Steroids and related studies. Part 44. 17a-Methyl-3β-(N-pyrrolidinyl)17a-aza-D-homo-5α-androstane bis(methiodide)(dihydrochandonium iodide) and certain other analogues of chandonium iodide

Abstract

The bisquaternary analogues 17a-methyl-3β-(N-pyrrolidinyl)-17a-aza-D-homo-5α-androstane bismethiodide (dihydrochandonium iodide)(4), 17a-methyl-3β-(N-pyrrolidinyl)-17a-aza-D-homo-5α-androstane bisethiodide (5), 17a-methyl-3β-(N-pyrrolidinyl)-17a-aza-D-homoandrost-5-ene bisethiodide (2), and 17a-ethyl-3β-(N-pyrrolidinyl)-17a-aza-D-homoandrost-5-ene bisethiodide (3) related to chandonium iodide (1) have been prepared. 5,6-Saturation and increase in 'onium bulk decrease the neuromuscular blocking potency; however, dihydrochandonium iodide (4) appears to be a promising compound for further study.