1. Synthesis of some new Thieno[2,3-b]pyridines, Pyrimidino[4',5':4,5]thieno[2,3-b]pyridine and Pyridines Incorporating 5-Bromobenzofuran-2-yl Moiety
Nadia Abdelhamed Abdelriheem, Sayed Abdel-Kader Ahmad, Abdou Osman Abdelhamid Molecules. 2015 Jan 7;20(1):822-38. doi: 10.3390/molecules20010822.
2-Sulfanyl-6-(2-thienyl)pyridine-3-carbonitrile, 1-Amino-6-(5-bromo-benzofuran-2-yl)-2-oxo-1,2-dihydro-pyridine-3-carbonitrile, thieno[2,3-b]pyridins, pyrimidino[4',5':4,5] thieno[2,3-b]pyridine, quinazoline and carbamate derivatives were synthesized from sodium 3-(5-bromobenzofuran-2-yl)-3-oxoprop-1-en-1-olate with. The newly synthesized compounds were elucidated by elemental analysis, spectral data, and alternative synthesis whenever possible and chemical transportation.
2. Synthesis and oxidant properties of novel (5-bromobenzofuran-2-yl)(3-methyl-3-mesitylcyclobutyl)ketonethiosemicarbazone
Fikret Karatas, Murat Koca, Haki Kara, Süleyman Servi Eur J Med Chem. 2006 May;41(5):664-9. doi: 10.1016/j.ejmech.2006.01.003. Epub 2006 Mar 9.
The reaction of 5-bromosalicylaldehyde with 1-mesityl-1-methyl-3-(2-chloro-1-oxoethyl)cyclobutane (1) and potassium carbonate was used to prepare (5-bromobenzofuran-2-yl)(3-methyl-3-mesitylcyclobutyl)methanone (2) for the starting reagent purposes. (5-Bromobenzofuran-2-yl)(3-methyl-3-mesitylcyclobutyl)ketonethiosemicarbazone (3) was synthesized from the reaction of the compound (2) with thiosemicarbazide. In the present study, it was aimed to examine the influence of synthetic (5-bromobenzofuran-2-yl)(3-methyl-3-mesityl cyclobutyl)ketonethiosemicarbazone on levels of vitamins (A, E, C), selenium and malondialdehyde in rats. A total of 42 rats were used and the animals were divided into two groups in the study. Only a subcutaneous injection of 250 microl of 75% ethanol was given to the control group every other day. A subcutaneous injection of this compound (25 mg kg-1, dissolved in 250 microl of 75% ethanol) was administered to the other group of rats. After the application of (5-bromobenzofuran-2-yl)(3-methyl-3-mesitylcyclobutyl)ketonethiosemicarbazone for 20 days, the serum vitamins (A, E, C) and malondialdehyde levels were determined with high performance liquid chromatography, the serum selenium level was determined by using fluorescence spectrophotometer. The serum vitamin A, E, C and selenium levels were significantly decreased compared to control group (P<0.005), whereas serum malondialdehyde levels were higher than control group levels (P<0.005). As a result, it could be suggested that this compound induced a severe stress, and also increased the amount of free radicals depending on the stress.
3. Crystal structure of 1-(5-bromo-1-benzo-furan-2-yl)ethanone oxime
G Krishnaswamy, P Krishna Murthy, R Nivedita Desai, P A Suchetan, D B Aruna Kumar Acta Crystallogr E Crystallogr Commun. 2015 Sep 26;71(Pt 10):o773-4. doi: 10.1107/S205698901501751X. eCollection 2015 Oct 1.
The title compound, C10H8BrNO2, is almost planar (r.m.s. deviation for the non-H atoms = 0.031 Å) and the conformation across the C=N bond is trans. Further, the O atom of the benzo-furan ring is syn to the N atom of the oxime group. In the crystal, inversion dimers linked by pairs of O-H⋯N hydrogen bonds generate R 2 (2)(6) loops. Very weak aromatic π-π stacking inter-actions [centroid-centroid separations = 3.9100 (12) and 3.9447 (12) Å] are also observed.
