21054-65-9Relevant academic research and scientific papers
Discovery, synthesis and characterization of a series of (1-alkyl-3-methyl-1H-pyrazol-5-yl)-2-(5-aryl-2H-tetrazol-2-yl)acetamides as novel GIRK1/2 potassium channel activators
Sharma, Swagat,Kozek, Krystian A.,Abney, Kristopher K.,Kumar, Sushil,Gautam, Nagsen,Alnouti, Yazen,David Weaver,Hopkins, Corey R.
supporting information, p. 791 - 796 (2019/02/06)
The present study describes the discovery and characterization of a series of 5-aryl-2H-tetrazol-3-ylacetamides as G protein-gated inwardly-rectifying potassium (GIRK) channels activators. Working from an initial hit discovered during a high-throughput screening campaign, we identified a tetrazole scaffold that shifts away from the previously reported urea-based scaffolds while remaining effective GIRK1/2 channel activators. In addition, we evaluated the compounds in Tier 1 DMPK assays and have identified a (3-methyl-1H-pyrazol-1-yl)tetrahydrothiophene-1,1-dioxide head group that imparts interesting and unexpected microsomal stability compared to previously-reported pyrazole head groups.
Catalytic Synthesis of 5-Substituted Tetrazoles: Unexpected Reactions and Products
Wani, Mohmmad Y.,Silva, Manuela R.,Krishnakumar, Balu,Kumar, Santosh,Al-Bogami, Abdullah S.,Aqlan, Faisal M.,Sobral, Abilio J. F. N.
supporting information, p. 1613 - 1621 (2019/04/26)
Tetrazoles are incredibly useful organic molecules with a wide range of applications from medicinal chemistry as carboxylic acid isosteres to high energy density materials in space research. In an effort to develop an easy protocol for the synthesis of te
Synthesis of 5-Aryl-2H-tetrazoles, 5-Aryl-2H-tetrazole-2-acetic Acids, and acetic Acids as Possible Superoxide Scavengers and Antiinflammatory Agents
Maxwell, James R.,Wasdahl, Dan A.,Wolfson, Alan C.,Stenberg, Virgil I.
, p. 1565 - 1570 (2007/10/02)
A series of 5-aryl-2H-tetrazoles, 5-aryl-2H-tetrazole-2-acetic acids, and acetic acids were synthesized and tested in vitro for superoxide scavenging activity, in vivo in the carrageenan-induced rat paw edema assay, and in the reverse passive Arthus reaction.The hydroxy-substituted compounds were effective as in vitro scavengers of superoxide but were not effective as in vivo antiinflammatory agents.
TETRAZOLES. XIV. KINETICS AND RATIO OF PRODUCTS IN THE ALKYLATION OF SALTS OF SUBSTITUTED 5-PHENYLTETRAZOLES WITH ETHYL BROMOACETATE IN ACETONITRILE
Poplavskii, V.S.,Titova, I.E.,Ostrovskii, V.A.,Koldobskii, G.I.
, p. 1738 - 1742 (2007/10/02)
The reaction kinetics and the product ratios were studied for the alkylation of the potassium salts of a series of substituted 5-phenyltetrazoles by ethyl bromoacetate in acetonitrile.Comparison of the obtained data with the results from investigation of the reaction of the same salts with dimethyl sulfate made it possible to consider that the alkylation of tetrazolate anions takes place by a two stage mechanism.
Carbon-13 Nuclear Magnetic Resonance Spectra of Substituted-s-triazolyl Tetrazoles
Kothari, Paresh J.,Stenberg, Virgil I.,Singh, Shiva P.,Parmar, Surendra S.,Zoellner, Robert W.
, p. 637 - 640 (2007/10/02)
The natural abundance carbon-13 nuclear magnetic resonance spectra of various 5-aryltetrazoles, 1-(5-aryltetrazol-2-ylacetyl)-4-phenyl thiosemicarbazides and 5-(5-aryltetrazol-2-ylmethyl)-4-phenyl-s-triazole-3-thiols were recorded using Fourier transform
