MedKoo Cat#: 146235 | Name: Pyridafol

Description:

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

Pyridafol is a synthetic herbicide belonging to the class of pyridazinone derivatives, primarily used for pre- and post-emergence control of broadleaf and grassy weeds in agricultural settings. It functions by inhibiting the enzyme protoporphyrinogen oxidase (PPO), which is essential in chlorophyll biosynthesis, leading to the accumulation of toxic intermediates that cause cell membrane damage and plant death. Pyridafol is valued for its broad-spectrum activity and is often used in crops like soybeans, cereals, and corn. Its selectivity and environmental persistence make it effective for integrated weed management strategies.

Chemical Structure

Pyridafol
Pyridafol
CAS#40020-01-7

Theoretical Analysis

MedKoo Cat#: 146235

Name: Pyridafol

CAS#: 40020-01-7

Chemical Formula: C10H7ClN2O

Exact Mass: 206.0247

Molecular Weight: 206.63

Elemental Analysis: C, 58.13; H, 3.41; Cl, 17.16; N, 13.56; O, 7.74

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Pyridafol;
IUPAC/Chemical Name
6-chloro-3-phenylpyridazin-4-ol
InChi Key
ZUSHSDOEVHPTCU-UHFFFAOYSA-N
InChi Code
1S/C10H7ClN2O/c11-9-6-8(14)10(13-12-9)7-4-2-1-3-5-7/h1-6H,(H,12,14)
SMILES Code
OC1=CC(Cl)=NN=C1C2=CC=CC=C2
Appearance
To be determined
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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 206.63 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: Canchola J, Donkor GYB, Tawiah PO, Fasawe A, Ayim E, Engelke MF, Dahl JU. Alkyl Pyridinol Compounds Exhibit Antimicrobial Effects against Gram-Positive Bacteria. Antibiotics (Basel). 2024 Sep 20;13(9):897. doi: 10.3390/antibiotics13090897. PMID: 39335070; PMCID: PMC11428593. 2: Gandhi VV, Bihani SC, Phadnis PP, Kunwar A. Diselenide-derivative of 3-pyridinol targets redox enzymes leading to cell cycle deregulation and apoptosis in A549 cells. Biol Chem. 2022 Aug 25;403(10):891-905. doi: 10.1515/hsz-2022-0123. PMID: 36002994. 3: Huang M, Zou M, Mao S, Xu W, Hong Y, Wang H, Gui F, Yang L, Lian F, Chen R. 3,5,6-Trichloro-2-pyridinol confirms ototoxicity in mouse cochlear organotypic cultures and induces cytotoxicity in HEI-OC1 cells. Toxicol Appl Pharmacol. 2023 Sep 15;475:116612. doi: 10.1016/j.taap.2023.116612. Epub 2023 Jul 16. PMID: 37463651. 4: Arriaza-Gallardo FJ, Zheng YC, Gehl M, Nomura S, Fernandes-Queiroz JP, Shima S. [Fe]-Hydrogenase, Cofactor Biosynthesis and Engineering. Chembiochem. 2023 Oct 17;24(20):e202300330. doi: 10.1002/cbic.202300330. Epub 2023 Sep 21. PMID: 37671838. 5: Valgimigli L. Lipid Peroxidation and Antioxidant Protection. Biomolecules. 2023 Aug 24;13(9):1291. doi: 10.3390/biom13091291. PMID: 37759691; PMCID: PMC10526874. 6: Martínez-Camarena Á, Savastano M, Blasco S, Delgado-Pinar E, Giorgi C, Bianchi A, García-España E, Bazzicalupi C. Assembly of Polyiodide Networks with Cu(II) Complexes of Pyridinol-Based Tetraaza Macrocycles. Inorg Chem. 2022 Jan 10;61(1):368-383. doi: 10.1021/acs.inorgchem.1c02967. Epub 2021 Dec 21. PMID: 34933551; PMCID: PMC8753606. 7: Gao H, Li J, Zhao G, Li Y. 3,5,6-trichloro-2-pyridinol intensifies the effect of chlorpyrifos on the paracrine function of Sertoli cells by preventing binding of testosterone and the androgen receptor. Toxicology. 2021 Aug;460:152883. doi: 10.1016/j.tox.2021.152883. Epub 2021 Aug 3. PMID: 34352351. 8: Hou K, Yang Y, Zhu L, Wu R, Du Z, Li B, Zhu L, Sun S. Toxicity evaluation of chlorpyrifos and its main metabolite 3,5,6-trichloro-2-pyridinol (TCP) to Eisenia fetida in different soils. Comp Biochem Physiol C Toxicol Pharmacol. 2022 Sep;259:109394. doi: 10.1016/j.cbpc.2022.109394. Epub 2022 Jun 11. PMID: 35697281. 9: Jeon HJ, Cho Y, Kim K, Kim C, Lee SE. Combined toxicity of 3,5,6-trichloro-2-pyridinol and 2-(bromomethyl)naphthalene in the early stages of zebrafish (Danio rerio) embryos: Abnormal heart development at lower concentrations via differential expression of heart forming-related genes. Environ Pollut. 2023 May 15;325:121450. doi: 10.1016/j.envpol.2023.121450. Epub 2023 Mar 20. PMID: 36940914. 10: Yadav R, Khare P. Dissipation kinetics of chlorpyrifos and 3,5,6 trichloro-2-pyridinol under vegetation of different aromatic grasses: Linkage with enzyme kinetics and microbial community of soil. J Hazard Mater. 2023 Apr 15;448:130960. doi: 10.1016/j.jhazmat.2023.130960. Epub 2023 Feb 9. PMID: 36860046. 11: Huang M, Mao S, Pan Y, Zhang Z, Gui F, Tan X, Hong Y, Chen R. Pesticide metabolite 3, 5, 6-trichloro-2-pyridinol causes massive damage to the cochlea resulting in hearing loss in adult mice. Environ Pollut. 2024 Nov 1;360:124691. doi: 10.1016/j.envpol.2024.124691. Epub 2024 Aug 10. PMID: 39134170. 12: Alam MP, Khdour OM, Arce PM, Chen Y, Roy B, Johnson WG, Dey S, Hecht SM. Cytoprotective pyridinol antioxidants as potential therapeutic agents for neurodegenerative and mitochondrial diseases. Bioorg Med Chem. 2014 Sep 1;22(17):4935-47. doi: 10.1016/j.bmc.2014.06.040. Epub 2014 Jun 28. PMID: 25088548. 13: Fujishiro T, Kahnt J, Ermler U, Shima S. Protein-pyridinol thioester precursor for biosynthesis of the organometallic acyl-iron ligand in [Fe]-hydrogenase cofactor. Nat Commun. 2015 Apr 17;6:6895. doi: 10.1038/ncomms7895. PMID: 25882909. 14: Jeon HJ, Park J, Lee SE. Developmental toxicity of chlorpyrifos-methyl and its primary metabolite, 3,5,6-trichloro-2-pyridinol to early life stages of zebrafish (Danio rerio). Ecotoxicol Environ Saf. 2023 Jan 1;249:114352. doi: 10.1016/j.ecoenv.2022.114352. Epub 2022 Dec 9. PMID: 36508815. 15: Liem JF, Suryandari DA, Malik SG, Mansyur M, Soemarko DS, Kekalih A, Subekti I, Suyatna FD, Pangaribuan B. The Role of CYP2B6*6 Gene Polymorphisms in 3,5,6-Trichloro-2-pyridinol Levels as a Biomarker of Chlorpyrifos Toxicity Among Indonesian Farmers. J Prev Med Public Health. 2022 May;55(3):280-288. doi: 10.3961/jpmph.21.641. Epub 2022 May 16. PMID: 35678002; PMCID: PMC9201094. 16: Yue C, Jia N, Lv X, Wang S. Identification of two possible metabolic pathways responsible for the biodegradation of 3, 5, 6-trichloro-2-pyridinol in Micrococcus luteus ML. Biodegradation. 2023 Aug;34(4):371-381. doi: 10.1007/s10532-023-10023-8. Epub 2023 Mar 6. PMID: 36879077. 17: Kumar S, Johansson H, Kanda T, Engman L, Müller T, Bergenudd H, Jonsson M, Pedulli GF, Amorati R, Valgimigli L. Catalytic chain-breaking pyridinol antioxidants. J Org Chem. 2010 Feb 5;75(3):716-25. doi: 10.1021/jo902226t. PMID: 20073487. 18: Zhang C, Wang S, Lv Z, Zhang Y, Cao X, Song Z, Shao M. NanoFe3O4 accelerates anoxic biodegradation of 3, 5, 6-trichloro-2-pyridinol. Chemosphere. 2019 Nov;235:185-193. doi: 10.1016/j.chemosphere.2019.06.114. Epub 2019 Jun 15. PMID: 31255759. 19: Jeon KH, Shrestha A, Jang HJ, Kim JA, Sheen N, Seo M, Lee ES, Kwon Y. Anticancer Activity of Indeno[1,2-b]-Pyridinol Derivative as a New DNA Minor Groove Binding Catalytic Inhibitor of Topoisomerase IIα. Biomol Ther (Seoul). 2021 Sep 1;29(5):562-570. doi: 10.4062/biomolther.2020.231. PMID: 34011695; PMCID: PMC8411023. 20: Zhou X, Fenical W. The unique chemistry and biology of the piericidins. J Antibiot (Tokyo). 2016 Aug;69(8):582-93. doi: 10.1038/ja.2016.71. Epub 2016 Jun 15. PMID: 27301663.