5424-16-8Relevant academic research and scientific papers
Structure-Activity Relationship Studies on a Series of 3α-[Bis(4-fluorophenyl)methoxy]tropanes and 3α-[Bis(4-fluorophenyl)methylamino]tropanes As Novel Atypical Dopamine Transporter (DAT) Inhibitors for the Treatment of Cocaine Use Disorders
Zou, Mu-Fa,Cao, Jianjing,Abramyan, Ara M.,Kopajtic, Theresa,Zanettini, Claudio,Guthrie, Daryl A.,Rais, Rana,Slusher, Barbara S.,Shi, Lei,Loland, Claus J.,Newman, Amy Hauck
, p. 10172 - 10187 (2018/01/10)
The development of medications to treat cocaine use disorders has thus far defied success, leaving this patient population without pharmacotherapeutic options. As the dopamine transporter (DAT) plays a prominent role in the reinforcing effects of cocaine that can lead to addiction, atypical DAT inhibitors have been developed that prevent cocaine from binding to DAT, but they themselves are not cocaine-like. Herein, a series of novel DAT inhibitors were synthesized, and based on its pharmacological profile, the lead compound 10a was evaluated in phase I metabolic stability studies in mouse liver microsomes and compared to cocaine in locomotor activity and drug discrimination paradigms in mice. A molecular dynamic simulation study supported the hypothesis that atypical DAT inhibitors have similar binding poses at DAT in a conformation that differs from that of cocaine. Such differences may ultimately contribute to their unique behavioral profiles and potential for development as cocaine use disorder therapeutics.
1,4-DISUBSTITUTED 1,2,3-TRIAZOLES, METHODS FOR PREPARING SAME, AND DIAGNOSTIC AND THERAPEUTIC USES THEREOF
-
Paragraph 0427, (2014/02/16)
A compound having the following general formula (I): wherein: X is a nitrogen atom and Y is a carbon atom; orX is a carbon atom and Y is a nitrogen atom;the Ar group is an aryl or heteroaryl group; andthe RN and RN′ groups, together with the carbon atoms
A practical synthesis of 7-azaindolylcarboxy-endo-tropanamide (DF 1012)
Allegretti, Marcello,Anacardio, Roberto,Cesta, M. Candida,Curti, Roberto,Mantovanini, Marco,Nano, Giuseppe,Topai, Alessandra,Zampella, Giuseppe
, p. 209 - 213 (2013/09/05)
An optimised cost-effective synthesis of the new antitussive drug, DF1012, is herewith reported. The new synthetic route to the key intermediate DF1005 is based on the unusual deprotection step of the 1-tert-butyl-3-cyano-7-azaindole intermediate, which can also be regarded as a convenient way for the industrial production of the expensive 7-azaindole 1. The second key intermediate, endo-tropanamine 6, was obtained in high yield by a novel one-pot stereoselective process using a Pd-catalysed reductive amination procedure.
A modified palladium catalysed reductive amination procedure
Berdini, Valerio,Cesta, Maria C,Curti, Roberto,D'Anniballe, Gaetano,Bello, Nicoletta Di,Nano, Giuseppe,Nicolini, Luca,Topai, Alessandra,Allegretti, Marcello
, p. 5669 - 5674 (2007/10/03)
New, extended applications of a modified palladium catalysed reductive amination procedure are described; a mechanistic hypothesis alternative to the common imine pathway is proposed. This versatile method advances the usual reductive amination processes
Stereoselective process for making endo-tropanamine and like compounds
-
, (2008/06/13)
A stereoselective process for forming compounds related to 4-endotropanamine through the reactive amination of a corresponding ketone with a triacyloxy borohydride.
