98948-91-5

Basic information

• Product Name: 6-BroMoquinoline-2-carbaldehyde
• Synonyms: 6-BroMoquinoline-2-carbaldehyde
• CAS NO: 98948-91-5
• Molecular Formula: C₁₀H₆BrNO
• Molecular Weight: 236.06474
• Mol File: 98948-91-5.mol
• Article Data: 21

Chemical Properties

• Appearance: /
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 6-BroMoquinoline-2-carbaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 6-BroMoquinoline-2-carbaldehyde(98948-91-5)
• EPA Substance Registry System: 6-BroMoquinoline-2-carbaldehyde(98948-91-5)

Safety Data

• Hazardous Substances Data: 98948-91-5(Hazardous Substances Data)

Usage

Description

6-Bromoquinoline-2-carbaldehyde is an organic compound that serves as a key intermediate in the synthesis of various pharmaceuticals and chemical compounds. It is characterized by its unique structure, which includes a quinoline ring with a bromine atom at the 6th position and a formyl group at the 2nd position. 6-BroMoquinoline-2-carbaldehyde plays a significant role in the development of therapeutic agents, particularly in the area of cancer treatment.

Uses

Used in Pharmaceutical Industry:
6-Bromoquinoline-2-carbaldehyde is used as a reagent for the synthesis of histone deacetylase (HDAC) inhibitors, which are a class of anti-cancer agents. These inhibitors have the potential to modulate gene expression and cell cycle regulation, thereby exhibiting anti-proliferative effects on cancer cells. The development of HDAC inhibitors using 6-Bromoquinoline-2-carbaldehyde as a starting material has shown promise in the treatment of various types of cancer, including solid tumors and hematological malignancies.

Upstream product

• 877-42-9 6-Bromo-2-methyl-quinoline 
• 1080-92-8 6-bromo-4-ethoxy-2-methyl-1,2,3,4-tetrahydro-quinoline 
• 106-40-1 4-bromo-aniline 

Downstream Products

• 1415735-13-5 7-bromo-1-phenylimidazo[1,5-a]quinoline 
• 1426679-09-5 6-bromo-2-tosyl-1,2,3,3',4',9-hexahydro-1'H-spiro[pyrido[3,4-b]indole-4,2'-quinoline] 
• 1426679-17-5 N-((5-bromo-1H-indol-2-yl)methyl)-4-methyl-N-((1,2,3,4-tetrahydroquinolin-2-yl)methyl)benzenesulfonamide 
• 1426678-84-3 N-((5-bromo-1H-indol-2-yl)methyl)-4-methyl-N-(quinolin-2-ylmethyl)benzenesulfonamide 

Relevant articles and documents

Synthesis and optical properties of new 2-(5-arylpyridine-2-yl)-6-(het)arylquinoline-based “push-pull” fluorophores

2-(5-Arylpyridine-2-yl)-6-(het)arylquinoline-based “push-pull” fluorophores were synthesized by means of the heterocyclization reaction between the corresponding isonitrosoacetophenone hydrazones and 6-bromoquinoline-2-carboxaldehyde followed by an aza-Diels-Alder/Suzuki cross-coupling reaction sequence. The optical properties of the obtained fluorophores were studied and the non-linear optic behavior for the two most representative ones were confirmed based on the solvatochromic experiments.

Chalcone Analogue as New Candidate for Selective Detection of α-Synuclein Pathology

Deposition of α-synuclein (α-syn) aggregates is one of the neuropathological hallmarks of synucleinopathies including Parkinson’s disease, dementia with Lewy bodies, and multiple-system atrophy. In vivo detection of α-syn aggregates with SPECT or PET may be an effective tool for medical intervention against synucleinopathy. In the present study, we designed and synthesized a series of chalcone analogues with different aryl groups to evaluate their potential as α-syn imaging probes. In competitive inhibition assays, aryl groups markedly affected binding affinity and selectivity for recombinant α-syn aggregates. Chalcone analogues with a 4-(dimethylamino)phenyl group bound to both α-syn and amyloid β (Aβ) aggregates while ones with a 4-nitrophenyl group displayed α-syn-selective binding. In fluorescent staining, only chalcone analogues with a 4-nitrophenyl group succeeded in selective detection of human α-syn against Aβ aggregates in patients’ brain samples. Among them, PHNP-3 exhibited the most promising binding characteristics for α-syn aggregates (Ki = 0.52 nM), encouraging us to further evaluate its utility. Then, a 125I-labeling reaction was performed to obtain [125I]PHNP-3. In a binding saturation assay, [125I]PHNP-3 bound to α-syn aggregates with high affinity (Kd = 6.9 nM) and selectivity. In a biodistribution study, [125I]PHNP-3 exhibited modest uptake (0.78% ID/g at 2 min after intravenous injection) into a normal mouse brain. Although there is room for improvement of its pharmacokinetics in the brain, encouraging in vitro results in the present study indicate that further structural optimization based on PHNP-3 might lead to the development of a clinically useful probe targeting α-syn aggregates in the future.

Iodine-imine Synergistic Promoted Povarov-Type Multicomponent Reaction for the Synthesis of 2,2′-Biquinolines and Their Application to a Copper/Ligand Catalytic System

An efficient iodine-imine synergistic promoted Povarov-type multicomponent reaction was reported for the synthesis of a practical 2,2′-biquinoline scaffold. The tandem annulation has reconciled iodination, Kornblum oxidation, and Povarov aromatization, where the methyl group of the methyl azaarenes represents uniquely reactive input in the Povarov reaction. This method has broad substrate scope and mild conditions. Furthermore, these 2,2′-biquinoline derivatives had been directly used as bidentate ligands in metal-catalyzed reactions.

Imaging of formaldehyde fluxes in epileptic brains with a two-photon fluorescence probe

A two-photon (TP) fluorescence probe has been developed for imaging endogenous FA fluxes during metabolic and epigenetic processes in animal models, especially in live brains.