1-Phenyl-5-vinyl-2-imidazolidinethione, a proposed causative agent of Spanish toxic oil syndrome: synthesis, and identification in one of a group of case-associated oil samples.
A method is described for the synthesis and characterization of N-(2-hydroxy-3-butenyl)-N'-phenylthiourea, and its cyclization product, 1-phenyl-5-vinyl-2-imidazolidinethione (PVIZT). Fourteen coded oil samples associated with toxic oil syndrome cases in Spain were examined by gas chromatography-electron impact mass spectrometry for the presence of PVIZT. Although these samples were obtained from households where cases of toxic oil syndrome had been recorded, they differed extremely with regard to their anilide and sulphur contents. In one sample PVIZT was detected at an estimated concentration of 1 mg/kg.
Kammüller
M E
ME
Department of Veterinary Pharmacology, University of Utrecht, The Netherlands.
Verhaar
H J
HJ
Versluis
C
C
Terlouw
J K
JK
Brandsma
L
L
Penninks
A H
AH
Seinen
W
W
D000813:Anilides / Q000032:analysis; D001937:Brassica; D005031:Ethylenethiourea / Q000031:analogs & derivatives / Q000032:analysis / Q000138:chemical synthesis*; D005229:Fatty Acids, Monounsaturated; D008401:Gas Chromatography-Mass Spectrometry; D005961:Glucosinolates / Q000378:metabolism; D007093:Imidazoles / Q000138:chemical synthesis*; D048289:Imidazolidines; D010938:Plant Oils / Q000032:analysis / Q000506:poisoning*; D000074262:Rapeseed Oil; D013055:Spectrophotometry, Infrared; D013455:Sulfur / Q000032:analysis
D000813:Anilides; D005229:Fatty Acids, Monounsaturated; D005961:Glucosinolates; D007093:Imidazoles; D048289:Imidazolidines; D010938:Plant Oils; D000074262:Rapeseed Oil; D005031:Ethylenethiourea; C009048:progoitrin; D013455:Sulfur; C043064:1-phenyl-5-vinyl-2-imidazolidinethione