83053-39-8

Basic information

• Product Name: 2-(2-Hydroxyphenyl)-4-thiazolecarbaldehyde
• Synonyms: 2-(2-Hydroxyphenyl)-4-thiazolecarbaldehyde;2-(2-Hydroxyphenyl)thiazole-4-carboxaldehyde;2-(o-Hydroxyphenyl)thiazole-4-carbaldehyde;4-Thiazolecarboxaldehyde, 2-(2-hydroxyphenyl)-
• CAS NO: 83053-39-8
• Molecular Formula: C₁₀H₇NO₂S
• Molecular Weight: 205.23
• Mol File: 83053-39-8.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(2-Hydroxyphenyl)-4-thiazolecarbaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-Hydroxyphenyl)-4-thiazolecarbaldehyde(83053-39-8)
• EPA Substance Registry System: 2-(2-Hydroxyphenyl)-4-thiazolecarbaldehyde(83053-39-8)

Safety Data

• Hazardous Substances Data: 83053-39-8(Hazardous Substances Data)

Usage

General Description

2-(2-Hydroxyphenyl)-4-thiazolecarbaldehyde is a chemical compound with the molecular formula C10H7NO2S. It is a thiazolecarbaldehyde derivative with a hydroxyphenyl group attached to the second carbon atom. 2-(2-Hydroxyphenyl)-4-thiazolecarbaldehyde is used in organic synthesis and medicinal chemistry as a building block for the preparation of various pharmaceutical and biologically active compounds. It possesses potential antioxidant, antimicrobial, and anti-inflammatory properties, making it a valuable ingredient in the development of new drugs and treatments. Additionally, 2-(2-Hydroxyphenyl)-4-thiazolecarbaldehyde has been studied for its potential role in the treatment of various diseases and conditions, including cancer and neurodegenerative disorders.

Upstream product

• 262419-95-4 2'-(2-t-butyldiphenylsilyloxyphenyl)-2'-thiazoline-4'-carboxaldehyde 
• 27501-91-3 2-(2-hydroxyphenyl)thiazole-4-carboxylic acid 
• 27501-92-4 methyl 2-(2-hydroxyphenyl)thiazole-4-carboxylate 
• 5198-80-1 2-bromothiazole-4-carbaldehyde 
• 89466-08-0 2-hydroxyphenyl boronic acid 
• 269409-97-4 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol 
• 262419-94-3 methyl-2'-(2-t-butyldiphenylsilyloxyphenyl)-2'-thiazoline-4'-carboxylate 
• 115921-07-8 (R)-2-(2'-hydroxyphenyl)-4-methoxycarbonyl-4,5-dihydrothiazole 
• 115921-06-7 (R)-2-(2-hydroxyphenyl)-4,5-dihydro-1,3-thiazole-4-carboxylic acid 
• 611-20-1 salicylonitrile 
• 554409-14-2 2-(2-hydroxy-phenyl)-4,5-dihydro-thiazole-4-carboxylic acid methoxy-methyl-amide 
• 828936-79-4 2'-(2-hydroxyphenyl)-2'-thiazole-4'-(N-methoxy-N-methyl)carboxamide 
• 112515-23-8 (R)-2-(2-hydroxyphenyl)-4-hydroxymethyl-4,5-dihydrothiazole 
• 83053-37-6 4-Dimethoxymethyl-2-(o-hydroxyphenyl)-thiazol 

Relevant articles and documents

One step preparation and electrochemical analysis of IQS, a cell-cell communication signal in the nosocomial pathogen Pseudomonas aeruginosa

Pseudomonas aeruginosa uses a hierarchical cell-cell communication system consisting of a number of regulatory elements to coordinate the expression of bacterial virulence genes. Sensitive detection of quorum sensing (QS) molecules has the potential for early identification of P. aeruginosa facilitating early medical intervention. A recently isolated cell-cell communication molecule, a thiazole termed IQS, can bypass the las QS system of P. aeruginosa under times of stress, activating a subset of QS-controlled genes. This compound offers a new target for pathogen detection and has been prepared in a one step protocol. A simple electrochemical strategy was employed for its sensitive detection using boron-doped diamond and glassy carbon electrodes by cyclic voltammetry and amperometry.

Pyochelin Biosynthetic Metabolites Bind Iron and Promote Growth in Pseudomonads Demonstrating Siderophore-like Activity

Pseudomonads employ several strategies to sequester iron vital for their survival including the use of siderophores such as pyoverdine and pyochelin. Similar in structure but significantly less studied are pyochelin biosynthetic byproducts, dihydroaeruginoic acid, aeruginoic acid, aeruginaldehyde (IQS), and aeruginol, along with two other structurally related molecules, aerugine and pyonitrins A-D, which have all been isolated from numerous Pseudomonad extracts. Because of the analogous substructure of these compounds to pyochelin, we hypothesized that they may play a role in iron homeostasis or have a biological effect on other bacterial species. Herein, we discuss the physiochemical evaluation of these molecules and disclose, for the first time, their ability to bind iron and promote growth in Pseudomonads.

Thiazolidine derivatives as potent and selective inhibitors of the PIM kinase family

The PIM family of serine/threonine kinases have become an attractive target for anti-cancer drug development, particularly for certain hematological malignancies. Here, we describe the discovery of a series of inhibitors of the PIM kinase family using a high throughput screening strategy. Through a combination of molecular modeling and optimization studies, the intrinsic potencies and molecular properties of this series of compounds was significantly improved. An excellent pan-PIM isoform inhibition profile was observed across the series, while optimized examples show good selectivity over other kinases. Two PIM-expressing leukemic cancer cell lines, MV4-11 and K562, were employed to evaluate the in vitro anti-proliferative effects of selected inhibitors. Encouraging activities were observed for many examples, with the best example (44) giving an IC50 of 0.75 μM against the K562 cell line. These data provide a promising starting point for further development of this series as a new cancer therapy through PIM kinase inhibition.