27410-41-9Relevant academic research and scientific papers
Structural and spectral analysis of a mannich base: 3-(Morpholin-4- ylmethyl)-1,3-benzothiazole-2-thione
Franklin,Tamilvendan,Venkatesa Prabhu,Balasubramanian
, p. 29 - 33 (2012)
The crystal structure of 3-(morpholin-4-ylmethyl)-1,3-benzothiazole-2- thione, C12H14N2OS2, crystallizes in the monoclinic space group (P21/c). This benzothiazole derivative is a mannich base. Methylene group bridges the molecules of 2-mercapto benzothiazole and morpholine with an angle at the methylene bridge being 110.31(12)° [N-C-N]. The dihedral angle between the benzothiazole and morpholine planes is 70.37(5)°. The morpholine ring adopts a chair conformation. The molecular structure is stabilized by the weak C-H???S hydrogen bond in addition to the C- H???π and π???π interactions. Present study reports the conformation and hydrogen bonding interactions. Spectral analysis complement the structure analyzed. Graphical Abstract: The compound 3-(morpholin-4-ylmethyl)-1,3-benzothiazole-2-thione is a Mannich base. The crystal structure gives a picture of a methylene group bridging the molecules of 2-mercapto benzothiazole and morpholine.[Figure not available: see fulltext.]
Synthesis and biological evaluation of aminomethyl and alkoxymethyl derivatives as carbonic anhydrase, acetylcholinesterase and butyrylcholinesterase inhibitors
Gul?in, ?lhami,Abbasova, Malahat,Taslimi, Parham,Huyut, Zübeyir,Safarova, Leyla,Sujayev, Afsun,Farzaliyev, Vagif,Beydemir, ?ükrü,Alwasel, Saleh H.,Supuran, Claudiu T.
, p. 1174 - 1182 (2017)
Compounds containing nitrogen and sulfur atoms can be widely used in various fields such as industry, medicine, biotechnology and chemical technology. Therefore, the reactions of aminomethylation and alkoxymethylation of mercaptobenzothiazole, mercaptobenzoxazole and 2-aminothiazole were developed. Additionally, the alkoxymethyl derivatives of mercaptobenzoxazole and 2-aminothiazole were synthesized by a reaction with hemiformals, which are prepared by the reaction of alcohols and formaldehyde. In this study, the inhibitory effects of these molecules were investigated against acetylcholinesterase (AChE), butyrylcholinesterase (BChE) enzymes and carbonic anhydrase I, and II isoenzymes (hCA I and II). Both hCA isoenzymes were significantly inhibited by the recently synthesized molecules, with Ki values in the range of 58–157 nM for hCA I, and 81–215 nM for hCA II. Additionally, the Ki parameters of these molecules for BChE and AChE were calculated in the ranges 23–88 and 18–78 nM, respectively.
Synthesis and spatial structure of 1-(cytisin-1-ylmethyl)benzimidazole-2- thione
Gazaliev,Ibraev,Isabaeva,Ibataev
, (2013)
New derivatives of cytisine and anabasine alkaloids containing benzothiazole and benzimidazole fragments were discussed. Physicochemical characteristics of the new compounds were determined. The structure of 1-(cytisin-1-yl-methyl)benzimidazole-2-thione w
A New Approach to the Synthesis of Benzothiazole, Benzoxazole, and Pyridine Nucleosides as Potential Antitumor Agents
Khodair, Ahmed I.,Al-Masoudi, Najim A.,Gesson, Jean-Pierre
, p. 2061 - 2076 (2007/10/03)
A modified nitrogen and sulfur glycosylation reaction involving benzothiazole benzoxazole and pyridine nucleoside bases with furanose and pyranose sugars are described. Conformational analysis has been studied by homo- and heteronuclear two-dimensional NMR methods (2D DFQ-COSY, HMQC and HMBC). The N and S sites of glycosylation were determined from the 1H, 13C heteronuclear multiple-quantum coherence (HMQC) experiments. All the deprotected nucleosides were tested for their potential antitumor activity.
REACTIONS OF N-CHLOROMETHYL-2-THIONOBENZOXAZOLES AND BENZOTHIAZOLES SYNTHESIS OF S-TRIAZOLO- AND 1,2,4-OXADIAZOLO FUSED SYSTEMS
Abdel-Rahman, M. A.,Ghattas, A.-B. A. G.,El-Saraf, G. A.,Khodary, A.
, p. 183 - 192 (2007/10/02)
N-chloromethyl-2-thiono-benzoxazole 1 and benzothiazole 2 undergo nucleophilic substitution by sulfur, oxygen and nitrogen nucleophiles.Condensation of compounds 1 and 2 with hydrazine, phenylhydrazine and hydroxylamine afforded the s-triazolo- and 1,2,4-
