propanil

Synonyms: "propanil","N-(3,4-Dichlorophenyl)propanamide", "dichloropropionanilide", "N-(3,4-dichlorophenyl)propionamide", "Wham EZ", "Stam F 34", "Stampede 360", "3,4-dichloropropionanilide", "Rosanil", "Propanilo", "Erban", "Farmco propanil", "Stam supernox", "Stam 80EDF", "Herbax technical", "Chem-Rice", "Drexel Prop-Job", "Propanid", "Propanide", "Propanex", "Grascide", "Surcopur", "Supernox", "Rogue", "Dipram", "Montrose propanil", "Synpran N", "Chem Rice", "Cekupropanil", "Stampede", "Riselect", "Herbax", "Erbanil", "Strel", "STAM", "Prop job", "Stam m-4", "Stam LV 10".

Source: Propanil is an acetanilide herbicide.

Identifiers:

IUPAC Name: N-(3,4-dichlorophenyl)propanamide
CAS Number: 709-98-8
PubChem ID: 4933
InChiKey: LFULEKSKNZEWOE-UHFFFAOYSA-N
Canonical SMILES: CCC(=O)NC1=CC(=C(C=C1)Cl)Cl

Structural Properties:

Molecular Formula: C₉H₉Cl₂NO
Molecular Weight: 218.077

Pharmacophore Features:

Number of bond donors: 1
Number of bond acceptors: 1
Number of atoms different from hydrogen: 13

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Evidence Supporting This Chemical as an Endocrine Disruptor
TEDX List of Potential Endocrine Disruptors

Kojima H, Katsura E, Takeuchi S, Niiyama K, Kobayashi K. 2004. Screening for estrogen and androgen receptor activities in 200 pesticides by in vitro reporter gene assays using Chinese hamster ovary cells. Environ Health Perspect 112(5):524-531. URL: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1241915/.
Salazar KD, Miller MR, Barnett JB, Schafer R. 2006. Evidence for a novel endocrine disruptor: The pesticide propanil requires the ovaries and steroid synthesis to enhance humoral immunity. Toxicol Sci 93(1):62-74. DOI: 10.1093/toxsci/kfl038. URL: https://academic.oup.com/toxsci/article/93/1/62/1651219.
Takeuchi S, Iida M, Yabushita H, Matsuda T, Kojima H. 2008. In vitro screening for aryl hydrocarbon receptor agonistic activity in 200 pesticides using a highly sensitive reporter cell line, DR-EcoScreen cells, and in vivo mouse liver cytochrome P450-1A induction by propanil, diuron and linuron. Chemosphere 74(1):155-165. DOI: 10.1016/j.chemosphere.2008.08.015. URL: https://www.sciencedirect.com/science/article/pii/S0045653508010588.