551 (127910-32-1) → DL-(E)-2-amino-4-methyl-5-phosphono-3-pentenoic acid (127910-31-0)

Guidance literature:

In water;

Reference yield:

E-2-formylamino-4-methyl-5-diethylphosphono-3-pentenoic acid ethyl ester (115972-26-4) → DL-(E)-2-amino-4-methyl-5-phosphono-3-pentenoic acid (127910-31-0)

Guidance literature:

Reference yield:

→ E-2-amino-4-methyl-5-methylphosphono-3-pentenoic acid + DL-(E)-2-amino-4-methyl-5-phosphono-3-pentenoic acid (127910-31-0)

Guidance literature:

upstream raw materials:

CGP 39551

E-2-formylamino-4-methyl-5-diethylphosphono-3-pentenoic acid ethyl ester

Downstream raw materials:

CGP 39551

Refernces