932-82-1

Basic information

• Product Name: 4,5-DIBROMO-1H-PYRROLE-2-CARBOXALDEHYDE
• Synonyms: 4,5-DIBROMO-1H-PYRROLE-2-CARBOXALDEHYDE;4,5-Dibromo-1H-pyrrole-2-carboxaldehyde 97%;4,5-DibroMo-1H-pyrrole-2-carbaldehyde;4,5-Dibromo-1H-pyrrole-2-carboxaldehyde97%
• CAS NO: 932-82-1
• Molecular Formula: C₅H₃Br₂NO
• Molecular Weight: 252.89
• Product Categories: Azoles;blocks;Bromides;Carboxes
• Mol File: 932-82-1.mol

Chemical Properties

• Melting Point: 144-148
• Boiling Point: 341.9 °C at 760 mmHg
• Flash Point: 160.6 °C
• Appearance: /
• Density: 2.262 g/cm³
• Vapor Pressure: 7.78E-05mmHg at 25°C
• Refractive Index: 1.691
• CAS DataBase Reference: 4,5-DIBROMO-1H-PYRROLE-2-CARBOXALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4,5-DIBROMO-1H-PYRROLE-2-CARBOXALDEHYDE(932-82-1)
• EPA Substance Registry System: 4,5-DIBROMO-1H-PYRROLE-2-CARBOXALDEHYDE(932-82-1)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 932-82-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4,5-DIBROMO-1H-PYRROLE-2-CARBOXALDEHYDE is utilized as a key building block for the synthesis of pharmaceuticals, contributing to the development of new drugs and therapeutic agents. Its unique structure allows for the creation of a diverse range of medicinal compounds with potential applications in treating various diseases and conditions.
Used in Organic Chemistry:
In the realm of organic chemistry, 4,5-DIBROMO-1H-PYRROLE-2-CARBOXALDEHYDE functions as a valuable reagent, facilitating a variety of chemical reactions. Its presence can enhance the efficiency and selectivity of these reactions, making it an indispensable tool for researchers and chemists in the field.
Used in Medicinal Chemistry Research:
4,5-DIBROMO-1H-PYRROLE-2-CARBOXALDEHYDE is employed as a research compound in medicinal chemistry, aiding scientists in understanding the structure-activity relationships of various drug candidates. Its use in this capacity helps to advance the discovery and optimization of new pharmaceutical agents.
Used in Biochemistry:
Within the field of biochemistry, 4,5-DIBROMO-1H-PYRROLE-2-CARBOXALDEHYDE may be used to study enzyme mechanisms, protein interactions, and other biochemical processes. Its unique chemical properties can provide insights into biological systems and contribute to the development of novel bioactive molecules.

InChI:InChI=1/C5H3Br2NO/c6-4-1-3(2-9)8-5(4)7/h1-2,8H

Upstream product

• 1003-29-8 2-pyrrole aldehyde 

Downstream Products

• 1452507-31-1 2-hydroxy-4,5-bis(4-hydroxyphenyl)-2-isobutyl-1H-pyrrol-3(2H)-one 
• 53164-84-4 4,5-bis(4-methoxyphenyl)-1H-pyrrole-2-carbaldehyde 
• 30011-17-7 5-isobutyl-2,3-bis(4-methoxyphenyl)-1H-pyrrole 

Relevant articles and documents

Regioselective dicouplings: Application to differentially substituted pyrroles

In an effort to develop a more concise route to differentially substituted pyrroles (such as that found in the lamellarins), a completely regioselective one-pot double Suzuki coupling has been discovered. The key feature is the use of a ligand-free pallad

Total Synthesis of the Marine Alkaloid Discoipyrrole C via the MoOPH-Mediated Oxidation of a 2,3,5-Trisubstituted Pyrrole

A total synthesis of the marine alkaloid discoipyrrole C (3) is described. In the pivotal step, the 2,3,5-trisubstituted pyrrole 19 was treated with MoOPH in the presence of MeOH, and the resulting methoxylated 1,2-dihydro-3H-pyrrol-3-one 20 subjected to reaction with potassium carbonate in MeOH then trifluoroacetic acid and H2O. This gave a mixture of target 3 and its dehydration product, and the structure of the former compound was confirmed by single-crystal X-ray analysis.

Design, Sustainable Synthesis, and Programmed Reactions of Templated N-Heteroaryl-Fused Vinyl Sultams

A de novo design and synthesis of N-heteroaryl-fused vinyl sultams as templates for programming chemical reactions on vinyl sultam periphery or (hetero)aryl ring is described. The key features include rational designing and sustainable synthesis of the template, customized reactions of vinyl sultams at C=C bond or involving N-S bond cleavage, and reactions on the periphery of the heteroaryl ring for late-stage diversification. The simple, easy access to the template coupled with opportunities for the synthesis of diversely functionalized heterocyles from a single template constitutes a rare study in contemporary organic synthesis.

Modular Total Syntheses of the Alkaloids Discoipyrroles A and B, Potent Inhibitors of the DDR2 Signaling Pathway

(Chemical Equation Presented). The title natural product 1 has been synthesized by treating the 1,2,3,5-tetrasubstituted pyrrole 23 with oxoperoxymolybdenum(pyridine) (hexamethylphosphoric triamide) (MoOPH). Compound 23 was itself prepared in seven steps

Synthesis and evaluation of novel marine bromopyrrole alkaloid-based hybrids as anticancer agents

A series of twenty three novel hybrids of marine bromopyrrole alkaloids with chalcone, isoxazole and flavone structural features were synthesized and evaluated for in vitro anticancer activity by MTT assay against five human cancer cell lines. Among the synthesized chalcones, hybrids 4a and 4h (IC50 range: 0.18 μM-12.00 μM) showed anticancer activity against all the tested cancer cell lines. Promising cytotoxic activities were exhibited by flavones derivatives, 5a and 5b (0.41 μM-1.28 μM) against cell lines PA1 and KB403. Isoxazole hybrids, 6b-6e selectively inhibited oral and mouth cancer cell line KB403, among which 6c (IC50 = 2.45 μM) was found to be most active.

Phosphonium salt-catalysed synthesis of nitriles from in situ activated oximes

A metal-free catalytic method for the conversion of aromatic and aliphatic aldoximes to nitriles at room temperature using oxalyl chloride (1.2 equiv) in combination with 5 mol % of triphenylphosphine oxide is reported. Of the many potential pathways leading from oxime to nitrile a manifold involving chlorophosphonium salt-catalysed decomposition of oxime chlorooxalates formed in situ is shown to be operative.