Structure via PubChem · Public domain (PubChem)
دیسیامیو
Sign in to saveAlso known as Diuron, 3-(3,4-Dichlorophenyl)-1,1-dimethylurea, Direx, Karmex, 3-(3,4-Dichloro-phenyl)-1,1-dimethyl-urea, DCMU, N,N,-dimethyl-N'-(3,4-dichlorophenyl)urea, N'-(3,4-dichlorophenyl)-N,N-dimethylurea
DCMU (3-(3,4-dichlorophenyl)-1,1-dimethylurea) is an algicide and herbicide of the aryl urea class that inhibits photosynthesis. It was introduced by Bayer in 1954 under the trade name of Diuron. ==History== In 1952, chemists at E. I. du Pont de Nemours and Company patented a series of aryl urea derivatives as herbicides. Several compounds covered by this patent were commercialized as herbicides: chlortoluron (3-chloro-4-methylphenyl) and DCMU, the (3,4-dichlorophenyl) example. Subsequently, over thirty related urea analogs with the same mechanism of action reached the market worldwide. ==Synt
Chemical data
- Formula
- C9H10Cl2N2O
- Molecular weight
- 233.09 g/mol
- IUPAC name
- 3-(3,4-dichlorophenyl)-1,1-dimethylurea
- SMILES
- CN(C)C(=O)NC1=CC(=C(C=C1)Cl)Cl
- InChIKey
- XMTQQYYKAHVGBJ-UHFFFAOYSA-N
- XLogP
- 2.7
- Polar surface area
- 32.3 Ų
- H-bond donors
- 1
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
2,462 papers- Mechanistic insights into Diuron-induced acute renal injury: Integration of network toxicology and experimental validation.Ecotoxicology and environmental safety · 2025
- Diuron-induced rat urinary bladder carcinogenesis: mode of action and human relevance evaluations using the International Programme on Chemical Safety framework.Critical reviews in toxicology · 2014
- Diuron-induced fetal Leydig cell dysfunction in in vitro organ cultured fetal testes.Reproductive toxicology (Elmsford, N.Y.) · 2024
- Diuron and its metabolites induce mitochondrial dysfunction-mediated cytotoxicity in urothelial cells.Toxicology mechanisms and methods · 2024
- Diuron exposure and Akt overexpression promote glioma formation through DNA hypomethylation.Clinical epigenetics · 2019
via PubMed
Wikidata facts
Show 12 more facts
- MCN code
- 2924.21.20
- chemical formula
- C₉H₁₀Cl₂N₂O
- NIOSH Pocket Guide ID
- 0247
- melting point
- 158
- decomposition point
- 356
- solubility
- 0.004
- vapor pressure
- 0.000000002
- time-weighted average exposure limit
- 10
- canonical SMILES
- CN(C)C(=O)NC1=CC(=C(C=C1)Cl)Cl
- isomeric SMILES
- CN(C)/C(=N\C1=CC=C(C(=C1)Cl)Cl)/O
- subject has role
- carcinogen
- Commons category
- DCMU
via Wikidata · CC0