Literature DB >> 940109

Oxindole-3-spiropyrrolidines and -piperidines. Synthesis and local anesthetic activity.

M J Kornet, A P Thio.   

Abstract

The synthesis and local anesthetic properties of five 1-dealkyloxindole-3-spiropyrrolidines and six 1-dealkyloxindole-3-spiropiperidines are described. The compounds studied include members of all five possible positional isomers of the two classes of spirooxindoles; all showed local anesthetic activity by the rat sciatic nerve block method. The coincidence of the least variability in the relative positions of basic nitrogen, amide carbonyl, and aromatic ring (compounds 1 and 6) with lowest normalized toxicity is noteworthy.

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Year:  1976        PMID： 940109     DOI： 10.1021/jm00229a007

Source DB:  PubMed          Journal:  J Med Chem        ISSN： 0022-2623            Impact factor:   7.446


  16 in total

1.  Novel oxindole derivatives and their biological activity.

Authors:  J Strigácová; D Hudecová; M Mikulásová; L Varecka; A Lásiková; D Végh
Journal:  Folia Microbiol (Praha)       Date:  2001       Impact factor: 2.099

2.  A synthesis of fused acenaphthopyrrolizines via the 1,3-dipolar cycloaddition reaction of azomethine ylides with acetylenic esters.

Authors:  Issa Yavari; Leila Baoosi; Mohammad R Halvagar
Journal:  Mol Divers       Date:  2017-01-13       Impact factor: 2.943

3.  A green synthetic approach toward the synthesis of structurally diverse spirooxindole derivative libraries under catalyst-free conditions.

Authors:  Nazia Kausar; Abdulla Al Masum; Md Maidul Islam; Asish R Das
Journal:  Mol Divers       Date:  2017-02-11       Impact factor: 2.943

4.  Lanthanoid-containing polyoxometalate nanocatalysts in the synthesis of bioactive isatin-based compounds.

Authors:  Vadjiheh Sadat Amiri; Bita Abdolahi Sanati; Mansoureh Daraie; Masoud Mirzaei; Maryam Bazargan; Majid M Heravi
Journal:  Sci Rep       Date:  2022-07-14       Impact factor: 4.996

5.  Stereocontrolled synthesis of spirooxindoles through Lewis acid-promoted [5 + 2]-annulation of chiral silyl alcohols.

Authors:  Yun Zhang; James S Panek
Journal:  Org Lett       Date:  2009-08-06       Impact factor: 6.005

6.  A regioselective multicomponent protocol for the synthesis of novel bioactive 4-hydroxyquinolin-2(1H)-one grafted monospiropyrrolidine and thiapyrrolizidine hybrids.

Authors:  Mathan Sankaran; Chokkalingam Uvarani; Kumarasamy Chandraprakash; Swathi U Lekshmi; Sengupta Suparna; James Platts; Palathurai Subramaniam Mohan
Journal:  Mol Divers       Date:  2014-01-14       Impact factor: 2.943

Review 7.  Molecular diversity of spirooxindoles. Synthesis and biological activity.

Authors:  Tetyana L Pavlovska; Ruslan Gr Redkin; Victoria V Lipson; Dmytro V Atamanuk
Journal:  Mol Divers       Date:  2015-09-29       Impact factor: 2.943

8.  2-Hy-droxy-16-[(E)-4-methyl-benzyl-idene]-13-(4-methyl-phen-yl)-12-phenyl-1,11-diaza-penta-cyclo-[12.3.1.0.0.0]octa-deca-3(8),4,6-triene-9,15-dione.

Authors:  Raju Suresh Kumar; Hasnah Osman; Aisyah Saad Abdul Rahim; Jia Hao Goh; Hoong-Kun Fun
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2010-07-24

9.  Methyl 4-anilino-2',5-dioxo-1',2'-di-hydro-5H-spiro-[furan-2,3'-indole]-3-carboxyl-ate.

Authors:  Rajeswari Gangadharan; K Sethusankar; Selvarangam E Kiruthika; P T Perumal
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2013-06-08

10.  Spiroheterocyclization of methyl 1-aryl-3-cinnamoyl-4,5-dioxo-4,5-dihydro-1H-pyrrole-2-carboxylates by the action of 3-(arylamino)-1H-inden-1-ones.

Authors:  Pavel S Silaichev; Valeriy O Filimonov; Pavel A Slepukhin; Andrey N Maslivets
Journal:  Molecules       Date:  2012-11-22       Impact factor: 4.411
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