57543-36-9

Basic information

• Product Name: 5-BROMO-2-HYDROXY-4-METHOXY-BENZALDEHYDE
• Synonyms: 5-BROMO-2-HYDROXY-4-METHOXY-BENZALDEHYDE;3-bromo-6-hydroxy-4-methoxy-benzaldehyde
• CAS NO: 57543-36-9
• Molecular Formula: C₈H₇BrO₃
• Molecular Weight: 231.04
• Mol File: 57543-36-9.mol
• Article Data: 18

Chemical Properties

• Melting Point: 63-64 °C(Solv: ethyl acetate (141-78-6); hexane (110-54-3))
• Boiling Point: 312.7±37.0 °C(Predicted)
• Appearance: /
• Density: 1.653±0.06 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 7.24±0.23(Predicted)
• CAS DataBase Reference: 5-BROMO-2-HYDROXY-4-METHOXY-BENZALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-BROMO-2-HYDROXY-4-METHOXY-BENZALDEHYDE(57543-36-9)
• EPA Substance Registry System: 5-BROMO-2-HYDROXY-4-METHOXY-BENZALDEHYDE(57543-36-9)

Safety Data

• Hazardous Substances Data: 57543-36-9(Hazardous Substances Data)

Usage

General Description

5-BROMO-2-HYDROXY-4-METHOXY-BENZALDEHYDE is a chemical compound with the molecular formula C8H7BrO3. It is an organic compound belonging to the class of benzaldehydes, which are aromatic aldehydes with a benzene ring bearing a formyl group. This particular compound is characterized by the presence of a bromine atom, a hydroxyl group, and a methoxy group attached to a benzene ring, along with the aldehyde functional group. It is often used as an intermediate in the synthesis of various pharmaceuticals and organic compounds, and its properties make it useful in the field of organic chemistry for its reactivity in different chemical reactions, including the formation of heterocycles and other complex organic molecules. It is important to handle this compound with care due to its potential hazards as a chemical reagent.

Upstream product

• 673-22-3 2-Hydroxy-4-methoxybenzaldehyde 
• 6615-24-3 2-hydroxy-4-methoxy-5-nitrobenzaldehyde 
• 116096-90-3 5-bromo-2,4-dihydroxy-benzaldehyde 
• 77-78-1 dimethyl sulfate 
• 626-35-7 nitroacetic acid ethyl ester 
• 43192-31-0 2-bromo-4-methoxybenzaldehyde 
• 7726-95-6 bromine 
• 64-19-7 acetic acid 
• 130333-46-9 5-bromo-2, 4-dimethoxybenzaldehyde 
• 6626-15-9 4-Bromoresorcinol 
• 95-01-2 2,4-Dihydroxybenzaldehyde 
• 50-00-0 formaldehyd 
• 102127-34-4 4-bromo-3-methoxyphenol 
• 34841-06-0 3-bromo-4-methoxybenzylaldehyde 

Downstream Products

• 130333-46-9 5-bromo-2, 4-dimethoxybenzaldehyde 
• 117238-61-6 3,5-dibromo-2-hydroxy-4-methoxy benzaldehyde 
• 873980-72-4 5-bromo-2-hydroxy-4-methoxy-3-nitrobenzaldehyde 
• 84224-30-6 4-<(4-Brom-2-formyl-5-methoxyphenoxy)methyl>benzonitril 
• 552845-71-3 2-hydroxy-4-methoxy-5-thien-2-yl-benzaldehyde 
• 552845-72-4 4-methoxy-2-[2-(2-methoxyethoxy)ethoxy]-5-thien-2-yl-benzaldehyde 
• 552846-10-3 4-METHOXY-2-{2-[2-(2-METHOXYETHOXY)ETHOXY]ETHOXY}-5-THIOPHEN-2-YL-benzaldehyde 
• 552846-01-2 4-methoxy-2-(2-morpholin-4-yl-ethoxy)-5-thien-2-yl-benzaldehyde 
• 552846-08-9 4-methoxy-2-(3-morpholin-4-yl-propoxy)-5-thien-2-yl-benzaldehyde 
• 552846-14-7 4-methoxy-2-(2-morpholin-4-yl-2-oxo-ethoxy)-5-thien-2-yl-benzaldehyde 
• 552846-06-7 2-(3-hydroxy-2-hydroxymethyl-propoxy)-4-methoxy-5-thien-2-yl-benzaldehyde 
• 552846-05-6 2-[3-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-dimethyl-silanyloxymethyl)-propoxy]-4-methoxy-5-thien-2-yl-benzaldehyde 
• 84223-71-2 5-Brom-2-(4-cyanphenyl)-6-methoxy-1-benzofuran 
• 84223-74-5 2-(4-Cyanphenyl)-6-methoxy-1-benzofuran-5-carbonitril 

Relevant articles and documents

Discovery of 2H-Chromen-2-one Derivatives as G Protein-Coupled Receptor-35 Agonists

A family of 2H-chromen-2-one derivatives were identified as G protein-coupled receptor-35 (GPR35) agonists using dynamic mass redistribution assays in HT-29 cells. The compounds with 1H-tetrazol-5-yl in 3-substituted position displayed higher potency than the corresponding carboxyl analogs, and the hydroxyl group in the 7-position also played an important role in GPR35 agonistic activity. 6-Bromo-7-hydroxy-8-nitro-3-(1H-tetrazol-5-yl)-2H-chromen-2-one (50) was found to be the most potent GPR35 agonist with an EC50 of 5.8 nM. Calculating the physicochemical properties of compounds with moderate to high potency suggested that compounds 30, 50, and 51 showed good druggability. This study provides a novel series of GPR35 agonists, and compound 50 may be a powerful tool to study GPR35.

Synthesis of C4-C5 cycloalkyl-fused and C6-modified chromans via ortho-quinone methides

Starting from 3,5-dimethoxybenzaldehyde, some functionalized 2,3,4-trisubstituted tricyclic 4,5-cycloalkyl-fused and 6-modified chromans could be prepared via ortho-quinone methides (o-QMs)/hetero-Diels-Alder (HDA) reactions of the appropriate precursors.

Synthesis of 8-aryl-substituted coumarins based on ring-closing metathesis and Suzuki-Miyaura coupling: Synthesis of a furyl coumarin natural product from Galipea panamensis

The synthesis of 7-methoxy-8-(4-methyl-3-furyl)-2H-chromen-2-one, a natural product with antileishmanial activity recently isolated from the plant Galipea panamensis, is described. The key step is a Suzuki-Miyaura coupling of a furan-3-boronic acid and an