370-60-5Relevant academic research and scientific papers
Exploring isoxazoles and pyrrolidinones decorated with the 4,6-dimethoxy-1,3,5-triazine unit as human farnesyltransferase inhibitors
Lucescu, Liliana,Ghinet, Alina,Shova, Sergiu,Magnez, Romain,Thuru, Xavier,Farce, Amaury,Rigo, Beno?t,Belei, Dalila,Dubois, Jo?lle,B?cu, Elena
, (2019/04/13)
Unprecedented triazinyl-isoxazoles were afforded via an effective cycloaddition reaction between nitrile oxides and the scarcely described 2-ethynyl-4,6-dimethoxy-1,3,5-triazine as dipolarophile. The biological evaluation of the newly synthesized compounds showed that the inhibition of human farnesyltransferase by zinc complexation could be improved with triazine-isoxazole moieties. The replacement of the isoxazole unit by a pyrrolidin-2-one was detrimental to the inhibitory activity while the pyrrolidin-2-thione derivatives conserved the biological potential. The potential of selected compounds to disrupt protein farnesylation in Chinese hamster ovary (CHO) cells transfected with pEGFP-CAAX was also evaluated.
Stereospecific 1,4-Metallate Shift Enables Stereoconvergent Synthesis of Ketoximes
Yang, Kai,Zhang, Feng,Fang, Tongchang,Zhang, Guan,Song, Qiuling
supporting information, p. 13421 - 13426 (2019/08/20)
Reported herein is a stereospecific 1,4-metallate rearrangement for single-geometry ketoxime synthesis from oxime chlorides and arylboronic acids. This strategy exhibits broad substrate scope with excellent stereoselectivity under mild reaction conditions. In comparison with the conventional approaches, each configuration of unsymmetric diaryl oximes, as well as the thermodynamically less stable Z isomer of aryl alkyl ketoximes can be selectively and exclusively obtained. The reactivities of unsymmetric diaryl oximes and the Z isomer of aryl alkyl oximes, a class of underexplored molecules, enables efficient access to the corresponding isoquinolines, isoquinoline N-oxides, and amides having a single configuration.
Montmorillonite clay Cu(II) catalyzed domino one-pot multicomponent synthesis of 3,5-disubstituted isoxazoles
Bharate, Sandip B.,Padala, Anil K.,Dar, Bashir A.,Yadav, Rammohan R.,Singh, Baldev,Vishwakarma, Ram A.
supporting information, p. 3558 - 3561 (2013/07/05)
A simple and efficient one-pot multicomponent approach for the synthesis of 3,5-disubstituted isoxazoles directly from corresponding aldehydes and terminal alkynes using recyclable montmorillonite clay supported Cu(II)/NaN3 catalytic system under aqueous conditions have been developed. The 'domino' one-pot MCR approach involves hydroxyamination of aldehydes followed by chlorination and then generation of reactive 'nitrile oxide' which undergoes 1,3-dipolar cycloaddition with alkynes to produce 3,5-disubstituted isoxazoles. The method is operationally simple, regioselective, economical, and possesses excellent functional group compatibility to synthesize structurally diverse isoxazoles in good yields.
Novel derivatives of ISO-1 as potent inhibitors of MIF biological function
Balachandran, Sarala,Rodge, Atish,Gadekar, Pradip K.,Yadav, Vitthal N.,Kamath, Divya,Chetrapal-Kunwar, Anshu,Bhatt, Pooja,Srinivasan, Shaila,Sharma, Somesh,Vishwakarma, Ram A.,Dagia, Nilesh M.
supporting information; experimental part, p. 4773 - 4776 (2010/05/02)
A series of novel 1,2,4-oxadiazole, phthalimide, amide and other derivatives of ISO-1 were synthesized and probed for inhibition of macrophage migration inhibitory factor (MIF) activity. Several compounds inhibited MIF enzymatic activity at levels better
