N-[(1,3-Benzodioxol-5-yl)methyl]benzenesulfonamide: an analogue of capsaicin

Author(s)

Maganhi, Stella H. ; Tavares, Mauricio T. ; Damiao, Mariana C. F. C. B. ; Parise Filho, Roberto

• Document type: Journal article
• Source: ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS; v. 69, p. 7-pg., 2013-11-01.

Abstract

The title compound, C14H13NO4S, an analogue of capsaicin, differs from the latter by having a 1,3-benzodioxole ring rather than a 2-methoxyphenol moiety, and having a benzenesulfonamide group instead of an aliphatic amide chain. The five-membered ring is in an envelope conformation with the methylene C atom lying 0.221 (6) A degrees out of the plane formed by the other four atoms. The dihedral angle between the phenyl ring and the mean plane of the 1,3-benzodioxole fusedring system is 84.65 (4)degrees. In the crystal, molecules aggregate into supramolecular layers in the ac plane through C-H center dot center dot center dot center dot O, N-H center dot center dot center dot O and C-H center dot center dot center dot pi interactions. (AU)

• FAPESP's process: 12/22524-9 - Synthesis, characterization and docking studies of controlled drug delivery systems for drugs and potential drugs using chitosan as a carrier
• Grantee: Stella Hernandez Maganhi
• Support Opportunities: Scholarships in Brazil - Post-Doctoral