[(E)-1-{[(6-chloropyridin-3-yl)methyl](ethyl)amino}-2-nitroethenyl](methyl)amine

• ChemBase ID: 158413
• Molecular Formular: C11H15ClN4O2
• Molecular Mass: 270.7154
• Monoisotopic Mass: 270.08835342
• SMILES: CCN(Cc1ccc(nc1)Cl)/C(=C/[N+](=O)[O-])/NC
• Canonical SMILES: CCN(/C(=C/[N+](=O)[O-])/NC)Cc1ccc(nc1)Cl
• InChI: InChI=1S/C11H15ClN4O2/c1-3-15(11(13-2)8-16(17)18)7-9-4-5-10(12)14-6-9/h4-6,8,13H,3,7H2,1-2H3
• InChIKey: CFRPSFYHXJZSBI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(E)-1-{[(6-chloropyridin-3-yl)methyl](ethyl)amino}-2-nitroethenyl](methyl)amine; (1-{[(6-chloropyridin-3-yl)methyl](ethyl)amino}-2-nitroethenyl)(methyl)amine
• IUPAC Traditional name: nitenpyram
• Synonyms: (1E)-N-[(6-Chloro-3-pyridinyl)methyl]-N-ethyl-N'-methyl-2-nitro-1,1-ethenediamine; (E)-N-(6-Chloro-3-pyridylmethyl)-N-ethyl-N'-methyl-2-nitroethylene-1,1-diamine; (E)-Nitenpyram; Bestguard; Capstar; Niterndipoine; TI 304; Nitenpyram; Nitenpyram; 烯啶虫胺

Database IDs

• CAS Number: 150824-47-8
• MDL Number: MFCD01631161
• Beilstein Number: 8489488
• PubChem SID: 162252549; 24869741
• PubChem CID: 3034287

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 1.8657538
• LogD (pH = 7.4): 1.8734565
• Log P: 1.8735555
• Molar Refractivity: 80.7653 cm^3
• Polarizability: 26.40878 Å^3
• Polar Surface Area: 73.98 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Flash Point: >158 °F; >70 °C

Safety Information

• RTECS: KH8589450
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 2
• Risk Statements: 22-36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Grade: PESTANAL®, analytical standard
• Empirical Formula (Hill Notation): C11H15ClN4O2

DETAILS

Sigma Aldrich - 46077

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

Toronto Research Chemicals - N490115

Nitenpyram is a chloronicotinyl insecticide; orally administered flea adulticide. Nitenpyram is used as an ectoparasiticide.

REFERENCES

• Nauen, R., et al.: Pestic Sci., 44, 145 (1995)
• Chao, S., et al.: J. Econ. Entomol., 90, 879 (1995)
• Nagata, K., et al.: J. Pestic. Sci., 24, 143 (1995)
• Kim, J., et al.: Bio. Control., 52, 789 (1995)