Oxadiazon | CAS#19666-30-9 | herbicide

MedKoo Cat#: 461405 | Name: Oxadiazon

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Description:

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

Oxadiazon is a protoporphyrinogen oxidase-inhibiting herbicide that induces porphyria and liver tumors in rodents. Oxadiazon is extensively utilized in agricultural fields for weed control.

Chemical Structure

Oxadiazon

CAS#19666-30-9

Theoretical Analysis

MedKoo Cat#: 461405

Name: Oxadiazon

CAS#: 19666-30-9

Chemical Formula: C15H18Cl2N2O3

Exact Mass: 344.0694

Molecular Weight: 345.22

Elemental Analysis: C, 52.19; H, 5.26; Cl, 20.54; N, 8.11; O, 13.90

Price and Availability

Size	Price	Availability	Quantity
100mg	USD 450.00	2 weeks

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Related CAS #

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Synonym

Oxadiazon; G 315; G-315; G315;

IUPAC/Chemical Name

5-(tert-butyl)-3-(2,4-dichloro-5-isopropoxyphenyl)-1,3,4-oxadiazol-2(3H)-one

InChi Key

CHNUNORXWHYHNE-UHFFFAOYSA-N

InChi Code

InChI=1S/C15H18Cl2N2O3/c1-8(2)21-12-7-11(9(16)6-10(12)17)19-14(20)22-13(18-19)15(3,4)5/h6-8H,1-5H3

SMILES Code

O=C1OC(C(C)(C)C)=NN1C2=CC(OC(C)C)=C(Cl)C=C2Cl

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

View handling instruction

Biological target:

Oxadiazon is a preemergent herbicide.

In vitro activity:

This study demonstrated that non-cytotoxic doses of oxadiazon were able to inhibit neuronal striatal cell migration and FGF2- and BDNF-dependent differentiation towards neuronal phenotype, and to inhibit the expression and activity of ALDH2 and to increase the expression and activity of ACYP2. In addition, this study has provided evidence that in human primary neuronal precursor striatal cells the inhibitory effects of oxadiazon on cell migration and differentiation towards neuronal phenotype were achieved through modulation of ACYP2. Reference: Toxicology. 2019 Jan 1;411:110-121. https://pubmed.ncbi.nlm.nih.gov/30391265/

In vivo activity:

Ten days of herbicide feeding (0.25% in the diet) increased the liver porphyrins in male C57B1/6J mice from 1.4 +/- 0.6 to 4.8 +/- 2.1 (fomesafen) 16.9 +2- 2.9 (oxyfluorfen) and 25.9 +/- 3.1 (oxadiazon) nmol/g wet weight, respectively. Fluazifop-butyl had no effect on liver porphyrin metabolism. Fomesafen, oxyfluorfen and oxadiazon increased the cellular porphyrin content of rat hepatocytes after 24 h of incubation (control, 3.2 pmol/mg protein, fomesafen, oxyfluorfen and oxadiazon at 0.125 mM concentration 51.5, 54.3 and 44.0 pmol/mg protein, respectively). Reference: Pharmacol Toxicol. 2001 Jul;89(1):15-22. https://pubmed.ncbi.nlm.nih.gov/8517781/

	Solvent	mg/mL	mM
Solubility
	DMSO	50.0	144.84

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 345.22 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

Formulation protocol:

1. Degl'Innocenti D, Ramazzotti M, Sarchielli E, Monti D, Chevanne M, Vannelli GB, Barletta E. Oxadiazon affects the expression and activity of aldehyde dehydrogenase and acylphosphatase in human striatal precursor cells: A possible role in neurotoxicity. Toxicology. 2019 Jan 1;411:110-121. doi: 10.1016/j.tox.2018.10.021. Epub 2018 Nov 1. PMID: 30391265. 2. Krijt J, Krijtová H, Sanitrák J. Effect of tiagabine and topiramate on porphyrin metabolism in an in vivo model of porphyria. Pharmacol Toxicol. 2001 Jul;89(1):15-22. doi: 10.1034/j.1600-0773.2001.d01-130.x. PMID: 11484905.

In vitro protocol:

In vivo protocol:

1. Krijt J, Krijtová H, Sanitrák J. Effect of tiagabine and topiramate on porphyrin metabolism in an in vivo model of porphyria. Pharmacol Toxicol. 2001 Jul;89(1):15-22. doi: 10.1034/j.1600-0773.2001.d01-130.x. PMID: 11484905.

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Monitoring and Risk Assessment of Pesticide Residues in Fishery Products Using GC-MS/MS in South Korea. Toxics. 2024 Apr 18;12(4):299. doi: 10.3390/toxics12040299. PMID: 38668522; PMCID: PMC11053634. 5: Wang WQ, Xu X, Liu QZ, Lin LH, Lü J, Wang DH. [Effects of Pesticides Use on Pesticides Residues and Its Environmental Risk Assessment in Xingkai Lake（China）]. Huan Jing Ke Xue. 2024 May 8;45(5):2678-2685. Chinese. doi: 10.13227/j.hjkx.202305228. PMID: 38629531. 6: Chen ZJ, Qu YN, Li SY, Wang HW, Ji CH, Shi XZ, Yang H, Li XS. Insight into the relationship between metabolic enzymes and oxadiazon degradation in Oryza sativa for reducing environmental risks. Ecotoxicol Environ Saf. 2024 Apr 1;274:116242. doi: 10.1016/j.ecoenv.2024.116242. Epub 2024 Mar 20. PMID: 38513530. 7: Jung GH, Lee HS, Lim SJ, Choi H. Evaluation of soil pesticide leaching to groundwater using undisturbed lysimeter: development of the pesticide groundwater leaching scoring system (PLS). 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PMID: 38251040; PMCID: PMC10818738. 11: Chen T, Liu X, Zhang J, Wang L, Su J, Jing T, Xiao P. Associations of chronic exposure to a mixture of pesticides and type 2 diabetes mellitus in a Chinese elderly population. Chemosphere. 2024 Mar;351:141194. doi: 10.1016/j.chemosphere.2024.141194. Epub 2024 Jan 11. PMID: 38218232. 12: Leri M, Vasarri M, Barletta E, Schiavone N, Bergonzi MC, Bucciantini M, Degl'Innocenti D. The Protective Role of Oleuropein Aglycone against Pesticide- Induced Toxicity in a Human Keratinocytes Cell Model. Int J Mol Sci. 2023 Sep 26;24(19):14553. doi: 10.3390/ijms241914553. PMID: 37834001; PMCID: PMC10572371. 13: Qasem JR. Chemical control and herbicide resistance of hairy fleabane (Erigeron bonariensis L.) in Jordan. PLoS One. 2023 Oct 12;18(10):e0263154. doi: 10.1371/journal.pone.0263154. 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J Agric Food Chem. 2023 Jun 14;71(23):8746-8756. doi: 10.1021/acs.jafc.3c00168. Epub 2023 Jun 1. PMID: 37261811. 17: Yang Q, Zhu J, Yang X, Wei T, Lv M, Li Y. Ile-1781-Leu Target Mutation and Non-Target-Site Mechanism Confer Resistance to Acetyl-CoA Carboxylase-Inhibiting Herbicides in Digitaria ciliaris var. chrysoblephara. J Agric Food Chem. 2023 May 31;71(21):7988-7995. doi: 10.1021/acs.jafc.3c00646. Epub 2023 May 16. PMID: 37191622. 18: Pehar V, Kolić D, Zandona A, Šinko G, Katalinić M, Stepanić V, Kovarik Z. Selected herbicides screened for toxicity and analysed as inhibitors of both cholinesterases. Chem Biol Interact. 2023 Jul 1;379:110506. doi: 10.1016/j.cbi.2023.110506. Epub 2023 May 2. PMID: 37141932. 19: Peris A, Baos R, Martínez A, Sergio F, Hiraldo F, Eljarrat E. Pesticide contamination of bird species from Doñana National Park (southwestern Spain): Temporal trends (1999-2021) and reproductive impacts. 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