131179-10-7Relevant articles and documents
The synthesis of epiboxidine and related analogues as potential pharmacological agents
Kulu, Irem,Ocal, Nuket
scheme or table, p. 2054 - 2060 (2012/01/04)
Methyl epiboxidine-N-carboxylate (8) was synthesized from 7 under reductive Heck conditions (Scheme 2). The C-C coupling of the new epiboxidine analog 9 with aryl and heteroaryl halides gave by hydroarylation C-aryl, N-(3-methylisoxazol-5-yl)-substituted
Synthesis of 7-azabicyclo[2.2.1]heptane and 2-oxa-4-azabicyclo[3.3.1]non-3- ene derivatives by base-promoted heterocyclization of alkyl N-(cis(trans)-3, trans(cis)-4-dibromocyclohex-1-yl)carbamates and N-(cis(trans)-3,trans(cis)-4- dibromocyclohex-1-yl)-2
Gomez-Sanchez, Elena,Soriano, Elena,Marco-Contelles, Jose
, p. 8656 - 8670 (2008/03/12)
(Chemical Equation Presented) We have studied the base-promoted heterocyclization of alkyl N-(cis(trans)-3,trans(cis)-4-dibromocyclohex-1-yl) carbamates and N-(cis(trans)-3,trans(cis)-4-dibromocyclohex-1-yl)-2,2,2- trifluoroacetamides, investigating the e
Synthesis and structure-activity data of some new epibatidine analogues
Seerden, Jean-Paul G.,Tulp, Martin Th. M.,Scheeren, Hans W.,Kruse, Chris G.
, p. 2103 - 2110 (2007/10/03)
The high-pressure Diels-Alder reaction of N-carbomethoxypyrroles and phenyl vinyl sulfone affords versatile intermediates for the palladium-catalyzed preparation of new epibatidine analogues. Structure-activity relationships of new epibatidine analogues are presented. High affinities of K(i)=0.81 and 2.6nM for the [3H]-cytisine rat brain nicotinic acetylcholine binding sites were found for the 5-pyrimidinyl and the 5-(2-amino)-pyrimidinyl epibatidine analogues, respectively. Copyright (C) 1997 Elsevier Science Ltd.
2-(Het)aryl-substituted 7-azabicyclo[2.2.1]heptane systems
Otten, Albert,Namyslo, Jan Christoph,Stoermer, Martin,Kaufmann, Dieter E.
, p. 1997 - 2001 (2007/10/03)
Epibatidine (1) is a recently discovered trace alkaloid found in the skin of a Latin-Amencan poisonous frog. Its remarkably high analgetic activity is accompanied by high toxicity. Therefore, in order to tune its biological activity, a convergent and effi
A Total Synthesis of (+/-)-Epibatidine
Clayton, Simon C.,Regan, Andrew C.
, p. 7493 - 7496 (2007/10/02)
A total synthesis of the potent non-opiate analgesic alcaloid epibatidine is described, in which the key step is reductive palladium-catalysed Heck-type coupling.The synthesis is concise (two steps from known compounds), highly convergent, and completely sttereoselective for the desired exo-isomer. - Key Words: Epibatidine, Analgesic, Alkaloid, Palladium-catalysed Coupling
Syntheses and Photoelectron Spectra of 7-Azanorbornadiene and Related Compounds. An Analysis with Fragment Orbitals
Altenbach, Hans-Josef,Constant, Dieter,Martin, Hans-Dieter,Mayer, Bernhard,Mueller, Monika,Vogel, Emanuel
, p. 791 - 801 (2007/10/02)
The He(I) photoelectron spectra (PE) of 7-azanorbornane (5), 7-azanorbornene (6), and 7-azanorbornadiene (7) as well as of related urethanes have been recorded.The syntheses of these bicyclic compounds are described in detail.A most convenient analysis of