118764-13-9Relevant academic research and scientific papers
Cleavable β-Cyanoethyl Isocyanide in the Ugi Tetrazole Reaction
Kroon, Edwin,Kurpiewska, Katarzyna,Kalinowska-T?u?cik, Justyna,D?mling, Alexander
, p. 4762 - 4765 (2016)
β-Cyanoethyl isocyanide is introduced as a cleavable isocyanide in the Ugi tetrazole reaction. Eleven examples are described that exhibit a broad scope and are obtained in good overall yields. The obtained 1H-tetrazole scaffold is an important bioisostere for carboxylic acids, and the method described here is a valuable alternative route to known procedures.
Indazole derivative, composition and uses thereof
-
Paragraph 0158; 0159, (2017/01/02)
The present invention discloses an indazole derivative represented by a formula (I) and used for treating type 2 diabetes mellitus or a pharmaceutically acceptable salt, a solvate, a metabolite, a polymorph, a tautomer or a prodrug thereof. The present invention further discloses a pharmaceutical composition containing the substance, applications of the composition in preparation of drugs, and a method for treating type II diabetes mellitus. The formula (I) is defined in the specification.
Design, Synthesis, and in Vitro and in Vivo Evaluation of an 18F-Labeled Sphingosine 1-Phosphate Receptor 1 (S1P1) PET Tracer
Rosenberg, Adam J.,Liu, Hui,Jin, Hongjun,Yue, Xuyi,Riley, Sean,Brown, Steven J.,Tu, Zhude
, p. 6201 - 6220 (2016/07/26)
Sphingosine 1-phosphate receptor 1 (S1P1) plays a pivotal signaling role in inflammatory response; because S1P1 modulation has been identified as a therapeutic target for various diseases, a PET tracer for S1P1 would be a useful tool. Fourteen fluorine-containing analogues of S1P ligands were synthesized and their in vitro binding potency measured; four had high potency and selectivity for S1P1 (S1P1 IC50 100-fold selectivity for S1P1 over S1P2 and S1P3). The most potent ligand, 28c (IC50 = 2.63 nM for S1P1) was 18F-labeled and evaluated in a mouse model of LPS-induced acute liver injury to determine its S1P1-binding specificity. The results from biodistribution, autoradiography, and microPET imaging showed higher [18F]28c accumulation in the liver of LPS-treated mice than controls. Increased expression of S1P1 in the LPS model was confirmed by immunohistochemical analysis (IHC). These data suggest that [18F]28c is a S1P1 PET tracer with high potential for imaging S1P1 in vivo.
α-Amino Acid-Isosteric α-Amino Tetrazoles
Zhao, Ting,Kurpiewska, Katarzyna,Kalinowska-T?us?cik, Justyna,Herdtweck, Eberhardt,D?mling, Alexander
supporting information, p. 3009 - 3018 (2016/03/26)
The synthesis of all 20 common natural proteinogenic and 4 otherα-amino acid-isosteric α-amino tetrazoles has been accomplished, whereby the carboxyl group is replaced by the isosteric 5-tetrazolyl group. The short process involves the use of the key Ugi tetrazole reaction followed by deprotection chemistries. The tetrazole group is bioisosteric to the carboxylic acid and is widely used in medicinal chemistry and drug design. Surprisingly, several of the common α-amino acid-isosteric α-amino tetrazoles are unknown up to now. Therefore a rapid synthetic access to this compound class and non-natural derivatives is of high interest to advance the field.
Aminomethyltetrazoles as potential inhibitors of the c-aminobutyric acid transporters mGAT1-mGAT4: Synthesis and biological evaluation
Schaffert, Eva S.,H?fner, Georg,Wanner, Klaus T.
experimental part, p. 6492 - 6504 (2011/12/14)
1,5-Disubstituted and 5-monosubstituted aminomethyltetrazole derivatives derived from glycine were synthesized employing a TMSN3-modified variant of the Ugi reaction as a key step. All compounds were evaluated regarding their inhibitory potency and subtype selectivity at the four murine GABA transporter subtypes mGAT1-mGAT4. Though none of the 5-monosubstituted tetrazoles turned out to inhibit [3H]GABA uptake to a significant extent, the 1,5-disubstituted tetrazole derivatives displayed a distinct activity, especially at the GABA transport proteins mGAT2-mGAT4. Thus, a reasonable potent and selective inhibitor of mGAT3 was found. Additionally, two more compounds were identified as potent inhibitors of mGAT2. This is especially relevant, as up to date only few potent inhibitors of mGAT2 that do not affect mGAT1 are known.
SUBSTITUTED-QUINOXALINE-TYPE-PIPERIDINE COMPOUNDS AND THE USES THEREOF
-
Page/Page column 249-250, (2009/04/25)
The invention relates to Substituted-Quinoxaline-Type Piperidine Compounds, compositions comprising an effective amount of a Substituted-Quinoxaline-Type Piperidine Compound and methods to treat or prevent a condition, such as pain, comprising administeri
NOVEL COMPOUNDS
-
Page/Page column 24, (2010/02/07)
Compounds of formula (I): are inhibitors of the enzyme Lp-PLA2 and are of use in therapy, in particular for treating atherosclerosis. In Formula (I) R1, R2, R3, R4, R5, R6, X and Y are as d
A Methanoditetrazolo-tetrazecine from 5-(Chloromethyl)tetrazole and Hexamethylenetetramine
Moderhack, Dietrich,Goos, Karl-Heinz,Preu, Lutz
, p. 689 - 690 (2007/10/02)
In contrast to N-substituted 5-(chloromethyl)tetrazoles (1; R = alkyl, aryl), the parent compound 1 (R = H) reacts with hexamethylenetetramine to give the methanoditetrazolo-tetrazecine 4, a rather unusual system.This compound which is also produced on reaction of 7 with formaldehyde occurs in the (6RS,13RS) form.
