19652-32-5

Basic information

• Product Name: 3-Bromo-5-chlorosalicylaldehyde
• Synonyms: 5-Bromo-5-chlorosalicylicaldehyde;AKOS BB-6948;3-BROMO-5-CHLORO-2-HYDROXYBENZALDEHYDE;3-BROMO-5-CHLOROSALICYLALDEHYDE;3-BROMO-5-CHLORO-2-HYDROXYBENZALDEHYDE 98%;3-Bromo-5-chlorosalicylic aldehyde;3-Bromo-5-chloro-2-hydroxybenzaldehyde,98%;3-Bromo-5-chlorosalicylaldehyde, 2-Bromo-4-chloro-6-formylphenol
• CAS NO: 19652-32-5
• Molecular Formula: C₇H₄BrClO₂
• Molecular Weight: 235.46
• EINECS: 1533716-785-6
• Product Categories: Aromatic Aldehydes & Derivatives (substituted);Benzaldehyde;Adehydes, Acetals & Ketones;Bromine Compounds;Chlorine Compounds;Phenols;Aldehydes;C7;Carbonyl Compounds
• Mol File: 19652-32-5.mol
• Article Data: 3

Chemical Properties

• Melting Point: 85-88 °C(lit.)
• Boiling Point: 245.3 °C at 760 mmHg
• Flash Point: 102.1 °C
• Appearance: yellow flakes
• Density: 1.7312 (rough estimate)
• Vapor Pressure: 0.0185mmHg at 25°C
• Refractive Index: 1.5590 (estimate)
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 6.20±0.23(Predicted)
• Sensitive: Air Sensitive
• BRN: 2362159
• CAS DataBase Reference: 3-Bromo-5-chlorosalicylaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Bromo-5-chlorosalicylaldehyde(19652-32-5)
• EPA Substance Registry System: 3-Bromo-5-chlorosalicylaldehyde(19652-32-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26-24/25
• WGK Germany: 3
• Hazardous Substances Data: 19652-32-5(Hazardous Substances Data)

Usage

Description

3-Bromo-5-chlorosalicylaldehyde is a substituted salicyladehyde, characterized by its yellow flake appearance. It is a chemical compound derived from salicylaldehyde, featuring a bromine atom at the 3rd position and a chlorine atom at the 5th position in its molecular structure.

Uses

Used in Pharmaceutical Industry:
3-Bromo-5-chlorosalicylaldehyde is used as an intermediate compound for the synthesis of various Schiff base compounds, which are essential in the development of pharmaceutical products. These Schiff bases have potential applications in the treatment of various diseases and disorders due to their diverse chemical structures and biological activities.
Used in Chemical Synthesis:
In the field of chemical synthesis, 3-Bromo-5-chlorosalicylaldehyde serves as a key building block for creating a range of complex organic molecules. Its unique substitution pattern allows for further functionalization and modification, making it a valuable asset in the synthesis of specialty chemicals and advanced materials.
Used in Research and Development:
3-Bromo-5-chlorosalicylaldehyde is also utilized in research and development settings, where it can be employed to study the properties and reactivity of substituted salicyladehydes. This knowledge can be applied to the design and synthesis of new molecules with specific functions and applications in various industries, including pharmaceuticals, materials science, and agrochemicals.

InChI:InChI=1/C7H4BrClO2/c8-6-2-5(9)1-4(3-10)7(6)11/h1-3,11H

Upstream product

• 67-66-3 chloroform 
• 695-96-5 2-bromo-4-chlorophenol 
• 635-93-8 5-chlorosalicyclaldehyde 

Downstream Products

• 870634-65-4 3-bromo-5-chloro-2-[(3-methoxybenzyl)oxy]benzaldehyde 
• 938117-34-1 3-bromo-5-chloro-2-hydroxybenzonitrile 
• 1364424-09-8 5-bromo-7-chloro-9-(2-hydroxy-6-oxo-cyclohex-1-enyl)-2,3,4,9-tetrahydroxanthen-1-one 
• 1364424-04-3 5-bromo-7-chloro-9-(2-hydroxy-4,4-dimethyl-6-oxocyclohex-1-en-1-yl)-3,3-dimethyl-2,3,4,9-tetrahydro-1H-xanthen-1-one 
• 1353637-66-7 2-bromo-4-chloro-6-[(2-methylaminoethylimino)methyl]phenol 
• 540779-02-0 5-bromo-3-chloro-6-ethoxybenzaldehyde 

Relevant articles and documents

Cytotoxicity of new pyridazin-3(2H)-one derivatives orchestrating oxidative stress in human triple-negative breast cancer (MDA-MB-468)

Triple-negative breast cancer (TNBC) is a complex and aggressive subtype of breast cancer characterized by high morbidity and mortality. In the absence of targeted therapy, only chemotherapy is available in this case of cancer. The current study investigated the antitumor effect of new pyridazin-3(2H)-one derivatives on the human TNBC cell line, MD-MB-468. The in vitro cytotoxic activities were investigated using the tetrazolium-based MTT assay. Lipid peroxidation, H2O2 content, and the specific activities of antioxidant enzymes were also determined. Two molecules, 6f and 7h, were found to be selectively highly active against tumor cells with IC50 values of 3.12 and 4.9 μM, respectively. Furthermore, cells exposed to 6f showed a significant increase in H2O2 and lipid peroxidation levels, accompanied by a decrease in the enzyme activities of glutathione reductase (GR) and thioredoxin reductase (TrxR). The cytotoxicity of the compound 6f may improve the therapeutic efficacy of the current treatment for TNBC via the inhibition of GR and TrxR activities.

Preparation of 2-, 3-, 4- and 7-(2-alkylcarbamoyl-1-alkylvinyl)benzo[b] furans and their BLT1 and/or BLT2 inhibitory activities

Several 2-alkylcarbamoyl-1-alkylvinylbenzo[b]furans were designed to find a selective leukotriene B4 (LTB4) receptor antagonist. 2-(2-Alkylcarbamoyl-1-alkylvinyl)benzo[b]furans having a substituent group at the 3-position, 4-(2-alkylcarbamoyl-1-methylvinyl)benzo[b]furans having a substituent group at the 3-position, and 7-(2-alkylcarbamoyl-1-methylvinyl) benzo[b]furans and 3-(2-alkylcarbamoyl-1-alkylvinyl)benzo[b]furans were prepared and evaluated for LTB4 receptor (BLT1 and BLT 2) inhibitory activities. (E)-3-Amino-4-[2-[2-(3,4-dimethoxyphenyl) ethylcarbamoyl]-1-methylvinyl]benzo[b]furan ((E)-17c) showed potent and selective inhibitory activity for BLT2. On the other hand, (E)-7-(2-diethylcarbamoyl-1-methylvinyl)benzo[b]furan ((E)-27a) showed potent inhibitory activity for both BLT1 and BLT2. This journal is The Royal Society of Chemistry.