TABLE 1.
Triazines and pyrimidine substrates used in this study.
| Common name | Abbreviation | Mol mass (m/z)a | Chemical name |
|---|---|---|---|
| Atrazine | CIET | 2-Chloro-4-(N-ethylamino)-6-(N-isopropylamino)-1,3,5-s-triazine | |
| CMMT | 158, 160, 173, 175 | 2-Chloro-4,6-di(N-methylamino)-1,3,5-s-triazine | |
| Simazine | CEET | 2-Chloro-4,6-di(N-ethylamino)-1,3,5-s-triazine | |
| Propazine | CIIT | 2-Chloro-4,6-di(N-isopropylamino)-1,3,5-s-triazine | |
| Terbuthylazine | CE(tB)T | 2-Chloro-4-(N-ethylamino)-6-(N-t-butylamino)-1,3,5-s-triazine | |
| C(tB)2T | 242, 244, 257, 259 | 2-Chloro-4,6-di(N-t-butylamino)-1,3,5-s-triazine | |
| Fluoroatrazine | FIET | 157, 184, 199 | 2-Fluoro-4-(N-ethylamino)-6-(N-isopropylamino)-1,3,5-s-triazine |
| Azidoatrazine | (N3)IET | 179, 181, 196, 222 | 2-Azido-4-(N-ethylamino)-6-(N-isopropylamino)-1,3,5-s-triazine |
| Cyanoatrazine | (CN)IET | 163, 191, 206 | 2-Cyano-4-(N-ethylamino)-6-(N-isopropylamino)-1,3,5-s-triazine |
| Atratone | (OMe)IET | 154, 169, 196, 211 | 2-Methoxy-4-(N-ethylamino)-6-(N-isopropylamino)-1,3,5-s-triazine |
| Prometon | (OMe)IIT | 2-Methoxy-4,6-di(N-isopropylamino)-1,3,5-s-triazine | |
| Ametryn | (SMe)IET | 2-Methylthiol-4-(N-ethylamino)-6-(N-isopropylamino)-1,3,5-s-triazine | |
| Prometryn | (SMe)IIT | 2-Methylthiol-4,6-di(N-ethylamino)-1,3,5-s-triazine | |
| Aminoatrazine | (NH2)IET | 154, 181, 196 | 2-Amino-4-(N-ethylamino)-6-(N-isopropylamino)-1,3,5-s-triazine |
| Deethylatrazine | CIAT | 2-Chloro-4-amino-6-(N-isopropylamino)-1,3,5-s-triazine | |
| Deisopropylatrazine | CEAT | 2-Chloro-4-amino-6-(N-ethylamino)-1,3,5-s-triazine | |
| CIOT | 2-Chloro-4-hydroxy-6-(N-isopropylamino)-1,3,5-s-triazine | ||
| CEOT | 2-Chloro-4-(N-ethylamino)-6-hydroxy-1,3,5-s-triazine | ||
| CAAT | 2-Chloro-4,6-diamino-1,3,5-s-triazine | ||
| N-isopropylammelide | IOOT | 2-N-Isopropylamino-4,6-dihydroxy-1,3,5-s-triazine | |
| Ammeline | AAOT | 2,4-Diamino-6-hydroxyl-1,3,5-s-triazine | |
| Ammelide | AOOT | 2-Amino-4,6-dihydroxyl-1,3,5-s-triazine | |
| N-Methyl-deisopropylatrazine | C(EM)AT | 172, 174, 187, 189 | 2-Chloro-4-(N-ethyl-N-methylamino)-6-amino-1,3,5-s-triazine |
| N-Methylsimazine | C(MeE)ET | 200, 202, 215, 217 | 2-Chloro-4-(N-ethyl-N-methylamino)-6-(N′-ethylamino)-1,3,5-s-triazine |
| N,N′-Dimethylsimazine | C(MeE)2T | 214, 216, 229, 231 | 2-Chloro-4,6-di(N-ethyl-N-methylamino)-1,3,5-s-triazine |
| CEEP | 185, 187, 200, 202 | 2-Chloro-di(N-ethylamino)-1,3-pyrimidine | |
| ECEP | 185, 187, 200, 202 | 2,6-Di(N-ethylamino)-4-chloro-1,3-pyrimidine | |
| ICIP | 213, 215, 228, 230 | 2,6-Di(N-isopropylamino)-4-chloro-1,3-pyrimidine | |
| CIEP | 199, 201, 214, 216 | 2-Chloro-4-(N-ethylamino)-6-(N-isopropylamino)-1,3-pyrimidine | |
| C(tB)EP | 213, 215, 228, 230 | 2-Chloro-4-(N-t-butylamino)-6-(N-ethylamino)-1,3-pyrimidine | |
| (tB)ECP | 213, 215, 228, 230 | 2-(N-t-Butylamino)-4-chloro-6-(N-ethylamino)-1,3-pyrimidine | |
| E(tB)CP | 213, 215, 228, 230 | 2-(N-Ethylamino)-4-chloro-6-(N-t-butylamino)-1,3-pyrimidine |
a
Molecular mass was determined by MS for all atrazine analogs synthesized in this study. The compounds were also shown to be homogeneous by chromatographic analysis as described in Materials and Methods.