31709-47-4

Usage

Uses

Used in Pharmaceutical Industry:
Mexidol is used as a neuroprotective agent for the treatment of neurological disorders such as stroke, traumatic brain injury, and cognitive impairment. Its neuroprotective properties are attributed to its capacity to reduce oxidative stress and enhance the activity of antioxidant enzymes, thereby supporting cell membrane functionality.
Used in Neurodegenerative Disease Treatment:
Mexidol is utilized as a potential therapeutic agent for neurodegenerative diseases due to its demonstrated ability to improve cognitive function and memory. This makes it a promising candidate for managing conditions that involve cognitive decline and memory loss.
Used in Mental Health Applications:
As an anxiolytic and antidepressant, mexidol is employed for the management of anxiety and depression, providing relief by modulating the effects of these mental health conditions.
Used in Research and Development:
Mexidol is also used in research settings to explore its potential in treating other neurological conditions and to further understand its mechanisms of action, with the aim of developing new therapeutic strategies and improving existing treatments.

Upstream product

• 2881-83-6 ethyl 4-methoxybenzoylacetate 
• 104548-24-5 4-acetoxy-3-methoxycarbonyl-4-(4-methoxyphenyl)but-3-ene-2-one 
• 22027-50-5 methyl 3-(4-methoxybenzoyl)acetate 
• 616-38-6 carbonic acid dimethyl ester 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 123-11-5 4-methoxy-benzaldehyde 
• 33172-00-8 (+/-)-ethyl 3-hydroxy-3-(4-methoxyphenyl)propanoate 
• 90788-35-5 (Z)-3-amino-3-(4-methoxyphenyl)acrylic acid ethyl ester 
• 124-38-9 carbon dioxide 
• 2475-92-5 4-methoxyacetophenone oxime 

Downstream Products

• 50401-35-9 4-acetyl-3-(4-methoxy-phenyl)-2H-isoxazol-5-one 
• 65927-01-7 5-chloro-4-dichloromethyl-3-(4-methoxy-phenyl)-isoxazole 
• 65927-04-0 3,3'-bis-(4-methoxy-phenyl)-2H-[4,5']biisoxazolyl-5-one 
• 25755-91-3 5-chloro-3-(4-methoxyphenyl)isoxazole 
• 151772-24-6 2,4-Dichloro-6-methoxy-quinoline-3-carbaldehyde 
• 615-15-6 2-Methyl-1H-benzimidazole 
• 71200-91-4 4-(4-methoxyphenyl)-1,3-dihydro-2H-1,5-benzodiazepin-2-one 
• 2620-81-7 2-(4-methoxyphenyl)-1H-benzimidazole 
• 5021-46-5 2-(4-methoxyphenyl)quinoxaline 
• 1792-40-1 2-methyl-5-nitrobenzimidazole 
• 142335-38-4 4-(4-Methoxy-phenyl)-8-nitro-1,3-dihydro-benzo[b][1,4]diazepin-2-one 
• 267877-40-7 2-acetyl-3-(4-methoxyphenyl)isoxazol-5(2H)-one 
• 25755-89-9 methyl 3-(4-methoxyphenyl)-2H-azirine-2-carboxylate 
• 92286-62-9 3-(4-hydroxy-phenyl)-5-methyl-isoxazole-4-carboxylic acid 

Relevant academic research and scientific papers

Construction of isoxazolone-fused phenanthridinesviaRh-catalyzed cascade C-H activation/cyclization of 3-arylisoxazolones with cyclic 2-diazo-1,3-diketones

A Rh(iii)-catalyzed cascade C-H activation/intramolecular cyclization of 3-aryl-5-isoxazolones with cyclic 2-diazo-1,3-diketones was described, leading to the formation of isoxazolo[2,3-f]phenanthridine skeletons. The protocol features the simultaneous one-pot formation of two new C-C/C-N bonds and one heterocycle in moderate-to-good yields with good functional group compatibility. It is amenable to large-scale synthesis and further transformation.

Suzuki-Miyaura cross-coupling of 3,4-disubstituted 5-bromoisoxazoles: An efficient access to trisubstituted isoxazoles

The Suzuki-Miyaura cross-coupling of 3,4-disubstituted 5-bromoisoxazoles 1 at the C5 position has successfully proceeded in the presence of Pd2(dba)3 and P(t-Bu)3·HBF4 catalysts to give the corresponding trisubstituted isoxazoles 3 in good to high yields while suppressing the formation of ketone 4 as a byproduct. The use of bulky phosphine ligand P(t-Bu)3·HBF4 is essential for the current transformation, and the formation of ketone 4, which was a major product in the previous report, was able to be suppressed under the current conditions.

Palladium Catalyzed Ring Expansion Reaction of Isoxazolones with Isocyanides: Synthesis of 1,3-Oxazin-6-One Derivatives

A palladium catalyzed ring expansion reaction of isoxazolones with isocyanides was disclosed. In the reaction, a cascade process involving ring-opening/cyclization was suggested. The reaction features high atomic economy due to no elimination of CO2 occurred. Moreover, products obtained demonstrate aggregation-induced emission properties with relatively high solid-state emission efficiencies. (Figure presented.).

Palladium catalyzed insertion reaction of isocyanides with 3-arylisoxazol-5(4 H)-ones: Synthesis of 4-aminomethylidene isoxazolone derivates

A palladium catalyzed insert reaction of isocyanides to 3-arylisoxazol-5(4H)-ones for the construction of 4-aminomethylidene isoxazolone derivates is reported. In this transformation, only the C-H bond of the methylene group was involved while the remaining ring structure was retained. In general, this work provided a new protocol for the synthesis of 4-aminomethylidene isoxazolones.

Atom-Economic Silver-Catalyzed Difunctionalization of the Isocyano Group with Cyclic Oximes: Towards Pyrimidinediones

An unprecedented silver-catalyzed difunctionalization of the isocyano group with cyclic oximes is described. This method allows efficient and atom-economic assembly of a vast array of structurally novel and interesting pyrimidinediones, and tolerates a range of functionalities. The resulting products can be easily converted into some useful compounds. Furthermore, the method can also be applied for the late-stage modification of a few biologically active molecules.

Cooperative Catalysis with Coupled Chiral Induction in 1,3-Dipolar Cycloadditions of Azomethine Ylides

1,3-Dipolar cycloadditions (1,3-DC) between imino esters (as precursors of N-metallated azomethine ylides) and π-deficient alkenes are promoted by cooperative asymmetric Lewis acid/Br?nsted base catalysis. The components of these catalytic pairs are silver salts derived from enantiopure commercially available BINOL-based phosphoric acids and Cinchona alkaloids. Chiral phosphoric silver(I) salts promote HOMO raising of in situ formed 1,3-dipoles, whereas protonated cinchona alkaloids generate a LUMO lowering for the dipolarophiles resulting in a global acceleration of the 1,3-DC. The best results were obtained with BINOL-derived silver phosphate and hydrocinchonine. Matching between both cooperative metallo- and organocatalyst results in an enhanced enantiomeric excess, superior to that reached by both separate components. NOESY experiments and DFT calculations are compatible with a non-covalent interaction (hydrogen bond) between both catalysts, which results in close contacts and mutually coupled chiral environments.

An Aminocatalyzed Stereoselective Strategy for the Formal α-Propargylation of Ketones

A two-step reaction sequence is described for the asymmetric formal α-propargylation of ketones. This approach takes advantage of an aminocatalyzed conjugate addition of ketones to alkylidene isoxazol-5-ones, followed by a controlled nitrosative degradation event. The target compounds can be accessed in broad scope, in moderate to good yields, perfect diastereocontrol and good to excellent enantioselectivity.

A 3 - substituted - 4 - isoxazole carboxylic acid synthesizing method

The invention relates to a synthesis method of high-purity and high-regioselectivity 3-substituted-4-isoxazole carboxylic acid. The method has the advantages of simplicity and easiness in operation, mild reaction and high yield and can solve the technical problems of harsh reaction conditions, generation of isomers, difficulty in separation, low total yield and difficulty in large-scale production of the existing preparation method. The preparation steps are as follows: taking 3-substituted-3-oxopropionate (I) as a starting raw material, and performing cyclization with hydroxylamine hydrochloride and an alkali in water to prepare 3-substituted-4-isoxazole-5-ketone (II); performing acetalization on the compound (II) and N, N-dimethylformamide dimethyl acetal to prepare 4-dimethylaminomethylene-3-substituted-4-hydrogen-isoxazol-5-ketone (III); performing ring opening by hydrolysis of lactone on the compound (III) in alkaline conditions and re-closing a ring; and acidifying to obtain the 3-substituted-4-isoxazole carboxylic acid. The method for the 3-substituted-4-isoxazole carboxylic acid, provided by the invention, is used for development and large-scale preparation.

Regioselective catalytic asymmetric C-alkylation of isoxazolinones by a base-free palladacycle-catalyzed direct 1,4-addition

Isoxazolinones constitute a class of heterocycles utilized for the development of novel drug candidates. The cyclic oxime ester motif is also synthetically useful as it contains functional handles which have previously been used to provide access to an assortment of valuable compound classes not easily accessible by alternative approaches. However, asymmetric methods towards isoxazolinones are notoriously scarce. Herein we report the first catalytic asymmetric alkylations of isoxazolinones forming all-C-substituted quaternary stereocenters. The present studies were driven by the question of how to control the regioselectivity in the competition of different nucleophilic positions. The investigation of a direct 1,4-addition uncovered that a sterically demanding palladacycle catalyst directs the reactivity in the absence of a base nearly exclusively to the nucleophilic C atom, while at the same time it allows for high enantioselectivity and TONs up to 1900.

Base initiated aromatization/CO bond formation: A new entry to O-pyrazole polyfluoroarylated ethers

A base initiated intermolecular SNAr reaction of pyrazolones with polyfluoroarenes was developed. The process involved the isomerization aromatization of pyrazolone followed by the CO bond formation via the selective CF bond cleavage. With this strategy, a wide range of O-pyrazole polyfluoroarylated ethers bearing diverse functional groups were synthesized in mild to good yields. Additionally, our method was also applied to the isoxazol substrates.