1394005-27-6

Basic information

• Product Name: ethyl 2-amino-4-(4-chlorophenyl)-6-[(6-chloro-3-pyridinylmethyl)ethylamino]-1,4-dihydro-1-methyl-5-nitro-3-pyridinecarboxylate
• Synonyms: ethyl 2-amino-4-(4-chlorophenyl)-6-[(6-chloro-3-pyridinylmethyl)ethylamino]-1,4-dihydro-1-methyl-5-nitro-3-pyridinecarboxylate
• CAS NO: 1394005-27-6
• Molecular Weight: 506.389
• Mol File: 1394005-27-6.mol

Chemical Properties

• CAS DataBase Reference: ethyl 2-amino-4-(4-chlorophenyl)-6-[(6-chloro-3-pyridinylmethyl)ethylamino]-1,4-dihydro-1-methyl-5-nitro-3-pyridinecarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 2-amino-4-(4-chlorophenyl)-6-[(6-chloro-3-pyridinylmethyl)ethylamino]-1,4-dihydro-1-methyl-5-nitro-3-pyridinecarboxylate(1394005-27-6)
• EPA Substance Registry System: ethyl 2-amino-4-(4-chlorophenyl)-6-[(6-chloro-3-pyridinylmethyl)ethylamino]-1,4-dihydro-1-methyl-5-nitro-3-pyridinecarboxylate(1394005-27-6)

Safety Data

• Hazardous Substances Data: 1394005-27-6(Hazardous Substances Data)

Upstream product

• 104-88-1 4-chlorobenzaldehyde 
• 105-56-6 ethyl 2-cyanoacetate 
• 150824-47-8 nitenpiram 

Relevant articles and documents

Synthesis, evaluation of insecticidal activity, and crystal analysis of cis-nitenpyram analogs bearing 1,4-dihydropyridine

A new series of nitenpyram analogs were designed by introducing 1,4-dihydropyridine to fix the pharmacophore (-C=C-NO2) into the cis-configuration, as confirmed by X-ray diffraction. Crystal structure analysis showed that there was a homoconjugation effect on these cis-nitenpyram analogs, and a huge conjugated system comprising the 1,4-dihydropyridine scaffold and the ester group at the 3 position. Preliminary bioassays showed that most of the target compounds exhibit good insecticidal activities (>80 %) at 100 mg/dm3 against Aphis medicagini, while a 4-fluorophenyl cis-nitenpyram analog afforded the best activity, with >90 % mortality at 20 mg/dm3. These excellent insecticidal activities imply that this huge conjugated system results in an enhanced π-π interaction between the molecule and amino acid residues in receptors. Further studies on the mode of action of one of these cis-nitenpyram analogs and structural modifications are in progress.