NEUTRAL HOSTS FOR THE COMPLEXATION OF CREATININE

Citation
P. Buhlmann et W. Simon, NEUTRAL HOSTS FOR THE COMPLEXATION OF CREATININE, Tetrahedron, 49(35), 1993, pp. 7627-7636
Citations number
37
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404020
Volume
49
Issue
35
Year of publication
1993
Pages
7627 - 7636
Database
ISI
SICI code
0040-4020(1993)49:35<7627:NHFTCO>2.0.ZU;2-Q
Abstract
Three hydrogen bonds are formed between creatinine and derivatives of 2-amino-4(3H)pyrimidone. Changes in the tautomer ratio of the latter u pon complexation can be observed by UV spectroscopy. The formation of a further hydrogen bond between creatinine and a 4-aminoacridin-5-yl-a mino-substituted 4(3H)pyrimidone seems to be sterically prevented. The properties of three other, quite different compounds assumed to form three hydrogen bonds with creatinine have also been investigated. Dode cyl 4-octadecylallophanate and 2,6-bis(dodecylamino)-pyridine do not a ssociate appreciably with creatinine, which can be explained by the fo rmation of an intramolecular hydrogen bond in the former compound and the lack of tautomerization of the latter. With 6-(1-heptyloctylamino) -2(1H)-pyridone, however, creatinine forms a complex that is almost as stable as those with 2-amino-4(3H)-pyrimidone derivatives.