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Baclofen

Baclofen Structure
CAS No.
1134-47-0
Chemical Name:
Baclofen
Synonyms
ofen;Clofen;baclon;Spinax;Lioresa;ba34647;Atrofen;c34647ba;BACLOFEN;LIORESAL
CBNumber:
CB8669450
Molecular Formula:
C10H12ClNO2
Molecular Weight:
213.66
MOL File:
1134-47-0.mol
MSDS File:
SDS
Modify Date:
2024/8/4 16:55:17

Baclofen Properties

Melting point 208-210°C
Boiling point 364.3±32.0 °C(Predicted)
Density 1.2069 (rough estimate)
refractive index 1.5500 (estimate)
storage temp. 2-8°C
solubility 1 M HCl: 50 mg/mL
form solid
pka pKa 3.87±0.1(H2O) (Uncertain)
color white to very faintly yellow
Water Solubility Soluble in dilute NaOH or dilute HCl. Soluble in water at approximately 4mg/ml at pH 7.6
Merck 14,937
Stability Hygroscopic
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 C1(C=CC(Cl)=CC=1)C(CN)CC(=O)O
CAS DataBase Reference 1134-47-0(CAS DataBase Reference)
NIST Chemistry Reference Baclofen(1134-47-0)
EPA Substance Registry System .beta.-(Aminomethyl)-4-chlorobenzenepropanoic acid (1134-47-0)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS06
Signal word  Danger
Hazard statements  H301
Precautionary statements  P301+P330+P331+P310
Hazard Codes  T,Xn
Risk Statements  61-25-36/37/38-42/43-20/21/22
Safety Statements  53-22-36/37/39-45-52-36-26
RIDADR  UN 2811 6.1/PG 3
WGK Germany  3
RTECS  MW5084200
HazardClass  6.1(b)
PackingGroup  III
HS Code  2922492050
Toxicity LD50 in male mice, rats (mg/kg): 45, 78 i.v.; 103, 115 s.c.; 200, 145 orally (Tadokoro)
NFPA 704
0
2 0

Baclofen price More Price(7)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) B5399 (±)-Baclofen ≥98% (TLC), solid 1134-47-0 500MG ₹5639.83 2022-06-14 Buy
Sigma-Aldrich(India) PHR1682 Baclofen Pharmaceutical Secondary Standard; Certified Reference Material 1134-47-0 1G ₹13520.43 2022-06-14 Buy
Sigma-Aldrich(India) B5399 (±)-Baclofen ≥98% (TLC), solid 1134-47-0 5G ₹30429.08 2022-06-14 Buy
Sigma-Aldrich(India) B5399 (±)-Baclofen ≥98% (TLC), solid 1134-47-0 10G ₹55023.48 2022-06-14 Buy
TCI Chemicals (India) B3343 Baclofen 1134-47-0 1G ₹3300 2022-05-26 Buy
Product number Packaging Price Buy
B5399 500MG ₹5639.83 Buy
PHR1682 1G ₹13520.43 Buy
B5399 5G ₹30429.08 Buy
B5399 10G ₹55023.48 Buy
B3343 1G ₹3300 Buy

Baclofen Chemical Properties,Uses,Production

Chemical Properties

Off-White Solid

Uses

Baclofen may be used as a pharmaceutical secondary reference standard for the determination of the analyte in plasma samples by liquid chromatography tandem mass spectrometry and tablet formulations by UV spectroscopy, respectively.

Definition

ChEBI: 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.

Biological Functions

Baclofen (Lioresal) is the parachlorophenol analogue of the naturally occurring neurotransmitter γ-aminobutyric acid (GABA).

General Description

Odorless or practically odorless white to off-white crystalline powder.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

Baclofen is an amine. Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides.

Fire Hazard

Flash point data for Baclofen are not available. Baclofen is probably combustible.

Biological Activity

Selective GABA B receptor agonist. Skeletal muscle relaxant.

Mechanism of action

Baclofen appears to affect the neuromuscular axis by acting directly on sensory afferents, γ-motor neurons, and collateral neurons in the spinal cord to inhibit both monosynaptic and polysynaptic reflexes. The principal effect is to reduce the release of excitatory neurotransmitters by activation of presynaptic GABAB receptors. This seems to involve a G protein and second-messenger link that either increases K+ conductance or decreases Ca++ conductance.

Clinical Use

Baclofen is an agent of choice for treating spinal spasticity and spasticity associated with multiple sclerosis. It is not useful for treating spasticity of supraspinal origin. Doses should be increased gradually to a maximum of 100 to 150 mg per day, divided into four doses.

Side effects

Side effects are not a major problem, and they can be minimized by graduated dosage increases.They include lassitude, slight nausea, and mental disturbances (in including confusion, euphoria, and depression). The drowsiness is less pronounced than that produced by diazepam—an important therapeutic advantage. Hypotension has been noted, particularly following overdose. Elderly patients and patients with multiple sclerosis may require lower doses and may display increased sensitivity to the central side effects. Baclofen may increase the frequency of seizures in epileptics.

Safety Profile

Poison by ingestion,subcutaneous and intravenous routes. Human systemiceffects by ingestion: blood pressure lowering, coma,muscle weakness, pulse rate decrease, respiratorydepression. When heated to decomposition it emits toxicfumes of Cl-

Metabolism

Baclofen is rapidly and effectively absorbed after oral administration. It is lipophilic and able to penetrate the blood-brain barrier.Approximately 35% of the drug is excreted unchanged in the urine and feces.

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Baclofen Spectrum

4-Amino-3-(p-chlorophenyl)butyric acid Benzenepropanoic acid, β-(aminomethyl)-4-chloro- CIBA Ba 34647 DL-4-Amino-3-p-chlorophenylbutanoic acid DL-Baclofen Hydrocinnamic acid, β-(aminomethyl)-p-chloro- (7CI, 8CI) β-(4-Chlorophenyl)-γ-aminobutyric acid β-p-Chlorophenyl-GABA Baclofen(R) (±)-β-(Aminomethyl)-4-chlorobenzenepropanoic acid, Lioresal g-Amino-b-(p-chlorophenyl)butyric acid Baclofen13C2 -(4-Chlorophenyl)-GABA -(Aminomethyl)-4-chloro-benzenepropanoic Acid (±)-Baclofen,(±)-β-(Aminomethyl)-4-chlorobenzenepropanoic acid, Lioresal Baclofen (350 mg) Baclofen (500 mg) β-(Aminomethyl)-4-chlorohydrocinnamic acid Clofen Lioresa Benzenepropanoic acid, .beta.-(aminomethyl)-4-chloro- BACLOFEN,USP Hydrocinnamic acid, b-(aminomethyl)-p-chloro. beta-(aminomethyl)-p-chloro-hydrocinnamicaci beta-(aminomethyl)-p-chlorohydrocinnamicacid beta-(p-chlorophenyl)-gamma-aminobutyricacid c34647ba ciba34,647-ba gamma-amino-beta-(p-chlorophenyl)butyricacid 4-AMino-3-(4-chlorophenyl)butyric Acid, Baclofen Baclofen beta-(Aminomethyl)-4-chlorobenzenepropanoic acid (RS)-4-AMINO-3-(4-CHLOROPHENYL)BUTANOIC ACID (RS)-BACLOFEN -(Aminomethyl)-4-chlorobenzenpropanoicacid -(p-Chlorophenyl)-aminobutyricacid ba34647 baclon beta-(4-chlorophenyl)gaba beta-(aminomethyl)-4-chloro-benzenepropanoicaci 4-AMINO-3-[4-CHLOROPHENYL]BUTANOIC ACID 4-AMINO-3(4-CHLOROPHENYL)BUTYRIC ACID (+/-)-BACLOFEN BACLOFEN AURORA KA-6748 (+/-)-BETA-(AMINOMETHYL)-4-CHLOROBENZENEPROPANOIC ACID (+/-)-BETA-(AMINOETHYL)-4-CHLOROBENZENEPROPANOIC ACID LIORESAL (+/-)-beta(Aminomethyl)-4-chlorobenzenepropanoic acid, Lioresal Atrofen beta-(4-chlorophenyl)-gamma-aminobutyric acid Beta-(4-Chlorophenyl)-Gaba,Usp (3RS)-4-AMINO-3-(P-CHLOROPHENYL)BUTANOIC ACID (+/-)-BACLOFEN, PHARMA 4-Amino-3-[Chlorophenyl] butanoic acid β-[Aminomethyl]-p-chlorohydrocinnamic acid (+/-)-Baclofen(USPgrade) b-(4-Chlorophenyl)-GABA b-(Aminomethyl)-4-chloro-benzenepropanoic Acid