trifluralin

Synonyms: "treflan", "agreflan", "crisalin", "crisalina", "triflurex", "tristar", "nitran"

Source: trifluralin is a selective, preemergence dinitroaniline herbicide used to control many annual grasses and broadleaf weeds in a large variety of tree fruit, nut, vegetable, and grain crops.

Identifiers:

IUPAC Name: 2,6-dinitro-N,N-dipropyl-4-(trifluoromethyl)aniline
CAS Number: 1582-09-8
PubChem ID: 5569
InChiKey: ZSDSQXJSNMTJDA-UHFFFAOYSA-N
Canonical SMILES: CCCN(CCC)C1=C(C=C(C=C1[N+](=O)[O-])C(F)(F)F)[N+](=O)[O-]

Structural Properties:

Molecular Formula: C₁₃H₁₆F₃N₃O₄
Molecular Weight: 335.279

Pharmacophore Features:

Number of bond donors: 0
Number of bond acceptors: 5
Number of atoms different from hydrogen: 23

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

Couch JA. 1984. Histopathology and enlargement of the pituitary of a teleost exposed to the herbicide trifluralin. Journal of Fish Diseases 7(2):157-163.

Hurley PM, Hill RN, Whiting RJ. 1998. Mode of carcinogenic action of pesticides inducing thyroid follicular cell tumors in rodents [review]. Environ Health Perspect 106(8):437-445.

Orton F, Lutz I, Kloas W, Routledge EJ. 2009. Endocrine disrupting effects of herbicides and pentachlorophenol: in vitro and in vivo evidence. Environ Sci Technol 43(6):2144-2150.