To simplify this task, I created a custom command line as follows:
Set permissions to 0664 and 0775 chmod --recursive u=rwX,g=rwX,o=rX !&
I noticed that it works perfectly, except by the fact that the new permissions are not imemdiately seen, unless you manually refresh the directory.
Note: the checkbox at Panel|Remote|Remote panel|Automatically refresh diferctory after operation is checked!
Operating system: Windows 7
WinSCP version: 5.13.4
GUI: commander interface