53219-37-7Relevant academic research and scientific papers
Neat reaction microwave technology for the synthesis of N-substituted-1,4-dihydropyridines Mazaahir Kidwai and Richa Mohan
Kidwai,Mohan
, p. 427 - 429 (2004)
Hantzsch synthesis of N-substituted-1,4-dihydropyridines (1,4-DHP) was carried out using an environmentally benign procedure. Neat reactants were subjected to microwave irradiation (MWI) to give the required products in excellent yield. Appreciable results were not obtained when conventional synthesis using neat reactants was carried out. The good yield and rate enhancement observed in the case of microwave irradiation is attributed to the uniform heating effect of microwaves.
Discovery of novel enhancers of isoniazid toxicity in mycobacterium tuberculosis
Lentz, Fabian,Reiling, Norbert,Martins, Ana,Molnár, Joseph,Hilgeroth, Andreas
, (2018/04/14)
Abstract: The number of effective first-line antibiotics for the treatment of Mycobacterium tuberculosis infection is strongly limited to a few drugs. Due to emerging resistance against those drugs, second- and third-line antibiotics have been established in therapy with certain problems and also increasing mycobacterial resistance. An alternative to such novel drugs or combined therapeutic regimes which may reduce resistance development is finding enhancers of mycobacterial drug effectiveness, especially enhancers that counteract causative resistance mechanisms. Such enhancers may reduce the extracellular drug efflux mediated by bacterial efflux pumps and thus enhance the intracellular drug toxicity. We developed novel 1,4-dihydropyridines (DHPs) as potential efflux pump inhibitors with some determined P-gp affinities. The influence on the antituberculotic drug toxicity has been investigated for three prominent antituberculotic drugs. Exclusive and selective toxicity enhancing effects have been detected for isoniazid (INH) which could be related to certain substituent effects of the 1,4-DHPs. So, structure-dependent activities have been found. Thus, promising enhancers could be identified and a suggested efflux pump inhibition is discussed.
Synthesis of 1,4-dihydropyridine esters using low-melting sugar mixtures as green solvents
Kumar, J. Ashwin,Shridhar, Gomathi,Ladage, Savita,Ravishankar, Lakshmy
supporting information, p. 1989 - 1998 (2016/12/09)
Several low-melting sugar mixtures (LMMs) were synthesized and used for preparation of 1,4-dihydropyridines with aldehydes, 1,3-dicarbonyl compounds, and a nitrogen source as starting materials. Good yields, low reaction times, recyclability of LMMs, and catalyst-free methodology are some of the highlights of this new protocol.
Novel synthese of heterocycles with N-(1-haloalkyl)azinium halides. Part 5. Preparation of N-substituted 1,4-dihydropyridines
Vanden Eynde,Mayence,Maquestiau,Anders
, p. 3291 - 3304 (2007/10/02)
Thirty N-substituted Hantzsch 1,4-dihydropyridines were prepared under mild and neutral conditions from N-substituted enaminocarbonyl derivatives and aldehydes activated under the form of N-(1-chloroalkyl)pyridinium chlorides by means of thionyl chloride
CARBON TRANSFER REACTIONS WITH HETEROCYCLES-V. A FACILE SYNTHESIS OF NIFEDIPINE AND ANALOGUES
Singh, Harjit,Singh, Kamaljit
, p. 3967 - 3974 (2007/10/02)
Oxazolidines and tetrahydro-(2H)-1,3-oxazines transfer their C(2) units at the carbonyl group oxidation level to alkyl-β-amino/anilinocrotonates to form 1,4-dihydropyridines elaborated at C-4.
ONE CARBON UNIT TRANSFER TO ENAMINES THROUGH OXAZOLLIDINES AND TETRAHYDRO-2H-1,3-OXAZINE
Singh, Harjit,Sarin, Rakesh,Singh, Kamaljit
, p. 3039 - 3042 (2007/10/02)
Oxazolidines and tetrahydro-2H-1,3-oxazine undergo acid catalysed transfer of C2 carbon unit inbetween two nucleophilic carbons of stabilised enamines.
1-ARYL- AND 1-BENZYL-3,5-DIETHOXYCARBONYL-1,4-DIHYDROPYRIDINES
Sausin, A.E.,Chekavichus, B.S.,Lusis, V.K.,Dubur, G.Ya.
, p. 377 - 385 (2007/10/02)
The possibility has been studied of using anilines in the Hantzsch synthesis.It has been shown that, with the exception of those containing strong electron-accepting substituents, they take part in this reaction with the formation of 1-aryl-1,4-dihydropyridines.The reaction largely depends on the nature of the substituents in the aniline and in the benzaldehyde and is promoted by electron-accepting substituents in the aldehyde and electron-donating substituents in the amine.The mechanism of the reaction is discussed.A number of 1-benzyl-1,4-dihydroxypyridines have been synthesized.The UV, IR, and PMR spectra and the electro-oxidation of the compounds obtained have been studied.
