13618-83-2Relevant articles and documents
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Jensen et al.
, p. 5283,5284 (1971)
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Rigid analogues of buspirone and gepirone, 5-HT1A receptors partial agonists.
Chilmonczyk, Zdzislaw,Krajewski, Krzysztof J,Cybulski, Jacek
, p. 917 - 923 (2007/10/03)
Rigid analogues of buspirone and gepirone, 5-HT1A receptors partial agonists, were obtained. The compounds exhibited very low affinity to the receptors. Their structural features resembled to a large extent the arrangement of the respective structural elements found in the solid state of buspirone and in the theoretical structure of NAN-190 (5-HT1A postsynaptic antagonist) rigid analogue exhibiting high affinity to the receptor. The obtained results would thus suggest that the bioactive conformation of buspirone might not be the extended one. That would additionally suggest that either both groups of compounds could occupy different areas at the receptor binding sites (or bind to different receptor states) or the constrained structure of 2 does not represent well 5-HT1A receptor binding site requirements.
The functionalization of saturated hydrocarbons. Part 23. Gif-type bromination and chlorination of saturated hydrocarbons: A non-radical reaction
Barton, Derek H. R.,Csuhai, Eva,Doller, Dario
, p. 9195 - 9206 (2007/10/02)
The bromination of saturated hydrocarbons was studied in the GoAggIII system using CBrCl3 and other polyhaloalkanes. This bromination reaction was compared to free radical processes by (i) evaluating the rates of reactions for a series of polyhaloalkanes, by (ii) measuring the selectivity of the different systems towards various saturated hydrocarbons and by (iii) analyzing the product distribution arising from the bromination of cyclohexyl bromide under both the GoAggIII type conditions and from known processes for alkyl radical generation. Some chlorine containing reagents were also examined for C - Cl bond formation in the GoAggIII system. All the experimental findings support a mechanism for the reaction that is different from one involving free radicals. This non-radical pathway is common in all Gif-type systems, as seen in common patterns of selectivity, conditions is in agreement with a non-radical reaction pathway for the Gif-type bromination and chlorination reactions.
Homolytic Rearrangements of Bicyclohexane and Bicycloheptane
Walton, John C.
, p. 1371 - 1376 (2007/10/02)
Free radicals abstract hydrogen from both the bridge and bridgehead sites in bicyclohexane (4).The bicyclohexan-1-yl radical was observed by e.p.r. spectroscopy.The bicyclohexan-2-yl radical rearranges by stereoelectronically forbidden β-scission to give cyclohex-3-enyl radicals.Unlike other cyclobutanes, compound (4) undergoes an SH2 reaction with bromine atoms.Free radicals abstract hydrogen only from the methylene groups of the C5 ring in bicycloheptane (15a).The bicycloheptan-2-yl radicals were observed by e.p.r. spectroscopy, as was their rearrangement, by stereoelectronically allowed β-scission, to 2-(cyclopent-2-enyl)ethyl radicals.Bromine atoms abstract hydrogen from (15a) and no SH2 reaction was detected.The radicals and their rearrangements were studied by semi-empirical MINDO/3 and MNDO methods.