Edifenphos
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MedKoo CAT#: 463417

CAS#: 17109-49-8

Description: Edifenphos (EDF) is an organophosphate pesticide that is extensively used as a fungicide in agricultural rice fields. However, EDF has accumulated in various agricultural products and caused potential health hazards to human and other living organisms.


Chemical Structure

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Edifenphos
CAS# 17109-49-8

Theoretical Analysis

MedKoo Cat#: 463417
Name: Edifenphos
CAS#: 17109-49-8
Chemical Formula: C14H15O2PS2
Exact Mass: 310.0251
Molecular Weight: 310.3658
Elemental Analysis: C, 54.18; H, 4.87; O, 10.31; P, 9.98; S, 20.66

Price and Availability

Size Price Availability Quantity
250.0mg USD 210.0 2 Weeks
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Synonym: Edifenphos;

IUPAC/Chemical Name: O-ethyl S,S-diphenyl phosphorodithioate

InChi Key: AWZOLILCOUMRDG-UHFFFAOYSA-N

InChi Code: InChI=1S/C14H15O2PS2/c1-2-16-17(15,18-13-9-5-3-6-10-13)19-14-11-7-4-8-12-14/h3-12H,2H2,1H3

SMILES Code: CCOP(Sc1ccccc1)(Sc2ccccc2)=O

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: >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: 2934.99.9001

Preparing Stock Solutions

The following data is based on the product molecular weight 310.3658 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

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1: Zhang J, Wu J, Wu L. Sensing and monitoring of edifenphos molecules based on the quantum chemical approach. J Mol Model. 2020 Sep 22;26(10):276. doi: 10.1007/s00894-020-04545-8. PMID: 32960341.

2: Ding L, Jiang D, Wen Z, Xu Y, Guo Y, Ding C, Wang K. Ultrasensitive and visible light-responsive photoelectrochemical aptasensor for edifenphos based on Zinc phthalocyanine sensitized MoS2 nanosheets. Biosens Bioelectron. 2020 Feb 15;150:111867. doi: 10.1016/j.bios.2019.111867. Epub 2019 Nov 12. PMID: 31748191.

3: Ahmad A, Kumari P, Ahmad M. Apigenin attenuates edifenphos-induced toxicity by modulating ROS-mediated oxidative stress, mitochondrial dysfunction and caspase signal pathway in rat liver and kidney. Pestic Biochem Physiol. 2019 Sep;159:163-172. doi: 10.1016/j.pestbp.2019.06.010. Epub 2019 Jun 24. PMID: 31400778.

4: Hashemi MMR, Abolghasemi SS, Ashournia M, Modaberi H. Removal of hinosan from underground water using NH4Cl-modified activated carbon from rice husk. Environ Sci Pollut Res Int. 2019 Jul;26(20):20344-20351. doi: 10.1007/s11356-019-05396-4. Epub 2019 May 16. PMID: 31098907.

5: Ahmad A, Zafar A, Ahmad M. Mitigating effects of apigenin on edifenphos- induced oxidative stress, DNA damage and apoptotic cell death in human peripheral blood lymphocytes. Food Chem Toxicol. 2019 May;127:218-227. doi: 10.1016/j.fct.2019.03.034. Epub 2019 Mar 22. PMID: 30910686.

6: Weng S, Wang F, Dong R, Qiu M, Zhao J, Huang L, Zhang D. Fast and Quantitative Analysis of Ediphenphos Residue in Rice Using Surface-Enhanced Raman Spectroscopy. J Food Sci. 2018 Apr;83(4):1179-1185. doi: 10.1111/1750-3841.14103. Epub 2018 Mar 14. PMID: 29538797.

7: Ahmad A, Ahmad M. Understanding the fate of human serum albumin upon interaction with edifenphos: Biophysical and biochemical approaches. Pestic Biochem Physiol. 2018 Feb;145:46-55. doi: 10.1016/j.pestbp.2018.01.006. Epub 2018 Feb 3. PMID: 29482731.

8: Murillo-Zamora S, Castro-Gutiérrez V, Masís-Mora M, Lizano-Fallas V, Rodríguez-Rodríguez CE. Elimination of fungicides in biopurification systems: Effect of fungal bioaugmentation on removal performance and microbial community structure. Chemosphere. 2017 Nov;186:625-634. doi: 10.1016/j.chemosphere.2017.07.162. Epub 2017 Aug 1. PMID: 28818589.

9: Ahmad A, Ahmad M. Deciphering the mechanism of interaction of edifenphos with calf thymus DNA. Spectrochim Acta A Mol Biomol Spectrosc. 2018 Jan 5;188:244-251. doi: 10.1016/j.saa.2017.07.014. Epub 2017 Jul 13. PMID: 28732283.

10: Arvand M, Mirroshandel AA. Highly-sensitive aptasensor based on fluorescence resonance energy transfer between l-cysteine capped ZnS quantum dots and graphene oxide sheets for the determination of edifenphos fungicide. Biosens Bioelectron. 2017 Oct 15;96:324-331. doi: 10.1016/j.bios.2017.05.028. Epub 2017 May 12. PMID: 28525850.

11: Wang C, Chen D, Wang Q, Wang Q. Aptamer-based Resonance Light Scattering for Sensitive Detection of Acetamiprid. Anal Sci. 2016;32(7):757-62. doi: 10.2116/analsci.32.757. PMID: 27396657.

12: Kwon YS, Nguyen VT, Park JG, Gu MB. Detection of iprobenfos and edifenphos using a new multi-aptasensor. Anal Chim Acta. 2015 Apr 8;868:60-6. doi: 10.1016/j.aca.2015.02.020. Epub 2015 Feb 12. PMID: 25813235.

13: Kim MS, Kim GW, Park TJ. A facile and sensitive detection of organophosphorus chemicals by rapid aggregation of gold nanoparticles using organic compounds. Biosens Bioelectron. 2015 May 15;67:408-12. doi: 10.1016/j.bios.2014.08.073. Epub 2014 Sep 3. PMID: 25216978.

14: Ko KY, Shin JY, Kim DG, Kim M, Son SW. Determination of organophosphorus pesticides in stomach contents of postmortem animals by QuEChERS and gas chromatography. J Anal Toxicol. 2014 Nov-Dec;38(9):667-71. doi: 10.1093/jat/bku097. Epub 2014 Aug 16. PMID: 25129879.

15: Park JH, Mamun MI, Choi JH, Abd El-Aty AM, Assayed ME, Choi WJ, Yoon KS, Han SS, Kim HK, Park BJ, Kim KS, Kim SD, Choi HG, Shim JH. Development of a multiresidue method for the determination of multiclass pesticides in soil using GC. Biomed Chromatogr. 2010 Aug;24(8):893-901. doi: 10.1002/bmc.1383. PMID: 20039336.

16: Fujikawa M, Nakao K, Shimizu R, Akamatsu M. The usefulness of an artificial membrane accumulation index for estimation of the bioconcentration factor of organophosphorus pesticides. Chemosphere. 2009 Feb;74(6):751-7. doi: 10.1016/j.chemosphere.2008.10.046. Epub 2008 Dec 11. PMID: 19084258.

17: Nanda N, Kaliwal BB. Effect of edifenphos on compensatory ovarian hypertrophy, follicular kinetics and estrous cycle in hemicastrated rats. J Basic Clin Physiol Pharmacol. 2003;14(4):373-86. doi: 10.1515/jbcpp.2003.14.4.373. PMID: 15198308.

18: Seebold KW Jr, Datnoff LE, Correa-Victoria FJ, Kucharek TA, Snyder GH. Effects of Silicon and Fungicides on the Control of Leaf and Neck Blast in Upland Rice. Plant Dis. 2004 Mar;88(3):253-258. doi: 10.1094/PDIS.2004.88.3.253. PMID: 30812356.

19: Musshoff F, Junker H, Madea B. Simple determination of 22 organophosphorous pesticides in human blood using headspace solid-phase microextraction and gas chromatography with mass spectrometric detection. J Chromatogr Sci. 2002 Jan;40(1):29-34. doi: 10.1093/chromsci/40.1.29. PMID: 11866384.

20: Yu JJ. Removal of organophosphate pesticides from wastewater by supercritical carbon dioxide extraction. Water Res. 2002 Feb;36(4):1095-101. doi: 10.1016/s0043-1354(01)00293-7. PMID: 11848348.

Edifenphos

10.0mg / Not available