117601-22-6Relevant articles and documents
Synthesis and biological evaluation of novel active arylidene derivatives of 5,6-dihydro-4H-cyclopenta[b]- and 4,5,6,7-tetrahydrobenzo[b]-thiophene-2-carboxylic acid
Kathiravan,Venugopal,Muthukumaran
, p. 2315 - 2331 (2017)
A series of novel arylidene derivatives of 5,6-dihydro-4H-cyclopenta[b]-thiophene-2-carboxylic acid and 4,5,6,7-tetrahydrobenzo[b]-thiophene-2-carboxylic acid were synthesized by reacting benzylidene derivatives of chloro aldehyde with 2-mercaptoacetic acid. Benzylidene derivatives of chloro aldehyde were prepared from Vilsmeier reaction of 2-benzylidenecyclopentanone and 2-benzylidenecyclohexanone derivatives, obtained from condensation of various aromatic aldehydes with cyclopentanone and cyclohexanone. All synthesized compounds were characterized by nuclear magnetic resonance (NMR), infrared (IR), and mass spectroscopy and X-ray single-crystal analysis. The synthesized compounds were screened for their in?vitro antimicrobial and antifungal activity. Good antimicrobial activity, especially against methicillin-resistant Staphylococcus aureus, was observed for most of the compounds tested. In particular, compound 9f emerged as an effective antibacterial agent and may be a potential candidate for future drug discovery and development.
Synthesis of 1H-isochromenes, 4H-chromenes, and ortho-aminocarbonitrile tetrahydronaphthalenes from the same reactants by using metal-free catalyst
Naeimi, Hossein,Mohammadi, Somaye
supporting information, p. 50 - 59 (2019/12/27)
A facile and rapid multicomponent synthesis of pharmaceutically diverse 1H-isochromenes, 4H-chromenes, and ortho-aminocarbonitrile tetrahydronaphthalenes has been developed from benzaldehyde, malononitrile, and cyclohexanone. Three different methods from the same reactants, solvent, temperature, and catalyst lead to three products with excellent yields. All the reactions were followed with the Michael addition and cyclization. In this study, morpholine was used as an active metal-free base catalyst that increases the yields of products and decreases the time of reactions.
Divergent synthesis of novel dienylbenzothiazoles and arylidenedibenzoxazepines and evaluation of their antiproliferative and cytotoxic properties
Kathiravan,Muthukumaran,Dhatchanamoorthy,Shanmuganathan,Venugopal
, p. 314 - 322 (2018/04/20)
Background: Dibenzo-oxazepine and Benzothiazole derivatives are used as antipsychotics, anticancer, antibacterial and anti-inflammatory agents. Methods: Arylidene derivatives of 1,2,3,4-Tetrahydro-Dibenzo[b,f][1,4]Oxazepine and 2-[2-Chloro-Cyclohex-1-enyl]- Benzothiazoles were synthesized by reacting benzylidene derivative of chloroaldehyde with 2-aminophenol and 2-aminothiophenol respectively. Benzylidene derivative of chloroaldehyde was prepared by Vilsmeier reaction of 2-benzylidenecyclohexanone derivatives, which were obtained from the condensation of various aromatic aldehydes with cyclohexanone. Results: Benzylidene derivatives of 1,2,3,4-Tetrahydro-Dibenzo[b,f][1,4]Oxazepine 6a-g exhibited promising antiproliferative activity with GI50 values in the micromolar range. The compounds containing halo, alkyl and alkoxyl groups as substituents on the benzylidine ring have been found to be very effective cytotoxic agents. Conclusion: This study identified dibenzo-oxapine as a prospective pharmacophore which set the stage for thorough exploration of this compound class as cytotoxic agents.