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Details

Stereochemistry ABSOLUTE
Molecular Formula C10H12ClNO2
Molecular Weight 213.661
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BACLOFEN, (S)-

SMILES

NC[C@@H](CC(O)=O)C1=CC=C(Cl)C=C1

InChI

InChIKey=KPYSYYIEGFHWSV-MRVPVSSYSA-N
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)/t8-/m1/s1

HIDE SMILES / InChI

Molecular Formula C10H12ClNO2
Molecular Weight 213.661
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

(S)-baclofen (or L-baclofen) is an enantiomer of baclofen, a direct GABA-B receptor mimetic. L-baclofen represents a significant improvement over racemic baclofen in the treatment of trigeminal neuralgia.

CNS Activity

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Doses

Doses

DosePopulationAdverse events​
12 mg 1 times / day multiple, oral
Highest studied dose
Dose: 12 mg, 1 times / day
Route: oral
Route: multiple
Dose: 12 mg, 1 times / day
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: unknown
Food Status: UNKNOWN
Sources:
Other AEs: headedness, headache...
Other AEs:
headedness (1 pt)
headache (mild, 1 pt)
Sources:
AEs

AEs

AESignificanceDosePopulation
headedness 1 pt
12 mg 1 times / day multiple, oral
Highest studied dose
Dose: 12 mg, 1 times / day
Route: oral
Route: multiple
Dose: 12 mg, 1 times / day
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: unknown
Food Status: UNKNOWN
Sources:
headache mild, 1 pt
12 mg 1 times / day multiple, oral
Highest studied dose
Dose: 12 mg, 1 times / day
Route: oral
Route: multiple
Dose: 12 mg, 1 times / day
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: unknown
Food Status: UNKNOWN
Sources:
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Bidirectional enantioselective effects of the GABAB receptor agonist baclofen in two mouse models of excessive ethanol consumption.
2015-02
Intra-nucleus accumbens shell injections of R(+)- and S(-)-baclofen bidirectionally alter binge-like ethanol, but not saccharin, intake in C57Bl/6J mice.
2014-10-01
Permeation and systemic absorption of R- and S-baclofen across the nasal mucosa.
2011-07
Effects of L-baclofen and D-baclofen on the auditory system: a study of click-evoked potentials from the inferior colliculus in the rat.
1995-05
NMDA receptor antagonists block cardiovascular responses to intrathecal administration of D-baclofen in the rat.
1992-06-05
Modeling of the effect site equilibration kinetics and pharmacodynamics of racemic baclofen and its enantiomers using quantitative EEG effect measures.
1992-04
Effects of phaclofen and the enantiomers of baclofen on cardiovascular responses to intrathecal administration of L- and D-baclofen in the rat.
1991-04-24
Stereospecific actions of baclofen on sociosexual behavior, locomotor activity and motor execution.
1989
Potential involvement of a baclofen-sensitive autoreceptor in the modulation of the release of endogenous GABA from rat brain slices in vitro.
1988-03
Stereoselectivity of spinal neurotransmission: effects of baclofen enantiomer on tail-flick reflex in rats.
1984
Effects of intravenously administered enantiomers of baclofen on functionally identified units in lumbar dorsal horn of the spinal cat.
1982-11
The biological activity of d- and l-baclofen (Lioresal).
1978-11-01

Sample Use Guides

Patients with trigeminal neuralgia: 6-12 mg/day
Route of Administration: Oral
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Mon Mar 31 17:59:44 GMT 2025
Edited
by admin
on Mon Mar 31 17:59:44 GMT 2025
Record UNII
3OHN4989XM
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BACLOFEN, (S)-
Common Name English
(S)-BACLOFEN
Preferred Name English
BENZENEPROPANOIC ACID, .BETA.-(AMINOMETHYL)-4-CHLORO-, (.BETA.S)-
Common Name English
(S)-4-AMINO-3-(4-CHLOROPHENYL)BUTANOIC ACID
Systematic Name English
S(+)-BACLOFEN
Common Name English
BACLOFEN, S-
Common Name English
BACLOFEN, S(+)-
Common Name English
L-BACLOFEN
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29696
Created by admin on Mon Mar 31 17:59:44 GMT 2025 , Edited by admin on Mon Mar 31 17:59:44 GMT 2025
FDA ORPHAN DRUG 45690
Created by admin on Mon Mar 31 17:59:44 GMT 2025 , Edited by admin on Mon Mar 31 17:59:44 GMT 2025
FDA ORPHAN DRUG 65592
Created by admin on Mon Mar 31 17:59:44 GMT 2025 , Edited by admin on Mon Mar 31 17:59:44 GMT 2025
FDA ORPHAN DRUG 57391
Created by admin on Mon Mar 31 17:59:44 GMT 2025 , Edited by admin on Mon Mar 31 17:59:44 GMT 2025
FDA ORPHAN DRUG 109397
Created by admin on Mon Mar 31 17:59:44 GMT 2025 , Edited by admin on Mon Mar 31 17:59:44 GMT 2025
Code System Code Type Description
CAS
66514-99-6
Created by admin on Mon Mar 31 17:59:44 GMT 2025 , Edited by admin on Mon Mar 31 17:59:44 GMT 2025
PRIMARY
FDA UNII
3OHN4989XM
Created by admin on Mon Mar 31 17:59:44 GMT 2025 , Edited by admin on Mon Mar 31 17:59:44 GMT 2025
PRIMARY
PUBCHEM
44600
Created by admin on Mon Mar 31 17:59:44 GMT 2025 , Edited by admin on Mon Mar 31 17:59:44 GMT 2025
PRIMARY
DRUG BANK
DB12098
Created by admin on Mon Mar 31 17:59:44 GMT 2025 , Edited by admin on Mon Mar 31 17:59:44 GMT 2025
PRIMARY
NCI_THESAURUS
C90891
Created by admin on Mon Mar 31 17:59:44 GMT 2025 , Edited by admin on Mon Mar 31 17:59:44 GMT 2025
PRIMARY
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