Parathion-methyl
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MedKoo CAT#: 592071

CAS#: 298-00-0

Description: Parathion-methyl is the methyl homolog of parathion. An effective, but highly toxic, organothiophosphate insecticide and cholinesterase inhibitor.

Chemical Structure

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Parathion-methyl
CAS# 298-00-0
Product data Instruction

Theoretical Analysis

MedKoo Cat#: 592071
Name: Parathion-methyl
CAS#: 298-00-0
Chemical Formula: C8H10NO5PS
Exact Mass: 263.00
Molecular Weight: 263.204
Elemental Analysis: C, 36.51; H, 3.83; N, 5.32; O, 30.39; P, 11.77; S, 12.18

Price and Availability

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100mg USD 250
250mg USD 510
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Synonym: Parathion-methyl; NCI-C02971 NCI C02971; NCIC02971

IUPAC/Chemical Name: Phosphorothioic acid, O,O-dimethyl O-(4-nitrophenyl) ester

InChi Key: RLBIQVVOMOPOHC-UHFFFAOYSA-N

InChi Code: InChI=1S/C8H10NO5PS/c1-12-15(16,13-2)14-8-5-3-7(4-6-8)9(10)11/h3-6H,1-2H3

SMILES Code: S=P(OC)(OC1=CC=C([N+]([O-])=O)C=C1)OC

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:
Product Data
Instruction:
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Biological target: Parathion-methyl is the methyl homolog of parathion. An effective, but highly toxic, organothiophosphate insecticide and cholinesterase inhibitor.
In vitro activity: The goal of this study was to investigate the in vitro effects of mPT (methyl parathion) on cells in the oral cavity and evaluate the potential protective role of epigallocathechin-3-gallate (EGCG) on these effects. Human gingival fibroblasts (HGF) were exposed to 10, 50, or 100 μ g/ml mPT for 24 h and assessed for oxidative stress, as evidenced by reactive generation of oxygen species (ROS), induction of apoptotic cell death, DNA damage (comet assay and cytochinesis-block micronucleus test), and nitric oxide (NO) production. The results showed that mPT produced significant oxidative stress, cytotoxicity, and genotoxicity and increased NO levels through stimulation of inducible NO synthase expression. Reference: J Toxicol Environ Health A. 2015;78(19):1227-40. https://pubmed.ncbi.nlm.nih.gov/26479333/
In vivo activity: The results showed that MP (methyl parathion) exposure reduced spontaneous movement, hatching, and survival rates of zebrafish embryos and induced developmental abnormalities such as shortened body length, yolk edema, and spinal curvature. Notably, MP was found to induce cardiac abnormalities, including pericardial edema and decreased heart rate. Exposure to MP resulted in the accumulation of reactive oxygen species (ROS), decreased superoxide dismutase (SOD) activity, increased catalase (CAT) activity, elevated malondialdehyde (MDA) levels, and caused cardiac apoptosis in zebrafish embryos. Moreover, MP affected the transcription of cardiac development-related genes (vmhc, sox9b, nppa, tnnt2, bmp2b, bmp4) and apoptosis-related genes (p53, bax, bcl2). Reference: Toxics. 2023 Jan 15;11(1):84. https://pubmed.ncbi.nlm.nih.gov/36668810/

Preparing Stock Solutions

The following data is based on the product molecular weight 263.20 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. Argentin G, Divizia M, Cicchetti R. Oxidative Stress, Cytotoxicity, and Genotoxicity Induced by Methyl Parathion in Human Gingival Fibroblasts: Protective Role of Epigallocatechin-3-Gallate. J Toxicol Environ Health A. 2015;78(19):1227-40. doi: 10.1080/15287394.2015.1079582. Epub 2015 Oct 19. PMID: 26479333. 2. Edwards FL, Yedjou CG, Tchounwou PB. Involvement of oxidative stress in methyl parathion and parathion-induced toxicity and genotoxicity to human liver carcinoma (HepG₂) cells. Environ Toxicol. 2013 Jun;28(6):342-8. doi: 10.1002/tox.20725. Epub 2011 May 4. PMID: 21544925; PMCID: PMC3768275. 3. Chen T, Chen H, Wang A, Yao W, Xu Z, Wang B, Wang J, Wu Y. Methyl Parathion Exposure Induces Development Toxicity and Cardiotoxicity in Zebrafish Embryos. Toxics. 2023 Jan 15;11(1):84. doi: 10.3390/toxics11010084. PMID: 36668810; PMCID: PMC9866970. 4. Urióstegui-Acosta M, Tello-Mora P, Solís-Heredia MJ, Ortega-Olvera JM, Piña-Guzmán B, Martín-Tapia D, González-Mariscal L, Quintanilla-Vega B. Methyl parathion causes genetic damage in sperm and disrupts the permeability of the blood-testis barrier by an oxidant mechanism in mice. Toxicology. 2020 May 30;438:152463. doi: 10.1016/j.tox.2020.152463. Epub 2020 Apr 12. PMID: 32294493.
In vitro protocol: 1. Argentin G, Divizia M, Cicchetti R. Oxidative Stress, Cytotoxicity, and Genotoxicity Induced by Methyl Parathion in Human Gingival Fibroblasts: Protective Role of Epigallocatechin-3-Gallate. J Toxicol Environ Health A. 2015;78(19):1227-40. doi: 10.1080/15287394.2015.1079582. Epub 2015 Oct 19. PMID: 26479333. 2. Edwards FL, Yedjou CG, Tchounwou PB. Involvement of oxidative stress in methyl parathion and parathion-induced toxicity and genotoxicity to human liver carcinoma (HepG₂) cells. Environ Toxicol. 2013 Jun;28(6):342-8. doi: 10.1002/tox.20725. Epub 2011 May 4. PMID: 21544925; PMCID: PMC3768275.
In vivo protocol: 1. Chen T, Chen H, Wang A, Yao W, Xu Z, Wang B, Wang J, Wu Y. Methyl Parathion Exposure Induces Development Toxicity and Cardiotoxicity in Zebrafish Embryos. Toxics. 2023 Jan 15;11(1):84. doi: 10.3390/toxics11010084. PMID: 36668810; PMCID: PMC9866970. 2. Urióstegui-Acosta M, Tello-Mora P, Solís-Heredia MJ, Ortega-Olvera JM, Piña-Guzmán B, Martín-Tapia D, González-Mariscal L, Quintanilla-Vega B. Methyl parathion causes genetic damage in sperm and disrupts the permeability of the blood-testis barrier by an oxidant mechanism in mice. Toxicology. 2020 May 30;438:152463. doi: 10.1016/j.tox.2020.152463. Epub 2020 Apr 12. PMID: 32294493.

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