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Literature DB >> 19154120

Synthesis of thiazolo- and 7,8-dihydrothiazolo[4,5-e]benzoisoxazoles.

Abstract

The first examples of thiazolo[4,5-e]benzoisoxazoles are obtained from bromination of dihydrobenzo[d]isoxazol-4(5H)-one followed by cyclocondensation with thiourea, in the presence of DDQ. Analogously, cyclocondensation with thioamides provided 7,8-dihydrothiazolo[4,5-e]benzoisoxazoles. A 55-member library of these heterocycles is reported.

Entities: Chemical Disease Species

Mesh：

Substances：

Year: 2009 PMID： 19154120 PMCID： PMC3164862 DOI： 10.1021/cc800141s

Source DB: PubMed Journal: J Comb Chem ISSN： 1520-4766

22 in total

1. Selective inhibitors of glial GABA uptake: synthesis, absolute stereochemistry, and pharmacology of the enantiomers of 3-hydroxy-4-amino-4,5,6,7-tetrahydro-1,2-benzisoxazole (exo-THPO) and analogues.

Authors: E Falch; J Perregaard; B FrŁlund; B SŁkilde; A Buur; L M Hansen; K Frydenvang; L Brehm; T Bolvig; O M Larsson; C Sanchez; H S White; A Schousboe; P Krogsgaard-Larsen
Journal: J Med Chem Date: 1999-12-30 Impact factor: 7.446

2. Synthesis and biological evaluation of 2-aminothiazoles and their amide derivatives on human adenosine receptors. Lack of effect of 2-aminothiazoles as allosteric enhancers.

Authors: Anikó Göblyös; Sabrina Neves Santiago; Daniele Pietra; Thea Mulder-Krieger; Jacobien von Frijtag Drabbe Künzel; Johannes Brussee; Adriaan P Ijzerman
Journal: Bioorg Med Chem Date: 2005-03-15 Impact factor: 3.641

3. C-15 thiazol-4-yl analogues of (E)-9,10-didehydroepothilone D: synthesis and cytotoxicity.

Authors: Brian R Hearn; Dan Zhang; Yong Li; David C Myles
Journal: Org Lett Date: 2006-07-06 Impact factor: 6.005

4. Selective inhibitors of GABA uptake: synthesis and molecular pharmacology of 4-N-methylamino-4,5,6,7-tetrahydrobenzo[d]isoxazol-3-ol analogues.

Authors: Rasmus P Clausen; Ejner K Moltzen; Jens Perregaard; Sibylle M Lenz; Connie Sanchez; Erik Falch; Bente Frølund; Tina Bolvig; Alan Sarup; Orla M Larsson; Arne Schousboe; Povl Krogsgaard-Larsen
Journal: Bioorg Med Chem Date: 2005-02-01 Impact factor: 3.641

5. Facile construction and divergent transformation of polycyclic isoxazoles: direct access to polyketide architectures.

Authors: Jeffrey W Bode; Yoshifumi Hachisu; Tomoo Matsuura; Keisuke Suzuki
Journal: Org Lett Date: 2003-02-20 Impact factor: 6.005

6. Catalytic intramolecular crossed aldehyde--ketone benzoin reactions: a novel synthesis of functionalized preanthraquinones.

Authors: Yoshifumi Hachisu; Jeffrey W Bode; Keisuke Suzuki
Journal: J Am Chem Soc Date: 2003-07-16 Impact factor: 15.419

7. N-(4-Isoxazolylthiazol-2-yl)oxamic acid derivatives as potent orally active antianaphylactic agents.

Authors: D Chiarino; G Grancini; V Frigeni; I Biasini; A Carenzi
Journal: J Med Chem Date: 1991-02 Impact factor: 7.446

8. Hetero Diels-Alder synthesis of 3-hydroxypyridines: access to the nosiheptide core.

Authors: Jin-Yong Lu; Hans-Dieter Arndt
Journal: J Org Chem Date: 2007-04-21 Impact factor: 4.354

9. 3-amino-benzo[d]isoxazoles as novel multitargeted inhibitors of receptor tyrosine kinases.

Authors: Zhiqin Ji; Asma A Ahmed; Daniel H Albert; Jennifer J Bouska; Peter F Bousquet; George A Cunha; Gilbert Diaz; Keith B Glaser; Jun Guo; Christopher M Harris; Junling Li; Patrick A Marcotte; Maria D Moskey; Tetsuro Oie; Lori Pease; Nirupama B Soni; Kent D Stewart; Steven K Davidsen; Michael R Michaelides
Journal: J Med Chem Date: 2008-02-09 Impact factor: 7.446