29039-60-9Relevant academic research and scientific papers
Rationalization of benzazole-2-carboxylate versus benzazine-3-one/ benzazine-2,3-dione selectivity switch during cyclocondensation of 2-aminothiophenols/phenols/anilines with 1,2-biselectrophiles in aqueous medium
Dhameliya, Tejas M.,Chourasiya, Sumit S.,Mishra, Eshan,Jadhavar, Pradeep S.,Bharatam, Prasad V.,Chakraborti, Asit K.
, p. 10077 - 10091 (2018/05/31)
The cyclocondensation reaction of 2-aminothiophenols with 1,2-biselectrophiles such as ethyl glyoxalate and diethyl oxalate in aqueous medium leads to the formation of benzothiazole-2-carboxylates via the 5-endo-trig process contrary to Baldwin's rule. On the other hand, the reaction of 2-aminophenols/anilines produced the corresponding benzazine-3-ones or benzazine-2,3-diones via the 6-exo-trig process in compliance with Baldwin's rule. The mechanistic insights of these cyclocondensation reactions using the hard-soft acid-base principle, quantum chemical calculations (density functional theory), and orbital interaction studies rationalize the selectivity switch of benzothiazole-2-carboxylates versus benzazine-3-ones/ benzazine-2,3-diones. The presence of water facilitates these cyclocondensation reactions by lowering of the energy barrier.
SUBSTITUTED OXOPYRIDINE DERIVATIVES AND USE THEREOF IN THE TREATMENT OF CARDIOVASCULAR DISORDERS
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, (2016/10/07)
The invention relates to substituted oxopyridine derivatives and to processes for their preparation, and also to their use for preparing medicaments for the treatment and/or prophylaxis of diseases, in particular cardiovascular disorders, preferably thrombotic or thromboembolic disorders, and oedemas, and also ophthalmic disorders.
Synthesis and biological evaluation of novel n' (4-Aryloxybenzylidene)- 1h-Benzimidazole-2 carbohydrazide derivatives as anti-Tubercular agents
Ali Siddiki, Afsar,Bairwa, Vinod Kumar,Telvekar, Vikas N.
, p. 630 - 638 (2014/10/15)
A series of structurally novel, (E)-N'-(4-Aryloxybenzylidene)-1H- Benzimidazole-2-Carbohydrazide derivatives were synthesized by molecular hybridization technique. All these compounds were evaluated against Mycobacterium tuberculosis H37Rv strains using R
Novel, selective indole-based ECE inhibitors: Lead optimization via solid-phase and classical synthesis
Brands, Michael,Ergueden, Jens-Kerim,Hashimoto, Kentaro,Heimbach, Dirk,Schroeder, Christian,Siegel, Stephan,Stasch, Johannes-Peter,Weigand, Stefan
, p. 4201 - 4205 (2007/10/03)
A novel class of indole-based endothelin-converting enzyme (ECE) inhibitors was identified by high throughput screening. We report systematic optimization of this compound class by means of classical and solid-phase chemistry. Optimized compounds with a bisarylamide side chain at the 2-position of the indole skeleton exhibit low-nanomolar activity on ECE.
