Phoxime

Fig. I Reflectance scan of a chromatogram track with 300 ng substance per chromatogram zone 1 = azinphos methyl, 2 = azinphos ethyl, 3 = parathion methyl, 4 = fenitrothion, 5 = parathion ethyl + phoxim.

Gomez-Arroyo S, Noriega-Aldana N, Juarez-Rodriguez D, et al. 1987. Sister chromatid exchanges induced by the organophosphorus insecticides methyl parathion, dimethoate, phoxim and methyl azinphos in cultured human lymphocytes. Contaminacion Ambiental 3 63-70. 

Azinphos methyl (h/ f 15-20), azinphos ethyl (liRf 20-25, parathion methyl (hiif 40-45), fenitrothion (h/ f 45—50), parathion ethyl (hR 60-65) and phoxim QxRf-. 60-65) appear as red-colored chromatogram zones on a colorless background. 

Quite complex transformations may be mediated for example, the metabolism of phoxim by plant organs and cell snspension of soybean (Glycine max) (Hohl and Barz 1995) (Eigure 2.23). 

Hohl H-U, W Barz (1995) Metabolism of the insecticide phoxim in plants and cell suspension cultures of soybean. J Agric Food Chem 43 1052-1056. 

Scialdone MA, Shuey SW, Soper P, Hamuro Y, Bums DM. Phosgenated p-nitrophenyl(polystyrene)ketoxime or phoxime resin. A new resin for the solid-phase synthesis of ureas via thermolytic cleavage of oxime-carbamates. J Org Chem 1998 63 4802-4807. 

Phoxim [14816-18-3] Esox luclus LC50 (96-h) -0.78 Johnson and Finley, 1980... 

Recently, Scialdone and colleagues have employed phosgenated />-nitrophenyl(poly-styrene) ketoxime (Phoxime, 76) resin in the synthesis (via 77 and 78) of acyclic and heterocyclic amino-acid-derived ureas 79 too (Scheme 42). Resin 75 was first reacted with an amino acid and TMSCl in pyridine, and the resulting carbamate acid resin 77 was then coupled with an amine under standard carbodiimide protocol (HOBt/DIC in DMF) to obtain the carbamate amide resin 79. 

Mevinphos I, dimethoate, mevinphos II, dichlorvos, diazinon, paraoxon, azinphos-methyl, fenamiphos, parathion-methyl, malathion, fenitrothion, azinphos ethyl, fenthion, parathion-ethyl, coumaphos, phorate, phoxim, disulfoton, chlorpyriphos, ome-thoate, monocrotophos, vamidothion, bromophos ethyl, metoxichlor, DDT... 

Fig. 4 Chromatograms of a blank apple sample (top) and the same apple sample spiked with 27 of the 31 organophosphorus at the following concentration levels (bottom). 1 = paraoxon methyl 500 2 = malaoxon 6400 3 = paraoxon ethyl 800 4 = metidathion 500 5 = azinphos-methyl 200 6 = phosmet 200 7 = parathion methyl 800 8 = malathion 2000 9 = triazophos 200 10 = fenitrothion 800 11= azinphos ethyl 200 12 = chlorfenvinphos 200 13 = quinalphos 200 14 = parathion-ethyl 400 16 = ethrimphos 1000 17 = diazinon 800 18 = coumaphos 800 19 = fonophos 200 21 = phoxim 400 23 = chlorpyriphos-methyl 500 24 = disulfoton 2000 26 = isofenphos 500 27 = fenchlorphos 500 28 = temephos 400 29 = chlorpyriphos ethyl 200 30 = pyrimiphos-ethyl 200 31 = carbophenothion-ethyl 400. The chromatography was carried out with the Altima column using CH3CN/H20 as mobile phase in gradient elution CHjCN from 28 to 39% in 20 min, and then from 39 to 88% in 40 min. (From Ref. 59.)...

Phoxim oxime, phosphoro organic, phosphorothioate Picloram heterocyclic nitrogen, pyridine Pindone indanedione Piperonyl butoxide (other) benzadioxole Piperophos phosphoro organic, phosphoro dithioate, piperidine... 

Potassium cyanide chlorphoxim, dichlobenil, esfenvalerate, ethylchlozate, fenvalerate, nipyraclofen, oxabetrinil, penconazole, phoxim, triclopyr, see PCBA Potassium fluoride teflubenzuron Potassium hydrosulfide fenothiocarb, methoprotryne Potassium phthalimide hexythiazox... 

Figure 6.22 SP automated chemistry assessment for the urea library L6 from Phoxime resin 6.53.

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