N-[10-(13,14-Methylenedioxyphenyl)-7(E),9(Z)-pentadienoyl]-pyrrolidine

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N-[10-(13,14-Methylenedioxyphenyl)-7(E),9(Z)-pentadienoyl]-pyrrolidine Basic information
Product Name:N-[10-(13,14-Methylenedioxyphenyl)-7(E),9(Z)-pentadienoyl]-pyrrolidine
Synonyms:N-[10-(13,14-Methylenedioxyphenyl)-7(E),9(Z)-pentadienoyl]-pyrrolidine;1-[(2E,4E)-5-(1,3-Benzodioxol-5-yl)-1-oxo-2,4-pentadienyl]pyrrolidine;piperiline;2,4-Pentadien-1-one, 5-(1,3-benzodioxol-5-yl)-1-(1-pyrrolidinyl)-, (2E,4E)-;Piperyline;Pyrroperine;Trichostachine
CAS:25924-78-1
MF:C16H17NO3
MW:271.31
EINECS:
Product Categories:
Mol File:25924-78-1.mol
N-[10-(13,14-Methylenedioxyphenyl)-7(E),9(Z)-pentadienoyl]-pyrrolidine Structure
N-[10-(13,14-Methylenedioxyphenyl)-7(E),9(Z)-pentadienoyl]-pyrrolidine Chemical Properties
Melting point 142°C
BRN 29164
Safety Information
WGK Germany 3
MSDS Information
N-[10-(13,14-Methylenedioxyphenyl)-7(E),9(Z)-pentadienoyl]-pyrrolidine Usage And Synthesis
DescriptionA further minor alkaloid found in Piper nigrum, this base may be recrystallized from Et20 when it yields long, slender needles. The ultraviolet spectrum has absorption maxima at 245,261,309 and 343 mil. The configuration about both of the double bonds in the side chain is trans. The structure given above has been confirmed by synthesis.
DefinitionChEBI: Piperyline is a N-acylpyrrolidine that is pyrollidine substituted by a (1E,3E)-1-(1,3-benzodioxol-5-yl)-5-oxopenta-1,3-dien-5-yl group at the nitrogen atom. It is an alkaloid isolated from the plant Piper nigrum. It has a role as a plant metabolite, an apoptosis inducer and an antifungal agent. It is a member of benzodioxoles, a N-acylpyrrolidine, a tertiary carboxamide and a pyrrolidine alkaloid. It is functionally related to an (E,E)-piperic acid.
ReferencesGrewe et ai., Chem. Ber., 103,3752 (1970)
N-[10-(13,14-Methylenedioxyphenyl)-7(E),9(Z)-pentadienoyl]-pyrrolidine Preparation Products And Raw materials
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