Norflurazon | CAS#27314-13-2 | herbicide

MedKoo Cat#: 461755 | Name: Norflurazon

Featured

Description:

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

Norflurazon is a pyridazinone herbicide that inhibits carotenoid biosynthesis by targeting phytoene desaturase (PDS), an essential enzyme in the carotenoid pathway. This inhibition leads to photooxidative damage in chloroplasts due to the accumulation of reactive oxygen species, ultimately causing bleaching and plant death. Norflurazon is primarily used for pre-emergent weed control in various crops and has also been utilized in research to study plastid development and stress responses.

Chemical Structure

Norflurazon

CAS#27314-13-2

Theoretical Analysis

MedKoo Cat#: 461755

Name: Norflurazon

CAS#: 27314-13-2

Chemical Formula: C12H9ClF3N3O

Exact Mass: 303.0386

Molecular Weight: 303.67

Elemental Analysis: C, 47.46; H, 2.99; Cl, 11.67; F, 18.77; N, 13.84; O, 5.27

Price and Availability

Size	Price	Availability	Quantity
100mg	USD 310.00

Bulk Inquiry

Buy Now

Add to Cart

Related CAS #

No Data

Synonym

Norflurazon; Evital; H 52143; H-52143; H52143; H-9789; H9789; H 9789; Monometflurazon; Solicam; Telok; Zorial;

IUPAC/Chemical Name

4-chloro-5-(methylamino)-2-(3-(trifluoromethyl)phenyl)pyridazin-3(2H)-one

InChi Key

NVGOPFQZYCNLDU-UHFFFAOYSA-N

InChi Code

InChI=1S/C12H9ClF3N3O/c1-17-9-6-18-19(11(20)10(9)13)8-4-2-3-7(5-8)12(14,15)16/h2-6,17H,1H3

SMILES Code

O=C1C(Cl)=C(NC)C=NN1C2=CC=CC(C(F)(F)F)=C2

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:

Norflurazon is an excellent weed controlling agent being practiced in the agricultural lands.

In vitro activity:

TBD

In vivo activity:

TBD

Preparing Stock Solutions

The following data is based on the product molecular weight 303.67 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:

TBD

In vitro protocol:

TBD

In vivo protocol:

TBD

1: Sathishkumar P, Mangalaraja RV, Rozas O, Vergara C, Mansilla HD, Gracia-Pinilla MA, Anandan S. Sonophotocatalytic mineralization of Norflurazon in aqueous environment. Chemosphere. 2016 Mar;146:216-25. doi: 10.1016/j.chemosphere.2015.12.011. Epub 2015 Dec 28. PubMed PMID: 26735720. 2: Suarez JV, Banks S, Thomas PG, Day A. A new F131V mutation in Chlamydomonas phytoene desaturase locates a cluster of norflurazon resistance mutations near the FAD-binding site in 3D protein models. PLoS One. 2014 Jun 17;9(6):e99894. doi: 10.1371/journal.pone.0099894. eCollection 2014. PubMed PMID: 24936791; PubMed Central PMCID: PMC4061028. 3: Wilson PC, Koch R. Influence of exposure concentration and duration on effects and recovery of Lemna minor exposed to the herbicide norflurazon. Arch Environ Contam Toxicol. 2013 Feb;64(2):228-34. doi: 10.1007/s00244-012-9834-8. Epub 2012 Dec 1. PubMed PMID: 23203583. 4: Liu J, Sun Z, Gerken H, Huang J, Jiang Y, Chen F. Genetic engineering of the green alga Chlorella zofingiensis: a modified norflurazon-resistant phytoene desaturase gene as a dominant selectable marker. Appl Microbiol Biotechnol. 2014 Jun;98(11):5069-79. doi: 10.1007/s00253-014-5593-y. Epub 2014 Mar 4. PubMed PMID: 24584513. 5: Kim C, Apel K. 1O2-mediated and EXECUTER-dependent retrograde plastid-to-nucleus signaling in norflurazon-treated seedlings of Arabidopsis thaliana. Mol Plant. 2013 Sep;6(5):1580-91. doi: 10.1093/mp/sst020. Epub 2013 Feb 1. PubMed PMID: 23376773; PubMed Central PMCID: PMC3842135. 6: Saini G, Meskauskiene R, Pijacka W, Roszak P, Sjögren LL, Clarke AK, Straus M, Apel K. 'happy on norflurazon' (hon) mutations implicate perturbance of plastid homeostasis with activating stress acclimatization and changing nuclear gene expression in norflurazon-treated seedlings. Plant J. 2011 Mar;65(5):690-702. doi: 10.1111/j.1365-313X.2010.04454.x. Epub 2011 Jan 5. PubMed PMID: 21208309. 7: Wilson PC, Lu H, Lin Y. Norflurazon and simazine removal from surface water using a constructed wetland. Bull Environ Contam Toxicol. 2011 Oct;87(4):426-30. doi: 10.1007/s00128-011-0380-2. Epub 2011 Aug 11. PubMed PMID: 21833732. 8: Abrous-Belbachir O, De Paepe R, Trémolières A, Mathieu C, Ad F, Benhassaine-Kesri G. Evidence that norflurazon affects chloroplast lipid unsaturation in soybean leaves (Glycine max L.). J Agric Food Chem. 2009 Dec 9;57(23):11434-40. doi: 10.1021/jf902525n. PubMed PMID: 19951003. 9: Sopeña F, Villaverde J, Maqueda C, Morillo E. Photostabilization of the herbicide norflurazon microencapsulated with ethylcellulose in the soil-water system. J Hazard Mater. 2011 Nov 15;195:298-305. doi: 10.1016/j.jhazmat.2011.08.039. Epub 2011 Aug 31. PubMed PMID: 21924830. 10: Horvat T, Kalafatić M, Kopjar N, Kovacević G. Toxicity testing of herbicide norflurazon on an aquatic bioindicator species--the planarian Polycelis felina (Daly.). Aquat Toxicol. 2005 Jul 30;73(4):342-52. PubMed PMID: 15899527. 11: Kovacević G, Kalafatić M, Ljubesić N. Effects of norflurazon on green and brown hydra. Folia Biol (Krakow). 2009;57(1-2):91-6. PubMed PMID: 19459466. 12: Sun K, Zhang Z, Gao B, Wang Z, Xu D, Jin J, Liu X. Adsorption of diuron, fluridone and norflurazon on single-walled and multi-walled carbon nanotubes. Sci Total Environ. 2012 Nov 15;439:1-7. doi: 10.1016/j.scitotenv.2012.08.022. Epub 2012 Oct 5. PubMed PMID: 23041333. 13: Magnucka EG, Suzuki Y, Pietr SJ, Kozubek A, Zarnowski R. Effect of norflurazon on resorcinolic lipid metabolism in rye seedlings. Z Naturforsch C. 2007 Mar-Apr;62(3-4):239-45. PubMed PMID: 17542491. 14: Hagve TA, Christophersen BO, Böger P. Norflurazon--an inhibitor of essential fatty acid desaturation in isolated liver cells. Lipids. 1985 Oct;20(10):719-22. PubMed PMID: 4058269. 15: Chae SH, Yoneyama K, Takeuchi Y, Joel DM. Fluridone and norflurazon, carotenoid-biosynthesis inhibitors, promote seed conditioning and germination of the holoparasite Orobanche minor. Physiol Plant. 2004 Feb;120(2):328-337. PubMed PMID: 15032868. 16: Beisel KG, Schurr U, Matsubara S. Altered turnover of β-carotene and Chl a in Arabidopsis leaves treated with lincomycin or norflurazon. Plant Cell Physiol. 2011 Jul;52(7):1193-203. doi: 10.1093/pcp/pcr069. Epub 2011 Jun 1. PubMed PMID: 21632655. 17: Morillo E, Undabeytia T, Cabrera A, Villaverde J, Maqueda C. Effect of soil type on adsorption-desorption, mobility, and activity of the herbicide norflurazon. J Agric Food Chem. 2004 Feb 25;52(4):884-90. PubMed PMID: 14969546. 18: Villaverde J, Morillo E, Pérez-Martínez JI, Ginés JM, Maqueda C. Preparation and characterization of inclusion complex of norflurazon and beta-cyclodextrin to improve herbicide formulations. J Agric Food Chem. 2004 Feb 25;52(4):864-9. PubMed PMID: 14969543. 19: Sopeña F, Maqueda C, Morillo E. Norflurazon mobility, dissipation, activity, and persistence in a sandy soil as influenced by formulation. J Agric Food Chem. 2007 May 2;55(9):3561-7. Epub 2007 Apr 4. PubMed PMID: 17407320. 20: Villaverde J, Maqueda C, Morillo E. Improvement of the desorption of the herbicide norflurazon from soils via complexation with beta-cyclodextrin. J Agric Food Chem. 2005 Jun 29;53(13):5366-72. PubMed PMID: 15969520.