Basic information
- CAS
2835-06-5- Standard SMILES
[NH3+]C(C(=O)[O-])c1ccccc1- InChIKey
ZGUNAGUHMKGQNY-UHFFFAOYSA-N- Molecular formula
- C8H9NO2
- Average molar mass
- 151.16 g/mol
- Monoisotopic mass
- 151.06332853
Overview
DL-phenylglycine has been reported in Streptomyces pristinaespiralis with data available.
Names & identifiers
- Preferred name
- 2-Azaniumyl-2-phenylacetate
- IUPAC
- 2-azaniumyl-2-phenylacetate
- English name
- 2-Amino-2-phenylacetic acid
- Molecular formula
- C8H9NO2
- Molecular weight
- 151.16
Names & synonyms
2-azaniumyl-2-phenylacetate2-Phenylglycineα-phenylglycineH-DL-PHG-OHDL-ALPHA-PHENYLGLYCINEDL-PHENYLGLYCINEDL-2-PHENYLGLYCINEDL-α-Phenylglycine2-Amino-2-phenyLDL-A-PHENYLGLYCINERARECHEM AK ML 0501
Database identifiers
- CAS
2835-06-5- PubChem CID
- 25200329
- Nikkaji
- J2.246.042K
Properties
Computed structural properties
- XLogP
- -1.1
- Topological polar surface area
- 67.8 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 1
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 136
Experimental & physicochemical properties
LogP-2.07
Solubility115 mg/mL at 100 °C
Melting Point290 °C
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 290 °C · 290 °C (subl.)(lit.)
- Boiling point
- 273.17 °C · 273.17°C (rough estimate)
- alpha
- 20 · [α]D20-0.5～+0.5゜ (c=5, dil. HCl)
- Density
- 1.2023 · 1.2023 (rough estimate)
- refractive index
- 1.581 · 1.5810 (estimate)
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- solubility
- almost transparency in Sodium hydroxide solution
- pka
- 1.94 · 1.94±0.10(Predicted)
- form
- Crystalline Powder
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 29224999
- risk_code
- 11-34
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- F,C
- safety_code
- 24/25-45-36/37/39-26-16
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P261-P305+P351+P338
Chemistry & industry
Pharmacology
Cellular LocationsCytoplasm
Applications
Description2-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.
UsesDL-α-Phenylglycine is used as a reagent in the synthesis of benzoquinone-amino acid conjugates which have antibacterial activity.
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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