364-78-3Relevant articles and documents
HETEROCYCLIC SYSTEMS CONTAINING BRIDGEHEAD NITROGEN ATOMS. PART LXVIII. REACTION OF 5-FLUOROBENZIMIDAZOLYL-2-THIONE WITH CHLOROACETIC ACID: STUDIES OF ORIENTATION OF CYCLIZATION IN THE SYNTHESES OF 6-FLUORO- AND 7-FLUOROTHIAZOLOBENZIMIDAZOL-3(2H)-ONES
Pujari, H. K.,Sharma, B. R.,Dahiya, Rajender,Kumar, Sudhir,Murakami, Yasuoki,Tani, Masanobu
, p. 343 - 355 (1990)
4-Fluoroaniline on successive acetylation, nitration and hydrolysis affords 4-fluoro-2-nitroaniline which on reduction with Raney nickel and hydrazine hydrate followed by treatment of the resulting diamine with carbon disulphide in situ gives 5-fluorobenzimidazolyl-2-thione.The thione on condensation with chloroacetic acid yields acetic acid which on cyclization in a mixture of acetic anhydride and pyridine furnishes two isomers viz. 6-fluoro- and 7-fluorothiazolobenzimidazol-3(2H)-ones.The condensation of thione with 1,2-dibromoethane affords sym-bis-(5-fluorobenzimidazo-2-yl-mercapto)ethane.The structural assignments for the 6-fluoro- and 7-fluorothiazolobenzimidazol-3(2H)-ones have been made by 1H-NMR spectral data using two different methods.
A preparation method for 4-methoxy-2-nitrobenzoic acid
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Paragraph 0014; 0015; 0021; 0022, (2019/04/26)
An industrial preparation method for 4-methoxy-2-nitrobenzoic acid is disclosed. In the method, p-difluorobenzene is adopted as an initial raw material and subjected to nitration, ammonolysis, diazotization bromination, cyaniding, methoxylation and hydrolysis which are six steps to synthesize the 4-methoxy-2-nitrobenzoic acid. The 4-methoxy-2-nitrobenzoic acid obtained by the method is white powdered solid with purity being 98.5%, the raw material conversion ratio in each step is 100%, and the total yield of the whole process is 35.8%.
Harnessing the pyrroloquinoxaline scaffold for FAAH and MAGL interaction: Definition of the structural determinants for enzyme inhibition
Brindisi, Margherita,Brogi, Simone,Maramai, Samuele,Grillo, Alessandro,Borrelli, Giuseppe,Butini, Stefania,Novellino, Ettore,Allarà, Marco,Ligresti, Alessia,Campiani, Giuseppe,Di Marzo, Vincenzo,Gemma, Sandra
, p. 64651 - 64664 (2016/07/23)
This paper describes the development of piperazine and 4-aminopiperidine carboxamides/carbamates supported on a pharmacogenic pyrroloquinoxaline scaffold as inhibitors of the endocannabinoid catabolizing enzymes fatty acid amide hydrolase (FAAH) and monoacylglycerol lipase (MAGL). Structure-activity relationships and molecular modelling studies allowed the definition of the structural requirements for dual FAAH/MAGL inhibition and led to the identification of a small set of derivatives (compounds 5e, i, k, m) displaying a balanced inhibitory profile against both enzymes, with compound 5m being the frontrunner of the subset. Favorable calculated physico-chemical properties suggest further investigation for specific analogues.