Structure via PubChem · Public domain (PubChem)
oryzalin
Sign in to saveAlso known as 3,5-Dinitro-N4,N4-dipropylsulfanilamide, 3,5-Dinitro-N4,N4-dipropylsulphanilamide
Oryzalin is a herbicide of the dinitroaniline class. It acts through the disruption (depolymerization) of microtubules, thus blocking anisotropic growth of plant cells. It can also be used to induce polyploidy in plants as an alternative to colchicine.
Chemical data
- Formula
- C12H18N4O6S
- Molecular weight
- 346.36 g/mol
- IUPAC name
- 4-(dipropylamino)-3,5-dinitrobenzenesulfonamide
- SMILES
- CCCN(CCC)C1=C(C=C(C=C1[N+](=O)[O-])S(=O)(=O)N)[N+](=O)[O-]
- InChIKey
- UNAHYJYOSSSJHH-UHFFFAOYSA-N
- XLogP
- 2.1
- Polar surface area
- 163 Ų
- H-bond donors
- 1
- H-bond acceptors
- 8
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
426 papers- Oryzalin impairs maternal-fetal interaction during early pregnancy via ROS-mediated P38 MAPK/AKT and OXPHOS downregulation.Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association · 2023
- Oryzalin-induced polyploidy in Borago officinalis reveals cell-wall remodelling via immunofluorescence microscopy.Frontiers in plant science · 2025
- Unveiling the Possible Oryzalin-Binding Site in the α-Tubulin of Toxoplasma gondii.ACS omega · 2022
- Molecular basis of Toxoplasma gondii oryzalin resistance from a novel α-tubulin binding site model.Archives of biochemistry and biophysics · 2022
- Oryzalin-Induced polyploidy enhances natural metabolite accumulation and functional bioactivities in novel Callisia fragrans genotype.Scientific reports · 2025
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 346.095
- Has use
- herbicide
Show 4 more facts
- chemical formula
- C₁₂H₁₈N₄O₆S
- canonical SMILES
- CCCN(CCC)C1=C(C=C(C=C1[N+](=O)[O-])S(=O)(=O)N)[N+](=O)[O-]
- subject has role
- carcinogen
- Commons category
- Oryzalin
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- References
- External links
Oryzalin is a herbicide of the dinitroaniline class. It acts through the disruption (depolymerization) of microtubules, thus blocking anisotropic growth of plant cells. It can also be used to induce polyploidy in plants as an alternative to colchicine.
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).
Excerpted from Wikipedia’s “oryzalin” article, available under the CC BY-SA 4.0 licence.
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via Wikidata sitelinks · CC0