Oryzalin

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

Clinical data
ATC code	none
Identifiers
IUPAC name 4-(Dipropylamino)-3,5-dinitrobenzenesulfonamide
CAS Number	19044-88-3 Y
PubChem CID	29393
ChemSpider	27326 N
UNII	662E385DWH
KEGG	C18877 Y
CompTox Dashboard (EPA)	DTXSID8024238
ECHA InfoCard	100.038.873
Chemical and physical data
Formula	C12H18N4O6S
Molar mass	346.36 g·mol−1
3D model (JSmol)	Interactive image
Melting point	137 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)

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]