MedKoo Cat#: 461442 | Name: Phosalone
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Description:

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

Phosalone is an organophosphate chemical commonly used as an insecticide and acaricide. It is a weak acetylcholinesterase inhibitor.

Chemical Structure

Phosalone
Phosalone
CAS#2310-17-0

Theoretical Analysis

MedKoo Cat#: 461442

Name: Phosalone

CAS#: 2310-17-0

Chemical Formula: C12H15ClNO4PS2

Exact Mass: 366.9869

Molecular Weight: 367.80

Elemental Analysis: C, 39.19; H, 4.11; Cl, 9.64; N, 3.81; O, 17.40; P, 8.42; S, 17.43

Price and Availability

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100mg USD 450.00
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Synonym
Phosalone; Azofene; Fozalon; P 974; P-974; P974; RP 11974; RP-11974; RP11974;
IUPAC/Chemical Name
S-((6-chloro-2-oxobenzo[d]oxazol-3(2H)-yl)methyl) O,O-diethyl phosphorodithioate
InChi Key
IOUNQDKNJZEDEP-UHFFFAOYSA-N
InChi Code
InChI=1S/C12H15ClNO4PS2/c1-3-16-19(20,17-4-2)21-8-14-10-6-5-9(13)7-11(10)18-12(14)15/h5-7H,3-4,8H2,1-2H3
SMILES Code
S=P(OCC)(SCN1C(OC2=CC(Cl)=CC=C12)=O)OCC
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
2934.99.03.00
More Info
Product Data
Biological target:
Phosalone is a weak acetylcholinesterase inhibitor.
In vitro activity:
To show the oxidative features of phosalone (PLN) as a key member of OPs, to induce senescence in rat embryonic fibroblast (REF) cells and to demonstrate the beneficial effects of the known antioxidant ellagic acid (EA) in diminishing the PLN-induced toxic effects, the levels of cell viability, oxidative stress markers, inflammatory cytokines, telomerase activity, and the expression of the genes related to senescence were investigated. The results lend support to the hypothesis that PLN enhances the entire premature senescence parameters of REF cells. Moreover, incorporation of EA diminished PLN toxicity mainly through suppression of p38 and p53 at gene and protein levels, and tempered the inflammation factors (TNF-α, IL-1β, IL-6 and NF-κB), which further affected cell division. Analysis of cell cycle showed that the percentage of G0/G1 arrest, in REF cells treated by EA was elevated as compared to control and PLN treated cells. Reference: Food Chem Toxicol. 2017 Feb;100:8-23. https://pubmed.ncbi.nlm.nih.gov/27965107/
In vivo activity:
Sixty mice were divided into 6 groups including cyclophosphamide (40 mg/kg, IP) and Pln (phosalone) (6, 12, 20, and 40 mg/kg) exposure by gavage. Comet assay shows a time and dose-dependent toxicity which further DNA degradation is observed after 5-day exposure (p < 0.05). Also, Pln significantly increased the MnPCE/PCE ratio after 12 and 20 mg/kg administration while no significant difference was reported between the doses of 6 and 40 mg/kg BW with the negative control group. Reference: Genes Environ. 2021 May 13;43(1):18. https://pubmed.ncbi.nlm.nih.gov/33985589/
Solvent mg/mL mM comments
Solubility
DMSO 41.0 111.47
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 367.80 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
Formulation protocol:
1. Baeeri M, Momtaz S, Navaei-Nigjeh M, Niaz K, Rahimifard M, Ghasemi-Niri SF, Sanadgol N, Hodjat M, Sharifzadeh M, Abdollahi M. Molecular evidence on the protective effect of ellagic acid on phosalone-induced senescence in rat embryonic fibroblast cells. Food Chem Toxicol. 2017 Feb;100:8-23. doi: 10.1016/j.fct.2016.12.008. Epub 2016 Dec 11. PMID: 27965107. 2. Amniattalab A, Razi M. Effect of phosalone on testicular tissue and in vitro fertilizing potential. Int J Fertil Steril. 2015 Apr-Jun;9(1):93-106. doi: 10.22074/ijfs.2015.4213. Epub 2015 Apr 21. PMID: 25918597; PMCID: PMC4410043. 3. Khodabandeh Z, Etebari M, Aliomrani M. Study of the probable genotoxic effects of Zolone (Phosalone) exposure in mice bone marrow derived cells. Genes Environ. 2021 May 13;43(1):18. doi: 10.1186/s41021-021-00191-5. PMID: 33985589; PMCID: PMC8117585. 4. Aliomrani M, Mesripour A, Sayahpour Z. AChR is partly responsible in mice depressive-like behavior after Phosalone exposure. Neurotoxicol Teratol. 2021 Mar-Apr;84:106957. doi: 10.1016/j.ntt.2021.106957. Epub 2021 Feb 1. PMID: 33539933.
In vitro protocol:
1. Baeeri M, Momtaz S, Navaei-Nigjeh M, Niaz K, Rahimifard M, Ghasemi-Niri SF, Sanadgol N, Hodjat M, Sharifzadeh M, Abdollahi M. Molecular evidence on the protective effect of ellagic acid on phosalone-induced senescence in rat embryonic fibroblast cells. Food Chem Toxicol. 2017 Feb;100:8-23. doi: 10.1016/j.fct.2016.12.008. Epub 2016 Dec 11. PMID: 27965107. 2. Amniattalab A, Razi M. Effect of phosalone on testicular tissue and in vitro fertilizing potential. Int J Fertil Steril. 2015 Apr-Jun;9(1):93-106. doi: 10.22074/ijfs.2015.4213. Epub 2015 Apr 21. PMID: 25918597; PMCID: PMC4410043.
In vivo protocol:
1. Khodabandeh Z, Etebari M, Aliomrani M. Study of the probable genotoxic effects of Zolone (Phosalone) exposure in mice bone marrow derived cells. Genes Environ. 2021 May 13;43(1):18. doi: 10.1186/s41021-021-00191-5. PMID: 33985589; PMCID: PMC8117585. 2. Aliomrani M, Mesripour A, Sayahpour Z. AChR is partly responsible in mice depressive-like behavior after Phosalone exposure. Neurotoxicol Teratol. 2021 Mar-Apr;84:106957. doi: 10.1016/j.ntt.2021.106957. Epub 2021 Feb 1. PMID: 33539933.
1: Oymen B, Jalilzadeh M, Yılmaz F, Aşır S, Türkmen D, Denizli A. Simple and Fast Pesticide Nanosensors: Example of Surface Plasmon Resonance Coumaphos Nanosensor. Micromachines (Basel). 2023 Mar 23;14(4):707. doi: 10.3390/mi14040707. PMID: 37420940; PMCID: PMC10143765. 2: Lang T, Xiao M, Cen W. Graphene-Based Metamaterial Sensor for Pesticide Trace Detection. Biosensors (Basel). 2023 May 19;13(5):560. doi: 10.3390/bios13050560. PMID: 37232921; PMCID: PMC10216411. 3: Zhang S, You Q, Zhuo X, Shi Z, Yao W, Lü T, Zhang D. Rapid and simple determination of organophosphorus pesticides in urine using polydopamine- modified monolithic spin column extraction combined with liquid chromatography- mass spectrometry. J Chromatogr A. 2023 May 10;1696:463959. doi: 10.1016/j.chroma.2023.463959. Epub 2023 Apr 1. PMID: 37028207. 4: Dodangeh M, Farrokhpour H, Ghaziaskar HS, Tabrizchi M, Momeni MM, Motalebian M. Substrate-Assisted Laser Desorption/Ionization Time-of-Flight Mass Spectrometry of Some Small Biomolecules Using TiO2-Nanotubes: The Effect of Nanotube Diameter and Salt Addition. J Am Soc Mass Spectrom. 2023 Mar 1;34(3):374-382. doi: 10.1021/jasms.2c00246. Epub 2023 Jan 24. PMID: 36693382. 5: Gupta N, Singh R, Nayak SK, Das M, Jan K. Development and validation of multiresidue method for organophosphorus pesticides in lanolin using gas chromatography-tandem mass spectrometry. J Mass Spectrom. 2022 Nov;57(11):e4894. doi: 10.1002/jms.4894. PMID: 36369744. 6: Medithi S, Kasa YD, Kankipati VR, Kodali V, Jee B, Jonnalagadda PR. Impact of Micronutrient Supplementation on Pesticide Residual, Acetylcholinesterase Activity, and Oxidative Stress Among Farm Children Exposed to Pesticides. Front Public Health. 2022 Jun 14;10:872125. doi: 10.3389/fpubh.2022.872125. PMID: 35774575; PMCID: PMC9237326. 7: Medithi S, Kasa YD, Jee B, Venkaiah K, Jonnalagadda PR. Alterations in reproductive hormone levels among farm women and their children occupationally exposed to organophosphate pesticides. Women Health. 2022 May-Jun;62(5):454-464. doi: 10.1080/03630242.2022.2085844. Epub 2022 Jun 8. PMID: 35676759. 8: Liu G, Zhang X, Lu M, Tian M, Liu Y, Wang J, Li L, Li T, Chen G, Xu D. Adsorption and removal of organophosphorus pesticides from Chinese cabbages and green onions by using metal organic frameworks based on the mussel-inspired adhesive interface. Food Chem. 2022 Nov 1;393:133337. doi: 10.1016/j.foodchem.2022.133337. Epub 2022 May 28. PMID: 35653990. 9: Olisah C, Rubidge G, Human LRD, Adams JB. Organophosphate pesticides in South African eutrophic estuaries: Spatial distribution, seasonal variation, and ecological risk assessment. Environ Pollut. 2022 Aug 1;306:119446. doi: 10.1016/j.envpol.2022.119446. Epub 2022 May 9. PMID: 35550133. 10: Hejabri Kandeh S, Amini S, Ebrahimzadeh H. PVA/Stevia/MIL-88A@AuNPs composite nanofibers as a novel sorbent for simultaneous extraction of eight agricultural pesticides in food and vegetable samples followed by HPLC-UV analysis. Food Chem. 2022 Aug 30;386:132734. doi: 10.1016/j.foodchem.2022.132734. Epub 2022 Mar 17. PMID: 35334325. 11: Nemati M, Tuzen M, Farazajdeh MA, Kaya S, Afshar Mogaddam MR. Development of dispersive solid-liquid extraction method based on organic polymers followed by deep eutectic solvents elution; application in extraction of some pesticides from milk samples prior to their determination by HPLC-MS/MS. Anal Chim Acta. 2022 Mar 22;1199:339570. doi: 10.1016/j.aca.2022.339570. Epub 2022 Feb 2. PMID: 35227380. 12: Čadež T, Kolić D, Šinko G, Kovarik Z. Assessment of four organophosphorus pesticides as inhibitors of human acetylcholinesterase and butyrylcholinesterase. Sci Rep. 2021 Nov 2;11(1):21486. doi: 10.1038/s41598-021-00953-9. PMID: 34728713; PMCID: PMC8563940. 13: Yıldız E, Çabuk H. Dispersive liquid-liquid microextraction method combined with sugaring-out homogeneous liquid-liquid extraction for the determination of some pesticides in molasses samples. J Sep Sci. 2021 Nov;44(22):4151-4166. doi: 10.1002/jssc.202100551. Epub 2021 Sep 22. PMID: 34510755. 14: Olisah C, Rubidge G, Human LRD, Adams JB. A translocation analysis of organophosphate pesticides between surface water, sediments and tissues of common reed Phragmites australis. Chemosphere. 2021 Dec;284:131380. doi: 10.1016/j.chemosphere.2021.131380. Epub 2021 Jul 2. PMID: 34323801. 15: Liao X, Chen C, Yang J, Zhou R, Si L, Huang Q, Huang Z, Lv C. Nitrogen-doped carbon dots for dual-wavelength excitation fluorimetric assay for ratiometric determination of phosalone. Mikrochim Acta. 2021 Jul 9;188(8):247. doi: 10.1007/s00604-021-04900-3. PMID: 34244909. 16: Ma G, Cao J, Hu G, Zhu L, Chen H, Zhang X, Liu J, Ji J, Liu X, Lu C. Porous chitosan/partially reduced graphene oxide/diatomite composite as an efficient adsorbent for quantitative colorimetric detection of pesticides in a complex matrix. Analyst. 2021 Jul 12;146(14):4576-4584. doi: 10.1039/d1an00621e. PMID: 34152332. 17: Homayoonzadeh M, Hosseininaveh V, Haghighi SR, Talebi K, Roessner U, Maali- Amiri R. Evaluation of physiological and biochemical responses of pistachio plants (Pistacia vera L.) exposed to pesticides. Ecotoxicology. 2021 Aug;30(6):1084-1097. doi: 10.1007/s10646-021-02434-1. Epub 2021 Jun 8. PMID: 34101048. 18: Kuzukiran O, Simsek I, Yorulmaz T, Yurdakok-Dikmen B, Ozkan O, Filazi A. Multiresidues of environmental contaminants in bats from Turkey. Chemosphere. 2021 Nov;282:131022. doi: 10.1016/j.chemosphere.2021.131022. Epub 2021 May 28. PMID: 34090000. 19: Keikavousi Behbahan A, Mahdavi V, Roustaei Z, Bagheri H. Preparation and evaluation of various banana-based biochars together with ultra-high performance liquid chromatography-tandem mass spectrometry for determination of diverse pesticides in fruiting vegetables. Food Chem. 2021 Oct 30;360:130085. doi: 10.1016/j.foodchem.2021.130085. Epub 2021 May 12. PMID: 34038840. 20: Khodabandeh Z, Etebari M, Aliomrani M. Study of the probable genotoxic effects of Zolone (Phosalone) exposure in mice bone marrow derived cells. Genes Environ. 2021 May 13;43(1):18. doi: 10.1186/s41021-021-00191-5. PMID: 33985589; PMCID: PMC8117585.