Literature DB >> 26029406

Crystal structure of (2E)-1-(4-hy-droxy-1-methyl-2-oxo-1,2-di-hydro-quinolin-3-yl)-3-(4-hy-droxy-3-meth-oxy-phen-yl)prop-2-en-1-one.

Peter Mangwala Kimpende1, Ngoc Thanh Nguyen2, Minh Thao Nguyen3, Quoc Trung Vu4, Luc Van Meervelt5.   

Abstract

In the title compound, C20H17NO5, the dihedral angle between the mean plane of the di-hydro-quinoline ring system (r.m.s. deviation = 0.003 Å) and the benzene ring is 1.83 (11)°. The almost planar conformation is a consequence of an intra-molecular O-H⋯O hydrogen bond and the E configuration about the central C=C bond. In the crystal structure, O-H⋯O hydrogen bonds generate chains of mol-ecules along the [10-1] direction. These chains are linked via π-π inter-actions [inter-centroid distances are in the range 3.6410 (16)-3.8663 (17) Å].

Entities:  

Keywords:  4-hy­droxy-1,2-di­hydro­quinolin-2(1H)-one; crystal structure; hydrogen bonding; α,β-unsaturated ketones; π–π inter­actions

Year:  2015        PMID: 26029406      PMCID: PMC4438805          DOI: 10.1107/S2056989015005630

Source DB:  PubMed          Journal:  Acta Crystallogr E Crystallogr Commun


  7 in total

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Authors:  G Roma; M Di Braccio; G Grossi; F Mattioli; M Ghia
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4.  Synthesis and antibacterial evaluation of certain quinolone derivatives.

Authors:  Y L Chen; K C Fang; J Y Sheu; S L Hsu; C C Tzeng
Journal:  J Med Chem       Date:  2001-07-05       Impact factor: 7.446

5.  Identification of xanthurenic acid as the putative inducer of malaria development in the mosquito.

Authors:  O Billker; V Lindo; M Panico; A E Etienne; T Paxton; A Dell; M Rogers; R E Sinden; H R Morris
Journal:  Nature       Date:  1998-03-19       Impact factor: 49.962

6.  3-Acyl-4-hydroxyquinolin-2(1H)-ones. Systemically active anticonvulsants acting by antagonism at the glycine site of the N-methyl-D-aspartate receptor complex.

Authors:  M Rowley; P D Leeson; G I Stevenson; A M Moseley; I Stansfield; I Sanderson; L Robinson; R Baker; J A Kemp; G R Marshall
Journal:  J Med Chem       Date:  1993-10-29       Impact factor: 7.446

7.  Quinolines as potent 5-lipoxygenase inhibitors: synthesis and biological profile of L-746,530.

Authors:  D Dubé; M Blouin; C Brideau; C C Chan; S Desmarais; D Ethier; J P Falgueyret; R W Friesen; M Girard; Y Girard; J Guay; D Riendeau; P Tagari; R N Young
Journal:  Bioorg Med Chem Lett       Date:  1998-05-19       Impact factor: 2.823

  7 in total

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