Oryzalin

Chemical compound From Wikipedia, the free encyclopedia

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]

ATC code
  • none
Quick facts Clinical data, ATC code ...
Oryzalin
Clinical data
ATC code
  • none
Identifiers
  • 4-(Dipropylamino)-3,5-dinitrobenzenesulfonamide
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
CompTox Dashboard (EPA)
ECHA InfoCard100.038.873 Edit this at Wikidata
Chemical and physical data
FormulaC12H18N4O6S
Molar mass346.36 g·mol−1
3D model (JSmol)
Melting point137 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) ☒N
  • Key:UNAHYJYOSSSJHH-UHFFFAOYSA-N ☒N
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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]

Roughly 250,000 pounds (110 t) was used in the US in 2019, down from about 750,000 pounds (340 t) in 2010, and 1,000,000 pounds (450 t) in 1995 (by USGS estimates).[4]

References

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