Mass spectral studies on aryl-substituted N-carbamoyl/N-thiocarbamoyl narcotine and related compounds.
Positive ion mass spectral fragmentation of new N-carbamoyl/N-thiocarbamoyl derivatives of narcotine and compounds closely related to it are reported and discussed. The techniques used include electron impact (EI), fast-atom bombardment (FAB), matrix-assisted laser desorption/ionization time-of-flight (MALDI-TOF) and electrospray ionization tandem mass spectrometry (ESI-MS/MS). Prominent peaks in the mass spectra of these compounds appear to involve C-C bond cleavage beta to the amine nitrogen with loss of the 4,5-dimethoxy(1H)isobenzofuranone moiety from their molecular ions, along with another prominent peak at m/z 382. No molecular ion peaks of these compounds were recorded in EI, whereas intense [M + H]+ ion peaks were observed in FAB and ESI spectra. MALDI also yielded [M + H]+ ion peaks in good agreement with FAB and ESI studies.
Aggarwal
Shefali
S
Dr. B. R. Ambedkar Centre for Biomedical Research, University of Delhi, 110 007, India.
Ghosh
Narendra N
NN
Aneja
Ritu
R
Joshi
Harish
H
Chandra
Ramesh
R
D002219:Carbamates / Q000737:chemistry*; D008401:Gas Chromatography-Mass Spectrometry; D007202:Indicators and Reagents; D009665:Noscapine / Q000031:analogs & derivatives* / Q000737:chemistry*; D016339:Spectrometry, Mass, Fast Atom Bombardment; D019032:Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization; D013055:Spectrophotometry, Infrared; D013859:Thiocarbamates / Q000737:chemistry*
D002219:Carbamates; D007202:Indicators and Reagents; D013859:Thiocarbamates; D009665:Noscapine