39169-94-3

Usage

Properties

Contains a furan ring and a substituted phenyl ring
Derivative of the neurotransmitter serotonin
Moderate affinity for serotonin receptors, specifically 5-HT1A and 5-HT7 receptors
Studied for potential therapeutic applications in neurological and psychiatric disorders
Potential use as a tool compound for studying serotonin receptor function
Explored for potential use in the development of novel antidepressant and anxiolytic medications.

InChI:InChI=1/C11H10BrNO/c12-9-3-1-8(2-4-9)11-6-5-10(7-13)14-11/h1-6H,7,13H2

Upstream product

• 589-87-7 1,4-bromoiodobenzene 
• 39170-09-7 5-(4'-bromophenyl)furan-2-carbaldehyde oxime 
• 20005-42-9 5-(4-bromophenyl)-2-furancarboxyaldehyde 
• 27329-70-0 5-formylfurane-2-boronic acid 
• 57667-10-4 5-(4-bromophenyl)furan-2-carbonitrile 
• 617-89-0 furan-2-ylmethanamine 
• 106-40-1 4-bromo-aniline 

Relevant academic research and scientific papers

Selective catalysis for the reductive amination of furfural toward furfurylamine by graphene-co-shelled cobalt nanoparticles

Amines with functional groups are widely used in the manufacture of pharmaceuticals, agricultural chemicals, and polymers but most of them are still prepared through petrochemical routes. The sustainable production of amines from renewable resources, such as biomass, is thus necessary. For this reason, we developed an eco-friendly, simplified, and highly effective procedure for the preparation of a non-toxic heterogeneous catalyst based on earth-abundant metals, whose catalytic activity on the reductive amination of furfural or other derivatives (more than 24 examples) proved to be broadly available. More surprisingly, the cobalt-supported catalyst was found to be magnetically recoverable and reusable up to eight times with an excellent catalytic activity; on the other hand, the gram-scale tests catalyzed by the same catalyst exhibited the similar yield of the target products in comparison to its smaller scale, which was comparable to the commercial noble-based catalysts. Further results from a series of analytical technologies involving XRD, XPS, TEM/mapping, and in situ FTIR revealed that the structural features of the catalyst are closely in relation to its catalytic mechanisms. In simple terms, the outer graphitic shell is activated by the electronic interaction as well as the induced charge redistribution, enabling the easy substitution of the –NH2 moiety toward functionalized and structurally diverse molecules, even under very mild industrially viable and scalable conditions. Overall, this newly developed catalyst introduces the synthesis of amines from biomass-derived platforms with satisfactory selectivity and carbon balance, providing cost-effective and sustainable access to the wide applications of reductive amination.

Aryl Radical Selectivity in Biphasic Systems

Aryl radicals generated in the aqueous phase of biphasic mixtures have-regardless of a comparably low polarity- A strong preference to react with aromatic substrates in the aqueous phase and not to undergo phase-transfer into a lipophilic phase, independent from the presence of a surfactant. These results represent an important prerequisite toward future studies in biological systems, which typically consist of various compartments of either hydrophilic or lipophilic character.

Carbazole-Terpyridine Donor-Acceptor Dyads with Rigid π-Conjugated Bridges

A series of molecules in which 9H-carbazole (electron donor, D) and 2,2′:6′,2′′-terpyridine (electron acceptor, A) are connected through rigid π-conjugated bridges (D-π-A systems) have been synthesized and their photophysical properties examined in detail, with the support of DFT calculations. The bridges are made of different sequences of ethynylene, phenylene, and anthracene groups. The synthetic strategies involve condensation of 2-acetylpyridine with the aromatic aldehyde moiety on different functionalized π-conjugated bridges and couplings with carbazole derivatives. The system incorporating anthracene in the bridge shows the typical absorption and emission fingerprints of this polycyclic hydrocarbon. The other systems have HOMOs and LUMOs centred, respectively, over the carbazole and the bridge and exhibit solvatochromic charge-transfer (CT) luminescence with high photoluminescence yield up to 70 %, except when an ethynylene unit is directly attached to the carbazole ring, due to a trans-bent non-emissive π–σ* excited state.

Discovery of (5-Phenylfuran-2-yl)Methanamine derivatives as new human sirtuin 2 Inhibitors

Human sirtuin 2 (SIRT2), a member of the sirtuin family, has been considered as a promising drug target in cancer, neurodegenerative diseases, type II diabetes, and bacterial infections. Thus, SIRT2 inhibitors have been involved in effective treatment strategies for related diseases. Using previously established fluorescence-based assays for SIRT2 activity tests, the authors screened their in-house database and identified a compound, 4-(5-((3-(quinolin-5-yl)ureido)methyl) furan-2-yl)benzoic acid (20), which displayed 63 ± 5% and 35 ± 3% inhibition against SIRT2 at 100 μM and 10 μM, respectively. The structure-activity relationship (SAR) analyses of a series of synthesized (5-phenylfuran-2-yl)methanamine derivatives led to the identification of a potent compound 25 with an IC50 value of 2.47 μM, which is more potent than AGK2 (IC50 = 17.75 μM). Meanwhile, 25 likely possesses better water solubility (cLogP = 1.63 and cLogS = ?3.63). Finally, the molecular docking analyses indicated that 25 fitted well with the induced hydrophobic pocket of SIRT2.

Anti-tumor compound of targeting Neddylation path

The invention discloses an anti-tumor compound of a targeting Neddylation path. The compound can be represented by a structural formula shown as a general formula I, a general formula II, a general formula III, a general formula IV, a general formula V, a general formula VI or a general formula VII. The compound provided by the invention has good anti-tumor activity; a plurality of compounds are close to a positive control drug MLN4924 and can be used as the good anti-tumor compound. The compound and a composition, provided by the invention, can be used with other drugs to provide combined therapy, and the other drugs can form a part of the same composition or can be used as different components for drug administration at the same time or at different time.

Visible-Light-Induced, Catalyst-Free Radical Arylations of Arenes and Heteroarenes with Aryldiazonium Salts

In the absence of a photocatalyst and other additives, the radical arylation of diverse arenes and heteroarenes has been achieved with aryldiazonium salts under visible-light irradiation from a blue light-emitting diode (LED). Although the course of some reactions can be rationalized by the formation of strongly light-absorbing charge-transfer (CT) complexes between the diazonium ion and the aromatic substrate, several further examples indicated that the simple presence of an aromatic substrate, showing only weak interactions to the diazonium ion, is fully sufficient to enable product formation.

Synthesis of 6-Arylpyridin-3-ols by Oxidative Rearrangement of (5-Arylfurfuryl)amines

The synthesis of 6-arylpyridin-3-ols and their 2,4-dibrominated analogues has been achieved by the oxidative rearrangement of (5-arylfurfuryl)amines. The desired arylpyridols were obtained in good to high yields, and the reactions were shown to be suitable for preparation on a gram scale.