4993-84-4

Usage

InChI:InChI=1/C10H12N2O.ClH/c11-6-5-8-7-3-1-2-4-9(7)12-10(8)13;/h1-4,8H,5-6,11H2,(H,12,13);1H

Upstream product

• 61-54-1 tryptamine 
• 77516-19-9 3-(o-aminophenyl)-2-pyrrolidone 
• 6837-16-7 1-(Phenylamino)-2-pyrrolidone 

Downstream Products

• 792903-34-5 2'-ethyl-2'-methylspiro[indoline-3,3'-pyrrolidin]-2-one 
• 792903-34-5 2'-ethyl-2'-methylspiro[indoline-3,3'-pyrrolidin]-2-one 
• 63637-61-6 kynuramine methyl carbamate 
• 77516-15-5 2,3-dihydro-Nb-methoxycarbonyl-2-oxotriptamine 
• 77516-19-9 3-(o-aminophenyl)-2-pyrrolidone 
• 77516-13-3 [2-(3-Hydroxy-2-oxo-2,3-dihydro-1H-indol-3-yl)-ethyl]-carbamic acid methyl ester 
• 77516-14-4 1-ethoxy-benzo-<1,3>-oxazine-3-one 
• 77516-16-6 [2-(4-Methoxy-2-oxo-1,4-dihydro-2H-benzo[d][1,3]oxazin-4-yl)-ethyl]-carbamic acid methyl ester 
• 128638-16-4 2'-(3-Benzyloxy-pentyl)-2-oxo-1,2-dihydro-spiro[indole-3,3'-pyrrolidine]-1'-carbaldehyde 

Relevant academic research and scientific papers

HETROCYCLIZATION OF N-PHENYLAMINO-2-PYRROLIDONES

Hetrocyclization of N-phenylamino-2-pyrrolidones with solutions of phosgene takes place with the formation of dihydropyrroloindoles, which on acid cleavage give 2-oxotryptamines or their derivatives.

Alkaloids from Alangium javanicum and Alangium grisolleoides that mediate Cu2+-dependent DNA strand scission

Crude CH2Cl2-MeOH extracts prepared from Alangium javanicum and A. grisolleoides were found to induce DNA strand breakage in the presence of Cu2+ and were subjected to bioassay-guided fractionation to permit identification of the active principle(s). Javaniside (1), a novel alkaloid possessing an unusual monoterpenoid oxindole skeleton, was identified as an active principle contributing to the DNA cleavage activity observed for the crude extract of A. javanicum. Alangiside (2), a tetrahydroisoquinoline monoterpene glucoside widely distributed in the genus Alangium, was also isolated from A. grisolleoides as a new type of Cu2+-dependent DNA cleavage agent. The relative configuration of the asymmetric centers in javaniside was established by analysis of 1H-1H coupling constants and NOESY correlations. Semisynthesis of javaniside from secologanin (3) established the absolute stereochemistry of javaniside.

A Simple Entry into the Series of Tetracyclic Hetero- and Secoyohimbanes, Strychnos and Oxindole Alkaloids

The divinylogous urethane 4a reacts in diluted acetic acid to give the indolochinolizine 9 (yield 40percent).The total amount grows up to 65percent, if compound 14, prepared from 4a in nearly quantitative yield, is allowed to react with trifluoroacetic ac

REACTIVITY OF OXYTRIPTAMINE. CONVERSION TO 3-(o-AMINOPHENYL)-2-PYRROLIDONE AND KYNURENAMINE

Oxytriptamine 1 was converted to kynurenamine 5, benzooxazinone 6, and 3-hydroxy derivative 7b in NaOH-MeOH in the presence of oxygen, whereas 1 undergoes N,N'-transacylation to give the isomeric product 4 in argon atmosphere.