64118-89-4

Usage

InChI:InChI=1/C11H14O2/c1-4-5-9-6-10(12-2)8-11(7-9)13-3/h4,6-8H,1,5H2,2-3H3

Upstream product

• 7051-16-3 1-chloro-3,5-dimethoxybenzene 
• 106-95-6 allyl bromide 
• 53317-08-1 9-allyl-9-bora-bicyclo[3.3.1]nonane 
• 60319-09-7 3,5-dimethoxyphenyl trifluoromethanesulfonate 
• 107-05-1 3-chloroprop-1-ene 
• 89981-17-9 3,5-dimethoxy-1-phenylmagnesium chloride 
• 877-88-3 3,5-dimethoxybenzyl bromide 
• 1826-67-1 vinyl magnesium bromide 
• 20469-65-2 1-bromo-3,5-dimethoxybenzene 
• 72824-04-5 2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 500-99-2 3,5-dimethoxyphenol 
• 25245-27-6 1-iodo-3,5-dimethoxybenzene 

Downstream Products

• 4670-10-4 (3,5-dimethoxyphenyl)acetic acid 
• 1356935-90-4 2-((1R,2R,3R,4S)-2-(3,5-dimethoxyphenyl)-4-nitro-3-phenylcyclobutyl)ethanol 
• 142039-78-9 3-allylresorcinol 

Relevant academic research and scientific papers

Structure–activity relationships and docking studies of hydroxychavicol and its analogs as xanthine oxidase inhibitors

Hydroxychavicol (HC), which is obtained from the leaves of Piper betle LINN. (Piperaceae), inhibits xanthine oxidase (XO) with an IC50 value of 16.7μM, making it more potent than the clinically used allopurinol (IC50=30.7μM). Herein, a structure–activity relationship analysis of the polar part analogs of HC was conducted and an inhibitor was discovered with a potency 13 times that of HC. Kinetic studies have revealed that HC and its active analog inhibit XO in an uncompetitive manner. The binding structure prediction of these inhibitor molecules to the XO complex with xanthine suggested that both compounds (HC and its analog) could simultaneously form hydrogen bonds with xanthine and XO.

Preparation method of 5-{2-(ethylthio) propyl}-3-hydroxy-hexanaphthene-2-ketene

The invention discloses a preparation method of 5-{2-(ethylthio) propyl}-3-hydroxy-hexanaphthene-2-ketene. The method belongs to a method generating 5-{2-(ethylthio) propyl}-3-hydroxy-hexanaphthene-2-ketene by using 5-bromine-m-dimethoxy benzene as raw materials through condensation reaction, addition reaction, substitution reaction, catalyzed hydrolysis, catalytic hydrogenation. The method provided by the invention has the advantages that the reaction procedure is simple; the reaction process is mild; the reaction yield is high; particularly, the use of ethanethiol is avoided; the influence on the environment can be effectively reduced; the production and the personnel safety of peripheral staff are ensured.

2-Prenylated m-dimethoxybenzenes as potent inhibitors of 15-lipo-oxygenase: inhibitory mechanism and SAR studies

15-lipo-oxygenases are one of the iron-containing proteins capable of performing peroxidation of unsaturated fatty acids in animals and plants. The critical role of enzymes in the formation of inflammations, sensitivities, and some cancers has been demonstrated in mammals. The importance of enzymes has led to the development of mechanistic studies, product analysis, and synthesis of inhibitors. In this study, a series of allyl and prenyl dimethoxybenzenes were synthesized and their inhibitory potency against soybean 15-Lipo-oxygenase (L1; EC 1,13,11,12) was determined. Among the synthetic compounds, 2,6-dimethoxy-1-isopentenyl-4-methylbenzene, 2,6-dimethoxy-1-geranyl-4-methylbenzene, and 2,6-dimethoxy-1-farnesyl-4-methylbenzene showed the most potent inhibitory activity with IC50 values of 7.6, 5.3, and 0.52?μm, respectively. For some of the compounds, SAR studies showed acceptable relationship between inhibitory potency and enzyme–ligand interactions. Radical scavenging assessment results apart from the SAR studies indicate that electronic properties are the major factors for lipo-oxygenase inhibition potency of the mentioned compounds. Based on the theoretical studies, it was suggested that CH…O intramolecular hydrogen bond between ortho-methoxy oxygen and methine hydrogen atoms is one of the major factors in the stability of 2,6-dimethoxyallyl(or prenyl)benzenes radical via the planarity fixation between phenyl and allyl (or prenyl) pi orbitals.

Aryl/heteroaryl pentafluorobenzenesulfonates (ArOPFBs): New electrophilic coupling partners for room temperature Suzuki-Miyaura cross-coupling reactions

The first cross-coupling reaction between aryl/heteroaryl pentafluorobenzenesulfonates and aryl/heteroaryl boronic acids under mild conditions is described. The successful synthesis of highly ortho substituted biaryls and high chemoselectivity of these bench stable intermediates over tosylates, triflates, mesylates, and chlorides increases its scope as a valuable cross-coupling partner. The generality of this protocol was further extended to other boron containing nucleophiles (boronates, trifluoroborates) and alkyl boronic acids.

Total synthesis of Cytosporone B

The total synthesis of Cytosporone B, a naturally occurring agonist for Nur77, has been accomplished. The key steps are the sequential Grignard reaction and Lemieux-van Rudloff oxidation followed by a deprotection of the methyl aromatic ether to phenol an

TRICYCLIC TRIAZOLE COMPOUNDS THAT MODULATE HSP90 ACTIVITY

The present invention relates to substituted tricyclic triazole compounds and compositions comprising substituted tricyclic triazole compounds. The invention further relates to methods of inhibiting the activity of Hsp90 in a subject in need thereof and methods for preventing or treating hyperproliferative disorders, such as cancer, in a subject in need thereof comprising administering to the subject a compound of the invention, or a composition comprising such a compound.

A DUAL CATALYST SYSTEM FOR ALKANE METATHESIS

A method of converting at least one first alkane to a mixture of at least one low molecular weight alkane (optionally also including additional lower and/or higher molecular weight alkanes) and at least one high molecular weight alkane, comprising: reacting a first alkane in the presence of dual catalyst system comprising a first catalyst (i.e., a hydrogen transfer catalyst and preferably an iridium pincer complex catalyst) and a second catalyst (i.e., a metathesis catalyst) to produce a mixture of low and high molecular weight alkanes.

Suzuki reactions with B-allyl-9-borabicyclo[3.3.1]nonane (B-allyl-9-BBN)

The mixture of borate complexes formed on treatment of B-allyl-9-BBN with KOMe readily undergoes Suzuki reactions in the presence of catalytic amounts of Pd(0) complexes, thus transferring their allyl moiety to aryl bromides, -iodides or -triflates.

Synthesis of 5-substituted resorcinol derivatives via cross-coupling reactions

Suzuki and Stille cross-coupling reactions were utilized in the synthesis of 5-substituted 1,3-dimethoxybenzerie and 5-substituted resorcinol derivatives. The substituted resorcinol derivatives were obtained in only three steps from inexpensive reagents. 1,3-Dimethoxybenzoic acid and 1-chloro-3,5-dimethoxybenzene were transformed into 1-iodo-, 1-bromo-, 1-trimethyltin-3,5-dimethoxybenzene and 3,5-dimethoxyphenyl boronic acid. 5-Allyl-1,3-dimethoxybenzene and 3,5-dimethoxybiphenyl derivatives were obtained via cross coupling reactions under mild conditions. HI, BBr3 and AlI3 were used to demethylate these dimethoxybenzenes into their resorcinol derivatives.

Substrate selective catalysis by rhodium metallohosts

A novel supramolecular catalyst functioning according to the principles of enzymatic catalysis is described. It consists of a basket-shaped molecule to which a catalytically active Rh(I) complex is attached. The catalyst selectively hydrogenates and isomerizes allyl-substituted dihydroxyarene substrates that are bound in its cavity. The reactivity of this supramolecular catalyst and its affinity for several substrates is compared with that of the corresponding catalyst without a binding site. Features known from enzymatic catalysis, e.g. Michaelis-Menten kinetics and rate enhancement by cooperative binding, are described and discussed.