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MedKoo Cat#: 461383 | Name: Propaquizafop
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Description:

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

Propaquizafop is a phenoxyisopropionic acid derivative and is used as a herbicide used to control annual and perennial grass. Propaquizafop demonstrated hepatocarcinogenic activity in rodents.

Chemical Structure

Propaquizafop
Propaquizafop
CAS#111479-05-1

Theoretical Analysis

MedKoo Cat#: 461383

Name: Propaquizafop

CAS#: 111479-05-1

Chemical Formula: C22H22ClN3O5

Exact Mass: 443.1248

Molecular Weight: 443.88

Elemental Analysis: C, 59.53; H, 5.00; Cl, 7.99; N, 9.47; O, 18.02

Price and Availability

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250mg USD 500.00 Back order
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Related CAS #
No Data
Synonym
Propaquizafop; AGIL; Shogun; Ro 17-3664; Ro-17-3664; Ro17-3664;
IUPAC/Chemical Name
2-((propan-2-ylideneamino)oxy)ethyl (R)-2-(4-((6-chloroquinoxalin-2-yl)oxy)phenoxy)propanoate
InChi Key
FROBCXTULYFHEJ-OAHLLOKOSA-N
InChi Code
InChI=1S/C22H22ClN3O5/c1-14(2)26-29-11-10-28-22(27)15(3)30-17-5-7-18(8-6-17)31-21-13-24-20-12-16(23)4-9-19(20)25-21/h4-9,12-13,15H,10-11H2,1-3H3/t15-/m1/s1
SMILES Code
C[C@@H](OC1=CC=C(OC2=NC3=CC=C(Cl)C=C3N=C2)C=C1)C(OCCO/N=C(C)\C)=O
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

Preparing Stock Solutions

The following data is based on the product molecular weight 443.88 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: Cheng Z, Xiong Y, Ma T, Wang Q, Song M, Zhao Q, Zhang N, Guo J, Wang Y, Hou Z, Lu Z. Dissipation and Risk Assessment of Propaquizafop in Ginseng under Field Conditions. J Agric Food Chem. 2024 Mar 27;72(12):6613-6624. doi: 10.1021/acs.jafc.3c07832. Epub 2024 Mar 19. PMID: 38501445. 2: European Food Safety Authority (EFSA); Bellisai G, Bernasconi G, Carrasco Cabrera L, Castellan I, Del Aguila M, Ferreira L, Santonja GG, Greco L, Jarrah S, Leuschner R, Mioč A, Nave S, Pedersen R, Reich H, Ruocco S, Scarlato AP, Szot M, Theobald A, Tiramani M, Verani A. Evaluation of confirmatory data following the Article 12 MRL review for quizalofop-P-ethyl, quizalofop-P-tefuryl and propaquizafop and modification of the existing maximum residue levels for quizalofop-P-tefuryl. EFSA J. 2024 Feb 26;22(2):e8560. doi: 10.2903/j.efsa.2024.8560. PMID: 38410145; PMCID: PMC10896007. 3: Cheng Z, Hou Z, Han H, Yu X, Li J, Zhao Q, Zhang N, Lu Z. Adsorption, mobility, and degradation of the pesticide propaquizafop in five agricultural soils in China. Sci Rep. 2023 Apr 10;13(1):5814. doi: 10.1038/s41598-023-32771-6. PMID: 37037846; PMCID: PMC10086030. 4: Chauhan BS. The world's first glyphosate-resistant case of Avena fatua L. and Avena sterilis ssp. ludoviciana (Durieu) Gillet & Magne and alternative herbicide options for their control. PLoS One. 2022 Jan 12;17(1):e0262494. doi: 10.1371/journal.pone.0262494. PMID: 35020774; PMCID: PMC8754340. 5: Mureșan L, Clapa D, Rusu T, Wang TTY, Park JB. Soybean Callus-A Potential Source of Tocopherols. Plants (Basel). 2021 Nov 25;10(12):2571. doi: 10.3390/plants10122571. PMID: 34961042; PMCID: PMC8703269. 6: Jursík M, Hamouzová K, Hajšlová J. Dynamics of the Degradation of Acetyl-CoA Carboxylase Herbicides in Vegetables. Foods. 2021 Feb 12;10(2):405. doi: 10.3390/foods10020405. PMID: 33673116; PMCID: PMC7918062. 7: European Food Safety Authority (EFSA); Anastassiadou M, Brancato A, Carrasco Cabrera L, Ferreira L, Greco L, Jarrah S, Kazocina A, Leuschner R, Magrans JO, Miron I, Nave S, Pedersen R, Raczyk M, Reich H, Ruocco S, Sacchi A, Santos M, Stanek A, Theobald A, Vagenende B, Verani A. Modification of the existing maximum residue levels for quizalofop (resulting from the use of propaquizafop) in lettuces and salad plants. EFSA J. 2019 Jul 30;17(7):e05747. doi: 10.2903/j.efsa.2019.5747. PMID: 32626367; PMCID: PMC7009298. 8: Davies LR, Onkokesung N, Brazier-Hicks M, Edwards R, Moss S. Detection and characterization of resistance to acetolactate synthase inhibiting herbicides in Anisantha and Bromus species in the United Kingdom. Pest Manag Sci. 2020 Jul;76(7):2473-2482. doi: 10.1002/ps.5788. Epub 2020 Apr 2. PMID: 32061023. 9: López-Ruiz R, Romero-González R, Martínez Vidal JL, Garrido Frenich A. Behavior of quizalofop-p and its commercial products in water by liquid chromatography coupled to high resolution mass spectrometry. Ecotoxicol Environ Saf. 2018 Aug 15;157:285-291. doi: 10.1016/j.ecoenv.2018.03.094. Epub 2018 Apr 5. PMID: 29627412. 10: Strupp C, Bomann WH, Spézia F, Gervais F, Forster R, Richert L, Singh P. A human relevance investigation of PPARα-mediated key events in the hepatocarcinogenic mode of action of propaquizafop in rats. Regul Toxicol Pharmacol. 2018 Jun;95:348-361. doi: 10.1016/j.yrtph.2018.04.005. Epub 2018 Apr 5. PMID: 29626562. 11: European Food Safety Authority (EFSA); Brancato A, Brocca D, De Lentdecker C, Erdos Z, Ferreira L, Greco L, Jarrah S, Kardassi D, Leuschner R, Lythgo C, Medina P, Miron I, Molnar T, Nougadere A, Pedersen R, Reich H, Sacchi A, Santos M, Stanek A, Sturma J, Tarazona J, Theobald A, Vagenende B, Verani A, Villamar- Bouza L. Review of the existing maximum residue levels for quizalofop-P-ethyl, quizalofop-P-tefuryl and propaquizafop according to Article 12 of Regulation (EC) No 396/2005. EFSA J. 2017 Dec 12;15(12):e05050. doi: 10.2903/j.efsa.2017.5050. PMID: 32625363; PMCID: PMC7009854. 12: López-Ruiz R, Romero-González R, Martínez Vidal JL, Fernández-Pérez M, Garrido Frenich A. Degradation studies of quizalofop-p and related compounds in soils using liquid chromatography coupled to low and high resolution mass analyzers. Sci Total Environ. 2017 Dec 31;607-608:204-213. doi: 10.1016/j.scitotenv.2017.06.261. Epub 2017 Jul 27. PMID: 28692891. 13: Jeon Y, Kim J, Lee S, Kim TH. Crystal structure of propaquizafop. Acta Crystallogr Sect E Struct Rep Online. 2014 Nov 19;70(Pt 12):o1266-7. doi: 10.1107/S1600536814024751. PMID: 25553037; PMCID: PMC4257450. 14: Michitte P, Espinoza N, De Prado R. Cross-resistance to ACCase inhibitors of Lolium multiflorum, Lolium perenne and Lolium rigidum found in Chile. Commun Agric Appl Biol Sci. 2003;68(4 Pt A):397-402. PMID: 15149135. 15: Sparacino AC, Tano F, Ferro R, Ditto D, Riva N, Braggio R. Effects of water management and herbicide treatments on red rice control. Meded Rijksuniv Gent Fak Landbouwkd Toegep Biol Wet. 2002;67(3):441-9. PMID: 12696411. 16: Bouis P, Bieri F, Lang B, Thomas H, Waechter F. Effect of propaquizafop and its free-acid derivative on lauric acid hydroxylation and peroxisomal beta- oxidation in primary cultured rat, mouse, guinea pig and marmoset hepatocytes. Toxicol In Vitro. 1993 Jul;7(4):427-31. doi: 10.1016/0887-2333(93)90041-3. PMID: 20732228.

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