کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
6552618 160445 2014 10 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Structure elucidation of a new open chain isomer of the cannabimimetic cyclopropoylindole A-796,260
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی آنالیزی یا شیمی تجزیه
پیش نمایش صفحه اول مقاله
Structure elucidation of a new open chain isomer of the cannabimimetic cyclopropoylindole A-796,260
چکیده انگلیسی
A new hitherto unknown ring opened isomer of the tetramethylcyclopropoylindole 1-(2-morpholin-4-ylethyl)-1H-indol-3-yl]-(2,2,3,3-tetramethylcyclopropyl)methanone (A-796,260) has been identified in a seizure of the German Customs. It bears an E-alkene moiety in the side chain with a tert.-butyl group, having a 3-penten-5-one skeleton. The isomer is not identical to the known products of thermal ring opening of tetramethylcyclopropoylindoles, which have a 1-pentene-5-one alkyl chain, instead. We postulate its formation via a Wagner-Meerwein-rearrangement under acidic conditions during the attempted synthesis of the desired tetramethylcyclopropoylindole. Whether the compound, found in high purity, has been the result of a synthesis fault or has been synthesized intentionally and if the new isomer has cannabimimetic potential, is still unknown. During structure elucidation with NMR spectroscopy and mass spectrometry, interesting phenomena have been detected concerning the product ion spectrometry of tetramethylcyclopropoylindoles.
ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Forensic Science International - Volume 234, January 2014, Pages 139-148
نویسندگان
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