98026-79-0

Basic information

• Product Name: 3-Bromo-1H-pyrrole-2,5-dione, 3-Bromo-2,5-dihydro-2,5-dioxo-1H-pyrrole
• Synonyms: 2-Bromomaleimide 98+%;3-Bromo-1H-pyrrole-2,5-dione, 3-Bromo-2,5-dihydro-2,5-dioxo-1H-pyrrole;3-Bromo-1H-pyrrole-2,5-dione
• CAS NO: 98026-79-0
• Molecular Formula: C₄H₂BrNO₂
• Molecular Weight: 175.96818
• Mol File: 98026-79-0.mol
• Article Data: 18

Chemical Properties

• Melting Point: 153-154 °C
• Boiling Point: 267.6±33.0 °C(Predicted)
• Appearance: /
• Density: 2 +-.0.06 g/cm3(Predicted)
• PKA: 6.61±0.40(Predicted)
• CAS DataBase Reference: 3-Bromo-1H-pyrrole-2,5-dione, 3-Bromo-2,5-dihydro-2,5-dioxo-1H-pyrrole(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Bromo-1H-pyrrole-2,5-dione, 3-Bromo-2,5-dihydro-2,5-dioxo-1H-pyrrole(98026-79-0)
• EPA Substance Registry System: 3-Bromo-1H-pyrrole-2,5-dione, 3-Bromo-2,5-dihydro-2,5-dioxo-1H-pyrrole(98026-79-0)

Safety Data

• Hazardous Substances Data: 98026-79-0(Hazardous Substances Data)

Usage

General Description

3-Bromo-1H-pyrrole-2,5-dione, also known as 3-Bromo-2,5-dihydro-2,5-dioxo-1H-pyrrole, is a chemical compound with the molecular formula C4H2BrNO2. It is a derivative of pyrrole with a bromine atom and two carbonyl groups attached to the pyrrole ring. 3-Bromo-1H-pyrrole-2,5-dione, 3-Bromo-2,5-dihydro-2,5-dioxo-1H-pyrrole is primarily used as a building block in the synthesis of various pharmaceuticals and agrochemicals. Its unique structure and reactivity make it an important intermediate in organic chemistry, allowing for the creation of diverse chemical compounds with potential therapeutic and agricultural applications. 3-Bromo-1H-pyrrole-2,5-dione, 3-Bromo-2,5-dihydro-2,5-dioxo-1H-pyrrole is also of interest in the field of materials science due to its potential use in the production of polymers and other advanced materials.

Upstream product

• 123-56-8 Succinimide 
• 1122-10-7 2,3-dibromomaleimide 
• 72652-32-5 1-(4-bromo-1H-pyrrol-2-yl)-2,2,2-trichloroethanone 
• 541-59-3 maleiimide 
• 33685-65-3 (3R*, 4R*)-3,4-dibromopyrrolidine-2,5-dione 

Downstream Products

• 40958-31-4 Ala-Gly-Cys-Lys-Asn-Phe-Phe-Trp-Lys-Thr-Phe-Thr-Ser-Cys 
• 1616886-79-3 C₈₅H₁₁₀N₂₀O₂₃S₂ 
• 1616886-85-1 3-phenoxypyrrole-2,5-dione 
• 138197-84-9 3-(phenylthio)maleimide 
• 1266664-80-5 (R)-2-acetylamino-N-benzyl-3-(2,5-dioxo-2,5-dihydro-1H-pyrrol-3-yl-sulfanyl)propionamide 
• 1319733-10-2 7,11-bis(4-bromophenyl)-8H-acenaphtho[1,2-f]isoindole-8,10(9H)-dione 
• 1319733-09-9 7,11-bis(4-chlorophenyl)-8H-acenaphtho[1,2-f]isoindole-8,10(9H)-dione 
• 1319733-07-7 7,11-bis(4-methoxyphenyl)-8H-acenaphtho[1,2-f]isoindole-8,10(9H)-dione 
• 1319733-08-8 7,11-di-p-tolyl-8H-acenaphtho[1,2-f]isoindole-8,10(9H)-dione 
• 1319732-97-2 4,7-diphenyl-5,6-di-p-tolylisoindoline-1,3-dione 
• 1319732-99-4 5,6-bis(4-bromophenyl)-4,7-diphenylisoindoline-1,3-dione 
• 1319733-06-6 4,5,6,7-tetrakis(4-bromophenyl)isoindoline-1,3-dione 
• 1319733-00-0 4,7-bis(4-methoxyphenyl)-5,6-diphenylisoindoline-1,3-dione 
• 1319733-03-3 4,7-bis(4-bromophenyl)-5,6-diphenylisoindoline-1,3-dione 

Relevant articles and documents

Conjugation-induced fluorescence labelling of mesoporous silica nanoparticles for the sensitive and selective detection of copper ions in aqueous solution

Although the development of sensors for the detection of Cu2+ ions has significant importance, sensitive and selective recognition systems are still limited. Herein, the non-fluorescent small molecule of 2-bromomaleimide (BM) was firstly converted to 2-aminomaleimide (NM) by a simple nucleophilic addition-elimination reaction with pre-grafted amino groups in the meso-space of mesoporous silica nanoparticles (MSNs), and then was designed as fluorescent on-off probes for Cu2+ ion recognition. The strong green fluorescence emitted from the pendent NM was induced by the interaction between the lone electron pairs of the N atoms in amino groups and the conjugated maleimide rings. The fluorescence of MSNs labelled NM (MSNs-NM) could be selectively quenched by Cu2+ ions in aqueous solution and consequently exhibited sensitive fluorescence on-off switching effects for Cu2+ ions. The detection limit was as low as 0.28 μM Cu2+, which was far below the U.S. EPA limit of 20 μM. This prefigured the potential applications of the current chemosensor for the detection of Cu2+ ions in aqueous solution and in living cells. The small-angle XRD, TEM, BET, FT-IR, UV-vis absorption measurements all agreed on the fact that the sensitive probes of BM had been successfully labelled at the pore surface of MSNs.

Sequential Photocatalytic Reactions for the Diastereoselective Synthesis of Cyclobutane Scaffolds

The synthesis of densely functionalized cyclobutanes containing all-carbon quaternary stereocenters in high regio- and diastereoselectivity remains synthetically challenging. Herein, we show that this can be achieved by using a sequential photocatalysis strategy, wherein 3-chloromaleimides undergo triplet sensitized [2 + 2] photocycloadditions with alkynes or alkenes followed by photoredox-catalyzed dechlorinative C-C bond forming reactions to install quaternary stereocenters. This allows the rapid assembly of structurally complex and sterically congested 3-azabicyclo[3.2.0]heptane scaffolds from readily available starting materials.

Cheap and efficient preparation method of benzene triimide and derivative thereof

The invention discloses a preparation method of benzene triimide (BTI) and a derivative thereof, wherein the structural general formula of the compound is represented by a formula I. The preparation method comprises the following steps: under the condition of refluxing in a mixed solution of acetic acid and water, carrying out an intermolecular aromatic ring construction reaction on a maleimide derivative represented by a formula II to obtain the benzene triimide (BTI) and the derivative I thereof. According to the invention, the cheap and easily available raw materials maleic anhydride and maleimide and the cheap and easily available primary amine compound are selected and subjected to simple addition, elimination and amination to rapidly prepare a large amount of maleimide derivatives, and further the maleimide derivatives are subjected to an intermolecular cyclization reaction to rapidly prepare the benzene triimide (BTI) and the derivative thereof in one step, so that the reactionconditions are mild, and the obtained product is stable in air and easy to separate and purify, and has good application prospect.

N/O-LINKED DEGRONS AND DEGRONIMERS FOR PROTEIN DEGRADATION

This invention provides Degronimers that have E3 Ubiquitin Ligase targeting moieties (Degrons) that can be linked to a targeting ligand for a protein that has been selected for in vivo degradation, and methods of use and compositions thereof as well as methods for their preparation. The invention also provides Degrons that can be used to treat disorders mediated by cereblon or an Ikaros family protein, and methods of use and compositions thereof as well as methods for their preparation.