2835-96-3

Usage

Chemical Properties

beige crystals

InChI:InChI=1/C7H9NO/c1-5-6(8)3-2-4-7(5)9/h2-4,9H,8H2,1H3

Upstream product

• 99-53-6 2-methyl-4-nitrophenol 
• 64-17-5 ethanol 
• 4113-72-8 1-azido-3-methylbenzene 
• 620-25-7 N-(3-methylphenyl)hydroxylamine 
• 13362-33-9 2-methyl-1,4-benzoquinone 4-oxime 
• 621-66-9 4-hydroxy-3-methyl-azobenzene 
• 1435-63-8 2-Methyl-4-(4-nitro-phenylazo)-phenol 
• 13073-29-5 2-methyl-6-nitrophenol 
• 7647-01-0 hydrogenchloride 
• 7664-93-9 sulfuric acid 
• 78659-97-9 4-(3-methyl-4-hydroxyphenylazo)benzenesulfonic acid 
• 99-08-1 1-methyl-3-nitrobenzene 
• 7758-99-8 copper(II) sulfate 
• 6265-14-1 5-amino-2-hydroxy-3-methyl-benzoic acid 

Downstream Products

• 4370-75-6 methyl-[1,4]benzoquinone-4-imine 
• 16375-90-9 4-acetamido-2-methylphenol 
• 60577-30-2 4-iodo-2-methyl-phenol 
• 553-97-9 2-Methyl-1,4-benzoquinone 
• 50853-69-5 2-Methyl-4-morpholino-phenol 
• 111986-56-2 4-((5-chloropyrimidin-2-yl)oxy)-3-methylaniline 
• 111986-64-2 3-Methyl-4-(5-nitro-pyridin-2-yloxy)-phenylamine 
• 452-72-2 4-fluoro-2-methylphenol 
• 46420-19-3 4'-acetoxy-3'-methylacetanilide 
• 14786-82-4 4-hydroxy-2-methylanisole 
• 1570-64-5 2-methyl-4-chlorophenol 
• 156079-11-7 4-[Bis-(2-hydroxy-ethyl)-amino]-2-methyl-phenol 
• 99-53-6 2-methyl-4-nitrophenol 
• 156079-18-4 2-[(4-Benzyloxy-3-methyl-phenyl)-(2-hydroxy-ethyl)-amino]-ethanol 

Relevant academic research and scientific papers

Monodispersed Ag nanoparticles as catalyst: Preparation based on crystalline supramolecular hybrid of decamethylcucurbit[5]uril and silver ions

Monodispersed silver nanoparticles (Ag0 NPs) have been first prepared on the basis of a postsynthesis via mild reduction from a new crystalline supramolecular hybrid solid assembled from Ag+ ions and decamethylcucurbit[5]uril (Me10CB[5]). Uniform growth of nearly spherical Ag0 NPs with an average size of ca. 4.4 nm was observed on the organic Me10CB[5] support to form Ag@Me10CB[5] composite material. The as-synthesized composite material was characterized by a range of physical measurements (PXRD, TGA, XPS, ICP, TEM, etc.) and was further exploited as a heterogeneous catalyst for the reduction of various nitrophenols in the presence of NaBH4. The kinetics of the reduction process was monitored under various experimental conditions. The Ag@Me10CB[5] composite material showed excellent catalytic performance over the reduction reactions and remained active after several consecutive cycles.

Hydroxylation of aromatic amines with dioxygen in photooxidation sensitized by substituted phthalocyanines

Photooxidation of aniline and its methyl and chloro derivatives with dioxygen sensitized by substituted zinc (PcZn) and palladium (PcPd) phthalocyanines in solution and on the carrier surface upon visible light irradiation affords selectively the corresponding p-aminophenols. Active and the most stable PcPd derivative adsorbed on Amberlite XAD 7HP provides conversion of 2,6-dimethylaniline with selectivity over 90% without the loss of sensitizer activity at least in 8 repeated cycles, the overall turnover number of the sensitizer being greater than 25,000.

Ultrafine silver nanoparticles supported on a covalent carbazole framework as high-efficiency nanocatalysts for nitrophenol reduction

A novel conjugated microporous polymer (CMP) material CZ-TEB was synthesized with a carbazole analogue and 1,3,5-triethynylbenzene. It possessed a high specific surface area, excellent thermal stability and layered-sheet morphology. Furthermore, ultrafine silver nanoparticles were successfully immobilized on CZ-TEB, thus preparing a nanocatalyst Ag0@CZ-TEB. To evaluate its catalytic performance, Ag0@CZ-TEB was exploited in the reduction reaction of nitrophenols, a family of priority pollutants. Ag0@CZ-TEB exhibited high catalytic ability, convenient recovery and excellent reusability. Strikingly, the normalized rate constant (knor) of the reduction reaction of 4-NP to 4-AP is as high as 21.49 mmol-1 s-1. This result shows a significant improvement over all previously reported work. We purposed to use a "capture-release" model to explain the high catalytic ability of Ag0@CZ-TEB. This explanation is supported by further experimental results that agree well with the "capture-release" model.

Synthesis of a superparamagnetic ultrathin FeCO3 nanorods-enzyme bionanohybrid as a novel heterogeneous catalyst

Herein we report a straightforward synthesis of an ultrathin protein-iron(ii) carbonate nanorods (FeCO3-NRs) heterogeneous bionanohybrid at room temperature and in aqueous media. The enzyme induced the in situ formation of well-dispersed FeCO3 NRs on a protein network. The addition of NaBH4 as a reducing agent allowed us to obtain nanorods (5 × 40 nm) with superparamagnetic properties. This bionanohybrid showed excellent catalytic results in reduction, oxidation and C-C bond reactions.

Discovery and SAR study of 3-(tert-butyl)-4-hydroxyphenyl benzoate and benzamide derivatives as novel farnesoid X receptor (FXR) antagonists

3-(tert-Butyl)-4-hydroxyphenyl 2,4-dichlorobenzoate (1) was discovered in our in-house high throughput screening as a moderate FXR antagonist. To improve the potency and the stability of the hit 1, forty derivatives were synthesized and SAR was systematically explored. The results turn out that replacing the 2,4-dichlorophenyl with 2,6-dichloro-4-amidophenyl shows great improvement in potency, replacing the benzoate with benzamide shows improvement in stability and slight declining of potency and 3-(tert-butyl)-4-hydroxyphenyl unit is essential in obtaining the FXR antagonistic activity.

Synthesis and anticoccidial activities of Quinoline Carboxylate derivatives with Methyl (E)-2-(3-methoxy)acrylate moiety

A series of novel quinoline carboxylate derivatives with methyl (E)-2-(3-methoxy) acrylate group were designed and synthesized as anticoccidial medicines. The structures were confirmed by 1H NMR, IR and HR-MS spectra. The biological activities were primarily evaluated according to the anticoccidial index method. The results indicated that these compounds (7c, 7d, 7e, 7g) exhibited anticoccidial activities against Eimeria tenella. In particular, the anticoccidial index of 6-decyloxy-7-ethoxy-4-{6-[2-(2-methoxy-1-methoxycarbonyl- vinyl)phenoxy]pyrimidin-4-yloxy}- quinoline-3-carboxylic acid ethyl ester (7e) was 168.7, which indicated that the compound has a good anticoccidial activity.

New clicked full agonists of the estrogen receptor β

A click chemistry approach was used to synthesize a series of 1,4-diaryl-substituted 1,2,3-triazoles designed to behave as estrogen receptor (ER) ligands. We studied their affinities for both receptors α and β, their agonist activities in a cell-based luciferase reporter assay and their effect on the proliferation of the hormone-dependent MCF-7 cell line. We found two compounds (3a and 3c) that behave as selective full agonists for ERβ at a 20 μM concentration, and one of them (3c) showed no proliferative effect on MCF-7 cells.

Super-hydrophobic yolk-shell nanostructure with enhanced catalytic performance in the reduction of hydrophobic nitroaromatic compounds

A self-templating method to fabricate a super-hydrophobic yolk-shell nano-reactor was reported. Metal nanoparticles were encapsulated in the porous super-hydrophobic shell. This super-hydrophobic catalyst showed excellent performance in the reduction of nitroaromatic compounds in aqueous phase and a positive correlation was found between the reaction rate and the hydrophobicity of the substrate. The Royal Society of Chemistry 2013.

A novel CAN-SiO2-mediated one-pot oxidation of 1-keto-1,2,3,4-tetrahydrocarbazoles to carbazoloquinones: Efficient syntheses of murrayaquinone A and koeniginequinone A

One-pot oxidations of substituted 1-keto-1,2,3,4-tetrahydrocarbazoles (1) to carbazole-1,4-quinones (2) are efficiently carried out by CAN-SiO 2-mediated reaction. This generalized protocol was successfully extended to the synthesis of two naturally occurring carbazoloquinones: murrayaquinone A (2b) and koeniginequinone A (2g). A plausible mechanism for this novel reaction involves formation of a 9-hydroxy-2,3,4,9-tetrahydro-1H- carbazole-1-one followed by rearrangement to 1-hydroxycarbazole derivatives, which are further oxidized by cerium (IV) to carbazoloquinones.

Synthesis and anticoccidial activities of eight novel ethyl 7-alkyl-6-(2-aryloxyethoxy)-4-hydroxyquinoline-3-carboxylates

Eight novel ethyl 7-alkyl-6-(2-aryloxyethoxy)-4-hydroxyquinoline-3- carboxylates were synthesised and their structures were identifi ed by 1H NMR, MS, and IR spectra. The anticoccidial activities of these compounds were evaluated according to the ACI (the anticoccidial index) method. The results showed that two of these compounds exhibited anticoccidial activities against Eimeria tenella in the chicken' diet with a dose of 27 mg kg-1.