butachlor

Synonyms: "Butachlor", "Machette", "Machete", "N-(Butoxymethyl)-2-chloro-N-(2,6-diethylphenyl)acetamide", "Butaclor", "Hiltachlor", "Bilchlor", "Delchlor 5G", "Rasayanchlor", "Delchlor", "Butanex", "Machete (herbicide)", "Weedout", "Pillarsete", "Amichlor", "2-Chloro-2',6'-diethyl-N-(butoxymethyl)acetanilide", "Mach-Mach", "N-(Butoxymethyl)-2-chloro-2',6'-diethylacetanilide".

Source: Butachlor is a chloracetamide herbicide.

Identifiers:

IUPAC Name: N-(butoxymethyl)-2-chloro-N-(2,6-diethylphenyl)acetamide
CAS Number: 23184-66-9
PubChem ID: 31677
InChiKey: HKPHPIREJKHECO-UHFFFAOYSA-N
Canonical SMILES: CCCCOCN(C1=C(C=CC=C1CC)CC)C(=O)CCl

Structural Properties:

Molecular Formula: C₁₇H₂₆ClNO₂
Molecular Weight: 311.850

Pharmacophore Features:

Number of bond donors: 0
Number of bond acceptors: 2
Number of atoms different from hydrogen: 21

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

Chang J, Liu S, Zhou S, Wang M, Zhu G. 2013. Effects of butachlor on reproduction and hormone levels in adult zebrafish (Danio rerio). Exp Toxicol Pathol 65(1-2):205-209. DOI: 10.1016/j.etp.2011.08.007. URL: http://www.sciencedirect.com/science/article/pii/S0940299311001175?via%3DihubHisato MI, 1998. Effects of the agrochemicals butachlor, pretilachlor and isoprothiolane on rat liver xenobioticmetabolizing enzymes. Xenobiotica 28(11):1029-1039. DOI: 10.1080/004982598238921. URL: http://www.tandfonline.com/doi/abs/10.1080/004982598238921.
Tu W, Niu L, Liu W, Xu C. 2013. Embryonic exposure to butachlor in zebrafish (Danio rerio): endocrine disruption, developmental toxicity and immunotoxicity. Ecotoxicol Environ Saf 89:189-195. DOI: 10.1016/j.ecoenv.2012.11.031. URL: https://www.sciencedirect.com/science/article/pii/S0147651312004514.
Zhu L, Li W, Zha J, Wang M, Yuan L, Wang Z. 2014. Butachlor causes disruption of HPG and HPT axes in adult female rare minnow (Gobiocypris rarus). Chem Biol Interact 221:119-126. DOI: 10.1016/j.cbi.2014.07.016. URL: https://www.sciencedirect.com/science/article/pii/S0009279714002312?via%3Dihub.