830-79-5

Usage

Uses

Used in Pharmaceutical Industry:
2,4,6-Trimethoxybenzaldehyde is used as a starting reagent for the regioselective synthesis of new (+/-)-8-alkyl-5,7-dihydroxy-4-(4-hydroxyphenyl)-3,4-dihydrocoumarins, which have potential applications in the development of new drugs.
Used in Chemical Research:
2,4,6-Trimethoxybenzaldehyde is used in the preparation and characterization of three RNA-specific fluorescent probes, which are essential tools for studying RNA biology and their interactions in live cell imaging.
Used in Antimicrobial Applications:
Due to its significant anti-candida activity, 2,4,6-Trimethoxybenzaldehyde can be used as an antimicrobial agent in various applications, such as in the development of antifungal drugs or as a preservative in cosmetics and personal care products.

InChI:InChI=1/C10H12O4/c1-12-7-4-9(13-2)8(6-11)10(5-7)14-3/h4-6H,1-3H3

Upstream product

• 621-23-8 1,2,3-trimethoxybenzene 
• 74-90-8 hydrogen cyanide 
• 708-76-9 2-hydroxy-4,6-dimethoxybenzaldehyde 
• 74-88-4 methyl iodide 
• 93-61-8 N-methyl-N-phenylformamide 
• 877680-53-0 N-(chloromethyl)diformamide 
• 67-56-1 methanol 
• 68-12-2 N,N-dimethyl-formamide 
• 4885-02-3 Dichloromethyl methyl ether 
• 61040-78-6 2,4,6-trimethoxybenzyl alcohol 
• 79-37-8 oxalyl dichloride 
• 108-73-6 3,5-dihydroxyphenol 
• 1415638-53-7 C₁₇H₁₉NO₅S 
• 32316-92-0 naphthalene-2-boronic acid 

Downstream Products

• 13063-09-7 2,4,6-trimethoxy-cinnamic acid 
• 78904-45-7 1-(2,4,6-trimethoxyphenyl)-2-nitro-1-propene 
• 67827-53-6 ethyl (E)-3-(2,4,6-trimethoxyphenyl)-2-propenoate 
• 103852-72-8 1-(2,4,6-trimethoxy-phenyl)-ethanol 
• 670249-10-2 (2,4,6-trimethoxyphenyl)phenylmethanol 
• 708-76-9 2-hydroxy-4,6-dimethoxybenzaldehyde 
• 51903-38-9 2,4,6-trimethoxybenzaldehyde oxime 
• 570-02-5 2,4,6-trimethoxybenzoic acid 
• 14107-97-2 2,4,6-trimethoxytoluene 
• 61040-78-6 2,4,6-trimethoxybenzyl alcohol 
• 670249-11-3 2,4,6,4'-Tetramethoxy-benzhydrol 
• 97024-78-7 4-(2,4,6-trimethoxy-phenyl)-but-3-en-2-one 
• 671795-54-3 [1]Naphthyl-(2,4,6-trimethoxy-phenyl)-methanol 
• 136678-39-2 2,4,6,3',4'-pentamethoxychalcone 

Relevant academic research and scientific papers

Visible-Light-Mediated Late-Stage Sulfonylation of Boronic Acids via N-S Bond Activation of Sulfonamides

A visible-light-mediated late-stage arylation of N-S bonds in sulfonamides has been developed with using readily available imines as sulfonyl radical source. Diverse complex sulfones could be synthesized by prefunctionalizaiton and subsequent N-S bond ary

Phloroglucinol derivatives as anti-tumor agents: synthesis, biological activity evaluation and molecular docking studies

Phloroglucinol compounds isolated from Dryopteris fragrans (L.) Schott showed a variety of biological activities, such as anticancer and anti-inflammatory. In this study, we have made a number of modifications around the scaffold of phloroglucinol and synthesized phloroglucinol derivatives A1–A9, B1–B9, and C1–C3. We synthesized these compounds and investigated their effect on four human cancer cell lines (A-549, MCF-7, Hela, HepG2 cell lines) via MTT assay in vitro. The results revealed that all compounds exhibited certain antiproliferative activities on cancer cell lines and excellent inhibitory effects on MCF-7, in which compound C2 was the best with the IC50 value of 18.49 μM, exceeding that of 5-fluorouracil. Moreover, the cell apoptosis test showed that compound C2 induced apoptosis in a concentration-dependent manner. Furthermore, the results of molecular docking analysis explained the probable interaction between the active compounds and active sites of target protein 4I22 and 1OG5. [Figure not available: see fulltext.]

The synthesis of atalantrenes B, C and D, styrene-dimers from the seeds of Atalantia monophylla

Concise syntheses of three recently reported natural products from Atalantia monophylla are reported. The syntheses required the preparation and careful dimerization of highly electron rich styrenes under acidic conditions. The present work adds to a growing body of evidence that demonstrates that synthetic utility of chiral phosphoric acids in asymmetric reactions using styrene-type compounds.

V2O5@TiO2 Catalyzed Green and Selective Oxidation of Alcohols, Alkylbenzenes and Styrenes to Carbonyls

The versatile application of different functional groups such as alcohols (1° and 2°), alkyl arenes, and (aryl)olefins to construct carbon-oxygen bond via oxidation is an area of intense research. Here, we report a reusable heterogeneous V2O5@TiO2 catalyzed selective oxidation of various functionalities utilizing different mild and eco-compatible oxidants under greener reaction conditions. The method was successfully applied for the alcohol oxidation, oxidative scission of styrenes, and benzylic C?H oxidation to their corresponding aldehydes and ketones. The utilization of mild and eco-friendly oxidizing reagents such as K2S2O8, H2O2 (30 % aq.), TBHP (70 % aq.), broad substrate scope, gram-scale synthesis, and catalyst recyclability are notable features of the developed protocol.

METHODS OF TREATING CANCER WITH SMALL MOLECULE NF-kB INHIBITORS

The present invention provides, inter alia, compounds capable of inhibiting NF-κB. Pharmaceutical compositions containing and methods of using the compounds are also provided herein. Also provided are methods and kits for treating cancer and solid tumors in a subject, as well as methods and kits for inducing cancer cell death and apoptosis of a cancer cell, all utilizing the NF-κB inhibitors described herein.

Synthesis of new C-dimethylated chalcones as potent antitubercular agents

A new class of C-dimethylated-chalcones (9a–q) were synthesized by using 2-hydroxy-3,5-dimethyl-4,6-dimethoxy acetophenone as a key intermediate. The compounds were screened for anti-tubercular activity against Mycobacterium tuberculosis strain (H37Rv) by Microplate Alamar Blue assay (MABA) method at a concentration of 100–0.8 μg/mL. The chalcones, 9a, 9b, 9c, 9k, 9o, and 9p were found to have higher antitubercular activity than the standard drugs, while the remaining compounds showed moderate activity. The antitubercular activity of the chalcones, 9b (MIC90 = 3.98 μM) and 9o (MIC90 = 3.84 μM) was found to be more than two-fold more active than the standard drugs, streptomycin (MIC90 = 10.75 μM) and ciprofloxacin (MIC90 = 9.43 μM), while their antitubercular activity was found to be more than six-fold more active than pyrazinamide (MIC90 = 25.38 μM). Further, the molecular docking studies employing Mycobacterium tuberculosis protein tyrosine phosphatase (MtbPtp) was carried out to observe docking scores.

Synthesis of structurally diverse biflavonoids

Synthetic biflavonoids are associated with interesting biological activities, yet they remain poorly explored within drug discovery. Recent years have witnessed a growing interest in synthetic approaches that can provide access to structurally novel biflavonoids so that the biological usefulness of this compound class can be more fully investigated. Herein, we report upon the exploration of strategies based around Suzuki-Miyaura cross-coupling and alcohol methylenation for the synthesis of two classes of biflavonoids: (i) rare ‘hybrid’ derivatives containing flavonoid monomers belonging to different subclasses, and (ii) homodimeric compounds in which the two flavonoid monomers are linked by a methylenedioxy group. Application of these strategies enabled the preparation of a structurally diverse collection of novel biflavonoids from readily-available starting materials, thereby facilitating the probing of uncharted regions of biologically interesting chemical space.

Dryopteris fragrans phloroglucinol compound flavaspidic acid BB and antibacterial application thereof

The invention relates to the technical field of medicine and discloses an antibacterial application of a Dryopteris fragrans phloroglucinol compound flavaspidic acid BB. The invention provides the flavaspidic acid BB obtained by the chemical synthesis method. The flavaspidic acid BB has good antibacterial effects, effectively fills in the application deficiency of the antibacterial natural compound and provides an effective antibacterial solution for drug-resistant bacteria. The experimental results show that the compound has a strong antibacterial effect and good curative effects especially on drug-resistant bacteria.

Electrophilic Aromatic Formylation with Difluoro(phenylsulfanyl) methane

Difluoro(phenylsulfanyl)methane (PhSCF 2 H) was found to undergo a reaction with aromatic compounds mediated by SnCl 4, through a thionium intermediate characterized by NMR and TD-DFT analyses, leading to the formation of a mixture of S, S ′-diphenyl dithioacetal and aromatic aldehyde which, after oxidative hydrolysis, provides the aromatic aldehyde in good to excellent yields. The salient feature of the present work is the reaction of activated aromatic compounds containing a deactivating ester functional group, leading to the formylated products in good yields.

One-pot Three-component Synthesis of Furan-based Heterocycles from Benzyl Halides

An efficient and a novel approach for the synthesis of furochromene and furopyran scaffolds are described. Benzyl halides undergo oxidation in Kornblum conditions to give the corresponding aldehydes, which in turn undergo [4?+?1] cycloaddition reaction with isocyanide to afford the corresponding furan derivatives. The significant attraction of this protocol is simple procedure, mild reaction condition, and good yield.