Cynmethylin

Cynmethylin
Names
	Preferred IUPAC name rac-(1R,2S,4S)-1-methyl-2-[(2-methylphenyl)methoxy]-4-(propan-2-yl)-7-oxabicyclo[2.2.1]heptane
	Other names WL 95481; SD 95481; rac-(1R,2S,4S)-1-methyl-4-(1-methylethyl)-2-((2-methylphenyl)methoxy)-7-oxabicyclo[2.2.1]heptane; rel-(1R,2S,4S)-1-methyl-4-(1-methylethyl)-2-((2-methylphenyl)methoxy)-7-oxabicyclo[2.2.1]heptan;
Identifiers
CAS Number	87818-31-3;
3D model (JSmol)	Interactive image;
EC Number	402-410-9;
PubChem CID	91745;
UNII	ZV3871E43Y;
	InChI InChI=1S/C18H26O2/c1-13(2)18-10-9-17(4,20-18)16(11-18)19-12-15-8-6-5-7-14(15)3/h5-8,13,16H,9-12H2,1-4H3/t16-,17+,18-/m1/s1 Key: QMTNOLKHSWIQBE-UHFFFAOYSA-N;
	SMILES CC1=CC=CC=C1COC2CC3(CCC2(O3)C)C(C)C;
Properties
Chemical formula	C18H26O2
Molar mass	274.404 g·mol−1
Appearance	Colourless
Melting point	−56 °C (−69 °F; 217 K)
Boiling point	330 °C (626 °F; 603 K)
Hazards
	Lethal dose or concentration (LD, LC):
LD50 (median dose)	>2000 mg/kg (rat, oral)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Cynmethylin (or cinmethylin) is a preёmergent cineole herbicide used in Australia on wheat, and commonly for rice and cereal crops. It is the only Group T (Aus) (Group Q, global, Group 30, numeric) herbicide. It controls annual ryegrass and the unusual mode of action avoids resistance. It works by inhibiting fatty acid thioesterase, disrupting cell membranes.^[1]^[2] It was introduced in 1989. As of 2025, approval is pending in Europe.^[1]

Cynmethylin can provide 12 weeks' residual control.^[2]

It is sold under the tradenames "Luximax", "Cinch" and "Argold".^[2]^[1]

References

^ ^a ^b ^c ^d ^e ^f ^g Hertfordshire, University of. "Cinmethylin (Ref: BAS 684 H)". sitem.herts.ac.uk.
^ ^a ^b ^c "Luximax® | BASF Crop Solutions Australia". crop-solutions.basf.com.au.

External links

Cynmethylin in the Pesticide Properties DataBase (PPDB)

[database-1] ^ ^a ^b ^c ^d ^e ^f ^g Hertfordshire, University of. "Cinmethylin (Ref: BAS 684 H)". sitem.herts.ac.uk.

[basf-2] "Luximax® | BASF Crop Solutions Australia". crop-solutions.basf.com.au.

[1]

[2]