92249-24-6

Usage

Uses

Used in Pharmaceutical Industry:
(4Z)-2-methyl-4-(3,4,5-trimethoxybenzylidene)-1,3-oxazol-5(4H)-one is used as a chemical intermediate for the development of new pharmaceuticals. Its unique structure, including the oxazol-5(4H)-one scaffold and the benzylidene group, makes it a promising candidate for creating therapeutic agents with novel properties.
Used in Agrochemical Industry:
In the agrochemical sector, (4Z)-2-methyl-4-(3,4,5-trimethoxybenzylidene)-1,3-oxazol-5(4H)-one is utilized as a building block for the synthesis of bioactive compounds with potential applications in pest control and crop protection. Its biological activity and structural diversity allow for the development of innovative agrochemical products.
Further research is necessary to fully understand the capabilities and potential applications of (4Z)-2-methyl-4-(3,4,5-trimethoxybenzylidene)-1,3-oxazol-5(4H)-one, as its current known uses are based on its structural properties and biological activity. As our understanding of (4Z)-2-methyl-4-(3,4,5-trimethoxybenzylidene)-1,3-oxazol-5(4H)-one grows, so too may its applications in various industries.

Upstream product

• 86-81-7 3,4,5-trimethoxy-benzaldehyde 
• 543-24-8 N-acetylglycine 
• 108-24-7 acetic anhydride 
• 56-40-6 glycine 

Downstream Products

• 92246-94-1 α-Benzamido-3,4,5-trimethoxy-zimtsaeure 
• 1228431-79-5 C₂₉H₂₆N₄O₅ 
• 143815-54-7 (Z)-2-Hydroxy-3-(3,4,5-trimethoxy-phenyl)-acrylic acid 
• 51221-30-8 2-Amino-3-(3,4,5-trimethoxy-phenyl)-propionic acid; hydrochloride 
• 82337-59-5 N-Acetyl-3.4.5-trimethoxyphenylalanin 
• 18111-20-1 (S)-2-acetamido-3-(3,4,5-trimethoxyphenyl)propanoic acid 
• 73554-61-7 1-(3,4,5-trimethoxy-benzyl)-2,3,4,9-tetrahydro-1H-β-carboline 
• 87293-13-8 α-acetamido-3,4,5-trimethoxycinnamic acid 
• 76774-04-4 2-Hydroxy-3-(3,4,5-trimethoxy-phenyl)-propionic acid 
• 82317-75-7 rac-methyl 2-acetamido-3-(3,4,5-trimethoxyphenyl)propanoate 
• 1575728-70-9 1-(4-chloro-6-methylpyrimidin-2-yl)-2-phenyl-4-(3,4,5-trimethoxybenzylidene)-1H-imidazol-5(4H)-one 
• 1575728-32-3 1-(4-chloro-6-methylpyrimidin-2-yl)-2-methyl-4-(3,4,5-trimethoxybenzylidene)-1H-imidazol-5(4H)-one 
• 1575728-09-4 1-(4-hydroxy-6-methylpyrimidin-2-yl)-2-phenyl-4-(3,4,5-trimethoxybenzylidene)-1H-imidazol-5(4H)-one 

Relevant academic research and scientific papers

Activated carbon/Br?nsted acid-promoted aerobic benzylic oxidation under “on-water” condition: Green and efficient synthesis of 3-benzoylquinoxalinones as potent tubulin inhibitors

Green chemistry is becoming the favored approach to preparing drug molecules in pharmaceutical industry. Herein, we developed a clean and efficient method to synthesize 3-benzoylquinoxalines via activated carbon promoted aerobic benzylic oxidation under “on-water” condition. Moreover, biological studies with this class of compounds reveal an antiproliferative profile. Further structure modifications are performed and the investigations exhibited that the most active 12a could inhibit the microtubule polymerization by binding to tubulin and thus induce multipolar mitosis, G2/M phase arrest, and apoptosis of cancer cells. In addition, molecular docking studies allow the rationalization of the pharmacodynamic properties observed. Our systematic studies provide not only guidance for applications of O2/AC/H2O system, but also a new scaffold targeting tubulin for antitumor agent discovery.

Tailored Peptide Phenyl Esters Block ClpXP Proteolysis by an Unusual Breakdown into a Heptamer–Hexamer Assembly

The proteolytic complex ClpXP is fundamental to bacterial homeostasis and pathogenesis. Because of its conformational flexibility, the development of potent ClpXP inhibitors is challenging, and novel tools to decipher its intricate regulation are urgently needed. Herein, we present amino acid based phenyl esters as molecular probes to study the activity and oligomerization of the ClpXP complex of S. aureus. Systematic screening of (R)- and (S)-amino acids led to compounds showing potent inhibition, as well as stimulation of ClpXP-mediated proteolysis. Substoichiometric binding of probes arrested ClpXP in an unprecedented heptamer–hexamer assembly, in which the two heptameric ClpP rings are dissociated from each other. At the same time, the affinity between ClpX and ClpP increased, leading to inhibition of both enzymes. This conformational arrest is beneficial for the consolidated shutdown of ClpXP, as well as for the study of the oligomeric state during its catalytic cycle.

3-(3,4,5-trimethoxy benzoyl)quinoxaline derivative and application thereof

The invention belongs to the technical field of medicines, relates to a 3-(3,4,5-trimethoxy benzoyl)quinoxaline derivative and an application thereof, and specifically, relates to a compound of the derivative, and an application of the compound as a tumor cell proliferation inhibitor in preparing an anti-tumor medicine. The structural formula of the compound provided by the invention is as shown in the specification, in the formula, R, R1 and R2 are described as the claims and the specification.

New compounds having skin whitening, antioxidant and PPAR activity, and medical use thereof

PURPOSE: A novel compound with skin whitening, antioxidation, and PPAR activation effects, and a medical use thereof are provided to be used for a pharmaceutical composition or a cosmetic product. CONSTITUTION: A compound is denoted by chemical formula 1. A skin whitening composition contains the compound as an active ingredient. An antioxidative composition for preventing or treating oxidative diseases contains the compound of chemical formula 1 as an active ingredient. The oxidative diseases are selected among skin aging, pigmentation, wrinkling, psoriasis, or eczema. The composition prevents or treats diseases which are regulated by PPAR(peroxisome proliferator-activated receptor) activity. The PPAR includes PPAR alpha or PPAR gamma.

Synthesis, in-vitroreverse transcriptase inhibitory activity and docking study of some new imidazol-5-one analogs

Non-nucleoside reverse transcriptase inhibitors have a definitive role and most commonly used in treatment of HIV-1 infection. A new series of 4-ethylidene/substituted-benzylidene-1-(4-hydroxy/chloro-6-methylpyrimidin-2-yl) -2-ethyl/phenyl-1H-imidazol-5(4H)-one were designed, synthesized, and evaluated for HIV-1 reverse transcriptase (RT) inhibitory activity. The results of in-vitro HIV-1 RT assay showed that some of the new compounds, such as 4c, 4d, 4e, 5a, and 5e effectively inhibit HIV-1 RT activity. 1-(4-Chloro-6- methylpyrimidin-2-yl)-4-(furan-2-ylmethylene)-2-methyl-1H-imidazol-5(4H)-one (5e) exerted most potent in-vitro HIV-1 RT inhibitory activity, among the group of compounds. Molecular docking studies were carried out to explore the binding affinity of imidazole-5-one analogs in active site of HIV-1 RT enzyme. Springer Science+Business Media 2014.

NOVEL COMPOUND HAVING SKIN-WHITENING, ANTI-OXIDIZING AND PPAR ACTIVITIES AND MEDICAL USE THEREFOR

Provided are a novel compound having skin-whitening, anti-oxidizing and PPAR activities and a medical use thereof, and the compound has skin-whitening activities for the suppression of tyrosinase, and accordingly, is useful for use in skin-whitening pharmaceutical composition or cosmetic products; has anti-oxidant activities, and accordingly, is useful for the prevention and treatment of skin-aging; and has PPAR activities, and in particular, PPARα and PPARγ activities, and accordingly, is useful for use in pharmaceutical compositions or health foods which are effective for the prevention and treatment of obesity, metabolic disease, or cardiovascular disease.

Synthesis, biological activity and docking study of imidazol-5-one as novel non-nucleoside HIV-1 reverse transcriptase inhibitors

A novel series of substituted imidazol-5-ones were designed, synthesized and evaluated for in vitro reverse transcriptase (RT) inhibition activity using reverse transcriptase assay kit (Roche, Colorimetric). It has been observed from in vitro screening that newly synthesized compounds possess RT inhibitory activity. Docking study was performed to study the binding orientation and affinity of synthesized compounds for RT enzyme.

Synthesis of 5H-dibenzo (b,f) azepine-5-{4-substitutedbenzylidene-2- methylimidazole-5-one}-carboxamides and their antioxidant activity

A series of 5H-dibenzo (b,f) azepine-5-{4-substitutedbenzylidene-2- methylimidazole5-one}-carboxamides were synthesized and characterized on the basis of IR, 1H NMR, .and mass spectral (MS) data. The title compounds were subjected to in-vitro antioxidant testing using DPPH method. Some of the compounds showed significant antioxidant activity when compared with standard ascorbic acid.

Practical preparation of Z-α-(N-acetylamino)- and Z-α-(N-benzoylamino)-α,β-unsaturated acids

An efficient two-step synthetic procedure for the preparation of numerous variations of N-protected α,β-unsaturated α-amino acids and their corresponding esters from N-protected glycine and either aliphatic or aromatic aldehydes was developed. The reaction involved cyclization of the N-protected glycine into oxazolone, condensation with the aldehyde, and ring opening with a base. Copyright Taylor & Francis Group, LLC.

Potent, selective tetrahydro-β-carboline antagonists of the serotonin 2B (5HT(2B)) contractile receptor in the rat stomach fundus

A series of potent, selective 5HT(2B) receptor antagonists has been identified based upon yohimbine, with SAR studies resulting in a 1000-fold increase in 5HT(2B) receptor affinity relative to the starting structure (- log K(B)s > 10.0 have been obtained). These high-affinity tetrahydro-β- carboline antagonists are able to discriminate among the 5HT2 family of serotonin receptors, with members of the series showing selectivities of more than 100-fold versus both the 5HT(2A) and 5HT(2C) receptors based upon radioligand binding and functional assays. As the first compounds reported with such selectivity and enhanced receptor affinity, these tetrahydro-β- carboline antagonists are useful tools for elucidating the role of serotonin acting at the 5HT(2B) receptor in normal and disease physiology.