N'-(2,4-dimethylphenyl)-N-[N-(2,4-dimethylphenyl)carboximidoyl]-N-methylmethanimidamide

• ChemBase ID: 157853
• Molecular Formular: C19H23N3
• Molecular Mass: 293.40602
• Monoisotopic Mass: 293.18919775
• SMILES: Cc1cc(c(cc1)/N=C/N(/C=N/c1c(cc(cc1)C)C)C)C
• Canonical SMILES: CN(/C=N/c1ccc(cc1C)C)/C=N/c1ccc(cc1C)C
• InChI: 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
• InChIKey: QXAITBQSYVNQDR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N'-(2,4-dimethylphenyl)-N-[N-(2,4-dimethylphenyl)carboximidoyl]-N-methylmethanimidamide; (E)-N'-(2,4-dimethylphenyl)-N-[(E,E)-N-(2,4-dimethylphenyl)carboximidoyl]-N-methylmethanimidamide
• IUPAC Traditional name: bipin; amitraz
• Synonyms: Amitraz; N'-(2,4-Dimethylphenyl)-N-[[(2,4-dimethylphenyl)imino]methyl]-N-methyl-methanimidamide; N-Methyl-N'-2,4-xylyl-N-(N-2,4-xylylformimidoyl)formamidine; Acarac; Amigard; Apivar ND; Azaform; BAAM; Ovasyn; Parsec; TCL; Taktic; Triazid; U 36059; Varamit; Amitraz; 双甲脒

Database IDs

• CAS Number: 33089-61-1
• EC Number: 251-375-4
• MDL Number: MFCD00069396
• PubChem SID: 162251989; 24899072; 24868774
• PubChem CID: 36324

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 1.8933806
• LogD (pH = 7.4): 3.2751746
• Log P: 5.4112015
• Molar Refractivity: 98.0015 cm^3
• Polarizability: 35.09664 Å^3
• Polar Surface Area: 27.96 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Beige to Pale Yellow Solid
• Melting Point: 75-77°C

Safety Information

• Storage Condition: Amber Vial, Refrigerator, Under Inert Atmosphere
• RTECS: ZF0480000
• European Hazard Symbols: Nature polluting (N); Harmful (Xn)
• UN Number: 3077
• German water hazard class: 3
• Hazard Class: 9
• Packing Group: 3
• Risk Statements: 22-43-48/22-50/53
• Safety Statements: 22-24-36/37-60-61
• GHS Pictograms: GHS07; GHS08; GHS09
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H317-H373-H410
• GHS Precautionary statements: P273-P280-P501
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• RID/ADR: UN 3077 9/PG 3
• Storage Temperature: -20°C

Product Information

• Grade: analytical standard; PESTANAL®, analytical standard
• Packaging: ampule of 250 mg
• Empirical Formula (Hill Notation): C19H23N3

DETAILS

Sigma Aldrich - 45323

Legal Information
PESTANAL is a registered trademark of Sigma-Aldrich Laborchemikalien GmbH

Toronto Research Chemicals - A633320

Amitraz is an antiparasitic used to control red spider mites, leaf miners and scale insects. This compound is active by inhibiting the targets monoaminooxidase enzyme.

REFERENCES

• Fu, W., et al.: Environ. Toxicol. Chem., 28, 1372 (2009)
• Amoli, J., et al.: Am. J. Food Technol., 4, 56 (2009)
• Kern, S., et al.: Envir. Sci. Technol., 43, 7039 (2009)