1576-59-6Relevant academic research and scientific papers
A new bromine-containing reagent for cysteine modification
Minaeva,Danilovtseva,Annenkov,Novikov,Vereshchagin,Grachev
, p. 549 - 553 (2007)
5-Bromo-2[(2-iodoacetyl)amino]benzenesulfonic acid (AIBSA), a reagent for modification of free of cysteine thiol groups in proteins and peptides, was synthesized. Rate constants of its interaction with thiol groups were determined. The presence of a bromi
Development of an efficient ruthenium catalyzed synthetic process and mechanism for the facile conversion of benzothiazoles to orthanilic acids
Jagadeesh,Karthikeyan,Nithya,Sandhya, Y. Sree,Reddy, S. Sudhaker,Reddy, P. Pradeep Kumar,Kumar, M. Vinod,Charan, K.T. Prabhu,Narender,Bhagat
experimental part, p. 99 - 107 (2010/12/18)
Ruthenium-Schiff base complex catalyzed efficient protocol has been developed for the synthesis of orthanilic acids from benzothiazoles in good to excellent yields using N-haloamines. Hexa-coordinated ruthenium complex with Schiff base and triphenylphosphine ligands has been prepared and its catalytic function was invented for the synthesis of orthanilic acids. The synthetic process utilizes our efficient method for the selective and preferential oxidation of thiazole ring of benzothiazoles using N-haloamines without effecting phenyl ring. The detailed catalytic, mechanistic and kinetic investigations have been made for the synthetic reactions. Solvent isotope studies have been made in H2O-D2O and the reactions were carried out at different temperatures. Under the identical set of conditions, the kinetics of catalyzed reactions has been compared with uncatalyzed reactions and found that the catalyzed reactions are 9-11 folds faster. The catalytic constants (KC) have been calculated for each N-haloamine at different temperatures and the values of activation parameters with respect to the catalyst have been evaluated. Spectroscopic evidence for the formation of 1:1 complex between N-haloamine and ruthenium has been obtained. The observed results have been explained by a plausible mechanism and the related rate law has been deduced.
SSR182289A, a selective and potent orally active thrombin inhibitor
Altenburger, Jean-Michel,Lassalle, Gilbert Y.,Matrougui, Mostapha,Galtier, Daniel,Jetha, Jean-Claude,Bocskei, Zsolt,Berry, Christopher N.,Lunven, Catherine,Lorrain, Janine,Herault, Jean-Pascal,Schaeffer, Paul,O'Connor, Stephen E.,Herbert, Jean-Marc
, p. 1713 - 1730 (2007/10/03)
SSR182289A 1 is the result of a rational optimisation process leading to an orally active thrombin inhibitor. The structure incorporates an original 2-(acetylamino)-[1,1′-biphenyl]-3-sulfonyl N-terminal motif, a central L-Arg surrogate carrying a weakly basic 3-amino-pyridine, and an unusual 4-difluoropiperidine at the C-terminus. Its synthesis is convergent and palladium catalysis has been employed for the construction of the key C-C bonds: Suzuki coupling for the bis-aryl fragment and Sonogashira reaction for the δ-ε bond of the central amino-acid chain. The compound is a potent inhibitor of thrombin's activities in vitro and demonstrates potent oral anti-thrombotic potencies in three rat models of thrombosis. The observed in vitro potency could be rationalized through the examination of the interactions within the SSR182289A 1 - thrombin crystal structure. SSR182289A 1, has been therefore selected for further development.
A study on the sulfonation of aromatic amines with sulfuric acid under microwave irradiation
Li, Hui-Zhang,Xiao, Li-Wei,Li, Hong-Ya,Wang, Kai-Fang,Li, Xu
, p. 493 - 494 (2007/10/03)
The sulfonation of aromatic amines with high yields, simple operations and short reaction time has been studied under microwave irradiation in solvent-free conditions.
