N-[(6-chloropyridin-3-yl)methyl]-N'-cyano-N-methylethanimidamide

• ChemBase ID: 125591
• Molecular Formular: C10H11ClN4
• Molecular Mass: 222.67414
• Monoisotopic Mass: 222.06722405
• SMILES: Clc1ncc(cc1)CN(/C(=N/C#N)/C)C
• Canonical SMILES: N#C/N=C(/N(Cc1ccc(nc1)Cl)C)\C
• InChI: InChI=1S/C10H11ClN4/c1-8(14-7-12)15(2)6-9-3-4-10(11)13-5-9/h3-5H,6H2,1-2H3
• InChIKey: WCXDHFDTOYPNIE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(6-chloropyridin-3-yl)methyl]-N'-cyano-N-methylethanimidamide; (E)-N-[(6-chloropyridin-3-yl)methyl]-N'-cyano-N-methylethenimidamide
• IUPAC Traditional name: acetamiprid
• Synonyms: (1E)-N-[(6-Chlor-3-pyridinyl)methyl]-N'-cyan-N-methylethanimidamid;; Acetamiprid; (1E)-N-[(6-chloro-3-pyridinyl)methyl]-N'-cyano-N-methylethanimidamide; ADA 06200; Assail; Intruder; Mospilan; NFK 17; NI 25; Piorun; Pristine; Prize; Stonkat; TD 2472; TD 2472-01; TD 2480; (E)-N-(6-Chloro-3-pyridylmethyl)-N′-cyano-N-methylacetamidine; Acetamiprid; (E)-N-[(6-氯-3-吡啶基)甲基]-N′-氰基-N-甲基乙脒; 啶虫脒

Database IDs

• CAS Number: 135410-20-7
• MDL Number: MFCD06201842
• PubChem SID: 162219941
• PubChem CID: 213021
• CHEBI ID: 39164
• CHEMBL: 265941
• Chemspider ID: 184719
• KEGG ID: C18507
• MeSH Name: acetamiprid
• Wikipedia Title: Acetamiprid

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 1.094792
• LogD (pH = 7.4): 1.1140888
• Log P: 1.1143404
• Molar Refractivity: 60.8918 cm^3
• Polarizability: 22.29389 Å^3
• Polar Surface Area: 52.28 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO; Methanol
• Apperance: Pale Yellow Solid; white powder
• Melting Point: 100-102 °C; 96-98°C; 98.9°C
• Flash Point: 166.9 °C
• Density: 1.17 g/cm^3

Safety Information

• Storage Condition: Refrigerator, Under Inert Atmosphere
• RTECS: KJ4235200
• European Hazard Symbols: Toxic (T)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 2
• Risk Statements: 23/25-57
• Safety Statements: 45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H330
• GHS Precautionary statements: P260-P284-P301 + P310-P310
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 2

Product Information

• Grade: PESTANAL®, analytical standard
• Empirical Formula (Hill Notation): C10H11ClN4

DETAILS

Sigma Aldrich - 33674

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

Toronto Research Chemicals - A150800

A novel neonicotinid insecticide against Holotrichia consanguinea in sugarcane. Reports show that when exposed to neonicotinid pesticides honeybees have probelms returnign home after foraging and bumblebee colonies grow poorly and produce fewer queens.

REFERENCES

• Srivastava, A., et al.: Indian Sugar, 32, 673 (1983)
• Fleming, R., et al.: J. Econ. Entomol., 78, 1179 (1983)
• Rao, Ch.V., et al.: Pestology, 35, 47 (1983)
• Chem. and Eng. News 90: 10 (2012)