70201-42-2

Basic information

• Product Name: 3,5-Dibromopyridine-4-carboxaldehyde
• Synonyms: 3,5-Dibromopyridine-4-carboxaldehyde;4-PYRIDINECARBOXALDEHYDE, 3,5-DIBROMO-;3,5-Dibromopyridine-4-carbaldehyde;3,5-Dibromo-4-pyridinecarboxaldehyde;5-Dibromo-4-pyridinecarboxaldehyde;3,5-Dibromoisonicotinaldehyde;3,5-Dibromopyridine-4-carboxaldehyde, 3,5-Dibromo-4-formylpyridine;3,5-DibroMo-4-pyridinecarboxaldehyde 97%
• CAS NO: 70201-42-2
• Molecular Formula: C₆H₃Br₂NO
• Molecular Weight: 186.01
• Product Categories: Pyridine series;C6Heterocyclic Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Pyridines;Aldehydes;Building Blocks;C1 to C6;C5 to C6;C6 to C7;Carbonyl Compounds;Chemical Synthesis;Halogenated Heterocycles;Heterocyclic Building Blocks;Organic Building Blocks;NULL;Heterocycle-Pyridine series
• Mol File: 70201-42-2.mol

Chemical Properties

• Melting Point: 118-122 °C(lit.)
• Boiling Point: 278.1 °C at 760 mmHg
• Flash Point: 122 °C
• Appearance: /
• Density: 2.09 g/cm³
• Vapor Pressure: 0.00436mmHg at 25°C
• Refractive Index: 1.654
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility: Choroform (Slightly), Methanol (Slightly, Sonicated)
• PKA: -1.47±0.28(Predicted)
• CAS DataBase Reference: 3,5-Dibromopyridine-4-carboxaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-Dibromopyridine-4-carboxaldehyde(70201-42-2)
• EPA Substance Registry System: 3,5-Dibromopyridine-4-carboxaldehyde(70201-42-2)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38-43
• Safety Statements: 26-36/37
• RIDADR: UN 2811 6.1/PG 3
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: Ⅲ
• Hazardous Substances Data: 70201-42-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Synthesis:
3,5-Dibromopyridine-4-carboxaldehyde serves as a key intermediate in the synthesis of various pharmaceuticals. Its unique structure allows for the development of new drugs with potential therapeutic applications, making it a valuable component in medicinal chemistry.
Used in Agrochemical Production:
In the agrochemical industry, 3,5-Dibromopyridine-4-carboxaldehyde is utilized as a building block for the creation of pesticides and other crop protection agents. Its incorporation into these products can enhance their effectiveness in protecting crops from pests and diseases.
Used in Organic Chemical Reactions:
3,5-Dibromopyridine-4-carboxaldehyde is employed as a reactant in a wide range of organic chemical reactions. Its presence can facilitate the formation of new compounds with diverse applications, contributing to the advancement of organic chemistry.
Used as a Building Block in Compound Production:
3,5-Dibromopyridine-4-carboxaldehyde also acts as a fundamental building block in the production of various other organic compounds. Its structural features make it a versatile component in the synthesis of a broad spectrum of chemical entities, further expanding its utility in the chemical industry.

InChI:InChI=1/C6H3Br2NO/c7-5-1-9-2-6(8)4(5)3-10/h1-3H

Upstream product

• 625-92-3 3,5-dibromopyridine 
• 107-31-3 Methyl formate 
• 109-94-4 formic acid ethyl ester 
• 68-12-2 N,N-dimethyl-formamide 
• 64-19-7 acetic acid 

Downstream Products

• 145325-40-2 4-bromo-thieno<2,3-c>pyridine-2-carboxylic acid methyl ester 
• 197008-13-2 (3,5-dibromopyridin-4-yl)methanol 
• 870243-00-8 3-(biphenyl-4-yloxy)-5-bromo-pyridine-4-carbaldehyde 
• 1220165-45-6 N-[1-(3,5-dibromopyridin-4-yl)-meth-(E)-ylidene]-N'-(4-fluorophenyl)-hydrazine 
• 1220165-54-7 4‐bromo‐1‐(4‐fluorophenyl)‐1H‐pyrazolo[3,4‐c]pyridine 
• 870244-34-1 3,5-dibromopyridine-4-carbonitrile 
• 1295298-36-0 1-(4-fluorophenyl)-1H-pyrazolo[3,4-c]pyridine-4-carboxylic acid [1-(3-trifluoromethyl-phenyl)cyclopropyl]amide 
• 1295298-09-7 1-(4-fluorophenyl)-1H-pyrazolo[3,4-c]pyridine-4-carboxylic acid [1-(5-methanesulfonyl-furan-2-yl)cyclopropyl]amide 
• 1295298-11-1 1-(4-fluorophenyl)-1H-pyrazolo[3,4-c]pyridine-4-carboxylic acid [1-(2-bromopyridin-4-yl)cyclopropyl]amide 
• 1295298-14-4 1-(4-fluorophenyl)-1H-pyrazolo[3,4-c]pyridine-4-carboxylic acid (1-1,3,4-thiadiazol-2-yl-cyclopropyl)amide 
• 1295298-15-5 1-(4-fluorophenyl)-1H-pyrazolo[3,4-c]pyridine-4-carboxylic acid [1-(3-bromophenyl)cyclopropyl]amide 
• 1404367-14-1 3-bromo-5-cyclopropylisonicotinonitrile 
• 870243-58-6 methyl thieno[2,3-c]pyridine-2-carboxylate 
• 478149-00-7 thieno[2,3-c]pyridine-2-carboxylic acid 

Relevant articles and documents

Towards redox-switchable organocatalysts based on bidentate halogen bond donors

Redox-active bidentate halogen bond donors based on halopyridinium groups as halogen-bond donating units were synthesized and their structures were elucidated by X-ray diffraction analyses and DFT calculations.Viareversible twofold reduction, these dicationic species can be transformed to neutral compounds which should be much weaker Lewis acids. The corresponding electrochemical data were obtained, and CV as well as UV-vis and NMR techniques were also used to determine binding constants of these halogen bond donors to halides. While all titrations agree on the relative order of binding strengths (with chloride being bound strongest), there are marked deviations in the overall affinity constants which are discussed. In contrast to earlier azo-bridge analogues, the ethylene-linked variants presented herein do not oxidize halides, and thus the novel halogen bond donors could also be used as Lewis acidic organocatalysts in a halide abstraction benchmark reaction, yielding a performance similar to bis(haloimidazolium)-derived catalysts.

HETEROCYCLIC COMPOUNDS, PROCESS FOR PREPARATION OF THE SAME AND USE THEREOF

The present invention provides a heterocyclic compound represented by the formula (I), its stereoisomers, or a pharmaceutically acceptable salt thereof, pharmaceutical compositions thereof, and their use in preparing a medicament for the prevention and/or treatment of central nervous system disease.

NAPHTHYLUREA DERIVATIVES AND MEDICAL APPLICATIONS THEREOF

The present invention relates to naphthylurea derivatives. Such substances can significantly inhibit VEGFR2 and PDGFR-β receptor tyrosine kinase phosphorylation at nanomolar concentration levels. It is a novel type of tyrosine kinase inhibitors which can be used in the treatment of tyrosine kinase-mediated diseases or symptoms such as malignancies and ocular diseases accompanied with pathologic neovascularization

AMIDO-BENZYL SULFONE AND SULFOXIDE DERIVATIVES

The present invention relates to certain amido-benzyl sulfoxide and sulfone compounds, pharmaceutical compositions comprising such compounds, and methods of treatment using such compounds.

PYRIDINYL AND PYRIMIDINYL SULFOXIDE AND SULFONE DERIVATIVES

Disclosed are certain pyridinyl and pyrimidinyl sulfoxide and sulfone compounds, pharmaceutical compositions comprising such compounds and methods of treatment using such compounds.

AMIDO SPIROCYCLIC AMIDE AND SULFONAMIDE DERIVATIVES

Provided are amido spirocyclic amide and sulfonamide compounds, pharmaceutical compositions comprising such compounds, and methods of treatment using such compounds.

AMIDO-BENZYL SULFONE AND SULFONAMIDE DERIVATIVES

Disclosed are certain amido-benzyl sulfone and sulfonamide compounds, pharmaceutical compositions comprising such compounds, land methods of treatment using such compounds.

AMIDO-BENZYL SULFOXIDE DERIVATIVES

The present invention relates to certain amido-benzyl sulfoxide compounds, pharmaceutical compositions comprising such compounds, and methods of treatment of an NAMPT-mediated disease or condition in a subject, selected from solid or liquid tumor, rheumat

Synthesis and in vitro photodynamic activities of water-soluble fluorinated tetrapyridylporphyrins as tumor photosensitizers

A series of water-soluble fluorinated cationic porphyrins were designed, synthesized, and characterized. In vitro photocytotoxicity of these compounds was evaluated by MTT assay on HeLa cells. Their photocytotoxicity was dependent on the positions of the cations and the fluorines in the pyridine ring, and 5,10,15,20-tetrakis-(N-methyl-2-fluoro-pyridin-3-yl)-porphyrin (8) showed the most potent photo-induced cytotoxicity without photobleaching. PDT-induced ROS inside HeLa cells was measured with flow cytometry using ROS-sensitive fluorometric probe, 2,7-dichlorofluororescin (DCF), which revealed high correlations of ROS with cellular cytotoxicity. FACS analysis shows that PDT with porphyrin 8 induced apoptosis in HeLa cells. In summary, efficient generation of ROS, biological effectiveness, and good photostability of porphyrin 8 indicate its potential application in photodynamic therapy (PDT) in the near future.

Synthesis of difluorinated pyridinecarboxaldehyde via electrophilic fluorination

An efficient synthesis of novel 3,5-difluoropyridine-4-carboxaldehyde using N-fluoro-benzenesulfonimide (NSFi) is described. Difluorination was achieved through the reaction of 3,5-dihalo-1,3-dioxolane pyridine with n-butyllithium followed by N-fluorobenzenesulfonimide at -120 °C in good to high yields. Maintaining the low temperature during the transmetallation was found to be critical for the selective formation of the difluoro-susbstitution over the monofluoro one.