MedKoo Cat#: 571471 | Name: Fenitrothion

Description:

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

Fenitrothion is an organothiophosphate cholinesterase inhibitor that is used as an insecticide.

Chemical Structure

Fenitrothion
Fenitrothion
CAS#122-14-5

Theoretical Analysis

MedKoo Cat#: 571471

Name: Fenitrothion

CAS#: 122-14-5

Chemical Formula: C9H12NO5PS

Exact Mass: 277.0174

Molecular Weight: 277.23

Elemental Analysis: C, 38.99; H, 4.36; N, 5.05; O, 28.86; P, 11.17; S, 11.56

Price and Availability

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250mg USD 210.00
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Related CAS #
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Synonym
Fenitrothion; Arbogal; Nuvanol; Ovadofos; AC-47300; AC47300; AC 47300
IUPAC/Chemical Name
O,O-Dimethyl O-4-nitro-m-tolyl phosphorothioate
InChi Key
ZNOLGFHPUIJIMJ-UHFFFAOYSA-N
InChi Code
InChI=1S/C9H12NO5PS/c1-7-6-8(4-5-9(7)10(11)12)15-16(17,13-2)14-3/h4-6H,1-3H3
SMILES Code
S=P(OC)(OC)OC1=CC=C([N+]([O-])=O)C(C)=C1
Appearance
Solid powder
Purity
>98% (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
>2 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
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 277.23 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.

Recalculate based on batch purity %
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: Kaonga CC, Takeda K, Sakugawa H. Diuron, Irgarol 1051 and Fenitrothion contamination for a river passing through an agricultural and urban area in Higashi Hiroshima City, Japan. Sci Total Environ. 2015 Jun 15;518-519:450-8. doi: 10.1016/j.scitotenv.2015.03.022. Epub 2015 Mar 13. PubMed PMID: 25777951. 2: Hernández SE, Sernia C, Bradley AJ. Effect of atrazine and fenitrothion at no-observed-effect-levels (NOEL) on amphibian and mammalian corticosterone-binding-globulin (CBG). Toxicol Lett. 2014 Nov 4;230(3):408-12. doi: 10.1016/j.toxlet.2014.08.015. Epub 2014 Aug 17. PubMed PMID: 25138046. 3: Germano M, Picollo MI, Spillmann C, Mougabure-Cueto G. Fenitrothion: an alternative insecticide for the control of deltamethrin-resistant populations of Triatoma infestans in northern Argentina. Med Vet Entomol. 2014 Mar;28(1):21-5. doi: 10.1111/mve.12014. Epub 2013 May 14. PubMed PMID: 23668748. 4: Taib IS, Budin SB, Ghazali AR, Jayusman PA, Louis SR, Mohamed J. Fenitrothion induced oxidative stress and morphological alterations of sperm and testes in male Sprague-Dawley rats. Clinics (Sao Paulo). 2013 Jan;68(1):93-100. PubMed PMID: 23420164; PubMed Central PMCID: PMC3552468. 5: Taib IS, Budin SB, Ghazali AR, Jayusman PA, Mohamed J. Fenitrothion alters sperm characteristics in rats: ameliorating effects of palm oil tocotrienol-rich fraction. Exp Anim. 2014;63(4):383-93. Epub 2014 Jul 15. PubMed PMID: 25030881; PubMed Central PMCID: PMC4244287. 6: Abd El-Gawad EA, Abdel Hamid OM. Effect of vitamin C dietary supplementation in reducing the alterations induced by fenitrothion in Oreochromis niloticus. Fish Physiol Biochem. 2014 Jun;40(3):787-96. doi: 10.1007/s10695-013-9885-4. Epub 2013 Nov 7. PubMed PMID: 24197701. 7: Zhao L, Zhao F, Zeng B. Synthesis of water-compatible surface-imprinted polymer via click chemistry and RAFT precipitation polymerization for highly selective and sensitive electrochemical assay of fenitrothion. Biosens Bioelectron. 2014 Dec 15;62:19-24. doi: 10.1016/j.bios.2014.06.022. Epub 2014 Jun 17. PubMed PMID: 24973538. 8: Somia el-M, Madiha F. Pathological effects of dichlorvos and fenitrothion in mice. Pathol Res Pract. 2012 May 15;208(5):286-91. doi: 10.1016/j.prp.2012.01.010. Epub 2012 Mar 28. PubMed PMID: 22464154. 9: Oliveira C, Almeida JR, Guilhermino L, Soares AM, Gravato C. Swimming velocity, avoidance behavior and biomarkers in Palaemon serratus exposed to fenitrothion. Chemosphere. 2013 Jan;90(3):936-44. doi: 10.1016/j.chemosphere.2012.06.036. Epub 2012 Jul 21. PubMed PMID: 22824733. 10: Amare M, Abicho S, Admassie S. Determination of fenitrothion in water using a voltammetric sensor based on a polymer-modified glassy carbon electrode. J AOAC Int. 2014 Mar-Apr;97(2):580-5. PubMed PMID: 24830170. 11: Rodrigues AP, Gravato C, Guimarães L. Involvement of the antioxidant system in differential sensitivity of Carcinus maenas to fenitrothion exposure. Environ Sci Process Impacts. 2013 Oct;15(10):1938-48. doi: 10.1039/c3em00367a. PubMed PMID: 24056931. 12: Wang X, Mu Z, Shangguan F, Liu R, Pu Y, Yin L. Simultaneous Detection of Fenitrothion and Chlorpyrifos-Methyl with a Photonic Suspension Array. PLoS One. 2013 Jun 21;8(6):e66703. doi: 10.1371/journal.pone.0066703. Print 2013. PubMed PMID: 23805266; PubMed Central PMCID: PMC3689689. 13: Story PG, Mineau P, Mullié WC. Insecticide residues in Australian plague locusts (Chortoicetes terminifera Walker) after ultra-low volume aerial application of the organophosphorus insecticide fenitrothion. Environ Toxicol Chem. 2013 Dec;32(12):2792-9. doi: 10.1002/etc.2366. Epub 2013 Oct 17. PubMed PMID: 24038429. 14: Story PG, French K, Astheimer LB, Buttemer WA. Fenitrothion, an organophosphorous insecticide, impairs locomotory function and alters body temperatures in Sminthopsis macroura (Gould 1845) without reducing metabolic rates during running endurance and thermogenic performance tests. Environ Toxicol Chem. 2016 Jan;35(1):152-62. doi: 10.1002/etc.3168. Epub 2015 Dec 15. PubMed PMID: 26184692. 15: Luo Y, Xia Y. Selection of single-chain variable fragment antibodies against fenitrothion by ribosome display. Anal Biochem. 2012 Feb 1;421(1):130-7. doi: 10.1016/j.ab.2011.10.044. Epub 2011 Nov 11. PubMed PMID: 22138186. 16: Saber TM, Abd El-Aziz RM, Ali HA. Quercetin mitigates fenitrothion-induced testicular toxicity in rats. Andrologia. 2016 Jun;48(5):491-500. doi: 10.1111/and.12467. Epub 2015 Aug 11. PubMed PMID: 26264430. 17: Lavarías S, García C, Crespo R, Pedrini N, Heras H. Study of biochemical biomarkers in freshwater prawn Macrobrachium borellii (Crustacea: Palaemonidae) exposed to organophosphate fenitrothion. Ecotoxicol Environ Saf. 2013 Oct;96:10-6. doi: 10.1016/j.ecoenv.2013.05.040. Epub 2013 Jul 20. PubMed PMID: 23876938. 18: Lapointe JM, Snyder PA, Reagan WJ. Evaluation of urinary corticosterone as a biomarker of stress in rats using fenitrothion as a chemical stressor. J Immunotoxicol. 2016 May;13(3):386-92. doi: 10.3109/1547691X.2015.1106623. Epub 2015 Nov 19. PubMed PMID: 27297964. 19: Kanagaraj K, Affrose A, Sivakolunthu S, Pitchumani K. Highly selective fluorescent sensing of fenitrothion using per-6-amino-β-cyclodextrin:Eu(III) complex. Biosens Bioelectron. 2012 May 15;35(1):452-5. doi: 10.1016/j.bios.2012.02.046. Epub 2012 Feb 28. PubMed PMID: 22425222. 20: Eskandari H, Naderi-Darehshori A. Preparation of magnetite/poly(styrene-divinylbenzene) nanoparticles for selective enrichment-determination of fenitrothion in environmental and biological samples. Anal Chim Acta. 2012 Sep 19;743:137-44. doi: 10.1016/j.aca.2012.07.012. Epub 2012 Jul 20. PubMed PMID: 22882834.