Separation of impurities in diazinon preparations and their effect on porphyrin biosynthesis in tissue culture

Nichol, A. W.; Elsbury, Susan; Elder, George H.; Jackson, Anthony H.; Rao, K.R.S. Sambasiva

doi:10.1016/0006-2952(82)90339-2

Cited by 11 publications

(5 citation statements)

References 14 publications

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“…IMP-SEt forms directly from diazinon itself in thermal decomposition (5). IMP-SEt is considered to be formed by intermolecular transfer of a pyrimidyl group between diazinon and isodiazinon, which forms from diazinon by intramolecular rearrangement (5,7). The presence of these compounds is thought to provide persuasive evidence that the sample is decomposed diazinon.…”

Section: Discussionmentioning

confidence: 97%

“…From the analyses of both the stomach contents and the liquid sample we detected xylenes and aliphatic hydrocarbons, which are components of the diazinon formulation. Furthermore, diazinon is well known to decompose (5)(6)(7), and all of the compounds except the organic solvents detected in the samples are known degradation products of diazinon. The main decomposition products are relatively non-toxic (EtO) 3 P=S (9), IMP-SEt, IMP-S-IMP, and toxic (6) monothiono-TEPP.…”

Section: Discussionmentioning

confidence: 99%

“…In order to examine the cause of death in detail, it would be necessary to determine the exact concentration of each compound. Several components in the samples were thermally unstable (5)(6)(7)(8) or easily hydrolyzed (6), so an alternate analytical method such as normal-phase liquid chro-148 Figure 5.…”

Section: Discussionmentioning

confidence: 99%

“…GC-MS conditions: the same as described in Fig. 2 matography would be required for such a quantitative analysis (7). In addition, to determine whether the compounds detected by GC-MS are artifacts, each compound should be chromatographically isolated from the sample and should further undergo structural confirmation, if possible.…”

Section: Discussionmentioning

confidence: 99%

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A Case of Suicide by Ingestion of Completely Decomposed Pesticide Diazinon

Ohta

Mori²,

Nakajima³

et al. 2006

Canadian Society of Forensic Science Journal

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Diazinon is an organophosphorus insecticide with a long history, that is widely used throughout the world. It is involved in many cases of suicide or accidental intoxication. Diazinon is considered to be relatively stable under normal conditions, but often undergoes self-decomposition during storage for unknown reasons. We report a case of suicide by ingestion of completely decomposed diazinon. The victim's stomach contents and the liquid that the victim drank underwent forensic examinations. The constituents of the liquid sample were detected from the stomach contents by conventional forensic analytical methods such as thin-layer chromatography and gas chromatography -mass spectrometry. Diazinon itself was not detected in either sample, but several decomposition products of diazinon were detected. In particular, monothiono-TEPP, which is much more toxic than diazinon itself, was detected as a major component. Therefore, in this case, the cause of death was thought to be poisoning by monothiono-TEPP and/or other ingredients such as xylenes. The most abundant components in the samples were 6,6′ ′-thiobis (2-isopropyl-4-methylpyrimidine) and 2-isopropyl-4-ethylthio-6-methylpyrimidine, which are known to be characteristic degradation products of diazinon. These compounds were easily detected, thus providing persuasive evidence that the liquid the victim drank was decomposed diazinon. RÉSUMÉ Le diazinon est un insecticide organophosphoré avec une longue histoire d'utilisation à travers le monde. Il est impliqué dans plusieurs cas de suicide ou d'intoxication accidentelle. Dans des conditions normales, cette substance est relativement stable mais peut se décomposer durant sa conservation pour des raisons inconnues. Nous rapportons ici un cas de suicide par absorption de diazinon complète-ment dégradé. Le contenu gastrique de la victime et le liquide ingéré ont étéanalysés;les constituants du liquide ont été décelés dans le contenu gastrique par chromatographie sur couche mince et chromatographie gazeuse/spectrométrie de masse. La présence de diazinon n'a pu être démontrée dans aucun des échantillons cependant plusieurs de ses produits de décomposition ont pu y être décelés particulièrement le monothiono-TEPP,composant majeur,plus toxique que le diazinon lui-même. La cause de décès dans ce cas fut donc attribuée à une intoxication mixte au monothiono-TEPP et/ou autres substances comme les xylènes.Deux des composés les plus abondants du liquide étaient le 6,6′−thiobis (2-isopropyl-4-methylpyrimidine) et le 2-isopropyl-4-ethylthio-6-methylpyrimidine, produits de dégradation connus du diazinon;ces substances furent facilement décelées nous permettant ainsi de démontrer de façon convaincante que le liquide absorbé par la victime était bien du diazinon décomposé.

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Section: Discussionmentioning

confidence: 97%

Section: Discussionmentioning

confidence: 99%

Section: Discussionmentioning

confidence: 99%

Section: Discussionmentioning

confidence: 99%

See 2 more Smart Citations

A Case of Suicide by Ingestion of Completely Decomposed Pesticide Diazinon

Ohta

Mori²,

Nakajima³

et al. 2006

Canadian Society of Forensic Science Journal

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“…Therefore, the shift calculated from the quantum chemistry also reflects the alternation of the S-atom and O-atom in the molecule; in other words, the calculation results supported the shift obtained from 13 C NMR measurements. Furthermore, Nichol and Elsbury [28] investigated the impurities included in commercial Diazinon, which is well-known as one of the most useful OPI. They also found a shift in a part of the signals in 1 H NMR spectra between diazinon and diazinon isomer, the so-called S-aryl diazinon, and they discussed the shift in terms of the alteration of S-atom and O-atom in the diazinon molecule.…”

Section: Identification Of a Novel Estrogenic Active Compoundmentioning

confidence: 99%