4138-37-8Relevant academic research and scientific papers
A reductive amination of carbonyls with amines using decaborane in methanol
Bae, Jong Woo,Lee, Seung Hwan,Cho, Young Jin,Yoon, Cheol Min
, p. 145 - 146 (2007/10/03)
Aldehydes and ketones were easily converted to the corresponding amines by the reaction of amines in methanol using decaborane (B10H14) at room temperature under nitrogen. The reaction is simple and efficient. The Royal Society of Chemistry 2000.
High-affinity inhibitors of dihydrofolate reductase: Antimicrobial and anticancer activities of 7,8-dialkyl-1,3-diaminopyrrolo[3,2-f]quinazolines with small molecular size
Kuyper, Lee F.,Baccanari, David P.,Jones, Michael L.,Hunter, Robert N.,Tansik, Robert L.,Joyner, Suzanne S.,Boytos, Christine M.,Rudolph, Sharon K.,Knick, Vince,Wilson, H. Robert,Caddell, J. Marc,Friedman, Henry S.,Comley, John C. W.,Stables, Jeremy N.
, p. 892 - 903 (2007/10/03)
A series of 7,8-dialkylpyrrolo[3,2-f]quinazolines were prepared as inhibitors of dihydrofolate reductase (DHFR). On the basis of an apparent inverse relationship between compound size and antifungal activity, the compounds were designed to be relatively small and compact. Inhibitor design was aided by a GRID analysis of the three-dimensional structure of Candida albicans DHFR, which suggested that relatively small, branched alkyl groups at the 7- and 8-positions of the pyrroloquinazoline ring system would provide optimal interactions with a hydrophobic region of the protein. The compounds were potent inhibitors of fungal and human DHFR, with K(i) values as low as 7.1 and 0.1 pM, respectively, and were highly active against C. albicans and an array of tumor cell lines. In contrast to known lipophilic inhibitors of DHFR such as trimetrexate and piritrexim, members of this series of pyrroloquinazolines were not susceptible to P-glycoprotein-mediated multidrug resistance and also showed significant distribution into lung and brain tissue. The compounds were active in lung and brain tumor models and displayed in vivo activity against Pneumocystis carinii and C. albicans.
Formation of anilines from 5-nitro-2-phenylpyrimidine, amines, and acetone
Gromov, S. P.
, p. 1041 - 1043 (2007/10/02)
The reaction of 5-nitro-2-phenylpyrimidine with aliphatic amines and acetone gave N-substituted 4-nitroanilines.In addition, 2-methyl-5-nitropyridine was also obtained from ethylamine. - Key words: pyrimidine; transformation of cyclic intermediates; anilines; pyridine.
Aromatic Nucleophilic Substitution of Halobenzenes with Amines under High Pressure
Ibata, Toshikazu,Isogami, Yasushi,Toyoda, Jiro
, p. 42 - 49 (2007/10/02)
The nucleophilic substitution reactions of aromatic halides having electron-attracting groups on ortho or para position with various primary and secondary amines were accelerated by high pressure to give the corresponding N-substituted anilines in high yields.The bulkiness of amines affects its reactivity to lower the yields of the products.Although the secondary amines are usually less reactive than primary amines, cyclic secondary amines such as morpholine, piperidine, and pyrrolidine were found very reactive. 1,4-Diazabicyclooctane and quinuclidine gave N-quarternary ammonium halides in high yields in contrast to the low reactivity of acyclic tertiary amines.Dichloro- and trichloro-nitrobenzenes also react with diethylamine, pyrrolidine, and morpholine to give mono-, di-, and trisubstitution products depending upon the amount of amine and the position of nitro group in these chlorides.
Nucleophilic Substitution of Aromatic Halides with Amines under High Pressure
Ibata, Toshikazu,Isogami, Yasushi,Toyoda, Jiro
, p. 1187 - 1190 (2007/10/02)
The reaction of aromatic chlorides, bromides and iodides with various primary or secondary amines in a tetrahydrofuran solution under high pressure of 6-12 kbar gave the corresponding secondary and tertiary aromatic amines. 1,4-Diazabicyclooctane and quinuclidine gave N-aryl quaternary ammonium halides in high yields in contrast to the low reactivity of acyclic tertiary amines.
