AI Article Synopsis

  • The compound C(18)H(13)NO(4) is the oxidized form of aminaftone, a drug used for venous disease therapy.
  • Its crystal structure features ribbons of hydrogen-bonded molecules oriented along the [111] direction.
  • There are significant stacking interactions between the rings, with specific centroid-centroid distances measured between the quinone and amino-benzoate rings.

Article Abstract

The crystal structure of the title compound, C(18)H(13)NO(4), the oxidized form of the drug aminaftone used in venous disease therapy, is characterized by the presence of ribbons of hydrogen-bonded mol-ecules parallel to the [111] crystallographic direction and by stacking inter-actions between rings [centroid-centroid distance between quinone rings = 3.684 (3) Å and between amino-benzoate rings = 4.157 (3) Å] along the ribbons.

Download full-text PDF

Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC2961024PMC
http://dx.doi.org/10.1107/S1600536808005308DOI Listing

Publication Analysis

Top Keywords

3-methyl-14-dioxo-14-dihydro-naphthalen-2-yl 4-amino-benzoate
4
4-amino-benzoate crystal
4
crystal structure
4
structure title
4
title compound
4
compound c18h13no4
4
c18h13no4 oxidized
4
oxidized form
4
form drug
4
drug aminaftone
4

Similar Publications

The syntheses and crystal structures are presented for four organic salts of the 4-(4-nitro-phen-yl)piperazinium cation, namely, 4-(4-nitro-phen-yl)piperazinium hydrogen succinate, CHNO ·CHO (), 4-(4-nitro-phen-yl)piperazinium 4-amino-benzoate monohydrate, CHNO ·CHNO ·HO (), 4-(4-nitro-phen-yl)piperazinium 2-(4-chloro-phen-yl)acetate, CHNO ·CHClO () and 4-(4-nitro-phen-yl)piperazinium 2,3,4,5,6-penta-fluoro-benzoate, CHNO ·CFO (). The salts form from mixtures of -(4-nitro-phen-yl)piperazine and the corresponding acid [succinic acid (), 4-amino-benzoic acid (), 2-(4-chloro-phen-yl)acetic acid () and 2,3,4,5,6-penta-fluoro-benzoic acid ()] in mixed solvents of methanol and ethyl acetate. Salts , , and are anhydrous, whereas is a monohydrate.

View Article and Find Full Text PDF

Isopropyl 4-amino-benzoate.

IUCrdata

September 2022

Department of Chemistry, Howard University, 525 College Street NW, Washington DC 20059, USA.

The title compound, CHNO, crystallizes with two mol-ecules ( and ) in the asymmetric unit. For , the dihedral angle between the plane of the phenyl ring and the -propyl substituent is 65.4 (3)° while for this angle is 67.

View Article and Find Full Text PDF

The asymmetric unit of the title compound, [Tm(CHNO)(HO)]·2HO, contains three 4-amino-benzoate () ligands, two coordinated water mol-ecules, a thulium metal ion, and a water mol-ecule of crystallization. The overall structure of the complex () is in the form of a dimer. In the dinuclear thulium complex, symmetry-relevant TmO coordination polyhedra are formed by the O atoms of two chelating 4-amino-benzoate ligands, the O atoms of two non-chelating 4-amino-benzoate ligands, and two water mol-ecules.

View Article and Find Full Text PDF

The title mol-ecules were synthesized by the reaction of 4-substituted sodium benzoates with chloro-acetic acid amide in the presence of di-methyl-formamide. The yields of 2-amino-2-oxoethyl 4-bromo-benzoate, CHBrNO, , 2-amino-2-oxoethyl 4-nitro-benzoate, CHNO, , and 2-amino-2-oxoethyl 4-amino-benzoate monohydrate, CHNO·HO, , are 86, 78 and 88%, respectively. The low yield of is explained by the reduced reactivity of the mol-ecule in a nucleophilic exchange reaction because of the negative induction and negative mesomeric effects of the nitro group on the benzene ring.

View Article and Find Full Text PDF

Fifteen 4-(2-meth-oxy-phen-yl)piperazin-1-ium salts containing organic anions have been prepared and structurally characterized. In the isostructural 4-chloro-benzoate and 4-bromo-benzoate salts, CHNO·CHClO (I) and CHNO·CHBrO (II), and the 4-iodo-benzoate salt CHNO·CHIO (III), the ions are linked by N-H⋯O hydrogen bonds, forming centrosymmetric (12) four-ion aggregates; a similar aggregate is formed in the 2-chloro-benzoate salt (V), isomeric with (I). In the 2-fluoro-benzoate salt CHNO·CHFO (IV), and the isomorphous pair of salts, the 2-bromo-benzoate (VI), isomeric with (II) and 2-iodo-benzoate (VII), isomeric with (III), N-H⋯O and C-H⋯π(arene) interactions link the components into three-dimensional arrays.

View Article and Find Full Text PDF

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!