1527-13-5Relevant academic research and scientific papers
Discovery and Optimization of Thiazolidinyl and Pyrrolidinyl Derivatives as Inhaled PDE4 Inhibitors for Respiratory Diseases
Carzaniga, Laura,Amari, Gabriele,Rizzi, Andrea,Capaldi, Carmelida,De Fanti, Renato,Ghidini, Eleonora,Villetti, Gino,Carnini, Chiara,Moretto, Nadia,Facchinetti, Fabrizio,Caruso, Paola,Marchini, Gessica,Battipaglia, Loredana,Patacchini, Riccardo,Cenacchi, Valentina,Volta, Roberta,Amadei, Francesco,Pappani, Alice,Capacchi, Silvia,Bagnacani, Valentina,Delcanale, Maurizio,Puccini, Paola,Catinella, Silvia,Civelli, Maurizio,Armani, Elisabetta
supporting information, p. 10026 - 10046 (2018/01/10)
Phosphodiesterase 4 (PDE4) is a key cAMP-metabolizing enzyme involved in the pathogenesis of inflammatory disease, and its pharmacological inhibition has been shown to exert therapeutic efficacy in chronic obstructive pulmonary disease (COPD). Herein, we describe a drug discovery program aiming at the identification of novel classes of potent PDE4 inhibitors suitable for pulmonary administration. Starting from a previous series of benzoic acid esters, we explored the chemical space in the solvent-exposed region of the enzyme catalytic binding pocket. Extensive structural modifications led to the discovery of a number of heterocycloalkyl esters as potent in vitro PDE4 inhibitors. (S?,S??)-18e and (S?,S??)-22e, in particular, exhibited optimal in vitro ADME and pharmacokinetics properties and dose-dependently counteracted acute lung eosinophilia in an experimental animal model. The optimal biological profile as well as the excellent solid-state properties suggest that both compounds have the potential to be effective topical agents for treating respiratory inflammatory diseases.
Heterogeneous magnetic catalyst for S-arylation reactions
Panda, Niranjan,Jena, Ashis Kumar,Mohapatra, Sasmita
experimental part, p. 258 - 264 (2012/08/28)
A convenient method for the synthesis of monodisperse, superparamagnetic copper ferrite (CuFe2O4) nanoparticles with high surface area has been described. The synthesized material was characterized by various techniques. XRD showed the nanocrystalline nature of CuFe2O 4 with a crystallite size of 6 nm. TEM analysis showed that uniform spherical CuFe2O4 particles are formed with a size of 55 ± 5 nm. N2 adsorption/desorption measurements confirmed the mesoporous nature of the sample with surface area >216 m2 g -1. The field dependent magnetization, illustrated by VSM and saturation magnetization was found to be 44 emu g-1. The catalytic applications of the synthesized CuFe2O4 nanoparticles were explored for the cross-coupling of thiols with diverse range of aryl halides. Aryl iodides and bromides result in biarylsulfides in good to excellent yields (62-98%) whereas aryl chlorides gave significant amount of diaryldisulfide. Scope of this catalytic protocol further extended to one-pot synthesis of biologically important tricyclic dibenzothiazepines. The superparamagnetic nature of CuFe2O4 nanoparticles was found to be advantageous for their easy, quick and quantitative separation from the reaction mixture. Negligible leaching of Cu and Fe in consecutive cycles makes the catalyst economical and environmentally benign.
Palladium-catalyzed carbon-sulfur cross-coupling reactions with indium tri(organothiolate) and its application to sequential one-pot processes
Lee, Jae-Young,Phil, Ho Lee
supporting information; experimental part, p. 7413 - 7416 (2009/05/07)
(Chemical Equation Presented) It was found that indium tri(organothiolate) is an effective nucleophilic coupling partner in Pd-catalyzed C-S cross-coupling reactions to produce the functionalized sulfides in excellent yields with high atom efficiency and
N-(2-Alkoxycarbonylbenzenesulfeny)benzimidazoles as nitrogen-, sulfur-, and carbon-sulfenylation reagents
Shimizu, Masao,Fukazawa, Hidenori,Inoue, Jun'ichi,Abe, Yoshimoto,Konakahara, Takeo
, p. 61 - 73 (2008/02/02)
N-(2-Alkoxycarbonylbenzenesulfenyl)benzimidazoles reacted with nucleophiles such as amides, imidates, thiols, Grignard reagents, and active methylene compounds to yield the corresponding sulfenylated products: N-acylsulfenamides, N-sulfenylimidates, disulfides, sulfides, and sulfenylated active methylene compounds, respectively.
Reactions of N-sulfenyl-1,2-benzisothiazolin-3-ones with nucleophiles
Bao, Ming,Shimizu, Masao,Shimada, Shigeru,Inoue, Jun'ichi,Konakahara, Takeo
, p. 11359 - 11366 (2007/10/03)
Reactions of N-[2-(alkoxycarbonyl)benzenesulfenyl]-1,2-benzisothiazolin-3- ones (1) with various nucleophiles were examined. Anions of active methylene compounds attacked the sulfur atoms of the sulfenyl moieties of 1 to afford sulfide compounds, while th
REACTIONS OF BENZYNE WITH SULFIDES HAVING A CARBOXYL GROUP. A NOVEL SYNTHESIS OF ESTER AND LACTONE
Nakayama, Juzo,Fujita, Toko,Hoshino, Masamatsu
, p. 1777 - 1780 (2007/10/02)
Reactions of benzyne with o- and p-(alkylthio)benzoic acids afford alkyl o- and p-(phenylthio)benzoates in varied yields, while reaction with o-(phenylthio)methylbenzoic acid gives phtalide and diphenyl sulfide in good yields.
