30384-96-4

Basic information

• Product Name: 6-BROMOIMIDAZO[1,2-A]PYRIDINE-3-CARBALDEHYDE
• Synonyms: 6-BROMOIMIDAZO[1,2-A]PYRIDINE-3-CARBOXALDEHYDE;6-Bromoimidazo[1,2-a]pyridine-3-carbaldehyde;IMidazo[1,2-a]pyridine-3-carboxaldehyde, 6-broMo-
• CAS NO: 30384-96-4
• Molecular Formula: C₈H₅BrN₂O
• Molecular Weight: 225.04
• Product Categories: PI3K inhibitors;Heterocycle-Pyridine series
• Mol File: 30384-96-4.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• Density: 1.73 g/cm³
• Refractive Index: 1.693
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 6-BROMOIMIDAZO[1,2-A]PYRIDINE-3-CARBALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-BROMOIMIDAZO[1,2-A]PYRIDINE-3-CARBALDEHYDE(30384-96-4)
• EPA Substance Registry System: 6-BROMOIMIDAZO[1,2-A]PYRIDINE-3-CARBALDEHYDE(30384-96-4)

Safety Data

• Hazardous Substances Data: 30384-96-4(Hazardous Substances Data)

Usage

General Description

6-Bromoimidazo[1,2-a]pyridine-3-carbaldehyde is a chemical compound with the molecular formula C8H5BrN2O. It is a halogenated aldehyde derivative with a fused heterocyclic ring structure. 6-BROMOIMIDAZO[1,2-A]PYRIDINE-3-CARBALDEHYDE is commonly used as an intermediate in the synthesis of pharmaceuticals, agrochemicals, and organic materials. It is known for its versatile reactivity and ability to participate in various organic transformations, making it a valuable building block in chemical synthesis. 6-Bromoimidazo[1,2-a]pyridine-3-carbaldehyde is also used in the development of novel drug candidates and has potential applications in the fields of medicinal chemistry and drug discovery. As a result, it is a widely studied and important chemical compound in the field of organic chemistry.

InChI:InChI=1/C8H5BrN2O/c9-6-1-2-8-10-3-7(5-12)11(8)4-6/h1-5H

Upstream product

• 107-20-0 2-chloroethanal 
• 138888-98-9 N’-(5-bromopyridin-2-yl)-N,N-dimethylformimidamide 
• 1072-97-5 5-bromo-2-pyridylamine 
• 2065-75-0 2-Bromo-malonaldehyde 
• 68-12-2 N,N-dimethyl-formamide 
• 6188-23-4 6-bromoimidazo[1,2-a]pyridine 

Downstream Products

• 945619-40-9 N'-((6-bromoimidazo[1,2-a]pyridin-3-yl)methylene)-2-methyl-5-nitrobenzenesulfonohydrazide 
• 1207562-20-6 (6-bromoimidazo[1,2-a]pyridin-3-yl)-(4-methoxyphenyl) methanol 
• 1304016-81-6 (E)-N-ethyl-2-methyl-5-nitro-N'-((6-(pyridin-3-yl)imidazo[1,2-a]pyridin-3-yl)methylene)benzenesulfonohydrazide 
• 1304017-12-6 (E)-N'-((6-(1H-indol-2-yl)imidazo[1,2-a]pyridin-3-yl)methylene)-5-fluoro-N,2-dimethylbenzenesulfonohydrazide 
• 1304017-38-6 (E)-N-benzyl-1-methyl-2-((6-(pyridin-3-yl)imidazo[1,2-a]pyridin-3-yl)methylene)hydrazinecarboxamide 
• 1304016-10-1 N-methyl-N'-((6-(pyridin-3-yl)imidazo[1,2-a]pyridin-3-yl)methylene)benzenesulfonohydrazide 
• 372196-67-3 [2-methyl-5-nitro-1-benzenesulfonic acid 2-[(6-bromoimidazo[1,2-a]pyridin-3-yl)methylene]-1-methylhydrazide] 
• 30489-47-5 6-bromo-3-hydroxymethylimidazo[1,2-a]pyridine 

Relevant articles and documents

Preparation method of 6-bromoimidazo[1.2-a]pyridine-3-formaldehyde

The invention relates to a preparation method of 6-bromoimidazo[1.2-a]pyridine-3-formaldehyde. The method comprises the following steps: 1, adding 2-amino-5-bromopyridine and N,N-dimethylformamide dimethyl acetal into a reactor to react, and stirring to react to obtain an N,N-dimethyl-N'-2-(5-bromo-pyridine)yl-formamidine intermediate; 2, adding the N,N-dimethyl-N'-2-(5-bromo-pyridine)yl-formamidine intermediate obtained in the step 1 into a solvent, adding chloroacetaldehyde, and carrying out a reaction to obtain a solid mixture; 3, dissolving the solid mixture in ethyl acetate, washing withwater and saturated edible salt water, drying with anhydrous sodium sulfate, filtering, and removing ethyl acetate to obtain a 6-bromoimidazo[1.2-a]pyridine-3-formaldehyde crude product; and 4, recrystallizing the 6-bromoimidazo[1.2-a]pyridine-3-formaldehyde crude product, and filtering to obtain a 6-bromoimidazo[1.2-a]pyridine-3-formaldehyde pure product. According to the preparation method, thereaction raw materials are easy to obtain, the price is reasonable, the reaction conditions are mild, operation is easy, aftertreatment is simple, and the product is stable in quality and high in purity.

Microwave-assisted synthesis of 3-formyl substituted imidazo[1,2-a]pyridines

An efficient, metal-free method for the synthesis of 3-formyl imidazo[1,2-a]pyridines is reported. The method utilises commercially available substrates and features a broad substrate scope. The intermediate enamine was isolated and a plausible reaction mechanism proposed.

Identification of the Privileged Position in the Imidazo[1,2-a]pyridine Ring of Phosphonocarboxylates for Development of Rab Geranylgeranyl Transferase (RGGT) Inhibitors

Members of the Rab GTPase family are master regulators of vesicle trafficking. When disregulated, they are associated with a number of pathological states. The inhibition of RGGT, an enzyme responsible for post-translational geranylgeranylation of Rab GTPases represents one way to control the activity of these proteins. Because the number of molecules modulating RGGT is limited, we combined molecular modeling with biological assays to ascertain how modifications of phosphonocarboxylates, the first reported RGGT inhibitors, rationally improve understanding of their structure-activity relationship. We have identified the privileged position in the core scaffold of the imidazo[1,2-a]pyridine ring, which can be modified without compromising compounds' potency. Thus modified compounds are micromolar inhibitors of Rab11A prenylation, simultaneously being inactive against Rap1A/Rap1B modification, with the ability to inhibit proliferation of the HeLa cancer cell line. These findings were rationalized by molecular docking, which recognized interaction of phosphonic and carboxylic groups as decisive in phosphonocarboxylate localization in the RGGT binding site.