baclofen (CHEBI:2972)

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ChEBI Name	baclofen

ChEBI ID	CHEBI:2972

Definition	A monocarboxylic acid that is butanoic acid substituted by an amino group at position 4 and a 4-chlorophenyl group at position 3. It acts as a central nervous system depressant, GABA agonist and muscle relaxant.

Stars	This entity has been manually annotated by the ChEBI Team.

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Formula

C10H12ClNO2

Net Charge

Average Mass

213.66100

Monoisotopic Mass

213.05566

InChI

InChI=1S/C10H12ClNO2/c11-9-3-1-7(2-4-9)8(6-12)5-10(13)14/h1-4,8H,5-6,12H2,(H,13,14)

InChIKey

KPYSYYIEGFHWSV-UHFFFAOYSA-N

SMILES

NCC(CC(O)=O)c1ccc(Cl)cc1

Roles Classification
Chemical Role(s):	Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Bronsted base). (via oxoacid ) Bronsted base A molecular entity capable of accepting a hydron from a donor (Bronsted acid). (via organic amino compound )

Biological Role(s):	GABA agonist A drug that binds to and activates gamma-aminobutyric acid receptors.

Application(s):	muscle relaxant A drug used to produce muscle relaxation (excepting neuromuscular blocking agents). Its primary clinical and therapeutic use is the treatment of muscle spasm and immobility associated with strains, sprains, and injuries of the back and, to a lesser degree, injuries to the neck. Also used for the treatment of a variety of clinical conditions that have in common only the presence of skeletal muscle hyperactivity, for example, the muscle spasms that can occur in multiple sclerosis. central nervous system depressant A loosely defined group of drugs that tend to reduce the activity of the central nervous system. GABA agonist A drug that binds to and activates gamma-aminobutyric acid receptors.

ChEBI Ontology
Outgoing	baclofen (CHEBI:2972) has role central nervous system depressant (CHEBI:35488) baclofen (CHEBI:2972) has role GABA agonist (CHEBI:51373) baclofen (CHEBI:2972) has role muscle relaxant (CHEBI:51371) baclofen (CHEBI:2972) is a γ-amino acid (CHEBI:33707) baclofen (CHEBI:2972) is a monocarboxylic acid (CHEBI:25384) baclofen (CHEBI:2972) is a monochlorobenzenes (CHEBI:83403) baclofen (CHEBI:2972) is a primary amino compound (CHEBI:50994) baclofen (CHEBI:2972) is tautomer of baclofen zwitterion (CHEBI:187893)

Incoming	baclofen zwitterion (CHEBI:187893) is tautomer of baclofen (CHEBI:2972)

IUPAC Name

4-amino-3-(4-chlorophenyl)butanoic acid

Synonyms	Sources
(+-)-Baclofen	ChemIDplus
4-Amino-3-(4-chlorophenyl)butyric acid	ChemIDplus
beta-(4-Chlorophenyl)gaba	ChemIDplus
beta-(Aminomethyl)-4-chlorobenzenepropanoic acid	ChemIDplus
beta-(Aminomethyl)-p-chlorohydrocinnamic acid	ChemIDplus
beta-(p-Chlorophenyl)-gamma-aminobutyric acid	ChemIDplus
DL-4-Amino-3-p-chlorophenylbutanoic acid	ChemIDplus
DL-Baclofen	ChemIDplus
gamma-Amino-beta-(p-chlorophenyl)butyric acid	ChemIDplus

Last Modified

22 February 2017