41038-46-4

Usage

Uses

Used in Pharmaceutical Synthesis:
2,3,4,6-Tetramethoxy-benzaldehyde is utilized as an intermediate in the production of various drugs. Its unique structure and reactivity make it a key component in the synthesis of complex pharmaceutical compounds, contributing to the development of new medications.
Used in Organic Chemistry:
In the realm of organic chemistry, 2,3,4,6-tetramethoxy-benzaldehyde serves as an important intermediate. Its chemical properties allow it to participate in a wide range of reactions, facilitating the creation of diverse organic compounds for various applications.
Used in Antioxidant Research:
2,3,4,6-Tetramethoxy-benzaldehyde is used as a subject of study in antioxidant research due to its antioxidant properties. The exploration of its potential health benefits is ongoing, with the aim of understanding its role in possibly preventing or mitigating oxidative stress-related conditions.
Used in Chemical Industry:
2,3,4,6-tetramethoxy-benzaldehyde is also applied across different sectors of the chemical industry for its versatility in forming a variety of complex molecules, which can be used in the production of specialty chemicals, dyes, and other industrial products.

Upstream product

• 5333-45-9 1,2,3,5-tetramethoxybenzene 
• 68-12-2 N,N-dimethyl-formamide 
• 642-71-7 3,4,5-trimethoxyphenol 
• 20660-35-9 2,3,5-Trimethoxy-phenol 
• 15233-65-5 2,6-dimethoxy-1,4-hydroquinone 

Downstream Products

• 65162-31-4 2-hydroxy-3,4,6-trimethoxybenzaldehyde 
• 108787-95-7 2,3,4,6-tetramethoxyphenol formate 
• 145039-91-4 trans-Methyltepanone 
• 69832-50-4 4,6-Dimethoxy-3-ethoxy-2-hydroxybenzaldehyd 
• 69832-55-9 2,3-dihydroxy-4,6-dimethoxybenzaldehyde 
• 1217503-46-2 (1E,4E)-1,5-bis(2,3,4,6-tetramethoxyphenyl)penta-1,4-dien-3-one 
• 50827-58-2 2-Hydroxymethyl-3,5-dimethoxy-[1,4]benzoquinone 
• 22298-52-8 2-Hydroxy-2',3',4,4',6'-pentamethoxy-desoxybenzoin 
• 22298-51-7 2,4-Dihydroxy-2',3',4',6'-tetramethoxy-desoxybenzoin 
• 69832-51-5 3-Ethoxy-2,4,6-trimethoxybenzaldehyd 
• 95412-58-1 2'-hydroxy-2-isopropyloxy-3',4,4',5',6,6'-hexamethoxychalcone 

Relevant academic research and scientific papers

Polygala tenuifolia-Acori tatarinowii herbal pair as an inspiration for substituted cinnamic α-asaronol esters: Design, synthesis, anticonvulsant activity, and inhibition of lactate dehydrogenase study

Inspired by the traditional Chinese herbal pair of Polygala tenuifolia-Acori Tatarinowii for treating epilepsy, 33 novel substituted cinnamic α-asaronol esters and analogues were designed by Combination of Traditional Chinese Medicine Molecular Chemistry (CTCMMC) strategy, synthesized and tested systematically not only for anticonvulsant activity in three mouse models but also for LDH inhibitory activity. Thereinto, 68–70 and 75 displayed excellent and broad spectra of anticonvulsant activities with modest ability in preventing neuropathic pain, as well as low neurotoxicity. The protective indices of these four compounds compared favorably with stiripentol, lacosamide, carbamazepine and valproic acid. 68–70 exhibited good LDH1 and LDH5 inhibitory activities with noncompetitive inhibition type, and were more potent than stiripentol. Notably, 70, as a representative agent, was also shown as a moderately positive allosteric modulator at human α1β2γ2 GABAA receptors (EC50 46.3 ± 7.3 μM). Thus, 68–70 were promising candidates for developing into anti-epileptic drugs, especially for treatment of refractory epilepsies such as Dravet syndrome.

Total Synthesis of Epicolactone

The biologically active and structurally complex secondary metabolite epicolactone is a member of the natural product pool found in cash crop endophytes of the genus Epicoccum. By exploiting inherent reactivity, a total synthesis of this highly oxygenated

Divergent and concise total syntheses of dihydrochalcones and 5-deoxyflavones recently isolated from Tacca species and Mimosa diplotricha

Dihydrochalcones and 5-deoxyflavones are types of compounds possessing various biologically interesting properties. Herein, we report the concise and divergent total syntheses of several naturally occurring dihydrochalcones and 5-deoxyflavones from readily available starting materials. The divergent strategy is based around manipulation of a common chalcone scaffold and features application of Algar-Flynn-Oyamada oxidation and benzoquinone C-H activation methodologies. These are the first reported total syntheses of these biologically interesting compounds and the concise and flexible route should be readily amenable to future analogue generation. Furthermore, this work provides an illustration of the utility of divergent synthesis for the expedient and step-economical preparation of natural product libraries.

Toward establishing structure-activity relationships for oxygenated coumarins as differentiation inducers of promonocytic leukemic cells

The presumption that some coumarins might be lead compounds in the search for new differentiation agents against leukemia is based on the fact that natural coumarins, 5-(3-methyl-2-butenyloxy)-6,7-methylenedioxycoumarin (C-2) and 5-methoxy-6,7-methylenedioxycoumarin (C-1) inhibit proliferation and induce differentiation in U-937 cells [Riveiro, M. E.; Shayo, C.; Monczor, F.; Fernandez, N.; Baldi, A.; De Kimpe, N.; Rossi, J.; Debenedetti, S.; Davio, C. Cancer Lett. 2004, 210, 179-188]. These promising findings prompted us to investigate the anti-leukemia activity of a broader range of related polyoxygenated coumarins. Twenty related natural or synthetically prepared coumarins, including a range of 5-substituted ayapin derivatives which have become easy accessible via newly developed synthesis methods, were evaluated, where treatments with 5-(2,3-dihydroxy-3-methylbutoxy)-6,7-methylenedioxycoumarin (D-3) and 5-(2-hydroxy-3-methoxy-3-methylbutoxy)-6,7-methylenedioxycoumarin (D-2) were able to inhibit the cell growth and induce the differentiation of U-937 cells after 48 h treatment. These results provide insight into the correlation between some structural properties of polyoxygenated coumarins and their in vitro leukemic differentiation activity.

Total synthesis of naturally occurring 5,6,7- and 5,7,8-trioxygenated coumarins

The synthesis of five naturally occurring polyoxygenated coumarins is described. It concerns two 5,6,7-trioxygenated coumarins, i.e., 6-hydroxy-5,7-dimethoxycoumarin (fraxinol) 1 and 5,6,7-trimethoxycoumarin 2, and three 5,7,8-trioxygenated coumarins, i.e., 8-hydroxy-5,7-dimethoxycoumarin (leptodactylone) 3, 5,7,8-trimethoxycoumarin 4 and 8-(3-methyl-2-butenyloxy)-5,7-dimethoxycoumarin (artanin) 5. Key feature of the synthetic pathway is the synthesis of suitable tetraoxygenated benzaldehydes, which are then converted to the corresponding coumarins via a Wittig reaction.

SYNTHESIS OF 5,6'-dihydroxy-2',3',4',6,7-PENTAMETHOXYFLAVONE

5,6'-Dihydroxy-2',3',4',6,7-pentamethoxy- (1), 2',5-dihydroxy-3',4',6,6',7-pentamethoxy- (2) and 3',5-dihydroxy-2',4',6,6',7-pentamethoxyflavone (3) were synthesized to compare with brickellin isolated from Brickellia veronicaefolia and B. chlorolepis.The

Synthetic studies on the flavone derivatives. XIII. Synthesis of flavones with tetramethoxyl groups in ring B

2',3',4',5,5',6,7,8-Octamethoxy- (Ia) and 2',3',4',5,5',6,7-heptamethoxyflavone (IIa) and their position isomers substituted with tetramethoxyl groups in ring B were synthesized to confirm the structures of agehoustin A and agehoustin B isolated from Ageratum houstonianum. The characteristics of the synthesized flavones were investigated by spectroscopic methods.