Identification | More | [Name]
Cinmethylin | [CAS]
87818-31-3 | [Synonyms]
1-Methyl-4-(1-methylethyl)-2-((2-methylphenyl)methoxy)-7-oxabicyclo[2.2.1]heptane CINMETHYLIN (+-)-exo-1-methyl-4-(1-methylethyl)-2-((2-methylphenyl)methoxy)-7-oxabicyclo (2.2.1)heptane 1-methyl-4-(1-methylethyl)-2-[(2-methylphenyl)methoxy]-exo-(±)-7-Oxabicyclo[2.2.1]heptane 7-oxabicyclo(2.2.1)heptane,1-methyl-4-(1-methylethyl)-2-((2-methylphenyl)metho argold cinch cinch(cinmethylin) exo-(+-)-7-oxabicyclo(2.2.1)heptan exo-(+-)-xy) sd95481 (1RS,2RS,4RS)-1,4-epoxy-p-menth-2-yl-2-metnyl-benzyl ether exo-(±)-1-methyl-4-(1-methyl ethyl)-2-((2-methyl phenyl)methoxy)-7-oxabicyclo(2,2,1)heptane Cinmethylin mixture of isomers PESTANAL cinmethylin (bsi, draft e-iso, ansi, wssa) Caswell No. 731G (1RS,2RS,4RS)-1,4-Epoxy-p-menth-2-yl-2-methyl benzyl ether exo-(+/-)-1-methyl-2-(2-methylbenzyloxy)-4-isopropyl-7-oxabicyclo(2.2.1)heptane (1RS, 2SR, 4SR)-1-,4-epoxy-p-menth-2-yl-2-methyl benzyl ehter | [EINECS(EC#)]
402-410-9 | [Molecular Formula]
C18H26O2 | [MDL Number]
MFCD01632785 | [Molecular Weight]
274.4 | [MOL File]
87818-31-3.mol |
Safety Data | Back Directory | [Hazard Codes ]
Xn,N | [Risk Statements ]
R20:Harmful by inhalation. R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment . | [Safety Statements ]
S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) . S61:Avoid release to the environment. Refer to special instructions safety data sheet . S22:Do not breathe dust . | [RIDADR ]
UN3082 9/PG 3 | [WGK Germany ]
3 | [RTECS ]
RN8762000 | [HS Code ]
29321900 | [Toxicity]
LD50 orally in rats: 4.5 g/kg; LD50 dermally in rabbits: >2 g/kg (Lee) |
Hazard Information | Back Directory | [Description]
Cinmethylinwas developed by Shell Chemical
Company in the early 1980s as a weed control agent for
monocotyledonous species. This herbicide controls important
grasses such as green foxtail (Setaria viridis) and
barnyardgrass (Echinochloa crus-galli) and suppresses
the growth of several broadleaf weeds such as prickly
sida (Sida spinosa) and velvetleaf (Abutilon theophrasti). | [Uses]
Cinmethylin is used as pre-emergence grass herbicide. Cinmethylin is member of the cineole eucalyptol family. | [Uses]
Herbicide. | [Definition]
ChEBI: Exo-(+)-cinmethylin is a 1-methyl-2-[(2-methylbenzyl)oxy]-4-(propan-2-yl)-7-oxabicyclo[2.2.1]heptane that is the exo-(+)-isomer of cinmethylin. It is an enantiomer of an exo-(-)-cinmethylin. | [Pharmacology]
Cinmethylin is active on several important grasses in
rice (Echinochloa spp., Cyperus spp., and Monochoria
vaginalis) at rates from 25 to 100 g ai/ha (5). Its chemical
and toxicological features (low persistence in environment
and low mammalian toxicity) generated a significant level
of interest in its use as a rice herbicide. | [Metabolic pathway]
When rats are administered 14C-cinmethylin orally, the
major route of its elimination is via urinary excretion. A
complex degradation pattern of cinmethylin is
observed and the metabolic pathways involve
hydroxylation, oxidation at the benzyl and cineol
portions, conjugation with glucuronic acid and glycine,
and cleavage of the ether linkage. When rats are
administered 14C-cinmethylin by stomach incubation,
two minor metabolites are identified as o-
(acetoxymethyl)benzoic acid and 9-(acetoxymethyl)-a-
carboxycinmethylin. |
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