704-45-0

Usage

Uses

Used in Flavoring and Fragrance Industry:
2-Methoxy-4-methylbenzoic acid is used as a flavoring agent for its pleasant aroma, enhancing the taste and smell of various food products.
Used in Pharmaceutical Industry:
2-Methoxy-4-methylbenzoic acid is used as a pharmaceutical agent for its potential antioxidant and anti-inflammatory properties, contributing to the development of medications for health-related applications.
Used in Drug Production:
2-Methoxy-4-methylbenzoic acid is used as a precursor in the synthesis of certain drugs, playing a crucial role in the development of new pharmaceutical compounds.
Used in Organic Compound Synthesis:
2-Methoxy-4-methylbenzoic acid is used as a starting material for the synthesis of other organic compounds, facilitating the creation of a variety of chemical products.

InChI:InChI=1/C9H10O3/c1-6-3-4-7(9(10)11)8(5-6)12-2/h3-5H,1-2H3,(H,10,11)

Upstream product

• 81245-24-1 methyl 4-methyl-2-methoxybenzoate 
• 50-85-1 2-hydroxy-p-toluic acid 
• 77-78-1 dimethyl sulfate 
• 37104-46-4 Anhydroitaconitin-methylether 
• 57415-35-7 2-methoxy-4-methylbenzaldehyde 
• 124-38-9 carbon dioxide 
• 100-84-5 1-methoxy-3-methyl-benzene 
• 15719-64-9 methylammonium carbonate 
• 1706-11-2 2,5-Dimethyl-anisol 
• 6921-64-8 4'-hydroxy-2'-methylacetophenone 
• 584-08-7 potassium carbonate 
• 201230-82-2 carbon monoxide 
• 108-39-4 3-methyl-phenol 
• 53078-69-6 2-methoxy-4-methylbenzonitrile 

Downstream Products

• 858843-12-6 2-methoxy-4-methyl-5-(1,2,2,2-tetrachloro-ethyl)-benzoic acid 
• 95420-46-5 2-(2-Methoxy-4-methyl-phenyl)-3H-imidazo[4,5-c]pyridine; hydrochloride 
• 137600-81-8 2,6-di-t-butyl-4-methylphenyl 2-methoxy-4-methylbenzoate 
• 10542-80-0 (2-methoxy-4-methylphenyl)methanol 
• 118111-90-3 4-(Methyl-d3)-2-methoxybenzoic acid 
• 81245-24-1 methyl 4-methyl-2-methoxybenzoate 
• 5156-00-3 2-methoxyterephthalic acid 
• 99500-39-7 ethyl 2-methoxy-4-methylbenzoate 
• 1235306-71-4 2-(2'-methoxy-4'-methylphenyl)-N-acetylindole 
• 1242462-15-2 (E)-2-methoxy-4-methyl-β-nitrostyrene 
• 851670-22-9 (2-methoxy-4-methylphenyl)methanamine 
• 745047-94-3 N₁-(2-methoxy-4-methylbenzyl)-N₂-(2-(5-methylpyridin-2-yl)ethyl) oxalamide 
• 1393678-86-8 2-(di(methoxycarbonyl)methyl)-6-methoxy-4-methylbenzoic acid 
• 186583-59-5 1-iodo-2-methoxy-4-methylbenzene 

Relevant academic research and scientific papers

Synthetic Studies of the Rubellin Natural Products: Development of a Stereoselective Strategy and Total Synthesis of (+)-Rubellin C

This manuscript describes our studies of the class of natural products known as the rubellins, culminating in the total synthesis of (+)-rubellin C. These anthraquinone-based natural products contain a variety of stereochemical and architectural motifs, including a 6-5-6-fused ring system, 5 stereogenic centers, and a central quaternary center. Herein, we report our development of a strategy to target the stereochemically dense core and anthraquinone nucleus, including approaches such as a bifunctional allylboron and vinyl triflate reagent, an anthraquinone benzylic metalation strategy, and a late-stage anthraquinone introduction strategy. Our studies culminate in a successful route to highly functionalized anthraquinone-based natural product scaffolds and a stereoselective total synthesis of (+)-rubellin C. These strategies and outcomes will aid in synthetic planning toward anthraquinone-based natural products of high interest.

Total Synthesis of (+)-Rubellin C

The rubellins are a family of stereochemically complex anthraquinoid heterodimers containing an unprecedented chemical scaffold. Although the rubellins have been known for over three decades, no total synthesis has been achieved since their discovery. The

Preparation method and application of 4-hydroxyemodin

The invention belongs to the technical field of medicines, and relates to a preparation method and application of 4-hydroxyemodin, in particular to a preparation method of 4-hydroxyemodin and application of 4-hydroxyemodin, optical isomers, pharmaceutical

Lewis acid-promoted site-selective cyanation of phenols

An efficient Lewis acid-promoted site-selective electrophilic cyanation of 3-substituted and 3,4-disubstituted phenols has been developed. The cyanation reactions using MeSCN as the cyanating reagent proceeded efficiently to afford a wide range of 2-hydroxybenzonitriles with high efficiency and excellent regioselectivity. This protocol could provide a practical method for the synthesis and modification of biologically active molecules.

Synthesis and antibacterial activity of emodin and its derivatives against methicillin-resistant Staphylococcus aureus

Synthesis of the antibacterial emodin was improved using Friedel-Crafts acylation as a key step leading to 37% overall yield. In addition, 21 analogues were synthesized by structural modification of the hydroxyl and methyl groups, as well as the aromatic ring of emodin. Antibacterial activity against methicillin-resistant Staphylococcus aureus (MRSA) and cytotoxicity against noncancerous Vero cells were evaluated. A structure-activity relationship (SAR) study indicated that the hydroxyl groups and the methyl group in the emodin skeleton were crucial for anti-MRSA activity. Furthermore, the presence of an iodine atom or ethylamino group on the aromatic ring enhanced the anti-MRSA activity with higher selectivity indices, while derivatives containing bromine, chlorine atoms or quaternary ammonium salt were as active as emodin. The quaternary ammonium group on the aromatic ring also led to non-cytotoxicity against Vero cells.

Design, synthesis, and preliminary biological evaluation of 3′,4′,5′-trimethoxy flavonoid salicylate derivatives as potential anti-tumor agents

According to the pharmacophore combination principle, a set of new 3′,4′,5′-trimethoxy flavonoid salicylate derivatives were designed, synthesized, and evaluated for biological activity. The cytotoxicity evaluation revealed that compound 10v exhibited higher potency than 5-Fu against HCT-116 cells. Preliminary biological activity studies showed that compound 10v could inhibit the colony formation and migration of HCT-116 cells. Besides, the Hoechst 33258 staining assay and flow cytometry revealed that treatment with compound 10v induced the apoptosis of HCT-116 cells in a concentration-dependent manner, while it had no effect on their cell cycle. The WB analysis suggested that HIF-1α, tubulin, HK-2, and PFK might be the potential pharmacophore targets of compound 10v. Tubulin was a potential drug target for compound 10v, which was explained by analyzing the crystal structure of compound 10v complexed with tubulin. These results indicated that compound 10v might be a promising anti-tumor agent candidate, deserving further optimization and evaluation.

A cyclotrimethoxone-substituted salicylate compound and anti-tumor effect thereof

The invention relates to the technical field of medicines, and designs and synthesizes a novel A cyclotrimethoxy 4'-hydroxyflavone compound and an A cyclotrimethoxone-substituted salicylate compound. The figure 1 is a general formula of the A cyclotrimethoxone-substituted salicylate compound, wherein in the formula, R1, R2 and R3 are equal to OCH3 or R2, R3 and R4 are equal to OCH3; R5- is equal to OCH3, CH3, F, Cl, Br, I or the like. The novel A cyclotrimethoxy 4'-hydroxyflavone compound and the A cyclotrimethoxone-substituted salicylate compound can have an obvious inhibiting effect on MGC-803 (human gastric carcinoma cells), HepG2 (human hepatoma carcinoma cells), MCF-7 (human breast cancer cells) and hopefully become anti-tumor drugs. The invention discloses a preparation method of the novel A cyclotrimethoxy 4'-hydroxyflavone compound and the A cyclotrimethoxone-substituted salicylate compound.

Design, synthesis and biological evaluation of flavonoid salicylate derivatives as potential anti-tumor agents

A series of flavonoid salicylate derivatives containing trimethoxybenzene and a series of chrysin salicylate derivatives were synthesized for use as anti-tumor agents, and evaluated for antiproliferative activity using three human tumor cells: MCF-7 (breast carcinoma cells), HepG2 (liver carcinoma cells), MGC-803 (gastric carcinoma cells) and the mice tumor cells MFC (forestomach carcinoma cells). A substituent group of a suitable size and the trimethoxybenzene had a certain influence on the bioactivity of the flavonoid salicylate derivatives. Compound 2 and its salicylate derivatives 7a-7g containing the trimethoxybenzene exhibited more antiproliferative activity. Among them, compound 7g displayed the most potent antiproliferative activity against MGC-803 cells and MFC cells with the concentration causing 50% inhibition of cell growth (IC50) values of 11.05 ± 1.58 μM and 13.73 ± 2.04 μM, respectively. The flow cytometry results showed that compound 7g caused the cell cycle to be arrested in the G0/G1 phase and induced apoptosis of MFC cells in a dose-dependent manner. Furthermore, compound 7g showed good anti-tumor activity in vivo. These results suggested that compound 7g could be a new, potent anti-tumor candidate which should be optimized and evaluated further.

Comestible compositions comprising high potency savory flavorants, and processes for producing them

The present invention relates to the use of certain high potency savory (“umami”) taste modifiers, as savory flavoring agents and/or enhancers of monosodium glutamate, for the preparation of foods, beverages, and other comestible compositions, and to processes for preparing food flavorant compositions for use in the preparation of comestible food and drink.

COMESTIBLE COMPOSITIONS COMPRISING HIGH POTENCY SAVORY FLAVORANTS, AND PROCESSES FOR PRODUCING THEM

The present invention relates to the use of certain high potency savory (“umami”) taste modifiers, as savory flavoring agents and/or enhancers of monosodium glutamate, for the preparation of foods, beverages, and other comestible compositions, and to processes for preparing food flavorant compositions for use in the preparation of comestible food and drink.