Oxidative degradation of diazinon by rat liver microsomes

Nakatsugawa, Tsutomu; Tolman, N.M.; Dahm, Paul A.

doi:10.1016/0006-2952(69)90096-3

Cited by 17 publications

(4 citation statements)

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“…Fractions of Rat Liver Homogenate. The degradation of diazinon by microsomal enzymes from rat liver has been reported previously (Nakatsugawa et al, 1969a;Yang et al, 1969). This reaction requires NADPH and 02, and is inhibited by carbon monoxide (Yang et al, 1969).…”

Section: Degradation Of Diazinon and Diazoxon By Subceliularsupporting

confidence: 53%

“…This reaction requires NADPH and 02, and is inhibited by carbon monoxide (Yang et al, 1969). It was indicated in previous reports (Nakatsugawa et al, 1969a;Yang et al, 1969) that approximately one-third of the total radioactivity in the aqueous phase after enzymatic degradation of diazinon was diethyl phosphoric acid. A possible route for the formation of this metabolite is the oxidation of diazinon to diazoxon, and subsequent hydrolysis at the pyrimidinyl phosphate bond.…”

Section: Degradation Of Diazinon and Diazoxon By Subceliularmentioning

confidence: 89%

“…The activation of diazinon (reaction 1) is the result of the liver microsomal enzyme system which requires NADPH and 02 (Dahm et al, 1962). Meanwhile, diazinon is also degraded oxidatively (reaction 2) by the liver microsomal enzyme system (Nakatsugawa et al, 1969a;Yang et al, 1969). These two oxidative reactions are probably catalyzed nonspecifically by the same mixed function oxidases which are responsible for many other oxidations of xenobiotics (Hodgson, 1968).…”

Section: Degradation Of Diazinon and Diazoxon By Subceliularmentioning

confidence: 99%

“…Oxidative degradation of parathion [0,0-diethyl-0-(4-nitrophenyl)phosphorothioate] and its analogs by mammalian liver microsomes was described by two groups of investigators (Nakatsugawa and Dahm, 1967;Nakatsugawa et al, 1968Nakatsugawa et al, , 1969bNeal, 1967a,b). Subsequent studies on diazinon revealed that its degradation was catalyzed by a rat liver microsomal enzyme system which is dependent on NADPH and oxygen (Menzer and Dauterman, 1970;Nakatsugawa et al, 1969a;Yang et al, 1969).…”

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confidence: 99%

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Metabolism in vitro of diazinon and diazoxon in rat liver

Yang¹,

Hodgson²,

Dauterman³

1971

J. Agric. Food Chem.

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Section: Degradation Of Diazinon and Diazoxon By Subceliularsupporting

confidence: 53%

Section: Degradation Of Diazinon and Diazoxon By Subceliularmentioning

confidence: 89%

Section: Degradation Of Diazinon and Diazoxon By Subceliularmentioning

confidence: 99%

mentioning

confidence: 99%

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Metabolism in vitro of diazinon and diazoxon in rat liver

Yang¹,

Hodgson²,

Dauterman³

1971

J. Agric. Food Chem.

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Organophosphorus Compounds

Storm¹

2001

Patty's Toxicology

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Organophosphate pesticides are a highly diverse group of chemicals to which workers may be exposed during manufacture and formulation and during or after application for their intended uses. They are all characterized by their ability to inhibit the enzyme acetylcholinesterase (AChE) that deactivates the neurotransmitter acetylcholine (ACh). Compounds in this class are numerous and have been categorized in many ways according to the nature of the substituents. Gallo and Lawryk, for example, categorized them into four main categories (Groups I‐IV) based on the characteristics of the leaving group (X). Group I compounds, phosphorylcholines, have a leaving group that contains a quaternary nitrogen and are among the most potent organophosphates (e.g., Shradan). Group II compounds, fluorophosphates, have a fluoride leaving group and are also generally highly toxic (e.g., diisopropyl fluorophosphate). Group III compounds have leaving groups that contain cyanide or a halogen other than fluoride and are generally less potent than Groups I or II (e.g., Parathion). Group IV contains most of the organophosphates used as insecticides today. These compounds have alkoxy, alkylthio, aryloxy, arylthio or heterocyclic leaving groups and a wide variety of other substituents. Another classification scheme is based on the nature of the atoms that immediately surround the central phosphorus atom and results in 14 different categories. According to this scheme, phosphates are the prototype for the entire class and are those compounds where all four atoms that surround the phosphorus atom are oxygen (e.g., dichlorvos, mevinphos). Sulfur‐containing organophosphate compounds (phosphorothioates; phosphorothiolates; phosphorodithioates; phosphorodithiolates) are far more numerous than phosphates and include well recognized organophosphate insecticides such as parathion, diazinon, chlorpyrifos, etc. Other groups contain nitrogen (phosphoramides and phosphorodiamides), nitrogen and sulfur (phosphoramidothionates and phosphoramidothiolates), carbon (phosphonates and phosphinates), or carbon and sulfur (phosphonothionates, phosphonothionothiolates and phosphinothionates). All aspects of organophosphate chemistry, toxicity, analysis, and exposure potential have been previously reviewed. Additionally information regarding the toxicity of this class of compounds has expanded greatly in recent years as a result of toxicity data supplied by registrants to the U.S. EPA's Office of Pesticides to support reregistration. These data are being made publically available by the U.S. EPA on their internet web site. The following discussion draws heavily from recent reviews but also includes summaries of relevant toxicity data submitted to the U.S. EPA available when this chapter was completed. Due to space limitations detailed data reviews are included here for only 30 organophosphate pesticides. Information on other pesticides registered or undergoing reregistration in the United States can be readily obtained from the previously mentioned website.

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Diazinon [MAK Value Documentation in German language, 1975]

2012

The MAK‐Collection for Occupational Health and Safety

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Veröffentlicht in der Reihe Gesundheitsschädliche Arbeitsstoffe , 4. Lieferung, Ausgabe 1975 Der Artikel enthält folgende Kapitel: Allgemeiner Wirkungscharakter Erfahrungen beim Menschen Tierexperimentelle Befunde Akute Toxizität bei oraler oder parenteraler Aufnahme Orale Toxizität bei wiederholter Verabreichung Inhalationstoxizität Begründung des MAK‐Wertes

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Oxidative degradation of diazinon by rat liver microsomes

Cited by 17 publications

References 8 publications

Metabolism in vitro of diazinon and diazoxon in rat liver

Metabolism in vitro of diazinon and diazoxon in rat liver

Organophosphorus Compounds

Diazinon [MAK Value Documentation in German language, 1975]

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