ChemInform Abstract: SYNTHESIS AND TOPICAL ANTIINFLAMMATORY PROPERTIES OF 17,21‐BIS(ACETYLOXY)‐6β,9‐DIFLUORO‐11β‐HYDROXYPREGNA‐1,4‐DIENE‐3,20‐D# IONE AND RELATED 2‐HALOGENATED COMPOUNDS

Abstract

Zu Untersuchungen auf entzündungshemmende Wirkung werden fluorierte Steroide hergestellt.

Novel Pyrrolidine Derivatives of Budesonide as Long Acting Inhaled Corticosteroids for the Treatment of Pulmonary Inflammatory Diseases

“…Considering biological data of our previously developed ICS isoxazoline series 10 and the examples reported in the literature, 18,19 it was evident that prednisolone derivatives carrying fluorine atoms at positions 4b and 12 show higher receptorbinding affinity at the GR compared to unsubstituted analogue compound (see Figure 2 for compound numbering). For this reason, the medicinal chemistry investigation described here was focused on 4b,12-difluoro substituted scaffold.…”

“…1 20 = +50.48 (c 0.5, MeOH). (4aS,4bR,5S,6aS,6bS,9aR,10aS,10bS,12S)-8-Cyclopropylmethyl-4b,12-difluoro-5-hydroxy-6b-(2-hydroxy-acetyl)-4a,6a-dimethyl-4b,5,6,6a,6b,7,8,9,9a,10,10a,10b,11,12-tetradecahydro-4aH-8azapentaleno[2,1-a]phenanthren-2-one (19). Following Method B, 19 was obtained (75 mg, 0.158 mmol, 53.0% yield) as an off-white solid.…”