Oryzalin

Oryzalin
Clinical data
ATC code	none;
Identifiers
	IUPAC name 4-(Dipropylamino)-3,5-dinitrobenzenesulfonamide;
CAS Number	19044-88-3 ;
PubChem CID	29393;
ChemSpider	27326 ;
UNII	662E385DWH;
KEGG	C18877 ;
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) ; Key:UNAHYJYOSSSJHH-UHFFFAOYSA-N ;
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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]

^ Taiz L, Zeiger E (2010). Plant Physiology (5th ed.). Sinauer Associates. pp. 433–434. ISBN 978-0-87893-866-7.
^ 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.
^ "Classification of Herbicides According to Site of Action". www.weedscience.org. WSSA. Retrieved 3 July 2025.

[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.

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