Oryzalin

Last updated
Oryzalin
Oryzalin.svg
Clinical data
ATC code
  • none
Identifiers
  • 4-(Dipropylamino)-3,5-dinitrobenzenesulfonamide
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
CompTox Dashboard (EPA)
ECHA InfoCard 100.038.873 OOjs UI icon edit-ltr-progressive.svg
Chemical and physical data
Formula C12H18N4O6S
Molar mass 346.36 g·mol−1
3D model (JSmol)
Melting point 137 to 139 °C (279 to 282 °F)
  • CCCN(CCC)c1c([N+](=O)[O-])cc(S(N)(=O)=O)cc1[N+](=O)[O-]
  • InChI=1S/C12H18N4O6S/c1-3-5-14(6-4-2)12-10(15(17)18)7-9(23(13,21)22)8-11(12)16(19)20/h7-8H,3-6H2,1-2H3,(H2,13,21,22) X mark.svgN
  • Key:UNAHYJYOSSSJHH-UHFFFAOYSA-N X mark.svgN
 X mark.svgNYes check.svgY  (what is this?)    (verify)

Oryzalin is a herbicide of the dinitroaniline class. It acts through the disruption (depolymerization) of microtubules, thus blocking anisotropic growth of plant cells. [1] It can also be used to induce polyploidy in plants as an alternative to colchicine. [2]

Oryzalin's mode of action is inhibition of microtubule assembly, so its HRAC classification is Group D (Australia), Group K1 (global) or Group 3 (numeric). [3]

References

  1. Taiz L, Zeiger E (2010). Plant Physiology (5th ed.). Sinauer Associates. pp. 433–434. ISBN   978-0-87893-866-7.
  2. Klíma M, Vyvadilová M, Kucera V (January 2008). "Chromosome doubling effects of selected antimitotic agents in Brassica napus microspore culture" (PDF). Czech Journal of Genetics and Plant Breeding. 44 (1): 30–36. doi:10.17221/1328-CJGPB.
  3. "Classification of Herbicides According to Site of Action". www.weedscience.org. WSSA. Retrieved 3 July 2025.