Basic information
- CAS
33089-61-1- Standard SMILES
Cc1ccc(N=CN(C)C=Nc2ccc(C)cc2C)c(C)c1- InChIKey
QXAITBQSYVNQDR-UHFFFAOYSA-N- Molecular formula
- C19H23N3
- Average molar mass
- 293.4 g/mol
- Monoisotopic mass
- 293.18919774
Overview
Amitraz can cause developmental toxicity according to The Environmental Protection Agency (EPA).
Names & identifiers
- Preferred name
- Amitraz
- IUPAC
- N'-(2,4-dimethylphenyl)-N-[(2,4-dimethylphenyl)iminomethyl]-N-methylmethanimidamide
- English name
- Amitraz
- Molecular formula
- C19H23N3
- Molecular weight
- 293.41
Names & synonyms
Show more names
Database identifiers
- CAS
33089-61-1- PubChem CID
- 36324
- DTXSID
DTXSID5023871- ChEMBL
CHEMBL1365675- ChEBI
CHEBI:2665- UNII
- 33IAH5017S
- Nikkaji
- J1.887B
Properties
Computed structural properties
- XLogP
- 5.5
- Topological polar surface area
- 28 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 4
- Heavy atoms
- 22
- Formal charge
- 0
- Complexity
- 354
Experimental & physicochemical properties
Pesticides
Pesticides -> Insecticides
Veterinary substances, Acaricides, Insecticides
Environmental transformation -> Pesticides (parent, predecessor)
Physicochemical properties
- Melting point
- 86 · 86-87°C
- Boiling point
- 425.25 °C · 425.25°C (rough estimate)
- Density
- 1.128 · 1.1280
- vapor pressure
- 3.4 · 3.4×10-4 Pa (25 °C)
- refractive index
- 1.5892 · 1.5892 (estimate)
- storage temp.
- -20 °C · Sealed in dry,Store in freezer, under -20°C
- solubility
- 30 mg/ml; · DMF: 30 mg/ml; DMF:PBS (pH 7.2) (1:2): 0.33 mg/ml; DMSO: 20 mg/ml; Ethanol: 2 mg/ml
- pka
- 4.2 · 4.2 (weak base)
- Water Solubility
- 0.08 mg · 0.08 mg l-1
- form
- Powder/Solid
- color
- White
- λmax
- 247 nm · 247nm(lit.)
- Merck
- 14 · 14,486
- Henry's Law Constant
- 1 · 1.0×100 mol/(m3Pa) at 25℃, MacBean (2012)
- Major Application
- agricultureenvironmental
- 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
- CN(\C=N\c1ccc(C)cc1C)\C=N\c2ccc(C)cc2C
- CAS DataBase Reference
- 33089 · 33089-61-1(CAS DataBase Reference)
- EWG's Food Scores
- 4 · 4-5
- FDA UNII
- 33 IAH5017S · 33IAH5017S
- Proposition 65 List
- Amitraz
- NIST Chemistry Reference
- Amitraz(33089-61-1)
- EPA Substance Registry System
- Amitraz (33089-61-1)
- UNSPSC Code
- 41116107 · 41116107
- NACRES
- 24 · NA.24
- Symbol(GHS)
- 7 · GHS07,GHS08,GHS09
- Signal word
- Warning
- Hazard statements
- 302 · H302-H317-H373-H410
- Precautionary statements
- 260 · P260-P273-P280-P301+P312-P302+P352-P314
- PPE
- 95 · dust mask type N95 (US), Eyeshields, Faceshields, Gloves
- Hazard Codes
- Xn;N,N,Xn
- Risk Statements
- 22 · 22-43-48/22-50/53
- Safety Statements
- 22 · 22-24-36/37-60-61
- RIDADR
- 3077 · UN 3077
- WGK Germany
- 3 · 3
- RTECS
- 480000 · ZF0480000
- HazardClass
- 9 · 9
- PackingGroup
- III
- HS Code
- 29252900 · 29252900
- Storage Class
- 11 · 11 - Combustible Solids
- Hazard Classifications
- 4 OralAquatic · Acute Tox. 4 OralAquatic Acute 1Aquatic Chronic 1Skin Sens. 1STOT RE 2
- Hazardous Substances Data
- 33089 · 33089-61-1(Hazardous Substances Data)
- Toxicity
- 50 in · LD50 in male rats, female mice, rabbits, guinea pigs, bobwhite quail (mg/kg): 800, >1600, >100, >400, 788 orally; LD50 in rabbits, male rats (mg/kg): >200, >1600 dermally; LC50 (48 hr) in rainbow trout, Japanese carp: 3.3, 1.2 ppm (Labonne)
- REACH Registrations
- Inactive
Safety & regulation
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Faceshields, Gloves
- wgk
- 3
- rtecs
- ZF0480000
- ridadr
- UN 3077
- hs_code
- 29252900
- Toxicity
- LD50 in male rats, female mice, rabbits, guinea pigs, bobwhite quail (mg/kg): 800, >1600, >100, >400, 788 orally; LD50 in rabbits, male rats (mg/kg): >200, >1600 dermally; LC50 (48 hr) in rainbow trout, Japanese carp: 3.3, 1.2 ppm (Labonne)
- risk_code
- 22-43-48/22-50/53
- Signal word
- Warning
- Symbol(GHS)
- GHS07,GHS08,GHS09
- hazard_code
- Xn;N,N,Xn
- safety_code
- 22-24-36/37-60-61
- hazard_class
- 9
- Storage Class
- 11 - Combustible Solids
- packing_group
- III
- Hazard statements
- H302-H317-H373-H410
- REACH Registrations
- Inactive
- Hazard Classifications
- Acute Tox. 4 OralAquatic Acute 1Aquatic Chronic 1Skin Sens. 1STOT RE 2
- Precautionary statements
- P260-P273-P280-P301+P312-P302+P352-P314
- Hazardous Substances Data
- 33089-61-1(Hazardous Substances Data)
Chemistry & industry
Uses & manufacturing
Use Classification
Pesticides -> Insecticides
Environmental transformation -> Pesticides (parent, predecessor)
Veterinary substances, Acaricides, Insecticides
Applications
DescriptionAmitraz is an amidine acaricide and insecticide. It is volatile, almost insoluble in water and, based on its chemical properties, is only slightly mobile with a low potential for leaching to groundwater. It is not persistent in soil systems, degradation being very rapid and would also not be expected to persistent in surface water under normal conditions. Amitraz has a moderate mammalian toxicity and there is some concern regarding its potential for bioaccumulation. It is considered to be a neurotoxin. Amitraz has a high to moderate toxicity to most terrestrial and aquatic species, the main exception being algae for which amitraz has a low level of toxicity.
UsesAmitraz is used for the control of all stages of mites and insects such as aphids and whitefly, and the eggs and first instar larvae of Lepidoptera on fruit, cotton and vegetables. It is also used in honey bee hives and for the control of ticks, mites and lice on domestic and farm animals.
Usescoccidiostat, antiplatelet
UsesAmitraz is an antiparasitic used to control red spider mites, leaf miners and scale insects. This compound is active by inhibiting the targets monoaminooxidase enzyme.
UsesAcaricide; insecticide.
General DescriptionWhite monoclinic crystals. Melting point 187-189°F (86-87°C). Insoluble in water. Used as an acaricide, insecticide and treatment of demodectic mange in dogs.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers100 total
Additional notes
DefinitionChEBI: A tertiary amino compound that is 1,3,5-triazapenta-1,4-diene substituted by a methyl group at position 3 and 2,4-dimethylphenyl groups at positions 1 and 5.
Related reactions
No reaction records under the current filter.
Compound notes
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