47087-07-0

Usage

InChI:InChI=1/C17H16O3/c1-12(17(19)20-2)14-9-6-10-15(11-14)16(18)13-7-4-3-5-8-13/h3-12H,1-2H3

Upstream product

• 67-56-1 methanol 
• 22071-15-4 ketoprofen 
• 186581-53-3 diazomethane 
• 67333-36-2 methyl α-methylthio-α-(m-benzoylphenyl)-propionate 
• 5188-07-8 sodium thiomethoxide 
• 108-86-1 bromobenzene 
• 201230-82-2 carbon monoxide 
• 15016-43-0 3-vinylphenylboronic acid 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 22161-81-5 S-ketoprofen 
• 80622-53-3 methyl 2-(3-bromophenyl)propanoate 
• 98-80-6 phenylboronic acid 
• 119-61-9 benzophenone 
• 5445-17-0 Methyl 2-bromopropionate 

Downstream Products

• 22161-81-5 S-ketoprofen 
• 856893-03-3 2-(3-benzoylphenyl)-3-methoxy-2-methylpropionic acid methyl ester 
• 461382-72-9 methyl 2,2'-(3-benzoylphenyl)-methylhexanoate 
• 118064-62-3 2-(3-(1-phenylvinyl)phenyl)propanoic acid 
• 22071-15-4 ketoprofen 
• 1260498-36-9 methyl 2-(3-benzoylphenyl)-2-methylpentanoate 
• 24021-59-8 methyl -2--(3--benzoylphenyl)--2--methylpropanoate 
• 1262801-26-2 3-[2-{5-(1-(3-benzoylphenyl)ethyl)-1,3,4-oxadiazol-2-ylthio}acetyl]-2H-chromen-2-one 
• 1262801-32-0 C₁₇H₁₄N₂O₂S 
• 56105-81-8 R-ketoprofen 

Relevant academic research and scientific papers

Stable isotope labelling and determination of ketoprofen in human plasma and urine by gas chromatography/negative ion chemical ionization mass spectrometry

A method for the quantitative measurement of the non-steroidal anti-inflammatory drug ketoprofen in human plasma and urine is presented. The assay is based on gas chromatography/negative ion chemical ionization mass spectrometry. The preparation of stable isotope-labelled ketoprofen for use as an internal standard is described. After solvent extraction from the acidified matrix, urine samples were analysed as pentafluorobenzyl esters, whereas plasma samples required further derivatization to the hydroxylamine-trimethylsilyl derivatives. The detection limit was found to be 5 pg in both cases. The method was applied to the pharmacokinetics of ketoprofen in man after epidermal application.

Green Esterification of Carboxylic Acids Promoted by tert-Butyl Nitrite

In this work, the green esterification of carboxylic acids promoted by tert-butyl nitrite has been well developed. This transformation is compatible with a broad range of substrates and exhibits excellent functional group tolerance. Various drugs and substituted amino acids are applicable to this reaction under near neutral conditions, with good to excellent yields.

Preparation method of carboxylic ester compound

The invention relates to a preparation method of a carboxylic ester compound, which comprises the following steps: reacting carboxylic acid with methanol in air under the catalysis of nitrite to obtain an ester compound, the preparation method disclosed by the invention has the advantages of rich raw material sources, cheap and easily available catalyst, mild reaction conditions, simplicity and convenience in operation and the like, a series of fatty carboxylic acids can be modified with high yield, and particularly, the traditional esterification method is generally not suitable for esterification of drug molecules. By utilizing the method, a series of known drug molecules can be modified, so that a shortcut is provided for discovering new drug molecules.

CHEMOSELECTIVE METHYLENE HYDROXYLATION IN AROMATIC MOLECULES

A chemoselective and reactive Mn(CF3-PDP) catalyst system that enables for the first time the strategic advantages of late-stage aliphatic C—H hydroxylation to be leveraged in aromatic compounds. This discovery will benefit small molecule therapeutics by enabling the rapid diversification of aromatic drugs and natural products and identification of their metabolites.

Ni-Catalyzed Reductive C-O Bond Arylation of Oxalates Derived from α-Hydroxy Esters with Aryl Halides

A Ni-catalyzed reductive cross-coupling of α-hydroxycarbonyl compounds modified with oxalyl groups and aryl halides has been developed that furnishes α-aryl esters under mild conditions and tolerates a variety of functionalized aryl halides bearing electron-withdrawing and -donating groups. This work highlights C-O bond fragmentation on secondary alkyl carbon centers that generates α-carbonyl radicals.

Hydroarylation of Alkenes by Protonation/Friedel-Crafts Trapping: HFIP-Mediated Access to Per-aryl Quaternary Stereocenters

Upon treatment with a combination of HFIP and an organic sulfonic acid, alkenes behave as Br?nsted bases and protonate to give carbocations which can be trapped by electron-rich arenes. The reaction constitutes a Friedel-Crafts hydroarylation which procee

Sequential meta-/ortho-C-H Functionalizations by One-Pot Ruthenium(II/III) Catalysis

Sequential twofold meta-C-H/ortho-C-H functionalization was achieved by means of versatile ruthenium(II) biscarboxylate catalysis. The double C-H activation proved viable in a one-pot fashion with the assistance of synthetically useful imidates. The operationally simple twofold C-H functionalization occurred with high levels of positional selectivity control and was conducted in a nonsequential manner by the judicious choice of the reaction temperature. Detailed experimental mechanistic studies, including unprecedented electron paramagnetic resonance (EPR) experiments, provided strong support for homolytic C-X bond cleavage and facile C-H ruthenation, while a computational density functional theory (DFT) analysis was supportive of a novel mechanistic scenario involving synergistic catalysis via cyclometalated ruthenium(III) complexes as key intermediates.

A general approach to intermolecular carbonylation of arene C-H bonds to ketones through catalytic aroyl triflate formation

The development of metal-catalysed methods to functionalize inert C-H bonds has become a dominant research theme in the past decade as an approach to efficient synthesis. However, the incorporation of carbon monoxide into such reactions to form valuable ketones has to date proved a challenge, despite its potential as a straightforward and green alternative to Friedel-Crafts reactions. Here we describe a new approach to palladium-catalysed C-H bond functionalization in which carbon monoxide is used to drive the generation of high-energy electrophiles. This offers a method to couple the useful features of metal-catalysed C-H functionalization (stable and available reagents) and electrophilic acylations (broad scope and selectivity), and synthesize ketones simply from aryl iodides, CO and arenes. Notably, the reaction proceeds in an intermolecular fashion, without directing groups and at very low palladium-catalyst loadings. Mechanistic studies show that the reaction proceeds through the catalytic build-up of potent aroyl triflate electrophiles.

Ruthenium(II)-Catalyzed C?H Difluoromethylation of Ketoximes: Tuning the Regioselectivity from the meta to the para Position

A highly para-selective CAr?H difluoromethylation of ketoxime ethers under ruthenium catalysis has been developed. A wide variety of ketoxime ethers are compatible with the reaction, which leads to the corresponding para-difluoromethylated products in moderate to good yield. A mechanistic study clearly showed that chelation-assisted cycloruthenation is the key factor in the para selectivity of the difluoromethylation of ketoxime ethers. Density functional theory was used to gain a theoretical understanding of the para selectivity.#.

1, 2, 4-oxadiazole incorporated ketoprofen analogues in search of safer non-steroidal anti-inflammatory agents: Design, syntheses, biological evaluation and molecular docking Studies

Background: Improving the gastrointestinal safety profile of Non-Steroidal Anti- Inflammatory Drugs (NSAIDs) is an important goal. An important strategy to develop NSAIDs with minimal Gastrointestinal (GI) toxicity is to target the COX-2 isoform with a se