P. B. Stewart, G. Possanza, F. K. Hess
Apr 1, 1973
Citations
0
Influential Citations
3
Citations
Journal
The Journal of Immunology
Abstract
In a search for new immunosuppressants, it was found that some members of the arylhydroxytriazenes were active in suppressing the immune response in experimental animals. One member of this group, 3-methyl-3-hydroxy-1-(p-isopropyl-carbomoylphenyl)triazene and designated PR-H-286 BS,1 has been studied more closely and has the following structural formula. This compound was readily prepared by the general method of Bamberger (1); diazotization of 4-amino-N-isopropylbenzamide and subsequent coupling with N-methylhydroxylamine gave reasonable yield. Its structure was confirmed by elemental analysis as well as by infrared and nuclear magnetic resonance spectroscopy. The immunosuppressant activity of PR-H-286 BS was first demonstrated in the Jerne plaque-forming cell (PFC) test (2). It was equally effective when given either by the intraperitoneal or oral route, suppressing the number of PFC by 96.6% and 96.4%, respectively (Table I). With this experience all further tests were done by the oral route.