Literature DB >> 21522997

1-[2-(4-Nitrophenyl)-5-(5-phenyl-1,2-oxazol-3-yl)-1,2,3,4-tetrahydroquinolin-4-yl]pyrrolidin-2-one.

Margarita Gutierrez, Luis Astudillo, Luisa Quesada, Iván Brito, Matías López-Rodríguez.   

Abstract

The title compound, (I) C(28)H(24)N(4)O(4), is the trans diastereo-isomer of the compound 1-[2-(4-nitro-phen-yl)-6-(5-phenyl-3-isoxazol-yl)-1,2,3,4-tetra-hydro-4-quinolin-yl]-2-pyrrolidinone monohydrate, (II) [Gutierrez et al. (2011 ▶). Acta Cryst. E67, o175-o176]. The most obvious differences between the diastereo-isomers are the dihedral angles between the n class="Chemical">isoxazole ring and the benzene and phenyl rings [47.0 (2); 56.4 (2) and 33.3 (2); 11.0 (2)°, respectively, for (II) 75.4 (2) and 5.8 (3), respectively, for (I)]. In the crystal of (I), the mol-ecules are linked by N-H⋯O inter-actions into a chain along [001] with graph-set notation C(8).

Entities:  

Year:  2011        PMID: 21522997      PMCID: PMC3051757          DOI: 10.1107/S1600536810054048

Source DB:  PubMed          Journal:  Acta Crystallogr Sect E Struct Rep Online        ISSN: 1600-5368


  13 in total

1.  Synthetic studies of the formation of oxazoles and isoxazoles from N-acetoacetyl derivatives: scope and limitations

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2.  Quinolines as a novel structural class of potent and selective PDE4 inhibitors: optimisation for oral administration.

Authors:  Christopher J Lunniss; Anthony W J Cooper; Colin D Eldred; Michael Kranz; Mika Lindvall; Fiona S Lucas; Margarete Neu; Alex G S Preston; Lisa E Ranshaw; Alison J Redgrave; J Ed Robinson; Tracy J Shipley; Yemisi E Solanke; Don O Somers; Joanne O Wiseman
Journal:  Bioorg Med Chem Lett       Date:  2009-01-19       Impact factor: 2.823

3.  Design, synthesis, and biological evaluation of novel 4-hydro-quinoline-3-carboxamide derivatives as an immunomodulator.

Authors:  Jun-Feng He; Liu-Hong Yun; Ri-Fang Yang; Zhi-Yong Xiao; Jun-Ping Cheng; Wen-Xia Zhou; Yong-Xiang Zhang
Journal:  Bioorg Med Chem Lett       Date:  2005-06-15       Impact factor: 2.823

4.  Synthesis, antioxidant and toxicological study of novel pyrimido quinoline derivatives from 4-hydroxy-3-acyl quinolin-2-one.

Authors:  Mathan Sankaran; Chandraprakash Kumarasamy; Uvarani Chokkalingam; Palathurai Subramaniam Mohan
Journal:  Bioorg Med Chem Lett       Date:  2010-09-17       Impact factor: 2.823

5.  Design and synthesis of some new quinoline-3-carbohydrazone derivatives as potential antimycobacterial agents.

Authors:  Sumesh Eswaran; Airody Vasudeva Adhikari; Nishith K Pal; Imran H Chowdhury
Journal:  Bioorg Med Chem Lett       Date:  2009-12-16       Impact factor: 2.823

Review 6.  5-tert-butyl-N-pyrazol-4-yl-4,5,6,7-tetrahydrobenzo[d]isoxazole-3-carboxamide derivatives as novel potent inhibitors of Mycobacterium tuberculosis pantothenate synthetase: initiating a quest for new antitubercular drugs.

Authors:  Subash Velaparthi; Michael Brunsteiner; Reaz Uddin; Baojie Wan; Scott G Franzblau; Pavel A Petukhov
Journal:  J Med Chem       Date:  2008-03-13       Impact factor: 7.446

7.  Curcumin-derived pyrazoles and isoxazoles: Swiss army knives or blunt tools for Alzheimer's disease?

Authors:  Rajeshwar Narlawar; Marcus Pickhardt; Stefanie Leuchtenberger; Karlheinz Baumann; Sabine Krause; Thomas Dyrks; Sascha Weggen; Eckhard Mandelkow; Boris Schmidt
Journal:  ChemMedChem       Date:  2008-01       Impact factor: 3.466

8.  Epiboxidine and novel-related analogues: a convenient synthetic approach and estimation of their affinity at neuronal nicotinic acetylcholine receptor subtypes.

Authors:  Luca Rizzi; Clelia Dallanoce; Carlo Matera; Pietro Magrone; Luca Pucci; Cecilia Gotti; Francesco Clementi; Marco De Amici
Journal:  Bioorg Med Chem Lett       Date:  2008-07-10       Impact factor: 2.823

9.  1-[2-(4-Nitro-phen-yl)-5-(5-phenyl-1,2-oxazol-3-yl)-1,2,3,4-tetra-hydro-quinolin-4-yl]pyrrolidin-2-one monohydrate.

Authors:  Margarita Gutierrez; Gabriel Vallejos; Carlos Fernández; Alejandro Cárdenas; Iván Brito
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2010-12-18

10.  Structure validation in chemical crystallography.

Authors:  Anthony L Spek
Journal:  Acta Crystallogr D Biol Crystallogr       Date:  2009-01-20
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  1 in total

1.  Crystal structure of 1-[(2S*,4R*)-6-fluoro-2-methyl-1,2,3,4-tetra-hydro-quinolin-4-yl]pyrrolidin-2-one.

Authors:  P S Pradeep; S Naveen; M N Kumara; K M Mahadevan; N K Lokanath
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2014-08-30
  1 in total

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