63701-55-3

Usage

Uses

Used in Pharmaceutical Industry:
R(+)-BACLOFEN HYDROCHLORIDE is used as a therapeutic agent for the treatment of spasticity, a condition characterized by increased muscle stiffness and involuntary muscle contractions. It is particularly effective in managing spasticity associated with conditions such as multiple sclerosis, spinal cord injuries, and other neurological disorders. The application of R(+)-BACLOFEN HYDROCHLORIDE in this context is due to its ability to reduce neuronal excitability and muscle tone, providing relief from spasticity symptoms.
Additionally, R(+)-BACLOFEN HYDROCHLORIDE has been explored for its potential use in treating other conditions, such as alcohol dependence, overactive bladder, and certain movement disorders. Its application in these areas is based on its ability to modulate GABA-B receptors, which play a role in regulating various physiological processes and behaviors. However, further research is needed to fully understand its efficacy and safety in these contexts.

Biochem/physiol Actions

R(+)-Baclofen is a GABAB receptor agonist; more active enantiomer; skeletal muscle relaxant.

InChI:InChI=1/C10H12ClNO2.ClH/c11-9-3-1-7(2-4-9)8(6-12)5-10(13)14;/h1-4,8H,5-6,12H2,(H,13,14);1H/t8-;/m0./s1

Upstream product

• 865366-99-0 (S)-3-(4-chlorophenyl)-glutaric acid monomethyl ester 
• 144564-11-4 (R)-tert-butyl 4-(4-chlorophenyl)-2-oxopyrrolidine-1-carboxylate 
• 123632-35-9 (R)-(-)-4-(4-chlorophenyl)pyrrolidin-2-one 
• 537676-63-4 ethyl (3R)-3-cyano-3-(4-chlorophenyl)propanoate 
• 537676-64-5 ethyl 4-azido-3-(4-chlorophenyl)-2-butenoate 
• 89979-04-4 1-(4-chlorophenyl)-2-nitroethanol 
• 873-77-8 (4-chlorphenyl)magnesium bromide 
• 496789-08-3 1-(4'-chlorophenyl)-prop-2-enyl methyl carbonate 
• 164527-50-8 (+)-2-[1-(4-chloro-phenyl)-allyl]-malonic acid dimethyl ester 
• 750649-46-8 (3R,3'R)-4,4-dimethyl-2-oxo-1-phenylpyrrolidin-3-yl 4-nitro-3-(4-chlorophenyl)butanoate 
• 750649-50-4 (R)-4,4-dimethyl-2-oxo-1-phenylpyrrolidin-3-yl 3-(4-chlorophenyl)-2-propenoate 
• 101466-69-7 methyl (+/-)-3-(4-chlorophenyl)-4-nitrobutanoate 
• 159112-23-9 3-(4-chlorophenyl)-4-nitrobutanoic acid 
• 20754-21-6 methyl 3-(4-chlorophenyl)propenoate 

Downstream Products

• 69308-37-8 (R)-baclofen 
• 78184-72-2 3R-1-t-butoxycarbonylamino-3-(4-chlorophenyl)butanoic acid 
• 123632-35-9 (R)-(-)-4-(4-chlorophenyl)pyrrolidin-2-one 
• 948017-82-1 (R)-4-Amino-3-(4-chloro-phenyl)-butyric acid methyl ester 

Relevant academic research and scientific papers

Polysulfonate supported chiral diamine-nickel catalysts: Synthesis and applications

A series of chiral polysulfonate cyclohexyldiamine-Ni(II) catalysts were prepared via sulfur (VI) fluoride exchange click-reactions. The catalysts exhibited good catalytic activity and enantioselectivity in the Michael addition of malonates to nitroalkene

COCRYSTALS OF (R)-BACLOFEN

The invention relates to novel cocrystals of (R)-Baclofen and processes for preparation thereof, and in particular to cocrystals of (R)-Baclofen with cinnamic acid, benzoic acid, salicylic acid and ferulic acid. It also refers to pharmaceutical compositions containing said cocrystals and to a use of said cocrystals or pharmaceutical compositions for the treatment of a disease or disorder selected from spasticity due to multiple sclerosis, spinal cord injury or cerebral palsy, and alcoholism.

Highly Enantioselective Synthesis of Chiral γ-Lactams by Rh-Catalyzed Asymmetric Hydrogenation

A Rh/bisphosphine-thiourea (ZhaoPhos) catalytic system has been identified for the straightforward asymmetric synthesis of chiral γ-lactams. A variety of NH free α,β-unsaturated lactams bearing a β-aryl or β-alkyl substituent were smoothly hydrogenated to

Synthesis of Nonracemic Tetrazole GABA Analogs

Nonracemic 3-substituted 4-(1H-tetrazol-1-yl)butanoic acids, analogs of the neurotropic drugs phenibut, tolibut, and baclofen, were synthesized by a three-component reaction of the R-isomers of the corresponding amino acids, triethyl orthoformate, and sod

Enantioselective conjugate hydrocyanation of α,β-unsaturated N-acylpyrroles catalyzed by chiral lithium(I) phosphoryl phenoxide

Enantioselective conjugate hydrocyanation of α,β-unsaturated N-acylpyrroles with the combined use of Me3SiCN, LiCN, and HCN has been developed in the presence of a chiral lithium(I) phosphoryl phenoxide catalyst. This reaction is useful for a v

Squaramide-Catalyzed Michael Addition as a Key Step for the Direct Synthesis of GABAergic Drugs

Enantioselective organocatalytic Michael additions serve as the key step in syntheses of chiral drugs based on γ-aminobutyric acid. The applicability of various squaramide catalysts for these Michael-type reactions has been assessed. Very good results in

A synthetic γ-amino butyric acid kind of chiral the method for preparing the compound of

The invention discloses a method for synthesizing a gamma-aminobutyric acid chiral compound. The method comprises the following steps of: adding nitroolefin and malonate to a solvent in the presence of a catalyst A and an additive; carrying out conjugate

Development of Bifunctional Thiourea Organocatalysts Derived from a Chloramphenicol Base Scaffold and their Use in the Enantioselective Alcoholysis of meso Cyclic Anhydrides

The synthesis of new chloramphenicol-base-derived thiourea organocatalysts, (1S,2R)-12 a–f and (1R,2R)-15 a–c, and their use in the enantioselective alcoholysis of meso-anhydrides are described. In particular, hemiesters afforded excellent enantioselectivities if low loadings of (1S,2R)-12 a–f were used. Almost no enantioselectivities were achieved with the use of (1R,2R)-15 a–c. This technique was used to synthesize (R)-(?)-baclofen.

Efficient synthesis of β-aryl-γ-lactams and their resolution with (S)-Naproxen: Preparation of (R)- and (S)-Baclofen

An efficient synthesis of enantiomerically-pure β-aryl-γ-lactams is described. The principal feature of this synthesis is the practical resolution of β-aryl-γ-lactams with (S)-Naproxen. The procedure is based on the Michael addition of nitromethane to benzylidenemalonates, which was easily obtained, followed by the reduction of the γ-nitroester in the presence of Raney nickel and the subsequent saponification/decarboxylation reaction. The utility of this methodology was highlighted by the preparation of enantiomerically-pure (R)- and (S)-Baclofen hydrochloride.

Opposite enantioselectivity in the bioreduction of (Z)-β-aryl-β-cyanoacrylates mediated by the tryptophan 116 mutants of old yellow enzyme 1: Synthetic approach to (R)- and (S)-β-aryl-γ-lactams

The Trp 116 mutants of Old Yellow Enzyme 1 that catalyse the reduction of (Z)-β-aryl-β-cyanoacrylates give the opposite enantioselectivity according to the nature of the amino acid in position 116. Small amino acids (e.g., alanine) make the substrate bind