92041-43-5

Usage

Chemical Structure

Derived from ethanone and hydrochloride, with a hydroxy group and a morpholin-4-ylmethyl group attached to a phenyl ring.

Industry Usage

Commonly used in the pharmaceutical industry.

Biological Activities

Exhibits anti-inflammatory and antioxidant properties.

Intermediate Role

Often used as an intermediate in the synthesis of pharmaceutical drugs and other organic compounds.

Potential Applications

Has potential applications in the treatment of neurodegenerative diseases and cancer.

Versatility

A versatile chemical with a wide range of potential uses in drug development and research.

InChI:InChI=1/C13H17NO3/c1-10(15)11-2-3-13(16)12(8-11)9-14-4-6-17-7-5-14/h2-3,8,16H,4-7,9H2,1H3

Upstream product

• 110-91-8 morpholine 
• 50-00-0 formaldehyd 
• 99-93-4 4-Hydroxyacetophenone 
• 24085-05-0 1-(3-chloromethyl-4-hydroxyphenyl)ethanone 

Downstream Products

• 1594133-64-8 (E)-3-(6-chloro-4-(4-fluorophenyl) quinolin-2-yl)-1-(4-hydroxy-3-(morpholinomethyl)phenyl)prop-2-en-1-one 
• 1064288-18-1 C₁₉H₂₁NO₃S 
• 1064288-19-2 (E)-1-[4-hydroxy-3-(morpholinomethyl)phenyl]-3-(5-methylfuran-2-yl)prop-2-en-1-one 
• 1064288-17-0 (2E)-1-[4-hydroxy-3-(morpholin-4-ylmethyl)phenyl]-3-(thiophen-2-yl)prop-2-en-1-one 
• 1064288-16-9 C₁₈H₁₉NO₄ 
• 1064288-13-6 C₁₉H₂₀N₂O₃ 
• 1064288-12-5 E-1-(4-hydroxy-3-(morpholin-4-ylmethyl)phenyl)-3-(2-pyridinyl)prop-2-en-1-one 
• 93344-86-6 Thiophosphoric acid O-(4-acetyl-2-morpholin-4-ylmethyl-phenyl) ester O',O''-diethyl ester 

Relevant academic research and scientific papers

Microwave-assisted synthesis of mono- And disubstituted 4-hydroxyacetophenone derivatives via Mannich reaction: Synthesis, XRD and HS-analysis

An efficient microwave-assisted one-step synthetic route toward Mannich bases is developed from 4-hydroxyacetophenone and different secondary amines in quantitative yields, via a regioselective substitution reaction. The reaction takes a short time and is

Cu(II)-Catalyzed ortho-Selective Aminomethylation of Phenols

A Cu(II)-catalyzed ortho-selective functionalization of free phenols with trifluoroborates to afford Csp2-Csp3 coupling products under mild conditions has been developed. A variety of functional groups on the phenol and the potassium aminomethyltrifluoroborate substrates were found compatible, furnishing the corresponding products in moderate to excellent yields. A single-electron transfer radical coupling mechanism involving a six-membered transition state is proposed to rationalize the high levels of ortho-selectivity in the reaction. This protocol provides straightforward access to ortho-aminomethyl-substituted phenols, unnatural amino acids and other bioactive small molecules.

Design, synthesis, and biological evaluation of Mannich bases of heterocyclic chalcone analogs as cytotoxic agents

The chalcone skeleton (1,3-diphenyl-2-propen-1-one) is a unique template that is associated with various biological activities. We synthesized Mannich bases of heterocyclic chalcones (9-47) using a one-step Claisen-Schmidt condensation of heterocyclic aldehydes with Mannich bases of acetophenones, and tested the target compounds for cytotoxicity against three human cancer cell lines (prostate, PC-3; breast, MCF-7; nasopharynx, KB) and a multi-drug resistant subline (KB-VIN). Out of the 39 chalcones synthesized, 31 compounds showed potent activity against at least one cell line with IC50 values ranging from 0.03 to 3.80 μg/mL. Structure-activity relationships (SAR) are also discussed.

Synthesis and Insecticidal Activity of Some New 3-Substituted 4-Hydroxyacetophenones

A number of 3-(N,N-dialkylaminomethyl)-4-hydroxy acetophenones (4-10) and their thiophosphorylated compounds (11-16) have been synthesised and screened for their insecticidal activity.Only thiophosphorylated compounds are found to possess significant activity.The intramolecular hydrogen bonding in these compounds has also been discussed.