84800-62-4Relevant articles and documents
Synthesis and pharmacological evaluation of novel selective MOR agonist 6β-pyridinyl amidomorphines exhibiting long-lasting antinociception
Urai, ákos,Váradi, András,Sz?cs, Levente,Komjáti, Balázs,Le Rouzic, Valerie,Hunkele, Amanda,Pasternak, Gavril W.,Majumdar, Susruta,Hosztafi, Sándor
, p. 152 - 157 (2017/02/05)
It was previously reported that 6β-aminomorphinan derivatives show high affinity for opiate receptors. Novel 6β-heteroarylamidomorphinanes were designed based on the MOR selective antagonist NAP. The 6β-aminomorphinanes were prepared by stereoselective Mitsunobu reaction and subsequently acylated with nicotinic acid and isonicotinic acid chloride hydrochlorides. The receptor binding and efficacy were determined in vitro and the analgesic activity was studied in vivo. The in vitro studies revealed moderate selectivity for the MOR. At least two compounds in this series exhibited a long-lasting analgesic response when administered subcutaneously and intracerebroventricularly. When the substances were given intracerebroventricularly to mice, they showed analgesic potency comparable to morphine.
Generation of novel radiolabeled opiates through site-selective iodination
Majumdar, Susruta,Burgman, Maxim,Haselton, Nathan,Grinnell, Steven,Ocampo, Julia,Pasternak, Anna Rose,Pasternak, Gavril W.
supporting information; experimental part, p. 4001 - 4004 (2011/08/06)
Tritiated opioid radioligands have proven valuable in exploring opioid binding sites. However, tritium has many limitations. Its low specific activity and limited counting efficiency makes it difficult to examine low abundant, high affinity sites and its
Stereoselective synthesis of β-naltrexol, β-nalaxol, β-naloxamine, β-naltrexamine and related compounds by the application of the Mitsunobu reaction
Simon,Hostzafi,Makleit
, p. 9757 - 9768 (2007/10/02)
As a continuation of our work, aimed at adopting the Mitsonobu reaction in the morphine series, a few representatives of dihydroisocodeines and dihydroisomorphines and their 14β-hydroxy analogues were prepared. p-Nitrobenzoic acid was used as carboxylic acid and the prepared esters were cleaved to obtain the title compounds. Using phthalimide as acidic component several new 6β-phthalimidodihydromorphine and dihydrocodeine derivatives and their 14β-hydroxy analogues have been synthesized. Cleavage of the phthalimido derivatives with hydrazine hydrate afforded the corresponding 6β-amino derivatives.
