4136-95-2Relevant articles and documents
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Fuson,Bertetti,Ross
, p. 4380,4382 (1932)
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SUBSTITUTED 1,2,5-OXADIAZOLE COMPOUNDS AND THEIR USE AS HERBICIDES
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Page/Page column 123, (2013/06/05)
The present invention relates to substituted 1,2,5-oxadiazole compounds of the formula I and the N-oxidesand salts thereof and to compositions comprising the same. The invention also relates to the use of the 1,2,5-oxadiazole compounds or of the compositions comprising such compounds for controlling unwanted vegetation. Furthermore,the invention relates to methods of applying such compounds. In formula I, the variables have the following meanigns R is e.g. hydrogen, cyano, nitro, halogen, C1-C6--alkyl, C3-C7-cycloalkyl, C3-C7- cycloalkyl-C1-C4-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl,C2-C6-haloalkynyl, C1-C4-alkoxy-C1-C4-alkyl,C1-C4-haloalkoxy-C1-C4-alkyl,O-Ra, Z-S(O)n-Rb, Z-C(=O)-Rc, Z-C(=O)-ORd, Z-C(=O)-NReRf, Z-NRgRh, Z-phenyl and Z-heterocyclyl etc; R1 ise.g. Z1-cyano, halogen, nitro, C1-C8-alkyl, C2-C8-alkenyl, C2-C8-alkynyl,C1-C8-haloalkyl, C1-C8-alkoxy, C1-C4-alkoxy-C1-C4-alkyl, Z1-C1-C4-alkoxy-C1-C4-alkoxy, C1-C4-alkylthio-C1-C4-alkyl, Z1-C1-C4-alkylthio-C1-C4-alkylthio, C2-C6-alkenyloxy, C2-C6-alkynyloxy, C1-C6-haloalkoxy, C1-C4-haloalkoxy-C1-C4-alkyl, Z1-C1-C4-haloalkoxy-C1-C4-alkoxy, Z1-S(O)k-R1b, Z1-phenoxy and Z1-heterocyclyloxy;R2,R3 are identical or different and e.g. hydrogen, halogen, Z2-OH, Z2-NO2,Z2-cyano,C1-C6-alkyl, C2-C8-alkenyl, C2-C8-alkynyl, Z2-C3-C10-cycloalkyl, Z2-C3-C10-cycloalkoxy, C1-C8-haloalkyl, Z2-C1-C8-alkoxy, Z2-C1-C8-haloalkoxy, Z2-C1-C4-alkoxy-C1-C4-alkoxy, Z2-C1-C4-alkylthio-C1-C4-alkylthio, Z2-C2-C8-alkenyloxy, Z2-C2-C8-alkynyloxy, Z2-C1-C8-haloalkoxy, Z2-C2-C8-haloalkenyloxy, Z2-C2-C8-haloalkynyloxy, Z2-C1-C4- haloalkoxy-C1-C4-alkoxy, Z2-(tri-C1-C4-alkyl)silyl, Z2-S(O)k-R2b, Z2-C(=O)-R2c, Z2-C(=O)-OR2d, Z2-C(=O)-NR2eR2f, Z2-NR2gR2h, Z2a-phenyl and Z2a-heterocyclyl; R4 is selected from the group consisting of hydrogen, halogen, cyano, nitro, C1-C4-alkyl and C1-C4-haloalkyl; R5 is selected from the group consisting of hydrogen, halogen, C1-C4-alkyl and C1-C4-haloalkyl; provided that at least one of the radicals R4 and R5 is different from hydrogen; n is 0, 1 or 2; k is 0, 1 or 2.
Solid-phase synthesis of new saphenamycin analogues with antimicrobial activity
Laursen, Jane B.,De Visser, Peter C.,Nielsen, Henrik K.,Jensen, Knud J.,Nielsen, John
, p. 171 - 175 (2007/10/03)
An array of 12 new saphenamycin analogues modified at the benzoate moiety was synthesized on solid support. Synthesis commenced with a chemoselective anchoring of saphenic acid through the carboxyl group to a 2-chlorotrityl functionalized polystyrene resin. The secondary alcohol was acylated in parallel with a series of differently substituted benzoic acid derivatives. Treatment with TFA-CH2Cl2 (5:995) released the expected saphenamycin analogues into solution. These new analogues were purified, characterized and screened for antimicrobial activity against Bacillus subtilis and Proteus mirabilis. Eight analogues exhibited MIC values against B. subtilis ranging from 0.07 to 3.93 μg/mL, comparable to the activities of previously reported saphenamycin analogues.