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Usage

Uses

Used in Organic Synthesis:
Pentamethoxybenzene is used as a reagent in organic synthesis for the preparation of other organic compounds, serving as a versatile building block in the creation of a wide range of chemical products.
Used in the Fragrance Industry:
Leveraging its strong aromatic odor, Pentamethoxybenzene is used as a fragrance ingredient, contributing to the development of various scent profiles in perfumes, cosmetics, and other scented products.
Used in Medicinal Applications:
Pentamethoxybenzene is studied for its potential medicinal properties, such as its use as an anti-inflammatory and antioxidant agent, indicating its possible application in the development of pharmaceuticals and health-related products.
Used in Research:
Due to its unique chemical structure and properties, Pentamethoxybenzene is also utilized in research settings to explore its chemical behavior and potential applications in various scientific fields.
It is important to handle Pentamethoxybenzene with care, as it can be harmful if ingested or inhaled, and can cause irritation to the skin and eyes upon contact.

Upstream product

• 198203-73-5 1,2-dihydroxy-3,4,5-trimethoxybenzene 
• 77-78-1 dimethyl sulfate 
• 30225-99-1 2,3,4,5-Tetramethoxyphenol 
• 22248-14-2 6-hydroxy-2,3,4-trimethoxyacetophenone 
• 53887-77-7 2-hydroxy-3,4,5,6-tetramethoxybenzene 
• 1885-35-4 3,4,5-trimethoxybenzonitrile 
• 151-10-0 1,3-Dimethoxybenzene 
• 25676-73-7 2,4,6-tribromo-1,3-dimethoxybenzene 
• 56002-81-4 1,2-dihydroxy-3,4,6-trimethoxybenzene 
• 41318-10-9 2-hydroxy-3,4,6-trimethoxyacetophenone 
• 642-71-7 3,4,5-trimethoxyphenol 
• 56002-80-3 2-acetoxy-1,3,4,5-tetramethoxybenzene 
• 74-88-4 methyl iodide 
• 19676-64-3 2,3,4-trimethoxyphenol 

Downstream Products

• 857002-54-1 chloromethyl-pentamethoxy-benzene 
• 3162-28-5 2-hydroxy-3,4,5,6-tetramethoxyacetophenone 
• 87232-89-1 2-Hydroxy-3,4,5,6-tetramethoxyphenyl 3,4-methylenedioxybenzyl ketone 
• 22961-80-4 2-Hydroxy-2',3,4,5,5',6-hexamethoxybenzophenon 
• 22804-55-3 2,2',3,4,5,5',6-Heptamethoxybenzophenon 
• 3117-05-3 2,3,5-trimethoxy-1,4-benzoquinone 
• 117970-66-8 2-hydroxy-3,4,5,6-tetramethoxy propiophenone 
• 31591-52-3 4,5,5,6,6-Pentamethoxy-cyclohex-3-ene-1,2-dione 
• 14786-40-4 1-(2,3,4,5,6-pentamethoxyphenyl)ethan-1-one 
• 13022-04-3 2,3,4,5,6-pentamethoxy-phenethylamine 
• 107649-49-0 (pentamethoxy-phenyl)-acetonitrile 
• 478-01-3 nobiletin 
• 29201-97-6 4'-benzyloxy-3',5,6,7,8-pentamethoxyflavone 
• 1379053-96-9 2,3,4,6-tetramethoxyphenyl 4-(dimethylamino)benzoate 

Relevant academic research and scientific papers

Practical Synthesis of Polymethylated Flavones: Nobiletin and Its Desmethyl Derivatives

We present a practical synthesis of the polymethoxylated citrus flavone nobiletin that is suitable for use on a hundred gram scale. Ready availability of this compound and its derivatives will aid detailed chemical-biological investigations of their biological activities, including activation of signaling via the cAMP-dependent protein kinase A/extracellular signal-related protein kinase/cAMP response element-binding protein pathway.

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.

Synthesis and Antiproliferative Activity of Natural and Non-Natural Polymethoxychalcones and Polymethoxyflavones

Two series of polymethoxychalcones and polymethoxyflavones, including the natural products 2′-hydroxy-3,4,5,4′,6′-pentamethoxychalcone (8c), 5,6,7,8,3′,4′,5′-heptamethoxyflavone (6), 5,7,3′,4′,5′-pentamethoxyflavone (9c), 3-hydroxy-5,6,7,8,3′,4′,5′-heptam

Exploring the reactivity of nickel complexes in hydrodecyanation reactions

In the present study, the nickel-catalyzed hydrodecyanation of organic cyanides with lithium borohydride as a cheap hydride source has been examined in detail. As precatalysts straightforward nickel complexes modified by tridentate O,N,O′-ligands and triphenylphosphane as co-ligand have been applied. Noteworthy, excellent yields and chemoselectivities were feasible for a variety of organic cyanides at low catalyst loadings and low temperature (70 C) within short reaction time (3 h).

PET imaging of nobiletin based on a practical total synthesis

A practical synthesis of nobiletin, a polymethoxylated citrus flavone, was accomplished by utilizing our novel flavone synthesis. Synthetic nobiletin was labelled by selective demethylation and rapid incorporation of 11C atom. Positron emission tomography images successfully visualized the brain distribution, which may provide therapeutic benefits in the treatment of Alzheimer's disease. The Royal Society of Chemistry.

COGNITIVE DISORDER-AMELIORATING AGENT

A cognitive impairment ameliorant is provided that is useful for the prevention or treatment of cognitive impairment, and particularly Alzheimer's disease. The cognitive impairment ameliorant contains royal jelly as an active ingredient thereof.

Miscrowave-assisted efficient synthesis of polymethoxyacetophenones and natural polymethoxyflavones, and thier inhibitory effects on melanogenesis

Microwave, assisted Friedel-Crafts acetylation of polymethoxybenzenes with acetic anhydride in the presence of In(CF3SO3)3 under solvent-free conditions was achieved rapidly to give polymethoxyacetophenones in high yields. Microwave-assisted benzoylation of 2'-hydroxypolymethoxyacetophenones with polymethoxybenzoyl chlorides, followed by the rearrangement of the resulting benzoates and the final formation of natural polymethoxyflavones was achieved rapidly and efficiently. The polymethoxyflavones showed inhibitory effects on melanogenesis in human melanoma cells.

Improved, rapid and efficient synthesis of polymethoxyflavones under microwave irradiation and their inhibitory effects on melanogenesis

The microwave-assisted methylation of 2,5-dihydroxy-1,3-dimethoxybenzene with (CH3O)2SO2 for 5 min gave easily 1,2,3,5-tetramethoxybenzene, which was converted into pentamethoxybenzene. The microwave-assisted Friedel-Crafts acylation of pentamethoxybenzene in the presence of In(CF3SO3)3 gave pentamethoxyacetophenone for 15 min under solvent-free conditions in high yield. The microwave-assisted cyclization reaction of the diketones, which were synthesized from the acetophenone via three steps under microwave irradiation, gave the desired polymethoxyflavones for 1.5-3 min in high yields. The polymethoxyflavones showed inhibitory effects on melanogenesis in a human melanoma.

SYNTHESIS OF HORMOTHAMNIONE

Hormothamnione 1 has been obtained from 2,3-dimethyl-5,6,7,8-tetramethoxy-chromone 18 in 63percent yield.Synthesis of the required chromone 18 as well as of the 2 and 3-styryl analogs 5 and 9 are described.

An Improved Synthesis of 1,4-Benzo- and 1,4-Naphthoquinones Bearing Active Substituents

The synthesis of 1,4-benzoquinones and 1,4-naphthoquinones 3a-j carrying substituents such as methoxyl, allyl or oxiranyl was substantially improved.The 1-methoxy-4-methoxymethyloxy 2a-d, g-k or 1,4-bis(methoxymethyloxy) derivatives 2e-f were used, as a substrates instead of 1,4-dimethoxy derivatives 1a-j hitherto used and they were oxidized with silver(II) dipicolinate.Among numerous examples, the synthesis of a new analog of ubiquinone 3d with the oxiranyl substituent, being a new bioactivated alkylating agent, is reported.