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MedKoo Cat#: 146306 | Name: Picolinafen

Description:

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

Picolinafen is a selective herbicide used primarily for post-emergent control of broadleaf weeds in cereal crops like wheat and barley. It belongs to the pyridinecarboxamide class and works by inhibiting phytoene desaturase (PDS), an enzyme involved in carotenoid biosynthesis. This disruption leads to the breakdown of chlorophyll under light exposure, causing bleaching and death of susceptible plants. Its selectivity allows it to target weeds while minimizing harm to the crop.

Chemical Structure

Picolinafen
Picolinafen
CAS#137641-05-5

Theoretical Analysis

MedKoo Cat#: 146306

Name: Picolinafen

CAS#: 137641-05-5

Chemical Formula: C13H22N3O4PS

Exact Mass: 347.1069

Molecular Weight: 347.37

Elemental Analysis: C, 44.95; H, 6.38; N, 12.10; O, 18.42; P, 8.92; S, 9.23

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
Picolinafen;
IUPAC/Chemical Name
O,O-diethyl O-(2-(N-ethylacetamido)-6-methylpyrimidin-4-yl) phosphorothioate
InChi Key
CWKFPEBMTGKLKX-UHFFFAOYSA-N
InChi Code
1S/C19H12F4N2O2/c20-13-7-9-14(10-8-13)24-18(26)16-5-2-6-17(25-16)27-15-4-1-3-12(11-15)19(21,22)23/h1-11H,(H,24,26)
SMILES Code
FC1=CC=C(NC(=O)C2=NC(OC3=CC(=CC=C3)C(F)(F)F)=CC=C2)C=C1
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 347.37 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: Lee JY, Park S, Lim W, Song G. Picolinafen exerts developmental toxicity via the suppression of oxidative stress and angiogenesis in zebrafish embryos. Pestic Biochem Physiol. 2021 Jan;171:104734. doi: 10.1016/j.pestbp.2020.104734. Epub 2020 Oct 16. PMID: 33357556. 2: Park W, Park J, Park S, Lim W, Song G. Picolinafen exposure induces ROS accumulation and calcium depletion, leading to apoptosis in porcine embryonic trophectoderm and uterine luminal epithelial cells during the peri-implantation period. Theriogenology. 2023 Apr 15;201:12-23. doi: 10.1016/j.theriogenology.2023.02.015. Epub 2023 Feb 16. PMID: 36809717. 3: Dang HT, Malone JM, Gill G, Preston C. Cross-resistance to diflufenican and picolinafen and its inheritance in oriental mustard (Sisymbrium orientale L.). Pest Manag Sci. 2019 Jan;75(1):195-203. doi: 10.1002/ps.5087. Epub 2018 Jul 30. PMID: 29799165. 4: Dang HT, Long W, Malone JM, Preston C, Gill G. No apparent fitness costs associated with phytoene desaturase mutations conferred resistance to diflufenican and picolinafen in oriental mustard (Sisymbrium orientale L.). Pestic Biochem Physiol. 2019 Mar;155:51-57. doi: 10.1016/j.pestbp.2019.01.005. Epub 2019 Jan 17. PMID: 30857627. 5: Ruffell K, Gallegos LC, Ling KB, Paton RS, Ball LT. Umpolung Synthesis of Pyridyl Ethers by BiV -Mediated O-Arylation of Pyridones. Angew Chem Int Ed Engl. 2022 Dec 19;61(51):e202212873. doi: 10.1002/anie.202212873. Epub 2022 Nov 17. PMID: 36251336; PMCID: PMC10099949. 6: European Food Safety Authority (EFSA); Anastassiadou M, Brancato A, Brocca D, Carrasco Cabrera L, De Lentdecker C, Erdos Z, Ferreira L, Greco L, Jarrah S, Kardassi D, Leuschner R, Lostia A, Lythgo C, Medina P, Miron I, Molnar T, Nave S, Pedersen R, Reich H, Sacchi A, Santos M, Stanek A, Sturma J, Tarazona J, Theobald A, Vagenende B, Villamar-Bouza L. Evaluation of confirmatory data following the Article 12 MRL review for picolinafen. EFSA J. 2018 Nov 16;16(11):e05489. doi: 10.2903/j.efsa.2018.5489. PMID: 32625767; PMCID: PMC7009593. 7: Busi R, Flower K, Goggin D, Onofri A. Patterns of herbicide resistance in Raphanus raphanistrum revealed by comprehensive testing and statistical analysis. Pest Manag Sci. 2024 Dec;80(12):6555-6565. doi: 10.1002/ps.8394. Epub 2024 Sep 4. PMID: 39229851. 8: Arias RS, Dayan FE, Michel A, Howell J, Scheffler BE. Characterization of a higher plant herbicide-resistant phytoene desaturase and its use as a selectable marker. Plant Biotechnol J. 2006 Mar;4(2):263-73. doi: 10.1111/j.1467-7652.2006.00179.x. PMID: 17177802. 9: Dimzon IKD, Morata AS, Müller J, Yanela RK, Lebertz S, Weil H, Perez TR, Müller J, Dayrit FM, Knepper TP. Trace organic chemical pollutants from the lake waters of San Pablo City, Philippines by targeted and non-targeted analysis. Sci Total Environ. 2018 Oct 15;639:588-595. doi: 10.1016/j.scitotenv.2018.05.217. Epub 2018 May 26. PMID: 29800852.