Oryzalin

Oryzalin is an 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
Clinical data
ATC code
  • none
Identifiers
IUPAC name
  • 4-(Dipropylamino)-3,5-dinitrobenzenesulfonamide
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
CompTox Dashboard (EPA)
ECHA InfoCard100.038.873
Chemical and physical data
FormulaC12H18N4O6S
Molar mass346.36 g·mol−1
3D model (JSmol)
Melting point137 to 139 °C (279 to 282 °F)
SMILES
  • CCCN(CCC)c1c([N+](=O)[O-])cc(S(N)(=O)=O)cc1[N+](=O)[O-]
InChI
  • 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) N
  • Key:UNAHYJYOSSSJHH-UHFFFAOYSA-N N
 NY (what is this?)  (verify)

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.
  • Oryzalin in the Pesticide Properties DataBase (PPDB)


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