Liquid drug transfer assemblies for use with a drug vial having a drug vial opening stopped by a drug vial stopper. The liquid drug transfer assemblies include a drug vial stopper puncturing member for puncturing a drug vial stopper. The liquid drug transfer assemblies also include a drug vial adapter having a drug vial adapter skirt, an upright drug vial adapter port and a drug vial adapter sleeve downward depending opposite the upright drug vial adapter port and in flow communication therewith. The drug vial adapter is slidingly disposed on the drug vial stopper puncturing member such that on mounting the liquid drug transfer assembly on the drug vial, the drug vial stopper puncturing member punctures the drug vial stopper to form a throughgoing puncture bore and the drug vial adapter sleeve lines the puncture bore.