133311-51-0

Basic information

• Product Name: 2-Bromo-5-phenylthiazole
• Synonyms: 2-Bromo-5-phenylthiazole;Thiazole, 2-bromo-5-phenyl-
• CAS NO: 133311-51-0
• Molecular Formula: C₉H₆BrNS
• Molecular Weight: 240.12
• Mol File: 133311-51-0.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 330.536 °C at 760 mmHg
• Flash Point: 153.703 °C
• Appearance: /
• Density: 1.563 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.635
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-Bromo-5-phenylthiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Bromo-5-phenylthiazole(133311-51-0)
• EPA Substance Registry System: 2-Bromo-5-phenylthiazole(133311-51-0)

Safety Data

• Hazardous Substances Data: 133311-51-0(Hazardous Substances Data)

Usage

General Description

2-Bromo-5-phenylthiazole is a chemical compound with the molecular formula C10H6BrNS. It is a thiazole derivative, featuring a bromine atom at the 2-position and a phenyl group at the 5-position of the thiazole ring. 2-Bromo-5-phenylthiazole is commonly used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. It has also been studied for its potential biological activities, including its antimicrobial and anticancer properties. Additionally, its structure and reactivity make it an important building block in organic synthesis, allowing for the creation of a wide variety of functionalized thiazole derivatives.

InChI:InChI=1/C9H6BrNS/c10-9-11-6-8(12-9)7-4-2-1-3-5-7/h1-6H

Upstream product

• 39136-63-5 5-phenyl-1,3-thiazol-2-amine 
• 7758-99-8 copper(II) sulfate 
• 3034-48-8 2-bromo-5-nitro-1,3-thiazole 
• 71-43-2 benzene 

Downstream Products

• 75427-04-2 N,N-dimethyl-5-phenylthiazol-2-amine 

Relevant articles and documents

PHD INHIBITOR COMPOUNDS, COMPOSITIONS, AND USE

The present invention provides, in part, novel small molecule inhibitors of PHD, having a structure according to Formula (A), and sub-formulas thereof: or a pharmaceutically acceptable salt thereof. The compounds provided herein can be useful for treatment of diseases including heart ( e.g. ischemic heart disease, congestive heart failure, and valvular heart disease), lung (e.g., acute lung injury, pulmonary hypertension, pulmonary fibrosis, and chronic obstructive pulmonary disease), liver (e.g. acute liver failure and liver fibrosis and cirrhosis), and kidney (e.g. acute kidney injury and chronic kidney disease) disease.

Photochemical substitution of polyhalogenothiophene and halogenothiazole derivatives

The irradiation of 2,3-diodo-5-nitrothiophene in the presence of aromatic and heteroaromatic compounds gave the corresponding 2-aryl derivatives in high yields. The irradiation of 2,4-diiodo-5-nitrothiophene under the same conditions gave the corresponding 2-aryl derivatives in low yields. The observed difference in the reactivity can be explained on the basis of the hypothesis that the homolytic cleavage of the carbon-iodine bond occurred in a π,π* triplet state. Computational results showed that the lowest triplet state of the 2,3-diiodo isomer is π,π*, while that of the 2,4-isomer is π,π*. The irradiation of 2-bromo-5-nitrothiazole in the presence of benzene or indene gave the corresponding 2-bromo-5-arylthiazole. This behaviour can be explained by considering that the lowest excited triplet state cannot allow the cleavage of the carbon-bromine bond thus electron transfer occurs and leads to the substitution of the nitro group. The photochemical substitution reactions on 2,3-diiodo-5-nitrothiophene can be carried out in large scale using a new flow reactor using a PFTE pipe.