25177-65-5

Usage

InChI:InChI=1/C14H17NO2/c16-14(17)9-3-1-2-6-11-10-15-13-8-5-4-7-12(11)13/h4-5,7-8,10,15H,1-3,6,9H2,(H,16,17)

Upstream product

• 502-44-3 hexahydro-2H-oxepin-2-one 
• 120-72-9 indole 

Downstream Products

• 143682-27-3 6-(1H-Indol-3-yl)-1-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)-hexan-1-one 
• 143682-39-7 3-[6-(4-Phenyl-3,6-dihydro-2H-pyridin-1-yl)-hexyl]-1H-indole 

Relevant academic research and scientific papers

4-AMINOMETHYL-1-ARYL-CYCLOHEXYLAMINE DERIVATIVES

The invention concerns 4-aminomethyl-1-aryl-cyclohexylamine derivatives, methods for producing same, medicines containing said compounds and the use of 4-aminomethyl-1-aryl-cyclohexylamine derivatives for producing medicines.

INDOLE DERIVATIVES

Indole derivatives of the following formula: wherein R1 is carboxy(lower)alkyl or protected carboxy(lower)alkyl, R2 is hydrogen, lower alkyl or halogen, R3 and R4 are each hydrogen or lower alkyl, R5 is ar(lower)alkyl which may have suitable substituent(s), and A is carbonyl, sulfonyl or lower alkylene, or a pharmaceutically acceptable salt thereof, which are useful as a testosterone 5alpha-reductase inhibitor

Synthesis of 3,4-Bridged Indoles by Photocyclisation Reactions. Part 1. Photocyclisation of Halogenoacetyl Tryptophan Derivatives

Although irradiation of N-chloroacetyltryptophan results in a poor yield of photocyclisation to the indole 4-position due to competing cyclisation to C-2, the photocyclisation of (dichloroacetyl)tryptophan derivatives gives, after addition of a nucleophile in work-up, 7-substituted pyrrolobenzazocines in good yield and with trans-stereospecificity.N-(Trichloroacetyl)tryptophan derivatives also undergo photocyclisation to give 3,4-bridged indoles.The structures of the azocinoindoles 13, 21, 22 and 35, and the azepinoindole 15 were confirmed by X-ray crystallography.In one case the preparation of a cycloalkaindole was possible by the irradiation of the α-chloro amide of an indol-3-yl alkanoic acid.

Synthesis of 3,4-Bridged Indoles by Photocyclisation Reactions. Part 2. Photocyclisation of Halogenoacetyl Tryptophol Derivatives and α-Chloro Indol-3-ylalkanoate Esters

Irradiation of the trichloroacetates 2, 4 and 5, derived from the corresponding tryptophols, in methanolic acetonitrile results in photocyclisation to the indole 4-position, and the formation of the pyrrolobenzoxocines 9-11.Attempted photocyclisation of the 'reversed' α-chloro esters 15a, 15b and 18 was thwarted by readily occurring elimination of HCl, although the dimethyl compound 15c did cyclise to give the cycloheptaindole 20 upon irradiation in acetonitrile.