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Details

Stereochemistry ACHIRAL
Molecular Formula C8H8O2
Molecular Weight 136.1479
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PHENYLACETIC ACID

SMILES

OC(=O)CC1=CC=CC=C1

InChI

InChIKey=WLJVXDMOQOGPHL-UHFFFAOYSA-N
InChI=1S/C8H8O2/c9-8(10)6-7-4-2-1-3-5-7/h1-5H,6H2,(H,9,10)

HIDE SMILES / InChI

Description

Phenylacetic acid (abr. PAA and synonyms are: α-toluic acid, benzeneacetic acid, alpha tolylic acid, 2-phenylacetic acid, β-phenylacetic acid) is an organic compound containing a phenyl functional group and acarboxylic acid functional group. Because it is used in the illicit production of phenylacetone (used in the manufacture of substituted amphetamines), it is subject to controls in countries including the United States and China Phenylacetic acid is used in some perfumes, possessing a honey-like odor in low concentrations, and is also used in penicillin G production. It is also employed to treat type II hyperammonemia to help reduce the amounts of ammonia in a patient's bloodstream by forming phenylacetyl-CoA, which then reacts with nitrogen-rich glutamine to form phenylacetylglutamine. This compound is then secreted by the patient's body. In Phase 2 of clinical research it investigated in the treatment of Brain and Central Nervous System Tumors.

CNS Activity

Approval Year

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
AMMONUL
Primary
Unknown

Cmax

ValueDoseCo-administeredAnalytePopulation
2225 μM
3.75 g/m² single, intravenous
PHENYLACETIC ACID plasma
Homo sapiens
3022 μM
5.5 g/m² single, intravenous
PHENYLACETIC ACID plasma
Homo sapiens
281 μM
3.75 g/m² single, intravenous
PHENYLACETYLGLUTAMINE plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
15004 μM × h
3.75 g/m² single, intravenous
PHENYLACETIC ACID plasma
Homo sapiens
28156 μM × h
5.5 g/m² single, intravenous
PHENYLACETIC ACID plasma
Homo sapiens
2047 μM × h
3.75 g/m² single, intravenous
PHENYLACETYLGLUTAMINE plasma
Homo sapiens

Funbound

ValueDoseCo-administeredAnalytePopulation
0.44%
SODIUM PHENYLACETATE plasma
Homo sapiens

Doses

AEs

Overview

OverviewOther

Drug as perpetrator​

Drug as victim

Tox targets

PubMed

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Intravenous
In Vitro Use Guide
Unknown