13623-79-5Relevant articles and documents
Relevance of torsional effects to the conformational equilibria of 1,5-diaza-cis-decalins: A theoretical and experimental study
Ganguly,Freed,Kozlowski
, p. 1103 - 1108 (2001)
1,5-Diaza-cis-decalin populates two conformations in which the nitrogen atoms are either gauche (N-in) or anti (N-out) to one another. The equilibrium mixture of the two conformers depends on the substituents at the nitrogen atom, as well as the reaction conditions. Ab initio (HF/6-31G*, B3LYP/6-31+G*) and molecular mechanics (Amber*) calculations have been performed to examine the possible role of stereoelectronics and steric effects in controlling the equilibrium of substituted 1,5-diaza-cis-decalins. In the present study, N,N′-diethyl- and N,N′-bistrifluoroethyl-1,5-diaza-cis-decalins have been synthesized, and the equilibrium mixtures have been measured using 1H and 13C NMR experiments. Steric effects appear to control the equilibria between the two conformational isomers of 1,5-diaza-cis-decalin while torsional effects appear to dominate the equilibria for the N,N′-dialkyl derivatives.
Condensed diazepinones and medicaments containing these compounds
-
, (2008/06/13)
Condensed diazepinones of general formula I STR1 in which ]B represents one of the divalent groups STR2 X is a =CH-- group or a nitrogen atom, R represents a lower alkyl radical, which may optionally be further substituted by a phenyl optionally carrying halogen, methyl or methoxy, R4 and R5 represent hydrogen, halogen or lower alkyl, R6 is hydrogen, chlorine or methyl, R7 and R8 denote lower alkyl, R8 also additionally denotes halogen, and m, n, o and p represent the numbers 0, 1, 2 or 3 with the following limitations: the sum of m+n and the sum of o+p each denote the numbers 1, 2 or 3, the sum of n+o and the sum of m+p each denote the numbers 1, 2, 3, 4 or 5, wherein, however, the sum of m+n+o+p must always be greater than 2, and A1, A2, A3 and A4 denote hydrogen, or, for the case where m, n, o and p each denote the number 1, A1 and A2 together or A3 and A4 together represent an ethylene bridge, are suitable for the treatment of cholinergically induced spasms and motility disorders of the gastrointestinal tract and in the region of the evacuating bile ducts, for the symptomatic treatment of cystitis and of spasms from urelithiasis, for the treatment of relative incontinence, for the symptomatic treatment of bronchial asthma and bronchitis, and for the treatment of ischaemic heart diseases. The compounds are characterized by good selectivity.
