title: Prediction of theoretical physicochemical properties and one-pot synthesis of bis-azetidinones by [2+2] ketene--imine cycloaddition in the presence of montmorillonite.
abstract: A simple, highly efficient and environmentally friendly microwave accelerated one-pot synthesis of a series of differently substituted bis-azetidinones have been synthesized expeditiously in good yields from 1,2-diaminoethane and aromatic aldehydes in the presence of zeolite. The structures of the newly synthesized compounds were confirmed by IR, NMR, and mass spectra. The design and calculated molecular properties of all the reported compounds are on the basis of hypothetical antibacterial pharmacophores, which were formulated to interact with microorganisms. A correlation of structure and activity relationship of these compounds with respect to Lipinski rules and drug likeness properties of drugs are described and verified experimentally.
authors.affiliation: Department of Chemistry, Rashtrasant Tukadoji Maharaj Nagpur University, Nagpur-440033, Maharashtra, India. pagadalaramakanth@gmail.com
authors.forename: Ramakanth
authors.initials: R
authors.lastname: Pagadala
authors.forename: Jyotsna S
authors.initials: JS
authors.lastname: Meshram
authors.forename: Himani N
authors.initials: HN
authors.lastname: Chopdea
authors.forename: Venkateshwarlu
authors.initials: V
authors.lastname: Jettia
authors.forename: Uppalaiah
authors.initials: U
authors.lastname: Kusampally
authors.forename: V
authors.initials: V
authors.lastname: Udayinic
mesh_terms: D000447:Aldehydes / Q000737:chemistry; D000890:Anti-Infective Agents / Q000032:analysis / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D000931:Antidotes / Q000737:chemistry*; D001384:Azetidines / Q000032:analysis / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D001546:Bentonite / Q000737:chemistry*; D055598:Chemical Phenomena; D015195:Drug Design; D005029:Ethylenediamines / Q000737:chemistry; D005030:Ethylenes / Q000737:chemistry; D007097:Imines / Q000138:chemical synthesis* / Q000737:chemistry; D007659:Ketones / Q000737:chemistry; D008826:Microbial Sensitivity Tests; D008872:Microwaves; D058990:Molecular Targeted Therapy; D021281:Quantitative Structure-Activity Relationship
chemical_list: C568548:1,1'-(ethane-1,2-diyl)bis(3-chloro-4-(3,4-dimethoxyphenyl)azetidin-2-one); D000447:Aldehydes; D000890:Anti-Infective Agents; D000931:Antidotes; D001384:Azetidines; D005029:Ethylenediamines; D005030:Ethylenes; D007097:Imines; D007659:Ketones; C503188:montmorillonite K-10; D001546:Bentonite; C031234:ethylenediamine; C008223:ketene