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双甲脒

双甲脒用途

Amitraz是一种非系统性杀螨剂和杀虫剂, 具有α-肾上腺素能激动剂活性, 与中枢神经系统的章鱼胺受体相互作用, 且抑制单胺氧化酶和前列腺素合成。

双甲脒名称

[ CAS 号 ]:
33089-61-1

[ 中文名 ]:
双甲脒

[ 英文名 ]:
Amitraz

[中文别名 ]:

[英文别名 ]:

RACET
N,N’-[(methylimino)dimethylidyne]di-2,4-xylidine
baam
MITAC
SENDER
Amitraz
MFCD00069396
PARSEC
ISOKA
XA10230000AL Amitraz 100n

双甲脒生物活性

[ 描述 ]:

Amitraz是一种非系统性杀螨剂和杀虫剂, 具有α-肾上腺素能激动剂活性, 与中枢神经系统的章鱼胺受体相互作用, 且抑制单胺氧化酶和前列腺素合成。

[ 相关类别 ]:

信号通路 >> G 蛋白偶联受体/G 蛋白 >> 肾上腺素能受体

信号通路 >> 神经信号通路 >> 单胺氧化酶

研究领域 >> 感染

[相关活性小分子]

双甲脒物理化学性质

[ 密度 ]:
1.0±0.1 g/cm3

[ 沸点 ]:
450.7±55.0 °C at 760 mmHg

[ 熔点 ]:
86-87°C

[ 分子式 ]:
C₁₉H₂₃N₃

[ 分子量 ]:
293.406

[ 闪点 ]:
226.4±31.5 °C

[ 精确质量 ]:
293.189209

[ PSA ]:
27.96000

[ LogP ]:
5.64

[ 外观性状 ]:
白色单斜晶体

[ 蒸汽压 ]:
0.0±1.1 mmHg at 25°C

[ 折射率 ]:
1.546

[ 储存条件 ]:
库房通风低温干燥,与食品原料分开储运

双甲脒MSDS

详细MSDS(安全技术说明书)

双甲脒毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :: ZF0480000

CHEMICAL NAME :: 2,4-Xylidine, N,N'-(methyliminodimethylidyne)bis-

CAS REGISTRY NUMBER :: 33089-61-1

LAST UPDATED :: 199712

DATA ITEMS CITED :: 18

MOLECULAR FORMULA :: C19-H23-N3

MOLECULAR WEIGHT :: 293.45

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Human - woman

DOSE/DURATION :: 200 uL/kg

TOXIC EFFECTS :: Brain and Coverings - other degenerative changes Cardiac - other changes Kidney, Ureter, Bladder - changes in tubules (including acute renal failure, acute tubular necrosis)

REFERENCE :: AJEMEN American Journal of Emergency Medicine. (WB Saunders, Philadelphia, PA) V.1- 1983- Volume(issue)/page/year: 6,510,1988

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Human - man

DOSE/DURATION :: 3571 mg/kg

TOXIC EFFECTS :: Behavioral - ataxia Behavioral - coma Cardiac - pulse rate

REFERENCE :: HETOEA Human & Experimental Toxicology. (Macmillan Press Ltd., Brunel Road, Houndmills, Basingstoke, Hampshire, RG21 2XS, UK) V.9- 1990- Volume(issue)/page/year: 16,600,1997

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 400 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: 85KYAH "Merck Index; an Encyclopedia of Chemicals, Drugs, and Biologicals", 11th ed., Rahway, NJ 07065, Merck & Co., Inc. 1989 Volume(issue)/page/year: 11,80,1989

TYPE OF TEST :: LC50 - Lethal concentration, 50 percent kill

ROUTE OF EXPOSURE :: Inhalation

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 65 gm/m3/6H

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: DEVEAA Defense des Vegetaux. (Federation Nationale des Groupements de Protection des Cultures, 149, rue de Bercy, 75595 Paris Cedex, 12, France) V.1- 1947- Volume(issue)/page/year: 33,66,1979

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >1600 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: SPEADM Special Publication of the Entomological Society of America. (4603 Calvert Rd., College Park, MD 20740) Volume(issue)/page/year: 78-1,22,1978

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 800 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: DEVEAA Defense des Vegetaux. (Federation Nationale des Groupements de Protection des Cultures, 149, rue de Bercy, 75595 Paris Cedex, 12, France) V.1- 1947- Volume(issue)/page/year: 33,66,1979

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Unreported

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 600 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: JJTOEX Japanese Journal of Toxicology. (Yakugyo Jihosha, Hokushin Bldg., 2-36 Jinbo-cho, Kanda, Chiyoda-ku, Tokyo, 101, Japan) V.1- 1988- Volume(issue)/page/year: 2,289,1989

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 1600 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: PSSCBG Pesticide Science. (Blackwell Scientific Pub. Ltd., POB 88, Oxford, UK) V.1- 1970- Volume(issue)/page/year: 4,901,1973

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: 100 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: SPEADM Special Publication of the Entomological Society of America. (4603 Calvert Rd., College Park, MD 20740) Volume(issue)/page/year: 78-1,22,1978

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: >100 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: DEVEAA Defense des Vegetaux. (Federation Nationale des Groupements de Protection des Cultures, 149, rue de Bercy, 75595 Paris Cedex, 12, France) V.1- 1947- Volume(issue)/page/year: 33,66,1979

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: >200 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: DEVEAA Defense des Vegetaux. (Federation Nationale des Groupements de Protection des Cultures, 149, rue de Bercy, 75595 Paris Cedex, 12, France) V.1- 1947- Volume(issue)/page/year: 33,66,1979

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - guinea pig

DOSE/DURATION :: >400 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: DEVEAA Defense des Vegetaux. (Federation Nationale des Groupements de Protection des Cultures, 149, rue de Bercy, 75595 Paris Cedex, 12, France) V.1- 1947- Volume(issue)/page/year: 33,66,1979

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Bird - quail

DOSE/DURATION :: 788 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: FMCHA2 Farm Chemicals Handbook. (Meister Pub., 37841 Euclid Ave., Willoughy, OH 44094) Volume(issue)/page/year: -,C20,1991

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Bird - duck

DOSE/DURATION :: 7 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: PEMNDP Pesticide Manual. (The British Crop Protection Council, 20 Bridport Rd., Thornton Heath CR4 7QG, UK) V.1- 1968- Volume(issue)/page/year: 9,28,1991 ** OTHER MULTIPLE DOSE TOXICITY DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 150 mg/kg/3D-I

TOXIC EFFECTS :: Behavioral - alteration of operant conditioning

REFERENCE :: FAATDF Fundamental and Applied Toxicology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1981- Volume(issue)/page/year: 9,131,1987 ** REPRODUCTIVE DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 140 mg/kg

SEX/DURATION :: female 7 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Effects on Newborn - delayed effects

REFERENCE :: NETEEC Neurotoxicology and Teratology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.9- 1987- Volume(issue)/page/year: 16,65,1994 *** U.S. STANDARDS AND REGULATIONS *** EPA FIFRA 1988 PESTICIDE SUBJECT TO REGISTRATION OR RE-REGISTRATION FEREAC Federal Register. (U.S. Government Printing Office, Supt. of Documents, Washington, DC 20402) V.1- 1936- Volume(issue)/page/year: 54,7740,1989

双甲脒安全信息

[ 符号 ]:

GHS07, GHS08, GHS09

[ 信号词 ]:
Warning

[ 危害声明 ]:
H302-H317-H373-H410

[ 警示性声明 ]:
P260-P280-P301 + P312 + P330

[ 个人防护装备 ]:
dust mask type N95 (US);Eyeshields;Faceshields;Gloves

[ 危害码 (欧洲) ]:
Xn:Harmful

[ 风险声明 (欧洲) ]:
R22;R43;R48/22;R50/53

[ 安全声明 (欧洲) ]:
S22-S24-S36/37-S60-S61

[ 危险品运输编码 ]:
UN 3077

[ RTECS号 ]:
ZF0480000

[ 海关编码 ]:
2925290030

双甲脒制备

1、由2,4-二甲基苯胺、原甲酸三乙酯和甲胺反应制得。原料消耗定额：2,4-二甲基苯胺（折100%）350kg/t、原甲酸三乙酯（折100%）500kg/t、一甲胺70kg/t、二甲苯750kg/t。

2、 N-2，4-二甲基苯基-N'-甲基甲脒的制备间二甲苯经硝化、还原、分离制得2，4-二甲基苯胺。再用盐酸酸化得相应的盐。操作方法：将55.1g(0.35mol)2,4-二甲基苯胺盐酸盐、83.7g(0.4mol)对甲苯磺酰氯和150mL N-甲基甲酰胺的混合物冷却搅拌。发热反应结束后将混合物再在室温下搅拌4h，然后全部注入冷水中，用10mol/L氢氧化钠溶液调至碱性，在此期间温度保持10℃以下，过滤、水洗、干燥、用环己烷重结晶，得N-2，4-二甲基苯基-N'-甲基甲脒，熔点75～76℃，收率85%。
双甲脒的合成 19.4g (0.12mol) N-2，4-二甲苯基-N'-甲基甲脒、0.3g对甲苯磺酸、195mL干燥二甲苯的混合物加热回流48h，释放出甲胺。反应毕，减压蒸出二甲苯，残留物固化，经异丙醇重结晶2次，制得双甲脒，熔点88～89℃，收率90%。
或在苯腈存在下，以Cu2O为催化剂反应。

3、原甲酸三乙酯与2，4-二甲基苯胺反应，制得N-（2，4-二甲苯基亚氨基）甲酸乙酯（简称亚胺酸酯），再将干燥的甲胺气体通入亚胺酸酯中，得单甲脒（N-2，4-二甲苯基-N'-甲基甲脒）。单甲脒与亚胺酸酯缩合成双甲脒。

4、 2，4-二甲苯胺与甲酸反应制得N-2，4-二甲苯甲酰胺，再与光气作用，以三乙胺为缚酸剂，得2，4-二甲苯胩。将干燥的甲胺气体通入至二甲苯胩与氧化亚铜的混合物中，反应毕趁热加入环己烷，冷却过滤出单甲脒。再与二甲苯胩在苯中反应得双甲脒。

双甲脒海关

[ 海关编码 ]: 2925290030

双甲脒文献

Synergistic actions of formamidine insecticides on the activity of pyrethroids and neonicotinoids against Aedes aegypti (Diptera: Culicidae).

J. Med. Entomol. 49(6) , 1405-10, (2012)

Formamidines are unique insecticides and acaricides that elicit multiple effects in controlling insects. Here, we tested two formamidines, amitraz, and chlordimeform, for their synergistic actions on ...

The effect of octopaminergic compounds on the behaviour and transmission of Gyrodactylus.

Parasit. Vectors 4 , 207, (2011)

The high transmission potential of species belonging to the monogenean parasite genus Gyrodactylus, coupled with their high fecundity, allows them to rapidly colonise new hosts and to increase in numb...

Amitraz poisoning -- familiar presentation, unfamiliar diagnosis.

Anaesth. Intensive Care 40(2) , 363-4, (2012)

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双甲脒