Premium
Synthesis of Long‐chain 1‐Alkylimidazole‐2‐thiols, 1‐Alkylimidazoles, and Some Related Benzimidazole Compounds
Author(s) -
Bäuerlein Edmund,
Trasch Heinz
Publication year - 1979
Publication title -
liebigs annalen der chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0170-2041
DOI - 10.1002/jlac.197919791120
Subject(s) - chemistry , benzimidazole , thiol , nucleophile , aqueous solution , acetonitrile , peroxidase , medicinal chemistry , stereochemistry , combinatorial chemistry , organic chemistry , enzyme , catalysis
This article describes the synthesis of long‐chain 1‐alkylimidazole‐2‐thiols 3 and 1‐decylbenzimidazole‐2‐thiol ( 10 ), of value as nucleophilic scavengers for sulfenyl groups (RS + ) in lipophilic membranes 2) and as inhibitors of thyroid peroxidase 3) , as well as of the corresponding 1‐alkylimidazoles 6 and ‐benzimidoles 7 . Because 1‐decyl compounds belonging to the benzimidazole series apparently have a specific action on proton translocation in the mitochondrial system, which depends on their basicity 2) ., the half‐neutralisation potentials of 7c, 10 and 11 have been determined in aqueous acetonitrile.