Draft:Cyclobutrifluram

Cyclobutrifluram
Names
	IUPAC name N-2-[(1S,2S)-2,4-dichlorophenyl)cyclobutyl]-2-(trifluoromethyl)nicotinamide
	Preferred IUPAC name N-[(1S,2S)-2-(2,4-dichlorophenyl)cyclobutyl]-2-(trifluoromethyl)pyridine-3-carboxamide
Identifiers
CAS Number	1460292-16-3;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:192262;
ChemSpider	114937966;
EC Number	856-353-3;
PubChem CID	117800774;
UNII	N9UHB3XU8K;
	InChI InChI=1S/C17H13Cl2F3N2O/c18-9-3-4-10(13(19)8-9)11-5-6-14(11)24-16(25)12-2-1-7-23-15(12)17(20,21)22/h1-4,7-8,11,14H,5-6H2,(H,24,25)/t11-,14-/m0/s1 Key: GBFKIHJZPMECCF-FZMZJTMJSA-N;
	SMILES O=C(N[C@H]1CC[C@H]1C1=CC=C(Cl)C=C1Cl)C1C=CC=NC=1C(F)(F)F;
Properties
Chemical formula	C17H13Cl2F3N2O
Molar mass	389.199g/mol
Melting point	157–159 °C (315–318 °F; 430–432 K)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

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Last edited by Citation bot (talk | contribs) 26 days ago. (Update)

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Cyclobutrifluram is a nicotinamide nematicide developed by Syngenta Crop Protection. ^[1]

The chemical structure has a total of 4 stereoisomers where the trans isomers have been shown to be more potent inhibiting nematode growth especially the 1S,2S isomer. Therefore, cyclobutrifluram is available as a mixture of primarily the 1S,2S with up to 20% of the 1R,2R enantiomer.^[2]^[3]

References

^ WO 2013/143811 A1, A. C. O'sullivan, et al., "N-CYCLYLAMIDES AS NEMATICIDES", published 2013 Oct 03
^ "Cyclobutrifluram data sheet".
^ Haiyan Sun, Shiyan Cai, Yuanyu Deng, Shulin Cao, Xiaoyue Yang, Yanteng Lu, Wei Li, Huaigu Chen, Efficacy of cyclobutrifluram in controlling Fusarium crown rot of wheat and resistance risk of three Fusarium species to cyclobutrifluram, Pesticide Biochemistry and Physiology, Volume 198, 2024, 105723, ISSN 0048-3575, https://doi.org/10.1016/j.pestbp.2023.105723. (https://www.sciencedirect.com/science/article/pii/S0048357523003887)

[1] WO 2013/143811 A1, A. C. O'sullivan, et al., "N-CYCLYLAMIDES AS NEMATICIDES", published 2013 Oct 03

[2] "Cyclobutrifluram data sheet".

[3] Haiyan Sun, Shiyan Cai, Yuanyu Deng, Shulin Cao, Xiaoyue Yang, Yanteng Lu, Wei Li, Huaigu Chen, Efficacy of cyclobutrifluram in controlling Fusarium crown rot of wheat and resistance risk of three Fusarium species to cyclobutrifluram, Pesticide Biochemistry and Physiology, Volume 198, 2024, 105723, ISSN 0048-3575, https://doi.org/10.1016/j.pestbp.2023.105723. (https://www.sciencedirect.com/science/article/pii/S0048357523003887)

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