Name: Amitraz
SKU: 33089-61-1

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Basic Information

Molecular Structure:
CAS No.:	33089-61-1
Name:	Amitraz
Article Data:	4

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:	Xn,N
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

Conditions	Yield
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: N Dangerous ,Xn Harmful
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- .

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Chemistry

Uses

Toxicity Data With Reference

Safety Profile

Specification