5333-45-9

Basic information

• Product Name: 1,2,3,5-TETRAMETHOXYBENZENE
• Synonyms: METHYL 2,3,5-TRIMETHOXYPHENYL ETHER;1,2,3,5-TETRAMETHOXYBENZENE;1-Methoxy-2,4,6-trimethoxybenzene
• CAS NO: 5333-45-9
• Molecular Formula: C₁₀H₁₄O₄
• Molecular Weight: 198.22
• Product Categories: Aromatic Ethers;Ethers;Organic Building Blocks;Oxygen Compounds;Building Blocks;C10;Chemical Synthesis;Organic Building Blocks;Oxygen Compounds
• Mol File: 5333-45-9.mol
• Article Data: 13

Chemical Properties

• Melting Point: 38-42 °C(lit.)
• Boiling Point: 277.4°Cat760mmHg
• Flash Point: 205 °F
• Appearance: /
• Density: 1.068g/cm³
• Vapor Pressure: 0.00764mmHg at 25°C
• Refractive Index: 1.483
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1,2,3,5-TETRAMETHOXYBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,3,5-TETRAMETHOXYBENZENE(5333-45-9)
• EPA Substance Registry System: 1,2,3,5-TETRAMETHOXYBENZENE(5333-45-9)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 5333-45-9(Hazardous Substances Data)

Usage

General Description

1,2,3,5-Tetramethoxybenzene is a chemical compound with the molecular formula C10H14O4. It is a colorless to pale yellow liquid with a sweet, floral odor. 1,2,3,5-TETRAMETHOXYBENZENE is used in organic synthesis as a precursor to other aromatic compounds, and it is also utilized in the production of pharmaceuticals and dyes. 1,2,3,5-Tetramethoxybenzene is considered to be a hazardous substance, and exposure to it can cause skin and eye irritation, as well as respiratory issues. It is important to handle and store this chemical with care and to follow all safety guidelines during its use.

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

Upstream product

• 20660-35-9 2,3,5-Trimethoxy-phenol 
• 77-78-1 dimethyl sulfate 
• 67-56-1 methanol 
• 57197-26-9 5,6,6-trimethoxycyclohexa-2,4-dien-1-one 
• 5150-42-5 2,3-dimethoxyphenol 
• 642-71-7 3,4,5-trimethoxyphenol 
• 86-81-7 3,4,5-trimethoxy-benzaldehyde 
• 30225-76-4 3,4,5-trimethoxyphenyl formate 
• 15233-65-5 2,6-dimethoxy-1,4-hydroquinone 
• 530-55-2 2,6-dimethoxy-p-quinone 
• 29137-73-3 (1-Hydroxy-2,6-dimethoxy-4-oxo-cyclohexa-2,5-dienyl)-methoxy-acetic acid ethyl ester 
• 87-66-1 2-hydroxyresorcinol 
• 20032-29-5 2,6-Bis-(p-tosyloxy)-benzochinon-(1,4) 
• 20032-30-8 1,4-Dihydroxy-2,6-bis-benzolsulfonyloxy-benzol 

Downstream Products

• 100972-76-7 2,2-dimethyl-5,7,8-trimethoxychromanone 
• 101499-72-3 1-(2,4,5,6-tetramethoxyphenyl)-3-methyl-2-butenone-1 
• 7508-05-6 1-(2,3,4,6-tetramethoxyphenyl)ethanone 
• 6938-23-4 2-chloro-1-(2,3,4,6-tetramethoxy-phenyl)-ethanone 
• 7505-18-2 chloro-acetic acid-(2,4,6-trimethoxy-phenyl ester) 
• 7507-98-4 1-(2-hydroxy-3,4,6-trimethoxyphenyl)ethanone 
• 13539-22-5 2-hydroxy-3,4,6,4'-tetramethoxy-deoxybenzoin 
• 62684-38-2 2-hydroxy-3,4,6-trimethoxyphenyl-3,4-methylenedioxybenzyl ketone 
• 69832-53-7 2-Ethoxy-1,3,5-trimethoxybenzol 
• 51379-76-1 2-hydroxy-3,4,6-trimethoxypropiophenone 
• 89880-48-8 1-(2,3,4,6-tetramethoxyphenyl)propan-1-one 
• 89880-49-9 1-(3-Ethoxy-2-hydroxy-4,6-dimethoxy-phenyl)-propan-1-one 
• 39247-23-9 6-Ethoxy-5-hydroxy-4,6-dimethoxy-cyclohex-3-ene-1,2-dione 
• 13909-75-6 1,2,3,4,5-pentamethoxybenzene 

Relevant articles and documents

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.

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.

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