A new quadruple hydrogen-bonding module based on five-membered heterocyclic urea structure.
N,N'-Di-4-triazolylurea (DTU) has developed as a new ADDA module and DTU forms a stable ADDA*DAAD heterocomplex with 2,7-diamido-1,8-naphthyridine (DAN) (K(s) = 2.6 x 10(5) M(-1) in CHCl(3)). The K(s) value of the complex between DTU and DAN is 100-fold greater than that of the complex between N,N'-di-2-pyridylurea and DAN due to replacement of a pyridine ring with a 1,2,3-triazole ring.
Hisamatsu
Yosuke
Y
Graduate School of Pharmaceutical Sciences, Nagoya City University, Tanabe-dori, Mizuho-ku, Nagoya 467-8603, Japan. y_hisamatsu@sagami.or.jp
Shirai
Naohiro
N
Ikeda
Shin-Ichi
S
Odashima
Kazunori
K
D006571:Heterocyclic Compounds / Q000737:chemistry*; D006860:Hydrogen Bonding; D011725:Pyridines / Q000737:chemistry; D014230:Triazoles / Q000737:chemistry*; D014508:Urea / Q000031:analogs & derivatives* / Q000737:chemistry*
D006571:Heterocyclic Compounds; C550799:N,N'-di-4-triazolylurea; D011725:Pyridines; D014230:Triazoles; D014508:Urea; C023666:pyridine