13161-29-0

Basic information

• Product Name: Benzene, 1-(2-bromoethenyl)-4-nitro-
• CAS NO: 13161-29-0
• Molecular Formula: C8H6BrNO2
• Molecular Weight: 228.045
• Mol File: 13161-29-0.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Benzene, 1-(2-bromoethenyl)-4-nitro-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-(2-bromoethenyl)-4-nitro-(13161-29-0)
• EPA Substance Registry System: Benzene, 1-(2-bromoethenyl)-4-nitro-(13161-29-0)

Safety Data

• Hazardous Substances Data: 13161-29-0(Hazardous Substances Data)

Upstream product

• 555-16-8 4-nitrobenzaldehdye 
• 619-89-6 p-nitrocinnamic acid 
• 103-64-0 bromostyrene 
• 35447-78-0 2,3-dibromo-3-(4-nitro-phenyl)-propionic acid 
• 127-09-3 sodium acetate 
• 882-06-4 4-nitro-trans-cinnamic acid 

Downstream Products

• 937-31-5 (4-Nitrophenyl)acetylene 
• 14235-81-5 4-Ethynylaniline 
• 100-13-0 4-nitrostyrene 
• 62-23-7 4-nitro-benzoic acid 
• 136795-75-0 1-(p-(N,N-dimethylamino)phenyl)-6-(p-nitrophenyl)-1,3,5-hexatriene 
• 18462-38-9 (E)-1-nitro-4-(2-(phenylsulfonyl)vinyl)benzene 

Relevant articles and documents

Design, synthesis and biological evaluation of novel uracil derivatives bearing 1, 2, 3-triazole moiety as thymidylate synthase (TS) inhibitors and as potential antitumor drugs

Research on thymidylate synthase inhibitors has been a hot spot for anticancer drug development. Here, based on the structures and pharmacological properties of two types of TS inhibitors, through a molecular assembly principle of drugs design, we designed and synthesized a series of 30 novel uracil derivatives as TS inhibitors. The antiproliferative ability of these compounds was evaluated against four cancer cell lines (A549, OVCAR-3, SGC-7901, and HepG2) by the MTT assay. Most of them showed excellent activities against all the tested cell lines. Furthermore, hTS assay results showed that these compounds have the unique ability to inhibit hTS activity in vitro. Notably, compound 13j exhibited the most potent activity against A549 cells (IC50 = 1.18 μM) and extremely prominent enzyme inhibition (IC50 = 0.13 μM), which was superior to the pemetrexed (PTX, IC50 = 3.29 μM and IC50 = 2.04 μM). Flow cytometric analysis showed the compound 13j could inhibit A549 cells proliferation by arresting the cell cycle in the G1/S phase, then induced the cell apoptosis. Further western blot analysis showed that compound 13j could down-regulate the cycle checkpoint proteins cyclin D1 and cyclin E to inhibit the cell cycle progression, and then induce intrinsic apoptosis by activating caspase-3, and reducing the ratio of bcl-2/bax. All of these results demonstrated that this new structure has potential drug-making properties and provides new ideas for drug development.

Novel system for decarboxylative bromination of α,β-unsaturated carboxylic acids with diacetoxyiodobenzene

A simple and mild method for the conversion of varieties of α,β-unsaturated carboxylic acids to the corresponding bromoalkenes using diacetoxyiodobenzene (IBD) in combination with tetraethyl-ammonium bromide (TEAB) at room temperature is discussed. Advantages of this system are short reaction time, easy work up and gave good to excellent yields.