60770-00-5

Usage

InChI:InChI=1/C10H12O3/c1-3-13-10(12)8-5-4-7(2)6-9(8)11/h4-6,11H,3H2,1-2H3

Upstream product

• 117530-22-0 ethyl 2-hydroxy-4-methyl-6-methylthiobenzoate 
• 60-29-7 diethyl ether 
• 50-85-1 2-hydroxy-p-toluic acid 
• 94-08-6 4-methylbenzoic acid ethyl ester 
• 451-46-7 4-fluorobenzoic acid ethyl ester 
• 14619-42-2 ethyl 4-methyl-2-oxocyclohex-3-ene-1-carboxylate 
• 141-97-9 ethyl acetoacetate 
• 7119-27-9 4-chloro-3-buten-2-one 
• 4643-20-3 (E)-4-chloro-3-buten-2-one 
• 64-17-5 ethanol 

Downstream Products

• 24279-13-8 2-hydroxy-4-methyl-3-nitro-benzoic acid ethyl ester 
• 1378258-55-9 2-(5-((3-chlorobenzyl)thio)-1,3,4-oxadiazol-2-yl)-5-methylphenol 
• 1378258-56-0 2-(5-((4-chlorobenzyl)thio)-1,3,4-oxadiazol-2-yl)-5-methylphenol 
• 1378258-60-6 2-(5-((2-fluorobenzyl)thio)-1,3,4-oxadiazol-2-yl)-5-methylphenol 
• 1378258-63-9 2-(5-((4-fluorobenzyl)thio)-1,3,4-oxadiazol-2-yl)-5-methylphenol 
• 1378258-65-1 5-methyl-2-(5-((3-methylbenzyl)thio)-1,3,4-oxadiazol-2-yl)phenol 
• 1378258-68-4 5-methyl-2-(5-((4-methylbenzyl)thio)-1,3,4-oxadiazol-2-yl)phenol 
• 1378258-71-9 2-(5-((3-methoxybenzyl)thio)-1,3,4-oxadiazol-2-yl)-5-methylphenol 
• 1378258-75-3 2-(5-((4-methoxybenzyl)thio)-1,3,4-oxadiazol-2-yl)-5-methylphenol 
• 1378258-77-5 5-methyl-2-(5-((2-nitrobenzyl)thio)-1,3,4-oxadiazol-2-yl)phenol 
• 1378258-81-1 5-methyl-2-(5-((3-nitrobenzyl)thio)-1,3,4-oxadiazol-2-yl)phenol 
• 1378258-83-3 5-methyl-2-(5-((4-nitrobenzyl)thio)-1,3,4-oxadiazol-2-yl)phenol 
• 69443-64-7 2-hydroxy-4-methylbenzohydrazine 
• 1380395-55-0 2-(5-(2-hydroxy-4-methylphenyl)-1,3,4-oxadiazol-2-ylthio)-1-phenylethanone 

Relevant academic research and scientific papers

Synthesis, biological evaluation and molecular modeling studies of Schiff bases derived from 4-methylsalicylic acid as potential immunosuppressive agents

A series of Schiff bases derived from 4-methylsalicylic acid (4a-4s) were synthesized, 14 of which (4a-4h, 4j-4l, 4n, 4q, and 4s) were reported for the first time. All the synthesized compounds were evaluated for their immunosuppressive activities for the

Overcoming the Deallylation Problem: Palladium(II)-Catalyzed Chemo-, Regio-, and Stereoselective Allylic Oxidation of Aryl Allyl Ether, Amine, and Amino Acids

We report herein a Pd(II)/bis-sulfoxide-catalyzed intramolecular allylic C-H acetoxylation of aryl allyl ether, amine, and amino acids with the retention of a labile allyl moiety. Mechanistically, the reaction proceeds through a distinct double-bond isomerization from the allylic to the vinylic position followed by intramolecular carboxypalladation and the β-hydride elimination pathway. For the first time, C-H oxidation of N-allyl-protected amino acids to furnish five-membered heterocycles through 1,3-syn-addition is established with excellent diastereoselectivity.

Containing 2 - mercapto acetophenone 1, 3, 4 - oxadiazole derivative and its preparation and anti-tumor activity

The invention relates to a 2-mercaptoacetophenone-containing 1, 3, 4-oxadiazole derivative, which is characterized by having a general formula as the following. In the formula, R1 represents the following, and R2 represents -H -Br. The 2-mercaptoacetophen

SUBSTITUTED TRICYCLIC COMPOUNDS WITH ACTIVITY TOWARDS EP1 RECEPTORS

The present invention belongs to the field of EP1 receptor ligands. More specifically it refers to compounds of general formula (I) having great affinity and selectivity for the EP1 receptor. The invention also refers to the process for their preparation, to their use as medicament for the treatment and/or prophylaxis of diseases or disorders mediated by the EP1 receptor as well as to pharmaceutical compositions comprising them.

Novel 1,3,4-oxadiazole thioether derivatives targeting thymidylate synthase as dual anticancer/antimicrobial agents

A series of novel 1,3,4-oxadiazole thioether derivatives (compounds 9-44) were designed and synthesized as potential inhibitors of thymidylate synthase (TS) and as anticancer agents. The in vitro anticancer activities of these compounds were evaluated against three cancer cell lines by the MTT method. Among all the designed compounds, compound 18 bearing a nitro substituent exhibited more potent in vitro anticancer activities with IC50 values of 0.7 ± 0.2, 30.0 ± 1.2, 18.3 ± 1.4 μM, respectively, which was superior to the positive control. In the further study, it was identified as the most potent inhibitor against two kinds of TS protein (for human TS and Escherichia coli TS, IC50 values: 0.62 and 0.47 μM, respectively) in the TS inhibition assay in vitro and the most potent antibacterial agents with MIC (minimum inhibitory concentrations) of 1.56-3.13 μg/mL against the tested four bacterial strains. Molecular docking and 3D-QSAR study supported that compound 18 can be selected as dual antitumor/antibacterial candidate in the future study.

Pd-catalyzed sp2 C-H hydroxylation with TFA/TFAA via weak coordinations

An efficient sp2 C-H hydroxylation has been developed for the synthesis of a wide range of functionalized phenols with aryl ketones, benzoates, benzamides, acetanilides and sulfonamides through palladium(II) catalysis. A trifluoroacetic acid (TFA)/trifluoroacetic anhydride (TFAA) co-solvent system serves as the oxygen source and is the critical factor for weak coordination promoted C-H activation. Georg Thieme Verlag Stuttgart New York.

Synthesis, biological evaluation and molecular docking studies of 1,3,4-oxadiazole derivatives as potential immunosuppressive agents

A series of 1,3,4-oxadiazole derivatives derived from 4-methoxysalicylic acid or 4-methylsalicylic acid (6a-6z) have been first synthesized for their potential immunosuppressive activity. Among them, compound 6z displayed the most potent biological activity against lymph node cells (inhibition = 38.76% for lymph node cells and IC50 = 0.31 μM for PI3Kγ). The preliminary mechanism of compound 6z inhibition effects was also detected by flow cytometry (FCM) and the compound exerted immunosuppressive activity via inducing the apoptosis of activated lymph node cells in a dose dependent manner. Docking simulation was performed to position compound 6z into the PI3Kγ structure active site to determine the probable binding model.

Ruthenium(II)-catalyzed synthesis of hydroxylated arenes with ester as an effective directing group

An unprecedented Ru(II) catalyzed ortho-hydroxylation has been developed for the facile synthesis of a variety of multifunctionalized arenes from easily accessible ethyl benzoates with ester as an efficient directing group. Both the TFA/TFAA cosolvent system and oxidants serve as the critical success factors in this transformation. The reaction demonstrates excellent reactivity, good functional group tolerance, and high yields.

Pd-catalyzed C-H oxygenation with TFA/TFAA: Expedient access to oxygen-containing heterocycles and late-stage drug modification

Functionalized phenols are valuable industrial chemicals related to pharmaceuticals, agrochemicals, and polymers. Therefore, the direct catalytic hydroxylation of arenes to produce phenols has attracted much attention. Although tremendous progress has been made in this field, there are still difficult substrates which remain unmet challenges for direct hydroxylation in terms of regio- and chemoselectivity, as well as the practicality of current methods (Scheme 1). For example, 2-hydroxy aromatic ketones are useful synthetic intermediates for the preparation of various oxygen-containing heterocycles such as benzofuranone, chromanone, benzoxazole, and dibenzooxazepine; they also serve as key building blocks for drugs such as celiprolol, acebutolol, and propafenone. Traditional strategies for accessing 2-hydroxy aromatic ketones have mainly involved the oxidation of benzylic alcohols, the hydrolysis of aromatic halides, Fries rearrangement of esters or the demethylation of methyl phenyl ether. These methods generally suffer from one limitation or another, such as tedious reaction procedures, harsh reaction conditions, low yields, or the formation of side products. Hence, direct transformation of readily available aromatic ketones into valuable 2-hydroxylated products by transition metal-catalyzed C-H functionalization is arguably a highly efficient and atom-economic method to access these compounds. Moreover, developing a more general strategy for the regio- and chemoselective C-H oxygenation of a variety of challenging arenes would be especially desirable for phenol synthesis (Scheme 1).

Design, synthesis, structure, and dehydrogenation reactivity of a water soluble o-iodoxybenzoic acid derivative bearing a trimethylammonium group

5-Trimethylammonio-1, 3-dioxo-1, 3-dihydro-1λ5-benzo[d][1, 2]iodoxol-1-ol anion (AIBX 1a), an o-iodoxybenzoic acid (IBX) derivative having the trimethylammonium moiety on its phenyl ring, possesses very good solubility in water and distinct oxidative properties from IBX, which is demonstrated in the oxidation of various β-keto esters to the corresponding dehydrogenated products using water as cosolvent. The regeneration of AIBX 1a can be easily realized from the reaction mixture due to its good water solubility.2011 American Chemical Society.