US 12,291,527 B2
Molecules that stimulate the immune system for treatment of drug addiction, methods of synthesis, antidrug vaccine and uses
Angelo De Fatima, Belo Horizonte (BR); Frederico Duarte Garcia, Belo Horizonte (BR); Simone Odilia Antunes Fernandes, Belo Horizonte (BR); Valbert Nascimento Cardoso, Belo Horizonte (BR); Adriana Martins Godin, Belo Horizonte (BR); Angelica Faleiros Da Silva Maia, Belo Horizonte (BR); Leonardo Da Silva Neto, Belo Horizonte (BR); Maila De Castro Lourenco Das Neve, Belo Horizonte (BR); and Paulo Sergio De Almeida Augusto, Betim (BR)
Assigned to UNIVERSIDADE FEDERAL DE MINAS GERAIS, Belo Horizonte (BR); and FUNDACAO DE AMPARO A PESQUISA DO ESTADO DE MINAS GERAIS—FAPEMIG, Belo Horizonte (BR)
Appl. No. 16/633,696
Filed by UNIVERSIDADE FEDERAL DE MINAS GERAIS, Belo Horizonte (BR); and FUNDACAO DE AMPARO A PESQUISA DO ESTADO DE MINAS GERAIS—FAPEMIG, Belo Horizonte (BR)
PCT Filed Jul. 20, 2018, PCT No. PCT/IB2018/055440
§ 371(c)(1), (2) Date May 12, 2020,
PCT Pub. No. WO2019/021140, PCT Pub. Date Jan. 31, 2019.
Claims priority of application No. 1020170159558 (BR), filed on Jul. 25, 2017.
Prior Publication US 2020/0385376 A1, Dec. 10, 2020
Int. Cl. C07D 451/12 (2006.01); A61K 39/385 (2006.01); A61P 25/36 (2006.01); A61K 39/00 (2006.01); C07C 69/732 (2006.01)
CPC C07D 451/12 (2013.01) [A61K 39/385 (2013.01); A61P 25/36 (2018.01); A61K 2039/60 (2013.01); C07C 69/732 (2013.01)] 8 Claims
 
1. An immune system stimulating molecule comprising a calixarene, wherein the calixarene is calix(4)arene or calix(8)arene, coupled to a hapten analogous to cocaine, the hapten being hapten GNE (6-(1R,2R,3S,5S)-3-(benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxamido-hexanoic acid) or hapten GNC (6-(((1R,2R,3S,5S)-3-(benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carbonyl)oxy)-hexanoic acid).