19012-99-8

Usage

Uses

Used in Pharmaceutical Applications:
2,2-dimethyl-2H-chromen-6-ol is used as a pharmaceutical agent for its anti-inflammatory properties, helping to reduce inflammation and associated symptoms in various conditions.
Used in Antioxidant Formulations:
In antioxidant formulations, 2,2-dimethyl-2H-chromen-6-ol serves as a component to combat oxidative stress and protect cells from damage caused by free radicals.
Used in Anti-cancer Treatments:
2,2-dimethyl-2H-chromen-6-ol is utilized as an anti-cancer agent, potentially inhibiting the growth of cancer cells and contributing to cancer treatment strategies.
Used in Anti-coagulant Therapies:
As an anti-coagulant, 2,2-dimethyl-2H-chromen-6-ol is employed to prevent blood clot formation, which is crucial in the management of various cardiovascular conditions.
Used in Skin Protection and Wound Healing:
In the cosmetic and dermatological industries, 2,2-dimethyl-2H-chromen-6-ol is used as a skin protectant and in wound healing formulations, leveraging its potential to promote skin health and repair.
Used in Traditional Medicine:
2,2-dimethyl-2H-chromen-6-ol is incorporated into traditional medicine practices for its broad range of health benefits, although ongoing research is essential to validate these uses scientifically.

Upstream product

• 31366-88-8 6-hydroxy-2,2-dimethylchroman-4-ol 
• 5919-91-5 prenylhydroquinone 
• 132681-24-4 4-[(1,1-dimethyl-2-propynyl)oxy]phenol 
• 123-31-9 hydroquinone 
• 31366-85-5 6-hydroxy-2,2-dimethyl-chroman-4-one 
• 490-78-8 2,5-Dihydroxyacetophenone 
• 67-56-1 methanol 
• 5594-02-5 2-(3-methyl-2-buten-1-yl)-2,5-cyclohexadiene-1,4-dione 
• 556-82-1 3-methyl-2-buten-1-ol 
• 106-51-4 p-benzoquinone 
• 93767-23-8 1-(2',5'-dihydroxyphenyl)-1-oxo-3-methylbutane-3-ol 
• 115-18-4 2-methyl-3-buten-2-ol 
• 23030-43-5 2,5-dihydroxy-1-iodobenzene 

Relevant academic research and scientific papers

Structure-activity relationship studies on thiaplidiaquinones A and B as novel inhibitors of Plasmodium falciparum and farnesyltransferase

Marine meroterpenoids, thiaplidiaquinones A and B and their respective non-natural dioxothiazine regioisomers have been shown to inhibit mammalian and protozoal farnesyltransferase (FTase) with the regioisomers exhibiting activity in the nanomolar range. In order to explore the structure-activity relationship (SAR) of this class of marine natural products, analogues of thiaplidiaquinones A and B and their regioisomers were synthesised, with variation in the number of isoprene units present in their side chains to afford prenyl and farnesyl analogues. The previously reported geranyl series of compounds were found to be the most potent FTase inhibitors closely followed by the novel farnesyl series. The prenyl series exhibited the most potent anti-plasmodial activity but the series was also the most cytotoxic. Overall, the farnesyl series exhibited moderate anti-plasmodial activity with one analogue, 14 also exhibiting low cytotoxicity, identifying it as a scaffold worthy of further exploration.

Palladium catalyzed synthesis of chromenes and chromenols

Palladium catalyzed coupling of tertiary allylic alcohols (having five, ten or fifteen carbon atoms) with 2-iodophenols or hydroquinones furnishes the corresponding 2,2-disubstituted chromenes (2H-1-benzopyrans) and chromen-6-ols.

Convenient synthesis of linear pyrano[3,2-g]-, [2,3-g]- and angular pyrano[3,2-f]coumarins from 4[(1,1-dimethyl-2-propynyl)oxy]phenol

An easy preparation of new 4-alkoxycarbonyl angular and linear pyranocoumarins starting from 4-[(1,1-dimethyl-2-propynyl)oxy]phenol and their transformation to the known coumarins xanthyletin, 8,8-dimethylpyrano[3,2-f]chromen-3(8H)-one and 7,7-dimethylpyrano[2,3-g]chromen-2(7H)-one is described.

Photoinduced Irreversible Intramolecular Proton Transfer of Arnebinones B, D, and E: The Case of Photoenolization at the p-Benzoquinone-CH2/CH-πSystem

Arnebinones B, E, and D (1-3) have been found to be sensitive to light, generating complex and diverse proton transfer products when triggered by light. A unique two-step irreversible intramolecular proton transfer of 1 produced five scalemic mixtures, of

NOVEL USE OF SUBSTITUTED 2H-CHROMENS AND THEIR DERIVATIVES

The present invention is directed towards the use of 2H-chromens and their derivatives of formula (I) and/or of formula (II) wherein R1 and R2 are independently from each other H or C1-11-alkyl or (CH2)n/s

Bio-inspired dimerisation of prenylated quinones directed towards the synthesis of the meroterpenoid natural products, the scabellones

Stirring 2-geranyl-6-methoxy-1,4-hydroquinone in pyridine/O2 or 2-geranyl-6-methoxy-1,4-benzoquinone in pyridine/N2 affords the dimeric meroterpenoid natural products, scabellones A-C in modest to low yields and also identifies 2-methoxy-6-(4-methylpent-3-en-1-yl)-1,4-naphthoquinone (scabellone E) as a new natural product. The corresponding reaction of the des-methoxy analogue, 2-geranyl-1,4-benzoquinone in degassed pyridine for three days afforded the natural product cordiachromene A (15% yield) and 6-(4-methylpent-3-en-1-yl)-1,4-naphthoquinone (12%), the latter being a likely biosynthetic precursor to the marine meroterpenoid alkaloids, conicaquinones A and B.

Natural product-like combinatorial libraries based on privileged structures. 1. General principles and solid-phase synthesis of benzopyrans

Herein we report a novel strategy for the design and construction of natural and natural product-like libraries based on the principle of privileged structures, a term originally introduced to describe structural motifs capable of interacting with a variety of unrelated molecular targets. The identification of such privileged structures in natural products is discussed, and subsequently the 2,2-dimethylbenzopyran moiety is selected as an inaugural template for the construction of natural product-like libraries via this strategy. Initially, a novel solid-phase synthesis of the benzopyran motif is developed employing a unique cycloloading strategy that relies on the use of a new, polystyrene-based selenenyl bromide resin. Once the loading, elaboration, and cleavage of these benzopyrans was established, this new solid-phase method was then thoroughly validated through the construction of six focused combinatorial libraries designed around natural and designed molecules of recent biological interest.

The synthesis of 8a-methoxy-2H,6H-chromen-6-ones and corresponding 2H-chromenes by a unique process utilising phenolic oxidation

(Z)-1-Hydroxy-3-(3'-hydroxyphenyl)prop-2-enes undergo phenolic oxidation by phenyliodonium diacetate (PIDA) in methanol to give 8a-methoxy-2H,6H-dihydrochromen-6-ones. These are reduced by DIBAL-H to 2-substituted-Δ3,4-chromenes the overall process being a unique heterocyclic synthesis in which the heteroatom is not initially attached to a benzene ring, but is introduced from a side chain. Parallel oxidations using cis-1-hydroxy-3-(3'-hydroxyphenyl)prop-2,3-oxiranes have also been achieved despite the presence of the sensitive oxirane ring.

Studies of Chromenes. Part 9. Syntheses of Chromenequinones

Syntheses of 2,2-dimethylchromene-5,8-quinone, 2,2-dimethylchromene-6,7-quinone, and 6,7-dimethoxy-2,2-dimethylchromene-5,8-quinone are described.Being easily bioreductible to electron-rich chromenes these compounds, and their oxirane derivatives, are of

Synthesis of 2,2-Dimethyl-2H-chromenes via a Palladium(II) Catalysed Reaction

The antijuvenile hormones Precocene-1, Precocene-II and other bioactive 2,2-dimethyl-2H-chromenes have been synthesised by intramolecular oxidative cyclisation of 2-isoprenyl phenols catalysed by a palladium(II) salt.