2441-46-5

Usage

Uses

Used in Dye Manufacturing:
1,2,4,5-Tetramethoxybenzene is used as a key intermediate in the synthesis of various dyes, contributing to their color and stability.
Used in Plastics Production:
1,2,4,5-TETRAMETHOXYBENZENE is employed as a building block in the production of plastics, enhancing their properties and performance.
Used in Pharmaceutical Industry:
1,2,4,5-Tetramethoxybenzene is used as a starting material in the synthesis of various pharmaceuticals, benefiting from its stable and aromatic nature.
Used in Perfumery:
1,2,4,5-Tetramethoxybenzene is used as a fragrance ingredient in perfumes, capitalizing on its sweet, fruity aroma.

InChI:InChI=1/C10H14O4/c1-11-7-5-9(13-3)10(14-4)6-8(7)12-2/h5-6H,1-4H3

Upstream product

• 38475-42-2 2-methoxy-4,5-di-acetoxyphenyl acetate 
• 135-77-3 1,2,4-trimethoxy-benzene 
• 124-41-4 sodium methylate 
• 20491-91-2 2,4,5-trimethoxyphenol 
• 74-88-4 methyl iodide 
• 88847-89-6 7,8-dihydro-8-oxo-2'-deoxyguanosine 
• 34515-61-2 1,2,4,5-tetramethoxybenzene cation radical 
• 30225-87-7 2,4,5-trimethoxyphenyl formate 
• 74-83-9 methyl bromide 
• 636-32-8 1,2,4,5-benzenetetrol 
• 616-42-2 dimethylsulfite 
• 1664-27-3 1,2-dihydroxy-4,5-dimethoxybenzene 
• 13239-13-9 2,5-dimethoxyhydroquinone 
• 3117-03-1 2,5-dimethoxyquinone 

Downstream Products

• 54812-42-9 2,3,5,6-tetramethoxybenzyl chloride 
• 29175-77-7 4-(2,3,5,6-tetramethoxy-benzyl)-morpholine 
• 106468-90-0 1,4-Bis(chloromethyl)-2,3,5,6-tetramethoxybenzene 
• 157275-36-0 (E)-2-Methyl-1-(2,3,5,6-tetramethoxy-phenyl)-but-2-en-1-one 
• 3117-03-1 2,5-dimethoxyquinone 
• 21086-65-7 4,5-dimethoxy-1,2-benzoquinone 
• 75080-61-4 2-Ethoxy-5-methoxy-1,4-benzoquinone 
• 54812-44-1 1-Iodo-2,3,5,6-tetramethoxybenzene 
• 54812-45-2 1,4-diiodo-2,3,5,6-tetramethoxybenzene 
• 56002-83-6 2,3,5,6-tetramethoxyphenol 
• 34515-61-2 1,2,4,5-tetramethoxybenzene cation radical 
• 34602-86-3 2,3,5,6-tetramethoxybenzaldehyde 
• 31591-50-1 5-Hydroxy-3,4,4,6,6-pentamethoxy-cyclohex-2-enone 
• 6172-64-1 tetramethoxy-terephthalic acid 

Relevant academic research and scientific papers

Modular synthesis and antiproliferative activity of new dihydro-1H-pyrazolo[1,3-b]pyridine embelin derivatives

A set of new dihydro-1H-pyrazolo[1,3-b]pyridine and pyrazolo[1,3-b]pyridine embelin derivatives was synthesized through a multicomponent reaction from natural embelin, 3-substituted-5-aminopyrazoles and aldehydes. The synthesized compounds were evaluated against three hematologic tumor cell lines, HEL (acute erythroid leukemia), K-562 (chronic myeloid leukemia) and HL-60 (acute myeloid leukemia), and five breast cancer cell lines (SKBR3, MCF-7, MDA-MB-231, BT-549, HS-578T). The primate non-malignant kidney Vero cell line was used as the control of cytotoxicity. From the obtained results, some structure–activity relationships were out-lined. Furthermore, in silico prediction of physicochemical properties and ADME parameters were determined for the derivatives with the best antiproliferative values.

Design, synthesis and α-glucosidase inhibition study of novel embelin derivatives

Embelin is a naturally occurring para-benzoquinone isolated from Embelia ribes (Burm. f.) of the Myrsinaceae family. It was first discovered to have potent inhibitory activity (IC50 = 4.2 μM) against α-glucosidase in this study. Then, four seri

Alpha-glucosidase inhibitor based on p-hydroxyquinone framework and preparation method and application of inhibitor

The invention discloses an alpha-glucosidase inhibitor based on a p-hydroxyquinone framework and a preparation method and application of inhibitor. The glucosidase inhibitor is obtained through six-step synthesis with a natural product framework p-hydroxyquinone as an initial raw material. The compound can effectively inhibit the activity of alpha-glucosidase, the aim of controlling excessively high blood glucose is achieved by delaying absorption of the intestinal tract to glucose, and the inhibitor is used for treating diabetes and obesity and has a heart blood vessel protection function.

Alpha-glucosidase inhibitor, and synthesis method and application thereof

The invention discloses an alpha-glucosidase inhibitor, and a synthesis method and application thereof. The invention aims to provide the alpha-glucosidase inhibitor with a relatively good hypoglycemic effect. The structural formula of the alpha-glucosidase inhibitor is shown in the specification, wherein R1 is selected from H or CH3, and R2 is selected from the groups shown in the specification.The invention belongs to the technical field of medicines.

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.

A new family of densely functionalized fused-benzoquinones as potent human protein kinase CK2 inhibitors

A new series of 2-amino-4-phenyl-6-hydroxy-7-alkyl-pyranobenzoquinones was synthesized as ATP-competitive CK2 inhibitors. They were readily synthesized through a three-component Knoevenagel condensation-Michael addition-heterocyclization reaction from ald

New tetralactam hosts for squaraine dyes

The photophysical properties of a deep-red fluorescent squaraine dye can be improved by encapsulating it within a tetralactam macrocycle. Three new tetralactams are described with different substituents (methyl, methoxy, methylenedioxy) on the macrocycle aromatic sidewalls. The capability of each tetralactam to encapsulate a squaraine dye in chloroform solution was determined experimentally using absorption, fluorescence, and NMR spectroscopy. Two of the tetralactams were found to thread a squaraine dye with association constants on the order of 106 M-1, while a third macrocycle exhibited no squaraine affinity. An X-ray crystal structure of the third tetralactam showed that the substituents sterically blocked squaraine association. Of the two tetralactams that encapsulate a squaraine, one induces an increase in squaraine fluorescence quantum yield, while the other quenches the squaraine fluorescence. The results suggest that these new squaraine binding systems will be useful for biological imaging and diagnostics applications.

Tetramethoxybenzene is a good building block for molecular wires: Insights from photoinduced electron transfer

Two donor bridge-acceptor molecules with terminal triarylamine and Ru(bpy)32+ (bpy = 2,2′-bipyridine) redox partners were synthesized and investigated by cyclic voltammetry, optical absorption, luminescence, and transient absorption spectroscopy. The two dyads differ only by the central bridging unit, which was tetramethoxybenzene (tmb) in one case and unsubstituted phenylene (ph) in the other case. Photoirradiation of the Ru(bpy)32+ complex of the two dyads triggers intramolecular electron transfer from the triarylamine to the 3MLCT-excited metal complex, and this process occurs with time constants of 1.5 and 6.8 ns for the tmb- and ph-bridged dyads, respectively. Thermal electron transfer in the reverse direction then leads to disappearance of the photoproduct with a time constant of 10 ns in both dyads. The faster rate of photoinduced charge transfer in the tmb-bridged dyad can be understood in the framework of a hole-tunneling model in which the electron-rich tmb bridge imposes a more shallow barrier than the less electron-rich ph spacer. Until now tmb-based molecular wires have received very little attention, and alkoxy substituents have been mostly used for improving the solubility of oligo-p-phenylene vinylene (OPV) and oligo-p-phenylene ethynylene (OPE) wires. Our study illustrates how four alkoxy-substituents on a phenylene backbone can have a significant influence on the charge-transfer properties of a molecular wire, and this is relevant in the greater context of a future molecular electronics technology.

MULTIFUNCTIONAL RADICAL QUENCHERS

The invention provides a compound of formula (I): [insert formula (I)] wherein X, Y, and R1-R4 have any of the values defined in the specification, and salts thereof, as well as compositions comprising the compounds or salts. The compounds are useful for treating diseases associated with impaired mitochondrial function in an animal.

Design, synthesis, and SAR of embelin analogues as the inhibitors of PAI-1 (plasminogen activator inhibitor-1)

The natural product embelin was found to have PAI-1 inhibitory activity with the IC50 value of 4.94 μM. Based on the structure of embelin, a series of analogues were designed, synthesized, and evaluated for their ability to inhibit PAI-1. The SAR study on these compounds disclosed that the inhibitory potency largely depended on the hydroxyl groups at C2 and C5, and the length of the alkyl chains at C3 and C6. Compound 11 displayed the best PAI-1 inhibitory potency with the IC50 value of 0.18 μM.