63277-57-6

Upstream product

• 622-88-8 4-bromophenylhydrazine hydrochloride 
• 29976-53-2 N-ethoxycarbonyl-4-piperidone 
• 589-21-9 (4-bromophenyl)hydrazine 
• 41931-18-4 (4-bromophenyl)hydrazine hydrochloride salt 
• 106-40-1 4-bromo-aniline 

Downstream Products

• 1566528-21-9 C₂₃H₂₄BrFN₂O₃ 
• 1566527-97-6 8-bromo-5-(3-(4-fluorophenoxy)propyl)-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole 
• 497261-38-8 8-bromo-2,3,4,5-tetrahydro-1H-pyrido-[4,3-b]indole 
• 73931-16-5 8-Bromo-5-phenyl-1,3,4,5-tetrahydro-pyrido[4,3-b]indole-2-carboxylic acid ethyl ester 

Relevant academic research and scientific papers

Enantioselective synthesis of cis-hexahydro-γ-carboline derivatives via Ir-catalyzed asymmetric hydrogenation

A novel synthetic route was developed for the construction of a chiral cis-hexahydro-γ-carboline derivative through Ir/ZhaoPhos-catalyzed asymmetric hydrogenation of corresponding tetrahydro-γ-carboline with high yields (up to 99% yield), excellent diastereoselectivities (up to >99 : 1 dr) and enantioselectivities (up to 99% ee), and high substrate-to-catalyst ratios (up to 5000).

Functionalized tetrahydro-1 H-pyrido[4,3-b]indoles: A novel chemotype with Sirtuin 2 inhibitory activity

Sirtuins are protein deacylases with regulatory roles in metabolism and stress response. Functionalized tetrahydro-1H-pyrido[4,3-b]indoles were identified as preferential sirtuin 2 inhibitors, with in vitro inhibitory potencies in the low micromolar conce

Novel Carboline Derivatives as Potent Antifungal Lead Compounds: Design, Synthesis, and Biological Evaluation

A series of novel antifungal carboline derivatives was designed and synthesized, which showed broad-spectrum antifungal activity. Particularly, compound C38 showed comparable in vitro antifungal activity to fluconazole without toxicity to human embryonic lung cells. It also exhibited good fungicidal activity against both fluconazole-sensitive and -resistant Candida albicans cells and had potent inhibition activity against Candida albicans biofilm formation and hyphal growth. Moreover, C38 showed good synergistic antifungal activity in combination with fluconazole (FLC) against FLC-resistant Candida species. Preliminary mechanism studies revealed that C38 might act by inhibiting the synthesis of fungal cell wall.

ICMT Inhibitors

The invention provides a 1,3,5-substituted indole wherein the substituent at position 1 is a C6 to C12 alkyl group; the substituent at position 3 is CH2NR1R2 wherein R1 is H or C1 to C3 alkyl, R1 bein

Design and synthesis of antifungal benzoheterocyclic derivatives by scaffold hopping

The incidence of invasive fungal infections and associated mortality is increasing dramatically. Although azoles are first-line antifungal agents, cross-resistance and hepatic toxicity are their two major limitations. The discovery of novel non-azole lead compounds will be helpful to overcome these problems. On the basis of our previously reported benzopyran non-azole CYP51 inhibitor, scaffold hopping was used to design structurally diverse new compounds and expand the structure-activity relationships of the lead structure. Five kinds of scaffolds, namely benzimidazole, benzoxazole, benzothiazole, quinazolin-4-one and carboline, were chosen for synthesis. In vitro antifungal activity data and results from molecular docking revealed that the scaffold was important for the antifungal activity. Several compounds showed potent activity against both standard and clinically resistant fungal pathogens, suggesting that they can serve as a good starting point for the discovery of novel antifungal agents.

NEW TETRACYCLIC COMPOUNDS

This disclosure relates to new tetracyclic compounds that may be used to modulate a histamine receptor in an individual. The compounds in one embodiment are tetracyclic [4,3- b]indoles. Pharmaceutical compositions comprising the compounds are also provided, as are methods of using the compounds in a variety of therapeutic applications, including the treatment of a cognitive disorder, psychotic disorder, neurotransmitter-mediated disorder and/or a neuronal disorder.

Synthesis of 8-substituted tetrahydro-γ-carbolines

The Fischer reaction is applied to the synthesis of 8-substituted tetrahydro-γ-carbolines with electron-donating or electron-withdrawing groups, using catalytic or thermal methods. The reaction conditions must be varied according to the nature of the N 1 substituent of the piperidone. The best results are observed when a releasing group is present on the arylhydrazine and a benzyl substituent on the nitrogen of piperidone. Formation of carbolines with a withdrawing substituent is observed in soft acidic conditions; in others, reaction ended at the hydrazone level or did not evolve.

Neuroleptic Activity in 5-Aryltetrahydro-γ-carbolines

A series of 5-aryltetrahydro-γ-carbolines was prepared by a novel N-arylation procedure and tested for neuroleptic activity in a rat antiamphetamine model.The systematic exploration of structural parameters leading to 8-fluoro-5-(4-fluorophenyl)-2-4-hydr