15457-50-8

Usage

Uses

Used in Pharmaceutical Production:
p-(N-Benzoylamino)phenol is used as a key intermediate in the synthesis of various pharmaceuticals. Its unique chemical structure allows it to be incorporated into the development of new drugs, contributing to the advancement of medicinal chemistry.
Used in Organic Synthesis:
As an intermediate in organic synthesis, p-(N-Benzoylamino)phenol is utilized in the preparation of a wide range of organic compounds. Its reactivity and functional groups make it a valuable building block for the creation of complex organic molecules, further expanding its applications in the field of organic chemistry.
Used in Photodynamic Therapy for Cancer Treatment:
p-(N-Benzoylamino)phenol has been studied for its potential use in photodynamic therapy, a non-invasive cancer treatment method. Its ability to absorb light and generate reactive oxygen species upon exposure makes it a promising candidate for the development of new cancer therapies, offering an alternative to traditional chemotherapy and radiation treatments.
Used as a Reagent in Organic Chemistry:
p-(N-Benzoylamino)phenol serves as an important reagent in the synthesis of various organic compounds. Its versatility and reactivity make it a valuable tool for chemists, enabling the synthesis of a diverse array of organic molecules for research and industrial applications.

InChI:InChI=1/C13H11NO2/c15-12-8-6-11(7-9-12)14-13(16)10-4-2-1-3-5-10/h1-9,15H,(H,14,16)

Upstream product

• 110-86-1 pyridine 
• 123-30-8 4-amino-phenol 
• 98-88-4 benzoyl chloride 
• 81123-44-6 (4-hydroxyphenyl)(phenyl)methanone oxime 
• 644-32-6 dibenzoyl disulfide 
• 64-17-5 ethanol 
• 93-99-2 benzoic acid phenyl ester 
• 60-29-7 diethyl ether 
• 93-97-0 benzoic acid anhydride 
• 93-98-1 N-phenyl benzoyl amide 
• 33388-23-7 3-benzoyl-2(3H)-benzoxazolethione 
• 304-88-1 N-phenylbenzohydroxamic acid 
• 54769-36-7 N-benzoyloxybenzotriazole 
• 81235-20-3 3-(benzothiazol-2-ylthio)-1,2-benzisothiazole 1,1-dioxide 

Downstream Products

• 720-98-9 4-benzoyloxy-aniline 
• 74973-18-5 acetic acid 4-benzoylaminophenyl ester 
• 102554-85-8 1-benzoylamino-4-(4-nitro-benzoyloxy)-benzene 
• 81079-97-2 N-benzoyl-3,5-bis(N-pyrrolidinylmethyl)-4-hydroxyaniline 
• 81079-98-3 N-(benzoyl)3,5-bis(piperidinylmethyl)-4-hydroxyaniline 
• 81080-00-4 N-(benzoyl)3,5-bis(morpholinomethyl)-4-hydroxyaniline 
• 73153-62-5 4-Benzamidophenyl-methansulfinat 
• 73153-63-6 4-Benzamidophenyl-cyclohexansulfinat 
• 129201-43-0 N-Benzoyl-1,4-benzoquinone imine 
• 73153-59-0 4-(benzoylamino)phenyl methanesulfonate 
• 73153-61-4 4-Benzamidophenyl-cyclohexansulfonat 
• 29142-31-2 N-((1r,4r)-4-hydroxycyclohexyl)cyclohexanecarboxamide 
• 262425-67-2 N-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-benzamide 
• 129201-44-1 N-(2,3,5,6-Tetrachloro-4-oxo-cyclohexa-2,5-dienylidene)-benzamide 

Relevant academic research and scientific papers

Sulfonimide and amide derivatives as novel PPARα antagonists: Synthesis, antiproliferative activity, and docking studies

An agonist?antagonist switching strategy was performed to discover novel PPARα antagonists. Phenyldiazenyl derivatives of fibrates were developed, bearing sulfonimide or amide functional groups. A second series of compounds was synthesized, replacing the

Single-pot tandem oxidative/C-H modification amidation process using ultrasmall PdNP-encapsulated porous organosilica nanotubes

Herein, we studied a single-pot method with a dual catalysis process towards the conversion of primary aromatic alcohols to amides using ultrasmall PdNPs of controlled uniform size (1.8 nm) inside hybrid mesoporous organosilica nanotubes (MO-NTs). The cat

Synthesis, biological evaluation, and molecular docking of new series of antitumor and apoptosis inducers designed as VEGFR-2 inhibitors

Based on quinazoline, quinoxaline, and nitrobenzene scaffolds and on pharmacophoric features of VEGFR-2 inhibitors, 17 novel compounds were designed and synthesised. VEGFR-2 IC50 values ranged from 60.00 to 123.85 nM for the new derivatives compared to 54.00 nM for sorafenib. Compounds 15a, 15b, and 15d showed IC50 from 17.39 to 47.10 μM against human cancer cell lines; hepatocellular carcinoma (HepG2), prostate cancer (PC3), and breast cancer (MCF-7). Meanwhile, the first in terms of VEGFR-2 inhibition was compound 15d which came second with regard to antitumor assay with IC50 = 24.10, 40.90, and 33.40 μM against aforementioned cell lines, respectively. Furthermore, Compound 15d increased apoptosis rate of HepG2 from 1.20 to 12.46% as it significantly increased levels of Caspase-3, BAX, and P53 from 49.6274, 40.62, and 42.84 to 561.427, 395.04, and 415.027 pg/mL, respectively. Moreover, 15d showed IC50 of 253 and 381 nM against HER2 and FGFR, respectively.

Redox-Neutral Selenium-Catalysed Isomerisation of para-Hydroxamic Acids into para-Aminophenols

A selenium-catalysed para-hydroxylation of N-aryl-hydroxamic acids is reported. Mechanistically, the reaction comprises an N?O bond cleavage and consecutive selenium-induced [2,3]-rearrangement to deliver para-hydroxyaniline derivatives. The mechanism is studied through both 18O-crossover experiments as well as quantum chemical calculations. This redox-neutral transformation provides an unconventional synthetic approach to para-aminophenols.

Simple Synthesis of Amides via Their Acid Chlorides in Aqueous TPGS-750-M

The technology of surfactant chemistry is employed for amide bond construction via the reaction of acyl chlorides with amines in 2 wt % TPGS-750-M aqueous solution. Specifically, this highly efficient method enables a chromatography-free scalable process and recycling of the TPGS-750-M solution.

A new series of aryl sulfamate derivatives: Design, synthesis, and biological evaluation

Steroid sulfatase (STS) has recently emerged as a drug target for management of hormone-dependent malignancies. In the present study, a new series of twenty-one aryl amido-linked sulfamate derivatives 1a-u was designed and synthesized, based upon a cycloh

Chlorotropylium Promoted Conversions of Oximes to Amides and Nitriles

Chlorotropylium chloride as a catalyst for the transformations of oximes, ketones, and aldehydes to their corresponding amides and nitriles in excellent yields (up to 99 %) and in short reaction times (mostly 10–15 min). Oximes were electrophilically attacked on the hydroxyl oxygen by chlorotropylium. The produced tropylium oxime ethers were the key intermediates, of which the ketoxime ether led to amide through Beckmann rearrangement, and the aldoxime ether led to nitrile by nitrogen base DBU assisted formal dehydration. This chlorotropylium activation protocol offered general, mild, and efficient avenues bifurcately from oximes to both amides and nitriles by one organocatalyst.

Synthesis and pharmacological evaluation of piperidine (piperazine)-amide substituted derivatives as multi-target antipsychotics

We report the optimisation of a series of novel amide-piperidine (piperazine) derivatives using the multiple ligand approach with dopamine and serotonin receptors. Of the derivatives, compound 11 exhibited high affinity for the D2, 5-HT1A, and 5-HT2A receptors, but low affinity for the 5-HT2C and histamine H1 receptors and human ether-a-go-go-related gene (hERG) channels. In vivo, compound 11 reduced apomorphine-induced climbing, MK-801-induced hyperactivity and DOI-induced head twitching without observable catalepsy, even at the highest dose tested. In addition, it exhibited suppression in a CAR test. Furthermore, in a novel object recognition task, it displayed procognition properties. Therefore, compound 11 is a promising candidate multi-target antipsychotic.

Catalyst- And oxidant-free electrochemical: para -selective hydroxylation of N -arylamides in batch and continuous-flow

Hydroxyl compounds serve as key building blocks in the preparation of biologically active natural products and drugs. Traditionally, hydroxylation of the aromatic ring is achieved using stoichiometric amounts of oxidants, which leads to low atom-economy, undesired by-products, potential explosion risk and environmental pollution. Recently, electrosynthesis has attracted increasing attention as it employs clean electrical energy to promote redox reactions avoiding the use of oxidants. However, due to the poor mass and heat transfers of batch cells, low productivity and selectivity limit its further application. Herein, we develop a catalyst-, oxidant-, acidic solvent- and quaternary ammonium salt-free electrochemical para-selective hydroxylation of N-arylamides at room temperature in batch and continuous-flow. This proposal features excellent position control and water, air and functional group tolerance. Also, it is easy to scale up with higher productivity and selectivity using a flow electrolysis cell.

Solvent- and transition metal-free amide synthesis from phenyl esters and aryl amines

A general, economical, and environmentally friendly method of amide synthesis from phenyl esters and aryl amines was developed. This new method has significant advantages compared to previously reported palladium-catalyzed approaches. The reaction is performed transition metal- and solvent-free, using a cheap and environmentally benign base, NaH. This approach enabled us to obtain target amides in high yields with high atom economy.