title: Two azasteroidal [3,2-c]pyrazole derivatives: 2'-(p-fluorophenyl)-4-azapyrazolo[4',3':2,3]-5alpha-androstan-17beta-yl acetate and 2'-(p-fluorophenyl)-4-azapyrazolo[4',3':2,3]-5alpha-androstan-17beta-ol.
abstract: In both the title aza-steroids, 2'-(p-fluorophenyl)-4-azapyrazolo[4',3':2,3]-5alpha-androstan-17beta-yl acetate, C(27)H(34)FN(3)O(2), (I), and 2'-(p-fluorophenyl)-4-azapyrazolo[4',3':2,3]-5alpha-androstan-17beta-ol, C(25)H(32)FN(3)O, (II), the tetrahydropyridine ring adopts a half-chair conformation and is considerably strained as a consequence of the presence of the fused planar pyrazole ring. In both compounds, both cyclohexane rings have chair conformations, while the cyclopentane ring has an envelope conformation. All the rings of the steroid nucleus are trans fused. In (I), intermolecular N-H.O, C-H.F, C-H.O and C-H.N interactions are observed in the solid state, while intermolecular N-H.O and O-H.N hydrogen bonds are observed in (II).
authors.affiliation: Department of Physics, Bharathidasan University, Tiruchirappalli 620 024, India.
authors.forename: S
authors.initials: S
authors.lastname: Thamotharan
authors.forename: V
authors.initials: V
authors.lastname: Parthasarathi
authors.forename: Ranju
authors.initials: R
authors.lastname: Gupta
authors.forename: D P
authors.initials: DP
authors.lastname: Jindal
authors.forename: Anthony
authors.initials: A
authors.lastname: Linden
mesh_terms: D000085:Acetates / Q000737:chemistry*; D000096:Acetone / Q000737:chemistry; D000731:Androstanes / Q000737:chemistry*; D001378:Azasteroids / Q000737:chemistry*; D003510:Cyclohexanes / Q000737:chemistry; D006859:Hydrogen / Q000737:chemistry; D006860:Hydrogen Bonding; D008956:Models, Chemical; D008958:Models, Molecular; D010100:Oxygen / Q000737:chemistry; D011487:Protein Conformation; D011720:Pyrazoles / Q000737:chemistry*; D013256:Steroids / Q000737:chemistry*
chemical_list: C490142:2'-(4-fluorophenyl)-4-azapyrazolo(4',3'-2,3)androstan-17-ol; C490141:2'-(4-fluorophenyl)-4-azapyrazolo(4',3'-2,3)androstan-17-yl acetate; D000085:Acetates; D000731:Androstanes; D001378:Azasteroids; D003510:Cyclohexanes; D011720:Pyrazoles; D013256:Steroids; D000096:Acetone; C031280:pyrazole; D006859:Hydrogen; D010100:Oxygen