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Substance Name: Amitraz [USAN:USP:INN:BAN]
RN: 33089-61-1
UNII: 33IAH5017S
InChIKey: QXAITBQSYVNQDR-ZIOPAAQOSA-N

Note

  • Ixodicide (tick control).

Molecular Formula

  • C19-H23-N3

Molecular Weight

  • 293.412
 

Classification Codes

  • Acaricide
  • Adrenergic Agents
  • Adrenergic Agonists
  • Adrenergic alpha-2 Receptor Agonists
  • Adrenergic alpha-Agonists
  • Agricultural Chemical
  • Human Data
  • Insect Repellents
  • Insecticide
  • Insecticides
  • Neurotransmitter Agents
  • Pesticide Synergists
  • Pesticides
  • Protective Agents
  • Reproductive Effect
  • Scabicide

Names and Synonyms

Name of Substance

  • Amitraz
  • Amitraz [USAN:USP:INN:BAN]

Synonyms

  • 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
  • Acarac
  • AI3-27967
  • Amitraz
  • Amitraz estrella
  • Amitraze
  • Amitraze [French]
  • Amitrazum
  • Amitrazum [INN-Latin]
  • Azadieno
  • Azaform
  • BAAM
  • Bipin
  • Boots BTS 27419
  • BRN 2946590
  • BTS 27,419
  • BTS 27419
  • Caswell No. 374A
  • CCRIS 1552
  • Ectodex
  • Edrizar
  • EINECS 251-375-4
  • ENT 27967
  • EPA Pesticide Chemical Code 106201
  • 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-bis(2,4-xylyliminomethyl)amin
  • 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
  • U-36,059
  • U-36059
  • UNII-33IAH5017S
  • Upjohn U-36059

Systematic Names

  • 1,5-Di-(2,4-dimethylphenyl)-3-methyl-1,3,5-triazapenta-1,4-diene
  • 2,4-Xylidine, N,N'-(methyliminodimethylidyne)bis-
  • Amitraz
  • Methanimidamide, N'-(2,4-dimethylphenyl)-N-(((2,4-dimethylphenyl)imino)methyl)-N-methyl-

Superlist Name

  • Amitraz

Registry Numbers

CAS Registry Number

  • 33089-61-1

FDA UNII

  • 33IAH5017S

System Generated Number

  • 0033089611

Structure Descriptors

InChI

1S/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+

InChIKey

QXAITBQSYVNQDR-ZIOPAAQOSA-N

Smiles

c1(c(cc(C)cc1)C)\N=C\N(\C=N\c1c(cc(C)cc1)C)C

Toxicity

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) SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"

BLOOD: HEMORRHAGE

PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE
Veterinary and Human Toxicology. Vol. 41, Pg. 355, 1999.
women LDLo oral 200uL/kg (0.2mL/kg) CARDIAC: OTHER CHANGES

BRAIN AND COVERINGS: OTHER DEGENERATIVE 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.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 86 deg C   EXP
pKa Dissociation Constant 4.2 (none)   EXP
log P (octanol-water) 5.5 (none)   EXP
Water Solubility 1 mg/L 25 EXP
Vapor Pressure 2.00E-06 mm Hg 25 EXP
Henry's Law Constant 9.87E-06 atm-m3/mole 25 EXP
Atmospheric OH Rate Constant 1.33E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.