111492-84-3

Basic information

• Product Name: 6-Fluoro-2,3,4,9-tetrahydro-2-(phenylmethyl)-1H-pyrido<3,4-b>indol-1-one
• Synonyms: 6-Fluoro-2,3,4,9-tetrahydro-2-(phenylmethyl)-1H-pyrido<3,4-b>indol-1-one
• CAS NO: 111492-84-3
• Molecular Weight: 294.328
• Mol File: 111492-84-3.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 6-Fluoro-2,3,4,9-tetrahydro-2-(phenylmethyl)-1H-pyrido<3,4-b>indol-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Fluoro-2,3,4,9-tetrahydro-2-(phenylmethyl)-1H-pyrido<3,4-b>indol-1-one(111492-84-3)
• EPA Substance Registry System: 6-Fluoro-2,3,4,9-tetrahydro-2-(phenylmethyl)-1H-pyrido<3,4-b>indol-1-one(111492-84-3)

Safety Data

• Hazardous Substances Data: 111492-84-3(Hazardous Substances Data)

Upstream product

• 110977-88-3 6-Fluor-4,9-dihydro-pyrano<3,4-b>indol-1(3H)-on 
• 100-46-9 benzylamine 
• 110977-75-8 3-(4-Fluorphenylhydrazono)-5,6-dihydro-pyran-2(4H)-on 
• 20893-71-4 4-fluorophenyldiazonium chloride 
• 110977-72-5 C₉H₁₂O₅ 
• 19365-08-3 3-hydroxypiperidin-2-one 
• 111492-67-2 1-benzyl-3-benzyloxy-2-piperidone 
• 111492-68-3 3-hydroxy-1-benzyl-2-piperidinone 
• 111492-69-4 1-(phenylmethyl)-2,3-piperidinedione 
• 16867-04-2 dihydroxypyridine 
• 111492-74-1 1-Benzyl-3-[(4-fluoro-phenyl)-hydrazono]-piperidin-2-one 

Downstream Products

• 154770-68-0 4-<6-Fluor-9-(4-fluorphenyl)-2,3,4,9-tetrahydro-1H-pyrido<3,4-b>indol-2-yl>-1-(4-fluorphenyl)-1-butanon 
• 154770-69-1 4-<6-Fluor-9-(4-fluorphenyl)-2,3,4,9-tetrahydro-1H-pyrido<3,4-b>indol-2-yl>-1-(4-fluorphenyl)-1,4-butandion 
• 154770-67-9 6-Fluor-9-(4-fluorphenyl)-2,3,4,9-tetrahydro-1H-pyrido<3,4-b>indol 
• 154770-66-8 6-Fluor-9-(4-fluorphenyl)-2,3,4,9-tetrahydro-2-phenylmethyl-1H-pyrido<3,4-b>indol 
• 1161933-44-3 (2-benzyl-6-fluoro-1-thioxo-1,2,3,4-tetrahydro-β-carbolin-9-yl)acetic acid t-butyl ester 
• 1161932-97-3 (2-benzyl-6-fluoro-1-thioxo-1,2,3,4-tetrahydro-β-carbolin-9-yl)acetic acid 
• 1161933-43-2 2-benzyl-6-fluoro-2,3,4,9-tetrahydro-β-carboline-1-thione 
• 154770-65-7 6-Fluoro-2,3,4,9-tetrahydro-2-(phenylmethyl)-1H-pyrido<3,4-b>indole 

Relevant articles and documents

Design, synthesis, and biological evaluation of novel (1-thioxo-1,2,3,4- tetrahydro-β-carbolin-9-yl)acetic acids as selective inhibitors for AKR1B1

New substituted (1-thioxo-1,2,3,4-tetrahydro-β-carbolin-9-yl)acetic acids were designed as the inhibitor of AKR1B1 based upon the structure of rhetsinine, a minor alkaloidal component of Evodia rutaecarpa, and twenty derivatives were synthesized and evaluated. The most active compound of the series was (2-benzyl-6-methoxy-1-thioxo-1,2,3,4-tetrahydro-β-carbolin-9-yl) acetic acid (7m), which showed comparable inhibitory activity for AKR1B1 (IC50 = 0.15 μM) with clinically used epalrestat (IC50 = 0.1 μM). In the view of activity and selectivity, the most potent compound was (2-benzyl-6-carboxy-1-thioxo-1,2,3,4-tetrahydro-β-carbolin-9-yl)acetic acid (7t), which showed strong inhibitory effect (IC50 = 0.17 μM) and very high selectivity for AKR1B1 against AKR1A1 (311:1) and AKR1B10 (253:1) compared with epalrestat.

Indoles X: Synthesis, structure and D2-affinity of the β-carboline-analogue of flutroline

10 is a β-carboline analogue of the neuroleptic flutroline(2a,b)) with significant lower affinity at the dopamine D2 binding site. Various synthetic routes to 10 and the solid state structure of 8 are described, structure activity relations, in particular the importance of the 'S-shape' and the rigid dopamine conformation are discussed.

Synthesis and Serotonin-Receptor Activity of Substituted 1-Oxo-1,2,3,4-tetrahydro-&β-carbolines

2,3-Dihydroxypyridine is used as a starting material for the synthesis of donor and acceptor substituted 1-oxo-1,2,3,4-tetrahydro-β-carbolines via Fisher indole cyclisation.An alkaloid from Alstonia venenata is prepared.All compounds inclusive strychnocarpine show low affinity to the serotonine receptor. - Key words: 3-Hydroxy-2-pyridone, Strychnocarpine Derivatives, 5-Hydroxytryptamine Receptor Stimulators