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|doi=10.1016/j.chemosphere.2008.04.054 |title=Fenitrothion, an organophosphate, affects running endurance but not aerobic capacity in fat-tailed dunnarts (Sminthopsis crassicaudata) |year=2008 |last1=Buttemer |first1=William A. |last2=Story |first2=Paul G. |last3=Fildes |first3=Karen J. |last4=Baudinette |first4=Russell V. |last5=Astheimer |first5=Lee B. |journal=Chemosphere |volume=72 |issue=9 |pmid=18547601}}</ref> and at acute dose levels it reduced the energy of birds.<ref>{{cite journal |pages=524–530 |doi=10.1016/j.chemosphere.2010.12.057 |title=Fipronil toxicity in northern bobwhite quail Colinus virginianus: Reduced feeding behaviour and sulfone metabolite formation |year=2011 |last1=Kitulagodage |first1=Malsha |last2=Isanhart |first2=John |last3=Buttemer |first3=William A. |last4=Hooper |first4=Michael J. |last5=Astheimer |first5=Lee B. |journal=Chemosphere |volume=83 |issue=4 |pmid=21227481}}</ref> | |doi=10.1016/j.chemosphere.2008.04.054 |title=Fenitrothion, an organophosphate, affects running endurance but not aerobic capacity in fat-tailed dunnarts (Sminthopsis crassicaudata) |year=2008 |last1=Buttemer |first1=William A. |last2=Story |first2=Paul G. |last3=Fildes |first3=Karen J. |last4=Baudinette |first4=Russell V. |last5=Astheimer |first5=Lee B. |journal=Chemosphere |volume=72 |issue=9 |pmid=18547601}}</ref> and at acute dose levels it reduced the energy of birds.<ref>{{cite journal |pages=524–530 |doi=10.1016/j.chemosphere.2010.12.057 |title=Fipronil toxicity in northern bobwhite quail Colinus virginianus: Reduced feeding behaviour and sulfone metabolite formation |year=2011 |last1=Kitulagodage |first1=Malsha |last2=Isanhart |first2=John |last3=Buttemer |first3=William A. |last4=Hooper |first4=Michael J. |last5=Astheimer |first5=Lee B. |journal=Chemosphere |volume=83 |issue=4 |pmid=21227481}}</ref> | ||
In |
In chronic (low) dose tests, unexpectedly only the lowest concentration (0.011 microgram/liter) of fenitrothion depressed the growth of an algae, though all of the chronic dose levels used were toxic in other ways to the algae.<ref>{{cite journal |pages=112–120 |doi=10.1006/eesa.1996.0090 |title=Chronic Toxicity of Fenitrothion to an Algae (Nannochloris oculata), a Rotifer (Brachionus calyciflorus), and the Cladoceran (Daphnia magna) |year=1996 |last1=Ferrando |first1=M |journal=Ecotoxicology and Environmental Safety |volume=35 |issue=2 |pmid=8950533 |last2=Sancho |first2=E |last3=Andreu-Moliner |first3=E}}</ref> | ||
Just half of fenitrothion's minimally effective dose altered the thyroid structure of a freshwater murrel (the snakehead fish).<ref>{{cite journal |pages=97–105 |doi=10.1016/0269-7491(88)90121-2 |title=Effect of safe concentrations of some pesticides on thyroid in the freshwater murrel, Channa punctatus: A histopathological study |year=1988 |last1=Saxena |first1=P |last2=Mani |first2=K |journal=Environmental Pollution |volume=55 |issue=2 |pmid=15092506}}</ref> | Just half of fenitrothion's minimally effective dose altered the thyroid structure of a freshwater murrel (the snakehead fish).<ref>{{cite journal |pages=97–105 |doi=10.1016/0269-7491(88)90121-2 |title=Effect of safe concentrations of some pesticides on thyroid in the freshwater murrel, Channa punctatus: A histopathological study |year=1988 |last1=Saxena |first1=P |last2=Mani |first2=K |journal=Environmental Pollution |volume=55 |issue=2 |pmid=15092506}}</ref> |
Revision as of 16:06, 24 September 2011
Names | |
---|---|
IUPAC name O,O-Dimethyl O-(3-methyl-4-nitrophenyl) phosphorothioate | |
Other names
• Dimethoxy-(3-methyl-4-nitrophenoxy)thioxophosphorane O,O-Dimethyl O-4-nitro-m-tolyl phosphorothioate | |
Identifiers | |
CAS Number | |
3D model (JSmol) | |
ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.004.114 |
KEGG | |
PubChem CID | |
UNII | |
CompTox Dashboard (EPA) | |
InChI
| |
SMILES
| |
Properties | |
Chemical formula | C9H12NO5PS |
Molar mass | 277.23 g/mol |
Appearance | Yellow-brown liquid |
Density | 1.3227 g/cm |
Melting point | 3.4 °C |
Boiling point | 118 °C at 0.05 mm Hg |
Solubility in water | 38.0 mg/L at 25 °C |
Solubility | Readily soluble in dichloromethane, 2-propanol, toluene, hardly soluble in n-hexane. |
log P | 3.30 (octanol/water) |
Hazards | |
Lethal dose or concentration (LD, LC): | |
LD50 (median dose) | Rat, oral 500 mg/kg
Mouse (female), oral 1416 mg/kg |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Y verify (what is ?) Infobox references |
Fenitrothion (IUPAC name: O,O-Dimethyl O-(3-methyl-4-nitrophenyl) phosphorothioate) is a phosphorothioate (organophosphate) insecticide.
In experiments fenitrothion at sublethal doses affected the motor movement of marsupials, and at acute dose levels it reduced the energy of birds.
In chronic (low) dose tests, unexpectedly only the lowest concentration (0.011 microgram/liter) of fenitrothion depressed the growth of an algae, though all of the chronic dose levels used were toxic in other ways to the algae.
Just half of fenitrothion's minimally effective dose altered the thyroid structure of a freshwater murrel (the snakehead fish).
References
Parameter error in {{ISBN}}: Missing ISBN.
- Farm Chemicals Handbook 1999. Willoughby, OH: Meister Publishing Co., 1999., p. C 177
- Hansch, C., Leo, A., D. Hoekman. Exploring QSAR - Hydrophobic, Electronic, and Steric Constants. Washington, DC: American Chemical Society., 1995., p. 60
- Kirk-Othmer Encyclopedia of Chemical Technology. 3rd ed., Volumes 1-26. New York, NY: John Wiley and Sons, 1978-1984., p. V13 440 (1981)
- WHO; Environ Health Criteria 133: Fenitrothion p.70 (1992)
- Buttemer, William A.; Story, Paul G.; Fildes, Karen J.; Baudinette, Russell V.; Astheimer, Lee B. (2008). "Fenitrothion, an organophosphate, affects running endurance but not aerobic capacity in fat-tailed dunnarts (Sminthopsis crassicaudata)". Chemosphere. 72 (9): 1315–1320. doi:10.1016/j.chemosphere.2008.04.054. PMID 18547601.
- Kitulagodage, Malsha; Isanhart, John; Buttemer, William A.; Hooper, Michael J.; Astheimer, Lee B. (2011). "Fipronil toxicity in northern bobwhite quail Colinus virginianus: Reduced feeding behaviour and sulfone metabolite formation". Chemosphere. 83 (4): 524–530. doi:10.1016/j.chemosphere.2010.12.057. PMID 21227481.
- Ferrando, M; Sancho, E; Andreu-Moliner, E (1996). "Chronic Toxicity of Fenitrothion to an Algae (Nannochloris oculata), a Rotifer (Brachionus calyciflorus), and the Cladoceran (Daphnia magna)". Ecotoxicology and Environmental Safety. 35 (2): 112–120. doi:10.1006/eesa.1996.0090. PMID 8950533.
- Saxena, P; Mani, K (1988). "Effect of safe concentrations of some pesticides on thyroid in the freshwater murrel, Channa punctatus: A histopathological study". Environmental Pollution. 55 (2): 97–105. doi:10.1016/0269-7491(88)90121-2. PMID 15092506.
External links
- Compendium of Pesticide Common Names (source of data)
- Hazardous Substances Data Bank (source of data)
- Inchem
- Entox
- Re-evaluation of Fenitrothion by the Pest Management Regulatory Agency of Canada
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