双甲脒
双甲脒用途
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 ]:
[ 相关类别 ]:
[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
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
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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相关化合物
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