Synthesis and structural, conformational and pharmacological study of N-β(or γ)acyloxyalkylnortropinones

Crystal structure of 8-methyl-8-azabicyclo(3.2.1)octan-3-one, C8H13NO

“…Int he crystals tructure, tropinone exhibits very normalb ond lengths and angles without hydrogen bonding. The datais very similartorelated compounds [3,4]. Although two of the three related compounds previously studied showed thatt here wasa solvate in the structure, the authors did not define or model this solvent.…”

Synthesis and Structural, Biochemical, and Pharmacological Study of 30-Acyloxy-3a-methoxycarbonyltropane Derivatives

“…These conclusions are supported by the following: (1) In the 'H NMX spectra the W% for Hl(5) proton signals of -10 Hz correspond to a tropane system with the piperidine ring in a slightly flattened chair conf0rmation.1~6 In all 3JH2(4)13--…”

“…NMR data of 5a-f the following general features for 5a-f (Scheme I) were deduced: (1) The pyrrolidine and piperidine rings in all compounds have a flattened Nsenvelope and distorted chair conformation puckered at N8 and slightly flattened at C3; (2) other carbonyl group near to H2(4)P; the methoxycarbonyl groups are attached in axial position, with the carbonyl group near to the ethylene bridgq (3) the N-methyl groups occupy predominantly an equatorial position with resped to the piperidine ring. These conclusions are supported by the following: (1) In the 'H NMX spectra the W% for Hl(5) proton signals of -10 Hz correspond to a tropane system with the piperidine ring in a slightly flattened chair conf0rmation.1~6 In all 3JH2(4)13--…”

“…The main differences between crystal and solution conformations are: (1) The Battening of the piperidine ring seems to be greater in the crystal structure. (2) The conformations of the C3 groups are different.…”

Synthesis and Structural, Conformational, and Pharmacological Study of Some Esters Derived from 3-Phenethyl- 3-azabicyclo[3.2.1]octan-8-/3-ol and the Corresponding M-Endo-methyl Quaternary Derivatives

“…[1][2][3][4][5][6] In order to gain additional information concerning the effects of stereochemical factors on anticholinergic activity, and in connection with our interest in the preparation and the structural study of 3-azabicyclo[3.2,lloctane derivatives,7-9 we synthesized a new series of esters derived from the 3-azabicyclo [3.2.lloctan-8-p-ol (Scheme I) that is structurally related to the tropane skeleton ( Figure 1). The structural, conformational, and pharmacological study of lb-le and several N-endo-methyl quaternary derivatives (2a-2d) has been carried out with the objective to explore the structure-activity relationship.…”