80489-90-3

Usage

Uses

Used in Pharmaceutical Industry:
Benzoic acid, 2-hydroxy-4-methoxy-3-(3-methyl-2-butenyl)-6-(2-phenylethyl)is used as a pharmaceutical intermediate for the synthesis of various drugs. Its unique structure allows it to serve as a building block for the development of new therapeutic agents with potential applications in treating various diseases.
Used in Agrochemical Industry:
Benzoic acid, 2-hydroxy-4-Methoxy-3-(3-Methyl-2-butenyl)-6-(2-phenylethyl)is also used as an intermediate in the synthesis of agrochemicals, such as pesticides and herbicides. Its reactivity and functional groups make it a valuable component in the development of effective and targeted agrochemical products.
Used in Flavor and Fragrance Industry:
Due to its complex structure and potential aromatic properties, benzoic acid, 2-hydroxy-4-methoxy-3-(3-methyl-2-butenyl)-6-(2-phenylethyl)can be used as a starting material for the creation of unique flavors and fragrances. Its potential use in this industry could lead to the development of novel scents and tastes for various consumer products.
Used in Research and Development:
Benzoic acid, 2-hydroxy-4-methoxy-3-(3-methyl-2-butenyl)-6-(2-phenylethyl)is also utilized in research and development settings, where it can be studied for its chemical properties, reactivity, and potential applications in various fields. Benzoic acid, 2-hydroxy-4-Methoxy-3-(3-Methyl-2-butenyl)-6-(2-phenylethyl)can serve as a valuable tool for scientists and researchers working on the development of new materials and technologies.

Upstream product

• 1431610-33-1 ethyl 2-hydroxy-4-methoxy-6-(2-phenylethyl)-benzoate 
• 1178567-20-8 2,4-dihydroxy-6-phenethyl-benzoic acid ethyl ester 
• 1431610-36-4 ethyl 2-hydroxy-4-methoxy-3-(3-methylbut-2-en-1-yl)-6-(2-phenylethyl)benzoate 
• 1083433-29-7 2,4-dimethoxy-6-(2-phenylethyl)benzaldehyde 
• 20469-65-2 1-bromo-3,5-dimethoxybenzene 
• 81574-69-8 2-bromo-4,6-dimethoxybenzaldehyde 
• 78916-50-4 1,3-dimethoxy-5-(2-phenylethyl)benzene 
• 1353896-15-7 7-hydroxy-2,2-dimethyl-8-(3-methyl-2-buten-1-yl)-5-phenethyl-4H-benzo[d][1,3]dioxin-4-one 
• 1416859-40-9 methyl 2-hydroxy-4-methoxy-6-(2-phenethyl)benzoate 
• 100-52-7 benzaldehyde 
• 1258410-99-9 (E)-2,4-dimethoxy-6-styrylbenzoic acid methyl ester 

Relevant academic research and scientific papers

A common building block for the syntheses of amorfrutin and cajaninstilbene acid libraries toward efficient binding with peroxisome proliferator-activated receptors

A common building block for the synthesis of amorfrutin and cajaninstilbene acid derivatives has been developed. The library of synthesized compounds has enabled identification of new nontoxic ligands of peroxisome proliferator-activated receptors (PPAR) and potential inhibitors of the transcriptional corepressor protein NCoR. The biological data holds promise in identification of new potential leads for the antidiabetic drug discovery process.

Syntheses of Amorfrutins and Derivatives via Tandem Diels-Alder and Anionic Cascade Approaches

We describe two complementary approaches based on a convergent [4+2] logic toward the synthesis of amorfrutins, cannabinoids, and related plant metabolites. An anionic cascade cyclization employing β-methoxycrotonates and β-chloro-α,β-unsaturated esters yielded amorfrutins in four linear steps and demonstrated utility of β-alkoxycrotonate-derived nucleophiles as functional equivalents of β-ketoester-derived dianions. Analogously, tandem Diels-Alder/retro-Diels-Alder cycloaddition of dimedone-derived bis(trimethylsiloxy)-dienes and α,β-alkynyl ester dienophiles provided facile access to resorcinol precursors of amorfrutins and cannabinoids, avoiding late-stage installation of prenyl or geranyl moieties as in previous approaches.

Biomimetic Total Syntheses of Amorfrutins A, B, (S)-D and (R)-D and Formal Synthesis of Amorfrutin C

Bibenzyl natural products, such as the amorfrutins, contain a heavily substituted aromatic core and display a diverse range of biological activities (anti-tumor, anti-diabetic, antimicrobial, and antibiotic). In this study, we report unified syntheses of amorfrutin A to D either through total or formal synthesis by employing a dual biomimetic strategy of polyketide aromatization followed by remote terpene functionalization. The key core structures were synthesized from β-keto dioxinone esters through a magnesium(II) mediated regioselective C-acylation, palladium catalyzed decarboxylative allylic rearrangement, and dehydrative cyclization.

Unified total synthesis of amorfrutins A and C via the Claisen rearrangement

A concise, unified total synthesis of the two prenylated aromatic polyketides amorfrutins A and C, which exhibit various medicinally important biological profiles such as antimicrobial, PPAR? modulating and quorum sensing inhibitory activities, has been a

A wood swainsonine and its analog of chemical preparation method

The invention belongs to the field of synthetic wood swainsonine, discloses a wood swainsonine and its analog of chemical preparation method. The method in order to 2 - bromo - 4, 6 - dimethoxy formaldehyde and substituted styrene as the starting material, through the 6 step chemical synthesis for preparing [...] and its structural analogs, and through to the synthesis method is a simple conversion alkylation reagent or to adds the hydrogenation step can also be prepared to wood amino analog, the method has the steps brief, raw materials are cheap and easy to obtain, overall yield and the like. The method of the invention on the synthesis of cajan element analogs have universal applicability.

An efficient and robust synthesis of amorfrutin A

Amorfrutin A was synthesized via a short sequence in an overall yield of 41% using a green, aerobic oxidation/re-arrangement process as the key-step.

Synthesis and Biological Evaluation of Cajaninstilbene Acid and Amorfrutins A and B as Inhibitors of the Pseudomonas aeruginosa Quorum Sensing System

The quorum sensing (QS) system inhibitors of Pseudomonas aeruginosa are thought to attenuate bacterial pathogenicity and drug resistance by inhibiting biofilm formation and the production of virulence factors. In this study, a synthetic approach to the na

Design and Synthesis of Cajanine Analogues against Hepatitis C Virus through Down-Regulating Host Chondroitin Sulfate N-Acetylgalactosaminyltransferase 1

There still remains a need to develop new anti-HCV agents with distinct mechanism of action (MOA) due to the occurrence of resistance to direct-acting antiviral agents (DAAs). Cajanine, a stilbenic component isolated from Cajanus cajan L., was identified as a potent HCV inhibitor by phenotypic screening in this work (EC50 = 3.17 ± 0.75 μM). The intensive structure optimization provided significant insights into the structure-activity relationships. Furthermore, the MOA study revealed that cajanine inhibited HCV replications via down-regulating a cellular protein chondroitin sulfate N-acetylgalactosaminyltransferase 1. In consistency with this host-targeting mechanism, cajanine showed the similar magnitude of inhibitory activity against both drug-resistant and wild-type HCV and synergistically inhibited HCV replication with approved DAAs. Taken together, our study not only presented cajanine derivatives as a novel class of anti-HCV agents but also discovered a promising anti-HCV target to combat drug resistance.

CAJANINE STRUCTURE ANALOGOUS COMPOUND, PREPARATION METHOD AND USE

Provided are cajanine structure analogous compounds, synthesis method and pharmacological effects thereof, the compounds of the present invention having the structure as represented by general formulas I, II, III, IV and V. Also provided are pharmaceutical compositions containing the compounds as active ingredient, and uses thereof; the compounds of the present invention having the pharmacological activities such as anti-virus, anti-virus-infection, nerve protection, anti-metabolic-diseases and the like. Also provided is a chemical total synthesis preparation method of the natural products cajanine, cajanine A and cajanine C. The present invention lays a foundation for the in-depth study and development of the compounds as clinical drugs in the future.

CAJANINE STRUCTURE ANALOGOUS COMPOUND, PREPARATION METHOD AND USE

Provided are cajanine structure analogous compounds, synthesis method and pharmacological effects thereof, the compounds of the present invention having the structure as represented by general formulas I, II, III, IV and V. Also provided are pharmaceutical compositions containing the compounds as active ingredient, and uses thereof; the compounds of the present invention having the pharmacological activities such as anti-virus, anti-virus-infection, nerve protection, anti-metabolic-diseases and the like. Also provided is a chemical total synthesis preparation method of the natural products cajanine, cajanine A and cajanine C. The present invention lays a foundation for the in-depth study and development of the compounds as clinical drugs in the future.