70321-33-4

Basic information

• Product Name: 2,3-dibromo-3-(2-nitrophenyl)propanoic acid
• CAS NO: 70321-33-4
• Molecular Formula: C₉H₇Br₂NO₄
• Molecular Weight: 352.9642
• Mol File: 70321-33-4.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 424.8°C at 760 mmHg
• Flash Point: 210.7°C
• Density: 2.043g/cm³
• Vapor Pressure: 5.66E-08mmHg at 25°C
• Refractive Index: 1.662
• CAS DataBase Reference: 2,3-dibromo-3-(2-nitrophenyl)propanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-dibromo-3-(2-nitrophenyl)propanoic acid(70321-33-4)
• EPA Substance Registry System: 2,3-dibromo-3-(2-nitrophenyl)propanoic acid(70321-33-4)

Safety Data

• Hazardous Substances Data: 70321-33-4(Hazardous Substances Data)

Usage

General Description

2,3-dibromo-3-(2-nitrophenyl)propanoic acid is a chemical compound consisting of a propanoic acid core with two bromine atoms attached at the 2 and 3 positions, and a 2-nitrophenyl group attached at the 3 position. It is commonly used as an intermediate in the synthesis of various pharmaceuticals and agrochemicals. 2,3-dibromo-3-(2-nitrophenyl)propanoic acid is also known for its strong antimicrobial and antifungal properties, making it useful in the development of new antibiotics and antifungal agents. Additionally, it has been studied for its potential as an anti-cancer agent due to its ability to inhibit the growth of tumor cells. Overall, 2,3-dibromo-3-(2-nitrophenyl)propanoic acid is a versatile compound with various applications in the fields of pharmaceuticals, agriculture, and medicine.

Upstream product

• 612-41-9 2-nitrocinnamic acid 
• 552-89-6 2-nitro-benzaldehyde 

Downstream Products

• 530-85-8 3-(2-nitrophenyl)-2-propynoic acid 
• 91-56-5 indole-2,3-dione 
• 856162-35-1 β-bromo-2-nitro-styrene 
• 482-89-3 1H,1H'-2,2'-Biindolylidene-3,3'-dione 
• 209259-55-2 (Z)-1-[2-bromovinyl]-2-nitrobenzene 
• 430434-56-3 (E)-1-[2-bromovinyl]-2-nitrobenzene 
• 120-72-9 indole 
• 1664-63-7 2-amino-cinnamic acid 
• 16433-96-8 2-ethynyl-1-nitrobenzene 
• 52670-38-9 2-ethynylaniline 

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.

Synthesis of (Z)-1-bromo-1-alkenes and terminal alkynes from anti-2,3-dibromoalkanoic acids by microwave-induced reaction

(Z)-1-Bromo-1-alkenes were stereoselectively prepared in high yields in a short reaction time by microwave irradiation of the corresponding anti-2,3-dibromoalkanoic acids in a Et3N/DMF system. A one-pot synthesis of terminal alkynes and enynes from 2,3-dibromoalkanoic acids were also developed by microwave-induced reaction.

Synthesis of the Substituted Z-1-Bromo-1-alkenes and Arylacetylenes from 2,3-Dibromocarboxylic Acids

Stereoselectivity was studied of simultaneous debromination-decarboxylation of dibrominated cinnamic and acrylic acids. The best selectivity in formation of Z-vinyl bromides was achieved with the use of organic nitrogen bases. The 1-bromo-1-alkenes were converted into the corresponding acetylenes.