@prefix dcat: <http://www.w3.org/ns/dcat#> .
@prefix dct: <http://purl.org/dc/terms/> .
@prefix foaf: <http://xmlns.com/foaf/0.1/> .
@prefix vcard: <http://www.w3.org/2006/vcard/ns#> .
@prefix xsd: <http://www.w3.org/2001/XMLSchema#> .

<https://rec.harvest-normandie.data4citizen.com/dataset/oai-hal-tel-00683624v1> a dcat:Dataset ;
    dct:description """
              Bispidines are polycyclic chirales diamines which are usefull ligands for asymmetric induction. Bispidine HZ2 is known to be an agonist and selective of κ-receptors, receptors invoved in pain mechanism. This work focuses on the development of a versatile asymmetric synthesis of bispidine backbone, allowing structural modifications, in order to evaluate the pharmacologic potential of compounds prepared. Initially, we synthetized 2,3,6-trisubstituted piperidines thanks to an intramolecular stereospecific Mannich reaction between a β,β’-diaminoketal and various aldehydes. Piperidones, thus obtained, which have an amino-ethyl function in position 3, were submitted to a second Mannich reaction, in order to prepare bicyclic bispidines. Then, we wish to obtain bispidines of restricted conformation. The condensation of several aldehydes on piperidones which have an amino-ethyl function in position 3, enabled the formation of the corresponding imides, precursors of N-acyliminium ions. Tricyclic and tetracyclic bispidines were obtained by a cyclisation in acid conditions in presence of enol ethers. A NMR study enabled to give rise to the adopted conformations of the bispidines prepared (chair-chair, chair-boat, chair-twist). Finally, the synthetized compounds were tested in vivo in order to evaluate their analgesic potential. They showed a moderate activity. However, the introduction of aromatic groups in position α of the nitrogen atom would increase the efficiency of our compounds, according to the literature.
            """ ;
    dct:identifier "NNT: 2011CLF22177" ;
    dct:issued "2026-05-23T05:28:11.820519"^^xsd:dateTime ;
    dct:language "fr" ;
    dct:modified "2026-05-23T05:28:11.820527"^^xsd:dateTime ;
    dct:publisher <https://rec.harvest-normandie.data4citizen.com/organization/cce9db95-46d9-4dc2-84b6-764215d0a002> ;
    dct:title "Stereoselective synthesis of bispidines : towards the design of new analgesic molecules" ;
    dcat:contactPoint [ a vcard:Organization ;
            vcard:fn "CCSD" ] ;
    dcat:distribution <https://rec.harvest-normandie.data4citizen.com/dataset/oai-hal-tel-00683624v1/resource/8c0c3abb-1cb7-4075-8c74-36c801ccf99e> ;
    dcat:keyword "analgesia",
        "analgesie",
        "asymmetric-synthesis",
        "bispidine",
        "chimothechemical-sciencesother",
        "douleur",
        "infoeu-reposemanticsdoctoralthesis",
        "intramolecular-mannich-reaction",
        "ion-n-acyliminium",
        "n-acyliminium-ion",
        "opioid-receptor",
        "pain",
        "piperidine-polysubstituee",
        "polysubstituted-piperidine",
        "reaction-de-mannich-intramoleculaire",
        "recepteur-opioide",
        "synthese-asymetrique",
        "theses" ;
    dcat:landingPage <https://theses.hal.science/tel-00683624> .

<https://rec.harvest-normandie.data4citizen.com/dataset/oai-hal-tel-00683624v1/resource/8c0c3abb-1cb7-4075-8c74-36c801ccf99e> a dcat:Distribution ;
    dct:format "HTML" ;
    dct:issued "2026-05-23T05:28:11.836632"^^xsd:dateTime ;
    dct:modified "2026-05-23T05:28:11.749025"^^xsd:dateTime ;
    dct:title "Stereoselective synthesis of bispidines : towards the design of new analgesic molecules" ;
    dcat:accessURL <https://theses.hal.science/tel-00683624> .

<https://rec.harvest-normandie.data4citizen.com/organization/cce9db95-46d9-4dc2-84b6-764215d0a002> a foaf:Agent ;
    foaf:name "test_moissonnage_selune" .

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