203524-87-2

Basic information

• Product Name: 2-BROMO-2'-HYDROXY-5'-METHOXYACETOPHENO&
• Synonyms: 2-BROMO-2'-HYDROXY-5'-METHOXYACETOPHENO&
• CAS NO: 203524-87-2
• Molecular Formula: C₉H₉BrO₃
• Molecular Weight: 245.071
• Mol File: 203524-87-2.mol
• Article Data: 9

Chemical Properties

• Melting Point: 65-66 °C
• Boiling Point: 321.1±27.0 °C(Predicted)
• Appearance: /
• Density: 1.565±0.06 g/cm3(Predicted)
• PKA: 7.98±0.43(Predicted)
• CAS DataBase Reference: 2-BROMO-2'-HYDROXY-5'-METHOXYACETOPHENO&(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMO-2'-HYDROXY-5'-METHOXYACETOPHENO&(203524-87-2)
• EPA Substance Registry System: 2-BROMO-2'-HYDROXY-5'-METHOXYACETOPHENO&(203524-87-2)

Safety Data

• Hazardous Substances Data: 203524-87-2(Hazardous Substances Data)

Usage

General Description

2-Bromo-2'-hydroxy-5'-methoxyacetophenone is a chemical compound belonging to the class of aromatic ketones. It is commonly used in the pharmaceutical and chemical industries as a reagent for the synthesis of various organic molecules. 2-BROMO-2'-HYDROXY-5'-METHOXYACETOPHENO& is characterized by the presence of a bromine atom, a hydroxy group, and a methoxy group attached to a phenyl ring. It is known for its mild, sweet, and floral odor, and is often used as a fragrance in perfumes and personal care products. Additionally, it has been studied for its potential pharmacological properties, including its antimicrobial and anti-inflammatory effects.

Upstream product

• 705-15-7 1-(2-hydroxy-5-methoxyphenyl)ethan-1-one 
• 598-21-0 2-Bromoacetyl bromide 
• 150-78-7 1,4-dimethoxybezene 

Downstream Products

• 39581-55-0 5-methoxy-benzofuran-3-one 
• 1422718-17-9 C₁₄H₁₂N₂O₂ 
• 1315362-35-6 2-azido-1-(2-hydroxy-5-methoxyphenyl)ethanone 
• 1053661-92-9 N-[1-(3-pyridyl)ethylidene]-N'-[4-(2-hydroxy-5-methoxyphenyl)thiazol-2-yl]hydrazine 
• 1053661-88-3 N-[1-(2-pyridyl)ethylidene]-N'-[4-(2-hydroxy-5-methoxyphenyl)thiazol-2-yl]hydrazine 
• 1053661-97-4 N-[1-(4-pyridyl)ethylidene]-N'-[4-(2-hydroxy-5-methoxyphenyl)thiazol-2-yl]hydrazine 
• 1210043-33-6 L-tert-butyl [1-isobutyl-2-[[4-[(2-hydroxy-5-methoxy)phenyl]-2-thiazolyl]hydrazono]ethyl]carbamate 
• 1210043-31-4 L-tert-butyl [1-benzyl-2-[[4-[(2-hydroxy-5-methoxy)phenyl]-2-thiazolyl]hydrazono]ethyl]carbamate 
• 1210043-35-8 L-tert-butyl [1-(3-indolylmethyl)-2-[[4-[(2-hydroxy-5-methoxy)phenyl]-2-thiazolyl]hydrazono]ethyl]carbamate 

Relevant articles and documents

MeONH 2·hCl-Mediated α-Methylenation/Conjugate Addition of α-Sulfonylo-Hydroxyacetophenones with Methyl Sulfoxides: Route to 3-Sulfonylchroman-4-ones

A novel and efficient route for the synthesis of 3-sulfonylchroman-4-ones from α-sulfonyl o -hydroxyacetophenones with methyl sulfoxides via a MeONH 2·HCl-mediated sequential methylenation/ conjugate addition is described. Plausible reaction mechanisms are proposed and discussed. Various reaction conditions for this novel, one-pot, environmentally friendly conversion were investigated.

C-H bond cleavage-enabled aerobic ring-opening reaction of: In situ formed 2-aminobenzofuran-3(2 H)-ones

A C-H bond cleavage-enabled aerobic ring-opening reaction of 2-aminobenzofuran-3(2H)-ones formed in situ by hemiacetals with a variety of amines is reported. This simple one-pot reaction provides an alternative approach to obtain o-hydroxyaryl glyoxylamides in excellent yields of up to 97%. Alkylamines react with hemiacetals via a catalyst-free dehydration condensation to generate 2-aminobenzofuran-3(2H)-ones. The in situ formed semicyclic N,O-acetals undergo the same amine-initiated C-H bond hydroxylation in air under mild conditions to afford ring-opening products. Similarly, arylamines were investigated as substrates for a two-step tandem process involving a DPP-catalyzed condensation followed by a Et2NH-mediated C-H hydroxylation. Unlike the previously reported functionalization of N,O-acetals via a C-O or C-N cleavage, the aerobic oxidative C-H hydroxylation in this reaction, which is promoted by using stoichiometric amounts of alkylamines as both a Lewis base and a reductant at room temperature under atmospheric air, proceeds via α-carbonyl-stabilized carbanion intermediates from the C-H cleavage of N,O-acetals. This journal is

Studies on non-steroidal inhibitors of aromatase enzyme; 4-(aryl/heteroaryl)-2-(pyrimidin-2-yl)thiazole derivatives

Steroidal and non-steroidal aromatase inhibitors target the suppression of estrogen biosynthesis in the treatment of breast cancer. Researchers have increasingly focused on developing non-steroidal derivatives for their potential clinical use avoiding steroidal side-effects. Non-steroidal derivatives generally have planar aromatic structures attached to the azole ring system. One part of this ring system comprises functional groups that inhibit aromatization through the coordination of the haem group of the aromatase enzyme. Replacement of the triazole ring system and development of aromatic/cyclic structures of the side chain can increase selectivity over aromatase enzyme inhibition. In this study, 4-(aryl/heteroaryl)-2-(pyrimidin-2-yl)thiazole derivatives were synthesized and physical analyses and structural determination studies were performed. The IC50 values were determined by a fluorescence-based aromatase inhibition assay and compound 1 (4-(2-hydroxyphenyl)-2-(pyrimidine-2-yl)thiazole) were found potent inhibitor of enzyme (IC50:0.42 nM). Then, their antiproliferative activity over MCF-7 and HEK-293 cell lines was evaluated using a 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay. Compounds 1, 7, 8, 13, 15, 18, 21 were active against MCF-7 breast cancer cells. Lastly, a series of docking experiments were undertaken to analyze the crystal structure of human placental aromatase and identify the possible interactions between the most active structure and the active site.