60756-73-2

Usage

InChI:InChI=1/C13H12O3/c1-8(13(15)16)9-2-3-11-7-12(14)5-4-10(11)6-9/h2-8,14H,1H3,(H,15,16)

Upstream product

• 23981-80-8 naproxen 
• 134735-97-0 N,N-dimethyl-2-(6-methoxy-2-naphthyl)phenylpropionamide 
• 23981-47-7 6-methoxy-2-naphthylacetic acid 
• 22204-53-1 (2S)-2-(6-methoxy(2-naphthyl))propanoic acid 

Downstream Products

• 22204-53-1 (2S)-2-(6-methoxy(2-naphthyl))propanoic acid 
• 61495-42-9 6-Hydroxy-α-methyl-2-naphthaleneacetic acid methyl ester 
• 23981-80-8 naproxen 
• 1423166-16-8 6-(1-oxo-1-(4-(3-thioxo-3H-1,2-dithiol-5-yl)phenoxy)propan-2-yl)naphthalen-2-yl 4-(nitrooxy)butanoate 
• 123016-15-9 α-methyl-6-(2-quinolinylmethoxy)-2-naphthaleneacetic acid 

Relevant academic research and scientific papers

Efficient demethylation of aromatic methyl ethers with HCl in water

A green, efficient and cheap demethylation reaction of aromatic methyl ethers with mineral acid (HCl or H2SO4) as a catalyst in high temperature pressurized water provided the corresponding aromatic alcohols (phenols, catechols, pyrogallols) in high yield. 4-Propylguaiacol was chosen as a model, given the various applications of the 4-propylcatechol reaction product. This demethylation reaction could be easily scaled and biorenewable 4-propylguaiacol from wood and clove oil could also be applied as a feedstock. Greenness of the developed methodversusstate-of-the-art demethylation reactions was assessed by performing a quantitative and qualitative Green Metrics analysis. Versatility of the method was shown on a variety of aromatic methyl ethers containing (biorenewable) substrates, yielding up to 99% of the corresponding aromatic alcohols, in most cases just requiring simple extraction as work-up.

Naproxen impurity and preparation method thereof

The invention provides a naproxen impurity R, and the structural formula of the naproxen impurity R is shown in the specification. The invention also provides a preparation method of the naproxen impurity R. The preparation method comprises the following steps of: demethylating naproxen racemate in an acidic medium, and further reacting the demethylated naproxen racemate with 3-bromo-2, 2-dimethyl-1-propanol in the presence of an acid-binding agent to obtain the naproxen impurity R. The naproxen impurity R disclosed by the invention is suitable for being used as an impurity reference substancefor researching the synthesis quality of naproxen and intermediates thereof.

NO- AND H2S- RELEASING COMPOUNDS

This disclosure relates to compounds containing both an NO-releasing moiety and an H2S-releasing moiety and the use of such compounds in treating inflammatory diseases, including cancers.

Preparation of human drug metabolites using fungal peroxygenases

The synthesis of hydroxylated and O- or N-dealkylated human drug metabolites (HDMs) via selective monooxygenation remains a challenging task for synthetic organic chemists. Here we report that aromatic peroxygenases (APOs; EC 1.11.2.1) secreted by the agaric fungi Agrocybe aegerita and Coprinellus radians catalyzed the H2O2-dependent selective monooxygenation of diverse drugs, including acetanilide, dextrorphan, ibuprofen, naproxen, phenacetin, sildenafil and tolbutamide. Reactions included the hydroxylation of aromatic rings and aliphatic side chains, as well as O- and N-dealkylations and exhibited different regioselectivities depending on the particular APO used. At best, desired HDMs were obtained in yields greater than 80% and with isomeric purities up to 99%. Oxidations of tolbutamide, acetanilide and carbamazepine in the presence of H218O2 resulted in almost complete incorporation of 18O into the corresponding products, thus establishing that these reactions are peroxygenations. The deethylation of phenacetin-d1 showed an observed intramolecular deuterium isotope effect [(kH/kD) obs] of 3.1 ± 0.2, which is consistent with the existence of a cytochrome P450-like intermediate in the reaction cycle of APOs. Our results indicate that fungal peroxygenases may be useful biocatalytic tools to prepare pharmacologically relevant drug metabolites.

Design, synthesis and pharmacological evaluation of novel naphthalenic derivatives as selective MT1 melatoninergic ligands

Novel heterodimer analogues of melatonin were synthesized, when agomelatine (1) and various aryl units are linked via a linear alkyl chain through the methoxy group. The compounds were tested for their actions at melatonin receptors. Several of these liga

Controlled Release of Nitric Oxide And Drugs From Functionalized Macromers And Oligomers

The present invention provides NO and, optionally, drug releasing macromers and oligomers wherein the drug molecule and NO releasing moiety are linked an absorbable macromer or oligomeric chain susceptible to hydrolytic degradation and wherein the macrome

FUNCTIONALIZED PHENOLIC COMPOUNDS AND POLYMERS THEREFROM

The present invention relates to compounds of formula I, which are functionalized phenolic compounds, and polymers formed from the same. Ar—[O—(X)p—R′]q??I Polymers formed from the functionalized phenolics are expected to have controllable degradation profiles, enabling them to release an active component over a desired time range. The polymers are also expected to be useful in a variety of medical applications.

PREPARATION AND UTILITY OF SUBSTITUTED CARBOXYLIC ACID COMPOUNDS

The present disclosure is directed to modulators of cyclooxygenase (COX) enzymes and pharmaceutically acceptable salts and prodrugs thereof, the chemical synthesis thereof, and the medical use of such compounds for the treatment and/or management of the s

Functionalized drugs and polymers derived therefrom

Compounds selected from: where DRUG-OH, DRUG-COOH and DRUG-NH2 are biologically active compounds; each X is independently selected from —CH2COO— (glycolic acid moiety), —CH(CH3)COO— (lactic acid moiety), —CH2CH2OCH2COO— (dioxanone moiety), —CH2CH2CH2CH2CH2COO— (caprolactone moiety), —(CH2)yCOO—, where y is 2-4 or 6-24 and —(CH2CH2O)zCH2COO—, where z is 2-24; each Y is independently selected from —COCH2O— (glycolic ester moiety), —COCH(CH3)O— (lactic ester moiety), —COCH2OCH2CH2O— (dioxanone ester moiety), —COCH2CH2CH2CH2CH2O— (caprolactone ester moiety), —CO(CH2)mO—, where m is 2-4 or 6-24 and —COCH2O(CH2CH2O)n— where n is between 2-24; R′ is hydrogen, benzyl or an alkyl group, the alkyl group being either straight-chained or branched; and p is 1-6. Multi-functional compounds and drug dimers, oligomers and polymers are also disclosed.

Alternative synthesis of 2-arylpropanoic acids from enolate and aryl halides

Arylpropanoic acids, a type of non-steroidal antiinflammatory drug, have been prepared in liquid ammonia by photo-radical nucleophilic substitution of halogenoarenes with sodium N,N-dimethylacetamide enolate followed by methylation and hydrolysis.Rapid substitution occured in many cases with good to excellent yields of arylpropanoic acids.The title compounds have also been prepared by arylation of sodium acetone enolate with methylation and oxidation in a haloform reaction.