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butralin

Structure via PubChem · Public domain (PubChem)

EntityQ2570341· pop 6· linked from 34 articles

Butralin is a preëmergent herbicide used to control suckers on tobacco in the United States, Australia, Mozambique and, for food crops also, China. It is a dinitroaniline, first registered in the US in 1976. It was used in the EU until a ban in 2009 due to its ecotoxicity.

Chemical data

Formula
C14H21N3O4
Molecular weight
295.33 g/mol
IUPAC name
N-butan-2-yl-4-tert-butyl-2,6-dinitroaniline
SMILES
CCC(C)NC1=C(C=C(C=C1[N+](=O)[O-])C(C)(C)C)[N+](=O)[O-]
InChIKey
SPNQRCTZKIBOAX-UHFFFAOYSA-N
XLogP
5.1
Polar surface area
104 Ų
H-bond donors
1
H-bond acceptors
5
Formal charge
0

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
295.153
Has use
herbicide
Show 3 more facts
Commons category
Butralin
chemical formula
C₁₄H₂₁N₃O₄
canonical SMILES
CCC(C)NC1=C(C=C(C=C1[N+](=O)[O-])C(C)(C)C)[N+](=O)[O-]
Sources (2)

via Wikidata · CC0

~3 min read

Encyclopedic overview

6 sections
Contents
  • Mode of action and effects
  • Usage
  • Health
  • In soil
  • References
  • Links

Butralin is a preëmergent herbicide used to control suckers on tobacco in the United States, Australia, Mozambique and, for food crops also, China. It is a dinitroaniline, first registered in the US in 1976. It was used in the EU until a ban in 2009 due to its ecotoxicity.

== Mode of action and effects == Butralin works by the HRAC mode of action Group D / K1 / 3, (Australian, Global, Numeric respectively), which involves inhibition of microtubule formation, by binding to tubulin, halting growth, and causing depolymerization.

Excerpted from Wikipedia’s “butralin” article, available under the CC BY-SA 4.0 licence.

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