2-Amino-2-phenylacetic acid Chemical Properties

Melting point:

290 °C (subl.)(lit.)

Boiling point:

273.17°C (rough estimate)

alpha 

[α]D20-0.5～+0.5゜ (c=5, dil. HCl)

Density 

1.2023 (rough estimate)

refractive index 

1.5810 (estimate)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

almost transparency in Sodium hydroxide solution

pka

1.94±0.10(Predicted)

form 

Crystalline Powder

color 

White to off-white

Water Solubility 

115g/L(100 ºC)

Merck 

14,7291

BRN 

3197862

InChIKey

ZGUNAGUHMKGQNY-UHFFFAOYSA-N

CAS DataBase Reference

2835-06-5(CAS DataBase Reference)

NIST Chemistry Reference

Benzeneacetic acid, «alpha»-amino-, (.+/-.)-(2835-06-5)

EPA Substance Registry System

2-Phenylglycine (2835-06-5)

Safety Information

Hazard Codes 

F,C

Risk Statements 

11-34

Safety Statements 

24/25-45-36/37/39-26-16

WGK Germany 

3

TSCA 

Yes

HS Code 

29224999

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

2-Amino-2-phenylacetic acid Usage And Synthesis

Description

2-Amino-2-phenylacetic acid is a natural compound that has been identified as a selective inhibitor of cyclooxygenase 2 (COX-2), and it exhibits antiinflammatory activity. It has been shown to inhibit COX-2 at low concentrations and to be less potent than aspirin in inhibiting COX-1. It is also an amide, with a molecular weight of 296. In order to determine the structure of it, XRD data was collected from the monosodium salt form of the compound. The ester hydrochloride form was used for enzyme activity assays because it is more soluble in water than the free base form. The synthesis of 2-Amino-2-phenylacetic acid was achieved through a two step process involving amide formation and hydrolysis.

Chemical Properties

white amorphous powder

Uses

DL-α-Phenylglycine is used as a reagent in the synthesis of benzoquinone-amino acid conjugates which have antibacterial activity.

Definition

ChEBI: An amino acid with a structure in which a phenyl ring is bonded to the alpha-carbon of glycine.

Synthesis Reference(s)

Organic Syntheses, Coll. Vol. 3, p. 84, 1955
Synthetic Communications, 2, p. 423, 1972 DOI: 10.1080/00397917208081791

2-Amino-2-phenylacetic acid(2835-06-5)Related Product Information

• Aniline
• Diethylstilbestrol
• DL-Phenylalanine
• 4-Aminobenzoic acid
• 2-AMINOPHENYLACETIC ACID
• Triphenyltin acetate
• 4-Aminophenylacetic acid
• 4-Hydroxy-D-(-)-2-phenylglycine
• Sulfanilamide
• ALTRENOGEST
• Sulfanilic acid
• p-Anisidine
• 2-AMINOPHENYLACETIC ACID
• 3-Aminophenylacetic acid
• Glycine
• Iminodiacetic acid
• Nitrilotriacetic acid
• Anilinoacetic acid