378785-51-4Relevant articles and documents
Synthetic development of new 3-(4-arylmethylamino)butyl-5-arylidene-rhodanines under microwave irradiation and their effects on tumor cell lines and against protein kinases
Dago, Camille Dliko,Ambeu, Christelle N'ta,Coulibaly, Wacothon-Karime,Bkro, Yves-Alain,Mamyrbkova, Janat,Defontaine, Audrey,Baratte, Blandine,Bach, Stphane,Ruchaud, Sandrine,Le Guvel, Rmy,Ravache, Myriam,Corlu, Anne,Bazureau, Jean-Pierre
, p. 12412 - 12435 (2015)
A new route to 3-(4-arylmethylamino)butyl-5-arylidene-2-thioxo-1,3-thiazolidine-4-one 9 was developed in six steps from commercial 1,4-diaminobutane 1 as starting material. The key step of this multi-step synthesis involved a solution phase "one-pot two-s
A one-pot selective synthesis of N-Boc protected secondary amines: Tandem direct reductive amination/N-Boc protection
Neelarapu, Raghupathi,Petukhov, Pavel A.
experimental part, p. 7056 - 7062 (2012/08/28)
A one-pot tandem direct reductive amination of aldehydes with primary amines resulting in N-Boc secondary amines using a (Boc)2O/sodium triacetoxyborohydride (STAB) system is reported. The tandem procedure is efficient, selective, and versatile, giving excellent yields of N-Boc protected secondary amines even in those cases where the products are prone to intramolecular lactamization.
Design, synthesis, and biological evaluation of spider toxin (argiotoxin-636) analogs as NMDA receptor antagonists
Moe, Scott T.,Smith, Daryl L.,Chien, Yongwei,Raszkiewicz, Joanna L.,Artman, Linda D.,Mueller, Alan L.
, p. 31 - 38 (2007/10/03)
Purpose. Twelve synthetic spider toxin analogs were prepared in an effort to better understand the structure-activity relationships of the polyamine portion of argiotoxin-636 (Arg-636), a noncompetitive NMDA receptor (NMDAR) antagonist. Methods. The 1,13-diamino-4,8-diazatridecane portion of the side chain of Arg-636 was systematically modified in an effort to further our knowledge of the structural requirements for the alkyl linker spacing between the amine nitrogens. Systematic isosteric replacement of each of the amine nitrogens in the polyamine moiety with either oxygen or carbon provided a series of compounds which were evaluated in vitro for NMDAR antagonist activity. Results. One-half of the heteroatoms found in Arg-636 were removed to provide analogs which maintained in vitro potency below 1 μM. However, these simplified analogs produced similar or more pronounced effects on the cardiovascular system than Arg-636 in vivo. Conclusions. In this set of analogs, a minimum of three basic nitrogens in the side chain was required for maximum potency as NMDAR antagonists. Isosteric nitrogen substitutions in the polyamine chain reduced the in vitro potency of these analogs. An analog binding-conformation model was proposed to rationalize the inactivity of these isosterically substituted analogs.