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33089-61-1

Basic Information
CAS No.: 33089-61-1
Name: Amitraz
Article Data: 4
Cas Database
Molecular Structure:
Molecular Structure of 33089-61-1 (Amitraz)
Formula: C19H23N3
Molecular Weight: 293.412
Synonyms: Acarac;N-Methyl-bis(2,4-xylyliminomethyl)amin;Ectodex;Amitraze [French];N-Methyl-N-2,4-xylyl-N-(N-2,4-xylylformimidoyl)formamidine;Triazid;1,5-Di(2,4-dimethylphenyl)-3-methyl-1,3,5-triazapenta-1, 4-diene;2,4-Xylidine, N,N-(methyliminodimethylidyne)bis-;BTS 27419;U-36,059;Amitraz estrella;N,N-((Methylimino)dimethylidyne)di-2,4-xylidine;Azadieno;BTS-27419;R.D. 27419;Amitrazum [INN-Latin];Mitaban;N-Methylbis(2,4-xylyliminomethyl)amine;Amitraz [USAN:BAN:INN];Taktic;Amitraz (USP);Ovary,neoplasmOvasyn;Edrizar;EPA Pesticide Chemical Code 106201;U-36059;Bipin;Upjohn U-36059;U 36059;
EINECS: 251-375-4
Density: 0.98 g/cm3
Melting Point: 86-87 °C
Boiling Point: 450.7 °C at 760 mmHg
Flash Point: 226.4 °C
Solubility: 0.08 mg l-1
Appearance: white
Hazard Symbols: HarmfulXn,DangerousN
Risk Codes: 22-43-48/22-50/53
Safety: 22-24-36/37-60-61
Transport Information: UN 3077
PSA: 27.96000
LogP: 4.87180
Synthetic route
123-39-7

N-Methylformamide

95-68-1

2,4-Xylidine

33089-61-1

Amitraz

Conditions
ConditionsYield
With 2,4-xylidine hydrochloride; orthoformic acid triethyl ester; zinc(II) chloride at 95 - 180℃;87.34%
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Chemistry

Product Name: Amitraz (CAS NO.33089-61-1)


Molecular Formula: C19H23N3
Molecular Weight: 293.41g/mol
Mol File: 33089-61-1.mol
Einecs: 251-375-4
Melting Point: 86–87°C
Boiling point:  450.7 °C at 760 mmHg 
Storage Temperature: 0-6°C
Flash Point: 226.4 °C
Density: 0.98 g/cm3
Surface Tension: 33.3 dyne/cm
Enthalpy of Vaporization: 70.97 kJ/mol
Vapour Pressure: 2.57E-08 mmHg at 25°C
Structure Descriptors of Amitraz (CAS NO.33089-61-1):
  InChI : InChI=1/C19H23N3/c1-14-6-8-18(16(3)10-14)20-12-22(5)13-21-19-9-7-15(2)11-17(19)4/h6-13H,1-5H3/b20-12+,21-13+ 
  Smiles: c1(c(cc(C)cc1)C)\N=C\N(\C=N\c1c(cc(C)cc1)C)C
Product Categories: FUNGICIDE; AM to AQPesticides; A; A-BPesticides&Metabolites; AcaricidesAlphabetic; Alpha sort; Formamides; Insecticides; Pesticides; Pesticides&Metabolites

Uses

 Amitraz (CAS NO.33089-61-1) is a triazapentadiene compound, a member of the amidine class. It is an insecticide and acaricide used to control red spider mites, leaf miners, scale insects, and aphids in which the mechanism of action is similar to other α2-adrenoreceptors agonists as well as by the inhibition of the enzyme monoaminooxidase. Sedation, analgesic effects and cardiovascular depression similar to the α2-adrenoreceptors agonists have been described in several species after amitraz injection. On cotton it is used to control bollworms, white fly, and leaf worms. On animals it is used to control ticks, mites, lice and other animal pests. The United States Environmental Protection Agency classifies Amitraz as Class III - slightly toxic.
It cannot be used on horses, because it can cause irreversible gut stasis.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 oral 100mg/kg (100mg/kg)   Special Publication of the Entomological Society of America. Vol. 78-1, Pg. 22, 1978.
duck LD50 oral 7gm/kg (7000mg/kg)   Pesticide Manual. Vol. 9, Pg. 28, 1991.
guinea pig LD50 oral > 400mg/kg (400mg/kg)   Defense des Vegetaux. Vol. 33, Pg. 66, 1979.
man TDLo oral 3571mg/kg (3571mg/kg) BEHAVIORAL: ATAXIA

BEHAVIORAL: COMA

CARDIAC: PULSE RATE
Human & Experimental Toxicology. Vol. 16, Pg. 600, 1997.
mouse LD50 oral 1085mg/kg (1085mg/kg)   Meditsina Truda i Promyshlennaya Ekologiya. Industrial Medicine and Ecology. Vol. (4), Pg. 36, 1995.
quail LD50 oral 788mg/kg (788mg/kg)   Farm Chemicals Handbook. Vol. -, Pg. C20, 1991.
rabbit LD50 oral > 100mg/kg (100mg/kg)   Defense des Vegetaux. Vol. 33, Pg. 66, 1979.
rabbit LD50 skin > 200mg/kg (200mg/kg)   Defense des Vegetaux. Vol. 33, Pg. 66, 1979.
rat LC50 inhalation 65gm/m3/6H (65000mg/m3)   Defense des Vegetaux. Vol. 33, Pg. 66, 1979.
rat LD50 intraperitoneal 800mg/kg (800mg/kg)   Defense des Vegetaux. Vol. 33, Pg. 66, 1979.
rat LD50 oral 400mg/kg (400mg/kg)   "Merck Index; an Encyclopedia of Chemicals, Drugs, and Biologicals", 11th ed., Rahway, NJ 07065, Merck & Co., Inc. 1989Vol. 11, Pg. 80, 1989.
rat LD50 skin > 1600mg/kg (1600mg/kg)   Special Publication of the Entomological Society of America. Vol. 78-1, Pg. 22, 1978.
rat LD50 unreported 600mg/kg (600mg/kg)   Japanese Journal of Toxicology. Vol. 2, Pg. 289, 1989.
rat LDLo intramuscular 250mg/kg (250mg/kg) PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE

BLOOD: HEMORRHAGE

SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"
Veterinary and Human Toxicology. Vol. 41, Pg. 355, 1999.
women LDLo oral 200uL/kg (0.2mL/kg) BRAIN AND COVERINGS: OTHER DEGENERATIVE CHANGES

CARDIAC: OTHER CHANGES

KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)"
American Journal of Emergency Medicine. Vol. 6, Pg. 510, 1988.

Safety Profile

Safety Information of Amitraz (CAS NO.33089-61-1):
Hazard Codes: NDangerous,XnHarmful
Risk Statements: 22-43-48/22-50/53 
22:  Harmful if swallowed 
43:  May cause sensitization by skin contact 
48:  Danger of serious damage to health by prolonged exposure 
50:  Very Toxic to aquatic organisms
53:  May cause long-term adverse effects in the aquatic environment
Safety Statements: 22-24-36/37-60-61
22:  Do not breathe dust 
24:  Avoid contact with skin
36:  Wear suitable protective clothing  
37:  Wear suitable gloves 
60:  This material and/or its container must be disposed of as hazardous waste 
61:  Avoid release to the environment. Refer to special instructions safety data sheet 

Specification

 Amitraz ,its CAS NO. is 33089-61-1,the synonyms is 1,5-Di(2,4-dimethylphenyl)-3-methyl-1,3,5-triazapenta-1,4-diene ; 2,4-Xylidine, N,N'-(methyliminodimethylidyne)bis- ; 2-Methyl-1,3-di(2,4-xylylimino)-2-azapropane ; AI3-27967 ; Amitraz estrella ; Azadieno ; Azaform ; BAAM ; BRN 2946590 ; BTS 27,419 ; Bipin ; Boots BTS 27419 ; CCRIS 1552 ; Caswell No. 374A ; EINECS 251-375-4 ; ENT 27967 ; EPA Pesticide Chemical Code106201 ; Ectodex ; Edrizar ; Formamidine, N-methyl-N'-2,4-xylyl-N-(N-2,4-xylylformimidoyl)- (8CI) ; Fumilat A ; HSDB 6939 ; Methanimidamide, N'-(2,4-dimethylphenyl)-N-(((2,4-dimethylphenyl)imino)methyl)-N-methyl- ; Mitaban ; Mitaban (Veterinary) ; Mitac ; N'-(2,4-Dimethylphenyl)-N-(((2,4-dimethylphenyl)imino)methyl)-N-methylmethanimidamide ; N,N'-((Methylimino)dimethylidyne)bis(2,4-xylidine) ; N,N'-((Methylimino)dimethylidyne)di-2,4-xylidine ; N,N-Bis(2,4-xylyliminomethyl)methylamine ; N,N-Di-(2,4-xylyliminomethyl)methylamine ; N-Methyl-N'-2,4-xylyl-N-(N-2,4-xylylformimidoyl)formamidine ; N-Methylbis(2,4-xylyliminomethyl)amine ; NSC 324552 ; R.D. 27419 ; Taktic ; Triazid ; U-36059 ; UNII-33IAH5017S ; Upjohn U-36059 ; Methanimidamide, N'-(2,4-dimethylphenyl)-N-(((2,4-dimethylphenyl)imino)methyl)-N-methyl- .