Fenclorim is a commercial
herbicide safener with fungicidal activity
used for chloroacetanilide herbicides, which might be suitable as
a lead compound for screening novel fungicides. However, little has
been reported so far on the structure–activity relationship
of fungicidal activities of fenclorim or its analogues. Here, a series
of 4-chloro-6-substituted phenoxy-2-phenylpyrimidine derivatives was
synthesized by a substructure splicing route using fenclorim as a
lead compound. The structures of synthesized derivatives were characterized
by
1
H NMR,
13
C NMR, and HRMS. Their fungicidal
and herbicide safening activities were then evaluated. The results
revealed that compound
11
had the best fungicidal activity
against
Sclerotinia sclerotiorum
and
Thanatephorus cucumeris
, which was better than that
of the control pyrimethanil. Moreover, compounds
3
,
5
, and
25
exhibited excellent safening activities
against fresh weight, plant height, and root length, respectively.
Such activities were significantly improved when compared to fenclorim.
In summary, these findings look promising for the preparation of new
fungicides and herbicide safeners based on the structure of fenclorim.