13909-75-6

Basic information

• Product Name: Pentamethoxybenzene
• Synonyms: 1,2,3,4,5-Pentamethoxybenzene;Pentamethoxybenzene
• CAS NO: 13909-75-6
• Molecular Formula: C₁₁H₁₆O₅
• Molecular Weight: 228.24
• Mol File: 13909-75-6.mol
• Article Data: 12

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Pentamethoxybenzene(CAS DataBase Reference)
• NIST Chemistry Reference: Pentamethoxybenzene(13909-75-6)
• EPA Substance Registry System: Pentamethoxybenzene(13909-75-6)

Safety Data

• Hazardous Substances Data: 13909-75-6(Hazardous Substances Data)

Usage

General Description

Pentamethoxybenzene is an organic compound with the molecular formula C11H14O5. It is a derivative of benzene with five methoxy (-OCH3) groups attached to the ring. Pentamethoxybenzene is a colorless, crystalline solid that is used in organic synthesis as a reagent and as a building block for the preparation of other organic compounds. It is known for its strong aromatic odor and is used in the fragrance industry. Pentamethoxybenzene has also been studied for its potential medicinal properties, including its use as an anti-inflammatory and antioxidant agent. 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

• 30225-99-1 2,3,4,5-Tetramethoxyphenol 
• 77-78-1 dimethyl sulfate 
• 25676-73-7 2,4,6-tribromo-1,3-dimethoxybenzene 
• 151-10-0 1,3-Dimethoxybenzene 
• 1885-35-4 3,4,5-trimethoxybenzonitrile 
• 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 
• 53887-77-7 2-hydroxy-3,4,5,6-tetramethoxybenzene 
• 74-88-4 methyl iodide 
• 19676-64-3 2,3,4-trimethoxyphenol 
• 634-36-6 1,2,3-trimethoxybenzene 
• 118-41-2 Eudesmic acid 

Downstream Products

• 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 
• 3162-28-5 2-hydroxy-3,4,5,6-tetramethoxyacetophenone 
• 478-01-3 nobiletin 
• 29201-97-6 4'-benzyloxy-3',5,6,7,8-pentamethoxyflavone 
• 6965-36-2 2-(3,4,5-trimethoxyphenyl)-5,6,7,8-tetramethoxy-4H-benzopyran-4-one 
• 86475-22-1 2,3,4,5,6-pentamethoxybenzaldehyde 
• 1379053-96-9 2,3,4,6-tetramethoxyphenyl 4-(dimethylamino)benzoate 
• 1356131-03-7 2,3,4,5-tetramethoxyphenyl 4-(dimethylamino)benzoate 
• 1379055-07-8 2,3,5,6-tetramethoxyphenyl 4-(dimethylamino)benzoate 
• 198203-73-5 1,2-dihydroxy-3,4,5-trimethoxybenzene 
• 107649-49-0 (pentamethoxy-phenyl)-acetonitrile 

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.

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.

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.