Fenthion | CAS#55-38-9 | cholinesterase inhibitor

MedKoo Cat#: 598534 | Name: Fenthion

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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Fenthion is a potent cholinesterase inhibitor used as an insecticide and acaricide.

Chemical Structure

Fenthion

CAS#55-38-9

Theoretical Analysis

MedKoo Cat#: 598534

Name: Fenthion

CAS#: 55-38-9

Chemical Formula: C10H15O3PS2

Exact Mass: 278.0200

Molecular Weight: 278.32

Elemental Analysis: C, 43.16; H, 5.43; O, 17.25; P, 11.13; S, 23.04

Price and Availability

Size	Price	Availability	Quantity
250mg	USD 350.00	2 Weeks

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Related CAS #

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Synonym

Fenthion; Mercaptophos; Baytex; Spotton; NSC-755881; NSC755881; NSC 755881

IUPAC/Chemical Name

O,O-dimethyl O-(3-methyl-4-(methylthio)phenyl) phosphorothioate

InChi Key

PNVJTZOFSHSLTO-UHFFFAOYSA-N

InChi Code

InChI=1S/C10H15O3PS2/c1-8-7-9(5-6-10(8)16-4)13-14(15,11-2)12-3/h5-7H,1-4H3

SMILES Code

S=P(OC)(OC1=CC=C(SC)C(C)=C1)OC

Appearance

Liquid

Purity

>95% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>3 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.03.00

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 278.32 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

1: Li X, Zhang S, Yu Z, Yang T. Surface-enhanced Raman spectroscopic analysis of phorate and fenthion pesticide in apple skin using silver nanoparticles. Appl Spectrosc. 2014;68(4):483-7. doi: 10.1366/13-07080. Erratum in: Appl Spectrosc. 2015 Mar;69(3):417. PubMed PMID: 24694705. 2: Üner N, Piner P, Temiz Ö. Piperonyl butoxide increases oxidative toxicity of fenthion in the brain of Oreochromis niloticus. J Biochem Mol Toxicol. 2014 Feb;28(2):84-90. doi: 10.1002/jbt.21539. Epub 2013 Nov 12. PubMed PMID: 24497177. 3: Bakas I, Ben Oujji N, Istamboulié G, Piletsky S, Piletska E, Ait-Addi E, Ait-Ichou I, Noguer T, Rouillon R. Molecularly imprinted polymer cartridges coupled to high performance liquid chromatography (HPLC-UV) for simple and rapid analysis of fenthion in olive oil. Talanta. 2014 Jul;125:313-8. doi: 10.1016/j.talanta.2014.03.020. Epub 2014 Mar 20. PubMed PMID: 24840449. 4: Sefi M, Troudi A, Hamida FB, Soudani N, Boudawara T, Zeghal N. Protective effects of Artemisia campestris upon fenthion-induced nephrotoxicity in adult rats and their progeny. Gen Physiol Biophys. 2013 Dec;32(4):577-88. doi: 10.4149/gpb_2013047. Epub 2013 Aug 12. PubMed PMID: 23940090. 5: Ben Amara I, Sefi M, Troudi A, Soudani N, Boudawara T, Zeghal N. Fenthion, an organophosphorus pesticide, induces alterations in oxidant/antioxidant status and histopathological disorders in cerebrum and cerebellum of suckling rats. Indian J Biochem Biophys. 2014 Aug;51(4):293-301. PubMed PMID: 25296500. 6: Jafari MT, Saraji M, Sherafatmand H. Polypyrrole/montmorillonite nanocomposite as a new solid phase microextraction fiber combined with gas chromatography-corona discharge ion mobility spectrometry for the simultaneous determination of diazinon and fenthion organophosphorus pesticides. Anal Chim Acta. 2014 Mar 3;814:69-78. doi: 10.1016/j.aca.2014.01.037. Epub 2014 Jan 19. PubMed PMID: 24528846. 7: Sugitate K, Yamagami T, Nakamura S, Toriba A, Hayakawa K. Deoxidation of fenthion sulfoxide, fenthion oxon sulfoxide and fensulfothion in gas chromatograph/mass spectrometer, and the prevention of sulfoxide deoxidation by polyethylene glycol 300. Anal Sci. 2012;28(7):669-73. PubMed PMID: 22790368. 8: Kanter A, Celik I. Acute effects of fenthion on certain oxidative stress biomarkers in various tissues of frogs (Rana ridibunda). Toxicol Ind Health. 2012 May;28(4):369-76. doi: 10.1177/0748233711412426. Epub 2011 Aug 22. PubMed PMID: 21859772. 9: Nwani CD, Somdare PO, Ukonze JA, Ejere VC, Nwadinigwe AO, Nwani JC, Odo GE, Ugbor ON. Subchronic Exposure to Fenthion Induces Hematological Changes in Liver Tissue of African Catfish Clarias gariepinus. J Aquat Anim Health. 2016 Dec;28(4):229-234. PubMed PMID: 27764572. 10: Yamada K, Terasaki M, Makino M. A novel estrogenic compound transformed from fenthion under UV-A irradiation. J Hazard Mater. 2010 Apr 15;176(1-3):685-91. doi: 10.1016/j.jhazmat.2009.11.086. PubMed PMID: 20022167. 11: Sevgiler Y, Uner N. Tissue-specific effects of fenthion on glutathione metabolism modulated by NAC and BSO in Oreochromis niloticus. Drug Chem Toxicol. 2010 Oct;33(4):348-56. doi: 10.3109/01480541003734048. PubMed PMID: 20550428. 12: Kitamura S, Suzuki T, Kadota T, Yoshida M, Ohashi K, Ohta S. In vitro metabolism of fenthion and fenthion sulfoxide by liver preparations of sea bream, goldfish, and rats. Drug Metab Dispos. 2003 Feb;31(2):179-86. PubMed PMID: 12527698. 13: Celik I, Isik I, Ozok N, Salih Kaya M. Neurotoxic and immunotoxic effects of fenthion and omethoate on frogs at acute exposure. Toxicol Ind Health. 2011 May;27(4):357-62. doi: 10.1177/0748233710387009. Epub 2010 Oct 14. PubMed PMID: 20947656. 14: Gadepalli RS, Rimoldi JM, Fronczek FR, Nillos M, Gan J, Deng X, Rodriguez-Fuentes G, Schlenk D. Synthesis of fenthion sulfoxide and fenoxon sulfoxide enantiomers: effect of sulfur chirality on acetylcholinesterase activity. Chem Res Toxicol. 2007 Feb;20(2):257-62. Epub 2007 Jan 25. PubMed PMID: 17253727. 15: Liu C, Yang B, Gan J, Zhang Y, Liang M, Shu X, Shu J. Heterogeneous reactions of suspended parathion, malathion, and fenthion particles with NO(3) radicals. Chemosphere. 2012 Apr;87(5):470-6. doi: 10.1016/j.chemosphere.2011.12.031. Epub 2012 Jan 5. PubMed PMID: 22226365. 16: Wu JC, Hseu YC, Tsai JS, Chen LC, Chye SM, Chen CH, Ching Chen S. Fenthion and terbufos induce DNA damage, the expression of tumor-related genes, and apoptosis in HEPG2 cells. Environ Mol Mutagen. 2011 Aug;52(7):529-37. doi: 10.1002/em.20652. Epub 2011 Apr 27. PubMed PMID: 21538558. 17: Lavado R, Rimoldi JM, Schlenk D. Mechanisms of fenthion activation in rainbow trout (Oncorhynchus mykiss) acclimated to hypersaline environments. Toxicol Appl Pharmacol. 2009 Mar 1;235(2):143-52. doi: 10.1016/j.taap.2008.11.017. Epub 2008 Dec 9. PubMed PMID: 19111563; PubMed Central PMCID: PMC2858921. 18: Kitamura S, Suzuki T, Ohta S, Fujimoto N. Antiandrogenic activity and metabolism of the organophosphorus pesticide fenthion and related compounds. Environ Health Perspect. 2003 Apr;111(4):503-8. PubMed PMID: 12676606; PubMed Central PMCID: PMC1241435. 19: Lavado R, Schlenk D. Microsomal biotransformation of chlorpyrifos, parathion and fenthion in rainbow trout (Oncorhynchus mykiss) and coho salmon (Oncorhynchus kisutch): mechanistic insights into interspecific differences in toxicity. Aquat Toxicol. 2011 Jan 17;101(1):57-63. doi: 10.1016/j.aquatox.2010.09.002. Epub 2010 Sep 16. PubMed PMID: 20947181; PubMed Central PMCID: PMC3005852. 20: Kojima T, Tsuda S, Shirasu Y. Inhibitory effect of fenthion and diazinon on the contraction of rat aorta, and its contribution to lethality. J Vet Med Sci. 1993 Jun;55(3):383-5. PubMed PMID: 8357910.