53119-61-2

Basic information

• Product Name: 2-Bromo-3-ethylthiophene
• Synonyms: 2-Bromo-3-ethylthiophene
• CAS NO: 53119-61-2
• Molecular Formula: C₆H₇BrS
• Molecular Weight: 191.091
• Mol File: 53119-61-2.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 197.17 °C at 760 mmHg
• Flash Point: 73.046 °C
• Appearance: /
• Density: 1.493
• Vapor Pressure: 0.54mmHg at 25°C
• Refractive Index: 1.568
• CAS DataBase Reference: 2-Bromo-3-ethylthiophene(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Bromo-3-ethylthiophene(53119-61-2)
• EPA Substance Registry System: 2-Bromo-3-ethylthiophene(53119-61-2)

Safety Data

• Hazardous Substances Data: 53119-61-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C6H7BrS/c1-2-5-3-4-8-6(5)7/h3-4H,2H2,1H3

Upstream product

• 1795-01-3 3-ethylthiophene 

Downstream Products

• 74965-84-7 3-ethyl-2-thiophenecarboxylic acid 
• 1067911-45-8 2-(3,4-dimethoxyphenyl)-3-ethylthiophene 
• 305800-41-3 5-bromo-4-ethylthiophene-2-carboxaldehyde 

Relevant articles and documents

Targeted and selective HOMO energy control by fine regulation of molecular planarity and its effect on the interfacial charge transfer process in dye-sensitized solar cells

In terms of the in-depth development of organic dyes, targeted and selective energy control is becoming a more and more important objective. Herein, four indoline sensitizers based on D-π-A-π-A construction were designed and synthesized with exactly the same donor and acceptor segments. Their molecular planarity was regulated by introducing various side chains into donor bridges. Interestingly, along with an improvement of planarity at a donor bridge, the HOMO levels of the dyes lift gradually, and more importantly, their LUMO levels remain at around the same value. Besides, better molecular planarity is obviously preferred to obtain higher charge injection efficiency but, an overly planar molecule may cause an overly high HOMO level, leading to poor dye regeneration efficiency. Furthermore, an appropriate side chain also restrains charge recombination to some extent, while an overly large side chain gives more chance for I3- to recombine with charge in the conduction band. Accordingly, our results demonstrated that regulation of planarity at a donor bridge not only provides targeted and selective control of the HOMO of the dye, but also enable fine adjustment with multiple interfacial charge transfer processes. Molecular planarity deserves to play an important role in the design of organic dyes, providing a significant strategy for the further development of organic sensitizers.

Novel S1P1 receptor agonists - Part 4: Alkylaminomethyl substituted aryl head groups

In a previous communication we reported on the discovery of alkylamino pyridine derivatives (e.g. 1) as a new class of potent, selective and efficacious S1P1 receptor (S1PR1) agonists. However, more detailed profiling revealed that this compound class is phototoxic in vitro. Here we describe a new class of potent S1PR1 agonists wherein the exocyclic nitrogen was moved away from the pyridine ring (e.g. 11c). Further structural modifications led to the identification of novel alkylaminomethyl substituted phenyl and thienyl derivatives as potent S1PR1 agonists. These new alkylaminomethyl aryl compounds showed no phototoxic potential. Based on their in vivo efficacy and ability to penetrate the brain, the 5-alkyl-aminomethyl thiophenes appeared to be the most interesting class. Potent and selective S1PR1 agonist 20e, for instance, maximally reduced the blood lymphocyte count (LC) for 24 h after oral administration of 10 mg/kg to rat and its brain concentrations reached >500 ng/g over 24 h.

THIOPHENE DERIVATIVES AS AGONISTS OF S1P1/EDG1

The invention relates to novel thiophene derivatives (1), their preparation and their use as pharmaceutically active compounds.Said compounds particularly act as immunomodulating agents. Formula (I).