Fenamiphos

Fenamiphos

Names
Preferred IUPAC name (RS)-N-[Ethoxy-(3-methyl-4-methylsulfanylphenoxy)phosphoryl]propan-2-amine
Systematic IUPAC name (RS)-{Ethoxy[3-methyl-4-(methylsulfanyl)phenoxy]phosphoryl}(propan-2-yl)amine
Identifiers
CAS Number	22224-92-6^Y
3D model (JSmol)	Interactive image
Beilstein Reference	4752893
ChEBI	CHEBI:38680^Y
ChEMBL	ChEMBL450410^N
ChemSpider	28827 (R/S)^Y
ECHA InfoCard	100.040.756
EC Number	244-848-1
KEGG	C18659^Y
MeSH	Fenamiphos
PubChem CID	31070 (R/S) 38988461 (R) 38988460 (S)
RTECS number	TB3675000
UNII	H4NO3L2HBE^Y
UN number	2783, 2811
CompTox Dashboard (EPA)	DTXSID3024102
InChI InChI=1S/C13H22NO3PS/c1-6-16-18(15,14-10(2)3)17-12-7-8-13(19-5)11(4)9-12/h7-10H,6H2,1-5H3,(H,14,15)^Y Key: ZCJPOPBZHLUFHF-UHFFFAOYSA-N^Y InChI=1/C13H22NO3PS/c1-6-16-18(15,14-10(2)3)17-12-7-8-13(19-5)11(4)9-12/h7-10H,6H2,1-5H3,(H,14,15) Key: ZCJPOPBZHLUFHF-UHFFFAOYAA
SMILES O=P(OCC)(Oc1ccc(SC)c(c1)C)NC(C)C
Properties
Chemical formula	C13H22NO3PS
Molar mass	303.36 g·mol^−1
Appearance	Off-white to tan waxy solid
Density	1.14 g/cm^3[1]
Melting point	49 °C; 121 °F; 323 K[1]
Solubility in water	0.03% (20 °C)[1]
Vapor pressure	0.00005 mmHg (20 °C)[1]
Hazards
Occupational safety and health (OHS/OSH):
Main hazards	Toxic
NIOSH (US health exposure limits):
PEL (Permissible)	none[1]
REL (Recommended)	TWA 0.1 mg/m^3 [skin][1]
IDLH (Immediate danger)	N.D.[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is ^YN ?) Infobox references

Fenamiphos is an organophosphate cholinesterase inhibitor used as an insecticide.^[2][3]

References

1. NIOSH Pocket Guide to Chemical Hazards. "#0283". National Institute for Occupational Safety and Health (NIOSH).
2. Pohanish, Richard P. (2015). "F". Sittig's Handbook of Pesticides and Agricultural Chemicals. pp. 383–457. doi:10.1016/B978-1-4557-3148-0.00006-6. ISBN 978-1-4557-3148-0. Fenamiphos is an organophosphate nematicide used to control a wide variety of nematode (roundworm) pests.
3. Pohanish, Richard P. (2015). "F". Sittig's Handbook of Pesticides and Agricultural Chemicals. pp. 383–457. doi:10.1016/B978-1-4557-3148-0.00006-6. ISBN 978-1-4557-3148-0. This is a highly toxic chemical. It can be absorbed through the unbroken skin and is a cholinesterase inhibitor with effects typical of such compounds. Acute exposure to fenamiphos may produce the following signs and symptoms: pinpoint pupils, blurred vision, headaches, dizziness, muscle spasm, and profound weakness.

Further reading

• Wang, Yei-Shung; Tai, Kok-Thong; Yen, Jui-Hung (March 2004). "Separation, bioactivity, and dissipation of enantiomers of the organophosphorus insecticide fenamiphos". Ecotoxicology and Environmental Safety. 57 (3): 346–353. Bibcode:2004EcoES..57..346W. doi:10.1016/j.ecoenv.2003.08.012. PMID 15041257.
• Cáceres, Tanya; Megharaj, Mallavarapu; Venkateswarlu, Kadiyala; Sethunathan, Nambrattil; Naidu, Ravi (2010). "Fenamiphos and Related Organophosphorus Pesticides: Environmental Fate and Toxicology". Reviews of Environmental Contamination and Toxicology 205. Vol. 205. pp. 117–162. doi:10.1007/978-1-4419-5623-1_3. ISBN 978-1-4419-5622-4. PMID 20044796.
• Ou, L.-T.; Thomas, J. E.; Dickson, D. W. (July 1994). "Degradation of Fenamiphos in Soil with a History of Continuous Fenamiphos Applications". Soil Science Society of America Journal. 58 (4): 1139–1147. Bibcode:1994SSASJ..58.1139O. doi:10.2136/sssaj1994.03615995005800040019x.

External links

• "Fenamiphos". NIOSH Pocket Guide to Chemical Hazards. CDC.
• Fenamiphos in the Pesticide Properties DataBase (PPDB)