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Cinmethylin

Cinmethylin structure

CAS No.: 87818-31-3

Chemical Name:: Cinmethylin

Synonyms: cinch;argold;SKH 301;sd95481;WL 95481;CINMETHYLIN;exo-(+-)-xy);(2.2.1)heptane;Caswell No. 731G;Cinmethylin [iso]

CBNumber:: CB2407074

Molecular Formula:: C18H26O2

Molecular Weight:: 274.4

MDL Number:: MFCD01632785

MOL File:: 87818-31-3.mol

MSDS File:: SDS

Last updated:2026-07-31 15:25:14

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Cinmethylin Properties

Melting point	25°C
Boiling point	313°C
Density	d20 1015 kg/m3
refractive index	1.4800 (estimate)
Flash point	147 °C
storage temp.	0-6°C
Henry's Law Constant	1.3×10¹ mol/(m³Pa) at 25℃, Ebert et al. (2023)
Major Application	agriculture environmental
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
InChIKey	QMTNOLKHSWIQBE-FGTMMUONSA-N
SMILES	CC(C)[C@]12CC[C@](C)(O1)[C@@H](C2)OCc3ccccc3C
CAS DataBase Reference	87818-31-3(CAS DataBase Reference)
EWG's Food Scores	1
FDA UNII	ZV3871E43Y
EPA Substance Registry System	Cinmethylin (87818-31-3)
UNSPSC Code	41116107
NACRES	NA.24

SAFETY

Risk and Safety Statements

Symbol(GHS)	GHS07,GHS09
Signal word	Warning
Hazard statements	H332-H411
Precautionary statements	P273-P304+P340+P312
PPE	Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes	Xn,N
Risk Statements	20-51/53
Safety Statements	23-61-22
RIDADR	UN3082 9/PG 3
WGK Germany	3
RTECS	RN8762000
HS Code	29321900
Storage Class	10 - Combustible liquids
Hazard Classifications	Acute Tox. 4 Inhalation Aquatic Chronic 2
Toxicity	LD50 orally in rats: 4.5 g/kg; LD50 dermally in rabbits: >2 g/kg (Lee)
REACH Registrations	Inactive

Cinmethylin price More Price(12)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Sigma-Aldrich	CRM34237	Cinmethylin certified reference material, TraceCERT^®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland	87818-31-3	50 mg	$322	2026-04-30	Buy
Sigma-Aldrich	34237	Cinmethylin mixture of isomers	87818-31-3	50mg	$263	2026-04-30	Buy
Sigma-Aldrich	CRM34237	Cinmethylin certified reference material, TraceCERT^®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland	87818-31-3	1 unit	$300	2025-07-31	Buy
AHH	MT-06745	Cinmethylin 97%		50ml	$342	2026-05-26	Buy
TRC	C475400	Cinmethylin	87818-31-3	500mg	$1320	2021-12-16	Buy

Product number	Packaging	Price	Buy
CRM34237	50 mg	$322	Buy
34237	50mg	$263	Buy
CRM34237	1 unit	$300	Buy
MT-06745	50ml	$342	Buy
C475400	500mg	$1320	Buy

Cinmethylin Chemical Properties, Uses, Production

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.

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.

Production Methods

Cinmethlyn is commercially synthesised through a multi-step process involving the construction of a 7-oxabicyclo[2.2.1]heptane ring system. The production begins with the formation of the bicyclic ether core, followed by selective alkylation and etherification steps to introduce the methyl, isopropyl, and methoxybenzyl substituents. These reactions are carried out under controlled conditions to ensure stereoselectivity and purity, with final purification achieved through distillation or crystallisation.

Mechanism of action

Selective, systemic, absorbed by roots and translocated. Disrupts the meristemic development in shoots and roots of susceptible weeds.

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.

Pesticide Type

Herbicide

Cinmethylin Preparation Products And Raw materials

Raw materials

Tert-butyric acid Sodium acetate p-Toluenesulfonic acid Nitrogen 1,8-Cineole

1-Heptyne tert-Butyl hydroperoxide Terpin Ethylene glycol Double ring

1,3-Diaminopropane Glutaric acid Lithium

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Preparation Products

Cinmethylin Suppliers

Global Suppliers ( 99)

Supplier	Tel	Email	Country	ProdList	Advantage
J & K SCIENTIFIC LTD.	18210857532 18210857532	jkinfo@jkchemical.com	China	96815	76
Chemsky (shanghai) International Co.,Ltd	021-50135380	shchemsky@sina.com	China	15350	60
Sichuan Kulinan Technology Co., Ltd	400-1166-196 18981987031	cdhxsj@163.com	China	11674	57
Nanjing Sunlida Biological Technology Co., Ltd.	025-57798810 18652991625	sales@sunlidabio.com	China	3223	55
TianJin Alta Scientific Co., Ltd.	022-65378550-8551	contact@altascientific.com	China	2772	58
Suzhou Lakestar Pharmatech Co., Ltd.	0512-63970158-603 18018108880	info@lakestarpharma.com	China	401	59
Alta Scientific Co., Ltd.	022-6537-8550 15522853686	sales@altasci.com.cn	China	4508	55
Chengdu RunZeBenTu Chemical Co., Ltd	028-88469284 18000562381;	rzbtsj@163.com	China	9939	56
Shanghai Xilong Biochemical Technology Co., Ltd.	021-52907766-8042		China	9928	58
Shandong Xiya Chemical Co., Ltd.	4009903999 13395398332	sales@xiyashiji.com	China	20788	60

Supplier	Advantage
J & K SCIENTIFIC LTD.	76
Chemsky (shanghai) International Co.,Ltd	60
Sichuan Kulinan Technology Co., Ltd	57
Nanjing Sunlida Biological Technology Co., Ltd.	55
TianJin Alta Scientific Co., Ltd.	58
Suzhou Lakestar Pharmatech Co., Ltd.	59
Alta Scientific Co., Ltd.	55
Chengdu RunZeBenTu Chemical Co., Ltd	56
Shanghai Xilong Biochemical Technology Co., Ltd.	58
Shandong Xiya Chemical Co., Ltd.	60

View Latest Price from Cinmethylin manufacturers

Image	Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
	2023-08-31	Cinmethylin 87818-31-3	$100.00	1bag	99	5000	Hebei Fengqiang Trading Co., LTD

Cinmethylin
87818-31-3
$100.00
99
Hebei Fengqiang Trading Co., LTD

87818-31-3 (Cinmethylin) Related Search:

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1,4-Cineole Cinmethylin Methoxy

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1-Methyl-4-(1-methylethyl)-2-((2-methylphenyl)methoxy)-7-oxabicyclo[2.2.1]heptane (+-)-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 exo-(±)-1-methyl-4-(1-methyl ethyl)-2-((2-methyl phenyl)methoxy)-7-oxabicyclo(2,2,1)heptane CINMETHYLIN Cinmethylin mixture of isomers PESTANAL cinmethylin (bsi, draft e-iso, ansi, wssa) Caswell No. 731G argold cinch cinch(cinmethylin) (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 SKH 301 WL 95481 (1RS,2SR,4SR)-1,4-EPOXY-P-MENTHA-2-YL2-METHYLBENZYLETHER 7-Oxabicyclo(2.2.1)heptane, 1-methyl-4-(1-methylethyl)-2-((2-methylphenyl)methoxy)-, (1R,2S,4S)-rel- 7-Oxabicyclo(2.2.1)heptane, 1-methyl-4-(1-methylethyl)-2-((2-methylphenyl)methoxy)-, exo-(+-)- 7-Oxabicyclo(2.2.1)heptene exo-(+-)-1-methyl-4-(1-methylethyl)-2-((2-methylphenyl)methoxy)- Cinmethylin [iso] (1R,2S,4S)-rel-1-Methyl-4-(1-Methylethyl)-2-[(2-Methylphenyl)Methoxy]-7-oxabicyclo[2.2.1]heptane exo-(+-)-7-oxabicyclo(2.2.1)heptan exo-(+-)-xy) sd95481 (1RS,2RS,4RS)-1,4-epoxy-p-menth-2-yl-2-metnyl-benzyl ether (1R,2R,4S)-1-methyl-2-[(2-methylphenyl)methoxy]-4-propan-2-yl-7-oxabicyclo[2.2.1]heptane Cinmethylin solution Cinmethylin@1000 μg/mL in Acetonitrile Cinmethylin Standard Cinmethylin@100 μg/mL in Acetonitrile Cinmethylin 10.0 μg/ml Cyclohexane L11667450CY Cinmethylin 10μg/mLin Cyclohexane Chlorzoxazone Impurity 28 Cinmethylin 10 μg/mL in Cyclohexane 87818-31-3 Agro-Products Aromatics Heterocycles Herbicide