31366-85-5

Usage

Uses

Used in Pharmaceutical Applications:
2,2-DIMETHYL-6-HYDROXY-4-CHROMANONE is used as a pharmaceutical agent for its antioxidant properties. Its potential health benefits make it a subject of interest for further research and development in the pharmaceutical industry.
Used in Cosmetic Applications:
2,2-DIMETHYL-6-HYDROXY-4-CHROMANONE is used as a cosmetic ingredient for its antioxidant properties. It can help protect the skin from oxidative stress and may contribute to anti-aging effects.
Used in Food Industry:
2,2-DIMETHYL-6-HYDROXY-4-CHROMANONE is used as a flavoring agent in the food industry. Its unique molecular structure contributes to the taste and aroma of various food products.
Used in Research and Development:
2,2-DIMETHYL-6-HYDROXY-4-CHROMANONE is used in research and development for its potential health benefits and unique molecular structure. Further studies are being conducted to explore its applications in various industries.

Upstream product

• 150692-98-1 1-(2,5-dihydroxyphenyl)-3-methyl-2-buten-1-one 
• 93767-23-8 1-(2',5'-dihydroxyphenyl)-1-oxo-3-methylbutane-3-ol 
• 67-64-1 acetone 
• 490-78-8 2,5-Dihydroxyacetophenone 
• 3350-78-5 3,3-Dimethylacryloyl chloride 
• 123-75-1 pyrrolidine 
• 131341-58-7 2,5'-dihydroxy acetophenone 
• 3780-33-4 2,3-dihydro-2,2-dimethylbenzo[b]pyran-4-one 
• 108-46-3 recorcinol 
• 150-78-7 1,4-dimethoxybezene 

Downstream Products

• 171876-69-0 6-(benzyloxy)-2,2-dimethylchroman-4-one 
• 118701-77-2 6-benzyloxy-2,2-dimethyl-2H-chromen 
• 223749-66-4 (3R,4R)-6-benzyloxy-2,2-dimethyl-3,4-epoxychroman 
• 223749-51-7 6-benzyloxy-2,2-dimethylchroman-4-ol 
• 223749-46-0 HMR 1556 
• 1275584-64-9 4-(tert-butyldiphenylsiloxy)-2,2-dimethyl-6-(2'-methylbut-3'-en-2'-yloxy)chromane 
• 1275584-95-6 4-(tert-butyldiphenylsiloxy)-2,2-dimethyl-5-(3'-methylbut-2'-enyl)chroman-6-ol 
• 1275584-93-4 4-(tert-butyldiphenylsiloxy)-2,2-dimethyl-7-(3'-methylbut-2'-enyl)chroman-6-ol 
• 1275584-83-2 6-benzyloxy-2,2-dimethyl-7-(3'-methylbut-2'-enyl)chroman-4-one 
• 1275584-84-3 (R)-6-benzyloxy-7-(2',3'-dihydroxy-3'-methylbutyl)-2,2-dimethylchroman-4-one 
• 1275584-96-7 (+/-)-6-benzyloxy-7-(2',3'-dihydroxy-3'-methylbutyl)-2,2-dimethylchroman-4-one 
• 1275584-85-4 (S)-6-benzyloxy-7-((3',3'-dimethyloxiran-2'-yl)methyl)-2,2-dimethylchroman-4-one 
• 5331-20-4 2,2,4-trimethyl-2H-chromen-6-ol 
• 1448783-77-4 C₂₇H₃₆F₂N₂O₄ 

Relevant academic research and scientific papers

SYNTHESIS OF 2-SUBSTITUTED CHROMONES, CHROMANONES, AND THIO ANALOGUES USING ORGANOCOPPER REAGENTS

Improved use of organocopper reagents provides a general route to unsymmetrical 2,2-dialkylchromanones and thiochromanones from chromones and thiochromones via a simple addition - oxidation - addition sequence

Synthesis and antitumor studies of novel benzopyrano-1,2,3-selenadiazole and spiro[benzopyrano]-1,3,4-thiadiazoline derivatives

A convenient and efficient synthetic protocol of new selenadiazole and thiadiazoline derivatives incorporating benzopyranone moiety from readily available starting materials was described. Reaction of different 2,2-dialkyl and 2,2-spirocycloalkyl dihydrobenzopyranones 1a-e with semicarbazide hydrochloride and thiosemicarbazide afforded the corresponding semicarbazones 2a-e and thiosemicarbazones 3a-e, respectively. Furthermore, cyclization of the semicarbazones 2a-e via oxidation using selenium dioxide gave a novel series of chromenoselenadiazoles 4a-e. A series of spirobenzopyrano-1,3,4-thiadidazolines 5a-e were synthesized by refluxing of the thiosemicarbazones 3a-e in acetic anhydride. The synthesized compounds were tested in vitro against four cancer cell lines namely: MCF-7, VERO, WI-38, and HEPG-2. In vivo studies were also performed using Ehrlich ascites carcinoma for antitumor activity. Interestingly, Compounds 4b and 5a showed significant antitumor activities and were capable to improve the hematological parameters as well as increase the mean survival time of the mice bearing tumor.

Insect Antifeedant Potential of Xanthohumol, Isoxanthohumol, and Their Derivatives

Xanthohumol (14) and isoxanthohumol (6) derived from hop (Humulus lupulus L., Cannabaceae) and selected chalcone and chromene derivatives, obtained by chemical synthesis, were studied for antifeedant activity against the peach-potato aphid (Myzus persicae [Sulz.]). The study used also commercially available 4-chromanone (1), flavanone (4), naringenin (5), chromone (7), flavone (8), 7-aminoflavone (9), trans-chalcone (10), and 4-methoxychalcone (12). For chromone derivatives it was observed that the presence of a phenyl substituent at C-2 in the chromone (7) skeleton increased the insect antifeedant activity, and this activity was observed for a longer time. Also, the introduction of an amino group at C-7 of flavone (8) considerably increased the insect antifeedant activity, which was observed for the whole test time. Among the compounds examined, the strongest deterrents were isoxanthohumol (6), 7-methoxy-2,2-dimethylchroman-4-one (3), 7-aminoflavone (9), and 4-ethyl-4′-methoxychalcone (13).

Transition metal free regio-selective C-H hydroxylation of chromanones towards the synthesis of hydroxyl-chromanones using PhI(OAc)2 as the oxidant

The chromanone scaffold is considered as a privileged structure in drug discovery. Herein, we report a highly efficient PhI(OAc)2 mediated regioselective, direct C-H hydroxylation of chromanones. This method offers easy access to substituted 6-hydroxy chromanones in moderate to good isolated yields, thus paving the way for their pharmaceutical studies.

Regioselectivity of the Claisen rearrangement in meta-allyloxy aryl ketones: An experimental and computational study, and application in the synthesis of (R)-(-)-pestalotheola D

A study of the regioselectivity of the Claisen rearrangement of meta-allyloxy aryl ketones showed that the electron-withdrawing carbonyl group has a major influence and strongly directs rearrangement to the more hindered ortho position. However, when the ketone is part of a ring structure, its electronic effect can be negated by conversion into its triisopropylsilyl enol ether, which dramatically reverses the regiochemistry of the Claisen rearrangement. DFT calculations suggest that the effect is electronic although there is also a steric effect of the bulky silyl group. This strategy for influencing the regiochemical outcome of the Claisen rearrangement was then employed in a short synthesis of the furo[2,3-g]chromene, (-)-pestalotheola D, that confirms the absolute stereochemistry of the natural product. A new strategy for influencing the regiochemical outcome of the Claisen rearrangement was developed and employed in a short synthesis of furo[2,3-g]chromene, (-)-pestalotheola D (see scheme), which confirms the absolute stereochemistry of the natural product.

An excellent protocol for the synthesis of benzopyrans using basic resin under MWI

A convenient, microwave promoted novel protocol for the synthesis of diverse kinds of substituted benzopyrans from the corresponding variety of substituted hydroxy acetophenones and keto compounds using Amberlite IRA 400 resin (basic resin) under solvent-free conditions, has been developed. This protocol is mild and more efficient than the other reported methods.

USE OF CHROMAN-4-ONE DERIVATIVES

The invention relates to the use of compounds of the formula (I) or of a composition comprising at least one compound of the formula (I), containing radicals as described in the claims, for the care, preservation or improvement of the general state of the skin or hair.

Microwave assisted facile and efficient synthesis of benzopyran

A convenient, fast and high yielding method for the preparation of 3,4-dihydrobenzopyrans has been achieved by the condensation of various acetophenones with different keto compounds in the presence of a base, assisted by microwave activation under solvent free conditions with or without use of a solid support.

SYNTHESIS OF CHROMANONES

Processes for the preparation of biologically active chromanones are disclosed, including processes for the preparation of intermediates useful in the preparation of the biologically active chromanones. The chromanones and the intermediates disclosed herein may be useful for a variety of therapies, including the treatment of various cancers and the treatment of inflammation and inflammation related disorders.

Sulfonamide-substituted chromans, processes for their preparation, their use as a medicament or diagnostic, and medicament comprising them

Sulfonamide-substituted chromans, processes for their preparation, their use as a medicament or a diagnostic, and medicament comprising them Chromans of the formula I and of the formula 1a having the meanings R(A), R(B), R(C) and R(1) to R(8) indicated in the claims are outstandingly suitable for preparing a medicament for blocking the K+channel which is opened by cyclic adenosine monophosphate (cAMP); and further for preparing a medicament for inhibiting gastric acid secretion; for the treatment of ulcers of the stomach and of the intestinal region, in particular of the duodenum, for the treatment of reflux esophagitis, for the treatment of diarrheal illnesses, for the treatment and prevention of all types of arrhythmias including ventricular and supraventricular arrhythmias, and for the control of reentry arrhythmias and for the prevention of sudden heart death as a result of ventricular fibrillation.