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Substance Name: Baclofen [USAN:USP:INN:BAN:JAN]
RN: 1134-47-0
UNII: H789N3FKE8
InChIKey: KPYSYYIEGFHWSV-UHFFFAOYSA-N

Note

  • A GAMMA-AMINOBUTYRIC ACID derivative that is a specific agonist of GABA-B RECEPTORS. It is used in the treatment of MUSCLE SPASTICITY, especially that due to SPINAL CORD INJURIES. Its therapeutic effects result from actions at spinal and supraspinal sites, generally the reduction of excitatory transmission.

Molecular Formula

  • C10-H12-Cl-N-O2

Molecular Weight

  • 213.6628
 

Classification Codes

  • Central Nervous System Agents
  • Drug / Therapeutic Agent
  • GABA Agents
  • GABA Agonists
  • GABA-B Receptor Agonists
  • Human Data
  • Muscle Relaxants, Central
  • Neuromuscular Agents
  • Neurotransmitter Agents
  • Peripheral Nervous System Agents
  • Relaxant (Muscle)

Names and Synonyms

Name of Substance

  • Baclofen
  • Baclofen [USAN:USP:INN:BAN:JAN]

MeSH Heading

  • Baclofen

Synonyms

  • (+-)-Baclofen
  • 4-Amino-3-(4-chlorophenyl)butyric acid
  • Apo-Baclofen
  • Atrofen
  • Ba 34647
  • Ba-34,647
  • Ba-34647
  • Baclofen
  • Baclofene
  • Baclofene [INN-French]
  • Baclofeno
  • Baclofeno [INN-Spanish]
  • Baclofenum
  • Baclofenum [INN-Latin]
  • Baclon
  • beta-(4-Chlorophenyl)gaba
  • beta-(Aminomethyl)-4-chlorobenzenepropanoic acid
  • beta-(Aminomethyl)-p-chlorohydrocinnamic acid
  • beta-(p-Chlorophenyl)-gamma-aminobutyric acid
  • BRN 2104494
  • C 34647Ba
  • CCRIS 3722
  • Ciba 34,647-Ba
  • DL-4-Amino-3-p-chlorophenylbutanoic acid
  • DL-Baclofen
  • EINECS 214-486-9
  • Gabalon
  • Gablofen
  • gamma-Amino-beta-(p-chlorophenyl)butyric acid
  • IPX 056
  • IPX056
  • Kemstro
  • Lioresal
  • Lioresal Intrathecal
  • UNII-H789N3FKE8

Systematic Names

  • Baclofen
  • Benzenepropanoic acid, beta-(aminomethyl)-4-chloro-
  • Benzenepropanoic acid, beta-(aminomethyl)-4-chloro-(9CI)
  • Butanoic acid, 4-amino-3-(4-chlorophenyl)-
  • Hydrocinnamic acid, beta-(aminomethyl)-p-chloro-

Registry Numbers

CAS Registry Number

  • 1134-47-0

FDA UNII

  • H789N3FKE8

System Generated Number

  • 0001134470

Structure Descriptors

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

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
man TDLo oral 571ug/kg (0.571mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA Annals of Pharmacotherpy. Vol. 27, Pg. 883, 1993.
man TDLo oral 4286ug/kg (4.286mg/kg) CARDIAC: PULSE RATE

BEHAVIORAL: COMA

VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION		 American Journal of Emergency Medicine. Vol. 4, Pg. 552, 1986.
man TDLo oral 14mg/kg (14mg/kg) BEHAVIORAL: MUSCLE WEAKNESS

BEHAVIORAL: COMA		 Journal of Toxicology, Clinical Toxicology. Vol. 20, Pg. 59, 1983.
man TDLo oral 3429mg/kg (3429mg/kg) BEHAVIORAL: COMA

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY OBSTRUCTION

CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP		 Journal of Toxicology, Clinical Toxicology. Vol. 32, Pg. 291, 1994.
man TDLo unreported 857ug/kg/2D-I (0.857mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"

BRAIN AND COVERINGS: CHANGES IN SURFACE EEG		 Italian Journal of Neurological Sciences. Vol. 12, Pg. 323, 1991.
mouse LD50 intravenous 31mg/kg (31mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: ATAXIA		 Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 21, Pg. 2069, 1979.
mouse LD50 oral 200mg/kg (200mg/kg)   Drugs in Japan Vol. 6, Pg. 576, 1982.
mouse LD50 subcutaneous 103mg/kg (103mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 11, Pg. 181, 1980.
rat LD50 intravenous 78mg/kg (78mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 11, Pg. 181, 1980.
rat LD50 oral 145mg/kg (145mg/kg)   Drugs in Japan Vol. 6, Pg. 576, 1982.
rat LD50 subcutaneous 115mg/kg (115mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 11, Pg. 181, 1980.
women TDLo oral 8mg/kg (8mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

CARDIAC: PULSE RATE 		Postgraduate Medical Journal. Vol. 57, Pg. 580, 1981.
women TDLo oral 9mg/kg (9mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: COMA		 Postgraduate Medical Journal. Vol. 56, Pg. 865, 1980.
women TDLo oral 18mg/kg (18mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: COMA		 Journal of Toxicology, Clinical Toxicology. Vol. 22, Pg. 11, 1984.
women TDLo parenteral 25ug/kg/2D-I (0.025mg/kg) SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE

BEHAVIORAL: COMA		 International Journal of Clinical Pharmacology, Therapy and Toxicology. Vol. 29, Pg. 274, 1991.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 206-208 deg C   EXP
log P (octanol-water) -0.96 (none)   EXP
Water Solubility 2090 mg/L 25 EST
Vapor Pressure 2.36E-09 mm Hg 25 EST
Henry's Law Constant 5.94E-12 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 3.77E-11 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.