Details
Stereochemistry | ACHIRAL |
Molecular Formula | C12H27OPS3 |
Molecular Weight | 314.511 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CCCCSP(=O)(SCCCC)SCCCC
InChI
InChIKey=ZOKXUAHZSKEQSS-UHFFFAOYSA-N
InChI=1S/C12H27OPS3/c1-4-7-10-15-14(13,16-11-8-5-2)17-12-9-6-3/h4-12H2,1-3H3
Tribufos is an organophosphate defoliant used for cotton crops. It is specifically used to defoliate cotton in preparation for machine harvesting. Tribufos inhibits CB1 in vivo, without cholinergic poisoning signs, by 50% at 50 mg/kg intraperitoneally with a recovery half-time of 3-4 days, indicating covalent derivatization.
Originator
Sources: https://apvma.gov.au/sites/default/files/publication/14831-tribufos-special-review-report.pdf
Curator's Comment: # Bayer
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL3037 Sources: https://www.ncbi.nlm.nih.gov/pubmed/12243867 |
|||
Target ID: CHEMBL3455 Sources: https://www.ncbi.nlm.nih.gov/pubmed/11350214 |
52.0 µM [IC50] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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PubMed
Title | Date | PubMed |
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Temephos resistance in two forms of Aedes aegypti and its significance for the resistance mechanism. | 2003 Dec |
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Microsomal transformation of organophosphorus pesticides by white rot fungi. | 2003 Dec |
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Cotton defoliant runoff as a function of active ingredient and tillage. | 2003 Nov-Dec |
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Genetic analysis and cross-resistance spectrum of a laboratory-selected chlorfenapyr resistant strain of two-spotted spider mite (Acari: Tetranychidae). | 2004 |
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Synergism of insecticides provides evidence of metabolic mechanisms of resistance in the obliquebanded leafroller Choristoneura rosaceana (Lepidoptera: Tortricidae). | 2004 May |
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Lysophospholipase inhibition by organophosphorus toxicants. | 2004 May 1 |
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Enhanced esterase gene expression and activity in a malathion-resistant strain of the tarnished plant bug, Lygus lineolaris. | 2004 Nov |
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Resistance and synergistic effects of insecticides in Bactrocera dorsalis (Diptera: Tephritidae) in Taiwan. | 2004 Oct |
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Evaluation of mechanisms of azinphos-methyl resistance in the codling moth Cydia pomonella (L.). | 2004 Oct |
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Effects of insecticides and defoliants applied alone and in combination for control of overwintering boll weevil (Anthonomus grandis; Coleoptera: Curculionidae)--laboratory and field studies. | 2004 Sep |
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Polymorphisms in a carboxylesterase gene between organophosphate-resistant and -susceptible Aphis gossypii (Homoptera: Aphididae). | 2005 Aug |
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Blood acylpeptide hydrolase activity is a sensitive marker for exposure to some organophosphate toxicants. | 2005 Aug |
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Synergism and stability of acetamiprid resistance in a laboratory colony of Plutella xylostella. | 2005 Aug |
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Serine hydrolase targets of organophosphorus toxicants. | 2005 Dec 15 |
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Platelet-activating factor acetylhydrolase: selective inhibition by potent n-alkyl methylphosphonofluoridates. | 2005 Jun 1 |
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Resistance in the mosquito, Culex quinquefasciatus, and possible mechanisms for resistance. | 2005 Nov |
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Resistance potential of colorado potato beetle (Coleoptera: Chrysomelidae) to novaluron. | 2005 Oct |
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Metabolic mechanisms of insecticide resistance in the western flower thrips, Frankliniella occidentalis (Pergande). | 2005 Oct |
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Chlorpyrifos resistance in mosquito Culex quinquefasciatus. | 2005 Sep |
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Effects of Piperonyl Butoxide on the Metabolism of DEF S,S,S-Tributyl Phosphorotrithioate) in Fingerling Channel Catfish. | 2006 |
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Mediation of pyrethroid insecticide toxicity to honey bees (Hymenoptera: Apidae) by cytochrome P450 monooxygenases. | 2006 Aug |
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Synergism between insecticides permethrin and propoxur occurs through activation of presynaptic muscarinic negative feedback of acetylcholine release in the insect central nervous system. | 2006 Jul |
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Complete maternal inheritance of bifenazate resistance in Tetranychus urticae Koch (Acari: Tetranychidae) and its implications in mode of action considerations. | 2006 Nov |
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Resistance status of the Colorado potato beetle, Leptinotarsa decemlineata, to endosulfan in East Azarbaijan and Ardabil provinces of Iran. | 2007 |
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Toxicity, synergism, and neurological effects of novel volatile insecticides in insecticide-susceptible and -resistant Drosophila strains. | 2007 Apr |
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Glutathione S-transferase conjugation of organophosphorus pesticides yields S-phospho-, S-aryl-, and S-alkylglutathione derivatives. | 2007 Aug |
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Levels of insecticide resistance and resistance mechanisms in Aedes aegypti from some Latin American countries. | 2007 Dec |
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Resistance to malathion in field populations of Ceratitis capitata. | 2007 Dec |
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Esterase-mediated bifenthrin resistance in a multiresistant strain of the two-spotted spider mite, Tetranychus urticae. | 2007 Feb |
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Resistance to spinosad in the western flower thrips, Frankliniella occidentalis (Pergande), in greenhouses of south-eastern Spain. | 2007 Jul |
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Genetics and mechanism of resistance to deltamethrin in a field population of Spodoptera litura (Lepidoptera: Noctuidae). | 2007 Oct |
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Characterization of a novel high-activity esterase in Tunisian populations of the mosquito Culex pipiens. | 2008 Apr |
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Genetic characterization of resistance to deltamethrin in Plutella xylostella (Lepidoptera: Plutellidae) from India. | 2008 Dec |
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Household vacuum cleaners vs. the high-volume surface sampler for collection of carpet dust samples in epidemiologic studies of children. | 2008 Feb 21 |
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Selection for resistance to methoxyfenozide and 20-hydroxyecdysone in cells of the beet armyworm, Spodoptera exigua. | 2008 Jan |
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The effect of insecticide synergists on the response of scabies mites to pyrethroid acaricides. | 2009 |
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Multi-function oxidases are responsible for the synergistic interactions occurring between repellents and insecticides in mosquitoes. | 2009 Apr 16 |
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Resistance mechanisms to mitochondrial electron transport inhibitors in a field-collected strain of Tetranychus urticae Koch (Acari: Tetranychidae). | 2009 Feb |
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A concentration addition model for the activation of the constitutive androstane receptor by xenobiotic mixtures. | 2009 Jan |
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Biochemical mechanisms of methoxyfenozide resistance in the cotton leafworm Spodoptera littoralis. | 2009 Jul |
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Carboxylesterase activity, cDNA sequence, and gene expression in malathion susceptible and resistant strains of the cotton aphid, Aphis gossypii. | 2009 Mar |
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Mechanisms of resistance and cross-resistance to agrochemicals in the fairy shrimp Thamnocephalus platyurus (Crustacea: Anostraca). | 2009 May 5 |
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Vapor toxicity of three prototype volatile insecticidal compounds to house fly (Diptera: Muscidae). | 2009 Nov |
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Variation in resistance to pyrethroids in Helicoverpa armigera from Benin Republic, West Africa. | 2009 Oct |
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Identification of pyrethroid resistance associated mutations in the para sodium channel of the two-spotted spider mite Tetranychus urticae (Acari: Tetranychidae). | 2009 Oct |
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Exploring the molecular basis of insecticide resistance in the dengue vector Aedes aegypti: a case study in Martinique Island (French West Indies). | 2009 Oct 26 |
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Insecticide resistance profiles and synergism in field populations of the German cockroach (Dictyoptera: Blattellidae) from Singapore. | 2010 Apr |
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Biochemical basis of permethrin resistance in Anopheles arabiensis from Lower Moshi, north-eastern Tanzania. | 2010 Jul 7 |
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Effects of functionalized fullerenes on bifenthrin and tribufos toxicity to Daphnia magna: Survival, reproduction, and growth rate. | 2010 Nov |
|
Activity profiles of 309 ToxCast™ chemicals evaluated across 292 biochemical targets. | 2011 Mar 28 |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/12243867
Mice: Tribufos inhibits CB1 in vivo, without cholinergic poisoning signs, by 50% at 50 mg/kg intraperitoneally with a recovery half-time of 3-4 days.
Route of Administration:
Intraperitoneal
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/11350214
Tribufos inhibited mouse liver FAAH with IC 50 value of 52 uM.
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EPA PESTICIDE CODE |
74801
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C006863
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m11049
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38737
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201-120-8
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DTXSID1024174
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tribufos
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SUBSTANCE RECORD