4746-61-6Relevant academic research and scientific papers
ADENOSINE RECEPTOR BINDING COMPOUNDS
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Paragraph 00417, (2020/02/06)
The present invention relates to pharmaceutical compounds and compositions of Formula (I) and methods of treatment using the compounds and compositions, especially for the treatment and/or prevention of a proliferation disorder, such as cancer. Compounds of Formula (I) as further described herein are shown modulators of the adenosine A2A receptor and exhibit antiproliferative activity. Accordingly, these compounds are useful to treat proliferative disorders such as cancer, and other adenosine receptor-related conditions including an inflammatory disease, renal disease, diabetes, vascular disease, lung disease, or an autoimmune disease.
Mild Access to N-Formylation of Primary Amines using Ethers as C1 Synthons under Metal-Free Conditions
Mutra, Mohana Reddy,Dhandabani, Ganesh Kumar,Wang, Jeh-Jeng
, p. 3960 - 3968 (2018/09/10)
A new synthetic protocol has been developed for the synthesis of N-formamide derivatives using ethers as a C1 synthon under metal-free reaction conditions. The reaction is proposed to proceed through C?H functionalization, C?O cleavage, and C?N bond formation. This protocol is applicable to a variety of primary amines resulting in N-formamides in moderate to good yields. 1,4-dioxane was chosen as best C1 synthon after screening with various ethers. Mechanistic studies disclosed that the reaction proceeds through a radical pathway. While using α-amino ketones a α-alkylation product was formed rather than formylation. By replacing dioxane with Tetramethylethylenediamine (TMEDA) under standard conditions also gave the N-formamide derivatives in moderate yields. (Figure presented.).
Vilsmeier reagent initialed sequential one-pot multicomponent synthesis of N,O-disubstituted glycolamides as dipeptidyl peptidase 4 inhibitors
Lu, Shi-Han,Yen, Wan-Ping,Tsai, Henry J.,Chen, Chien-Shu,Wong, Fung Fuh
, p. 6749 - 6758 (2015/08/24)
A series of N,O-disubstituted glycolamide derivatives have been successfully synthesized through Vilsmeier reagent initialed sequential one-pot multicomponent procedure from α-chloro N-arylacetamides with formamide/PBr3 and acid chloride. The t
Synthesis and cytotoxicity of thieno[2,3-b]pyridine and furo[2,3-b]pyridine derivatives
Hung, Joy M.,Arabshahi, Homayon J.,Leung, Euphemia,Reynisson, Jóhannes,Barker, David
, p. 420 - 437 (2015/02/19)
Forty seven thieno[2,3-b]pyridines-2-carboxamides, furo[2,3-b]pyridines-2-carboxamides and tetrahydrothieno[2,3-b]quinolones-2-carboxamides derivatives were synthesized and tested for their antiproliferative activity against the NCI-60 cell lines. The 5-keto-tetrahydrothieno[2,3-b]quinolones-2-carboxamides (series 17) were found to have the greatest activity, with the compound containing a 3-methoxyphenylcarboxamide (compound 17d) being the most active, with GI50values in the low nanomolar range against a range of cell lines, in particular the melanoma cell line MDA-MD-435 (GI50- 23 nM) and the breast cancer cell line MDA-MB-468 (GI50- 46 nM). Molecular modelling of series 17 against phosphoinositide specific-phospholipase C reveals that the side chains of the amino acids His356, Glu341, Arg549 and Lys438 are involved in hydrogen bonding with the ligands as well as a lipophilic pocket is occupied by the phenyl carboxamide moiety.
Efficient copper(II)-catalyzed transamidation of non-activated primary carboxamides and ureas with amines
Zhang, Min,Imm, Sebastian,Baehn, Sebastian,Neubert, Lorenz,Neumann, Helfried,Beller, Matthias
, p. 3905 - 3909 (2012/06/04)
Amid(e) them all: Primary carboxamides and ureas react with aromatic and aliphatic amines in the presence of a copper catalyst to give a wide range of functionalized amides (see scheme). Copyright
Electrochemical Studies on Haloamides. Part XII. Electrosynthesis of Oxazolidine-2,4-diones
Casadei, Maria Antonietta,Cesa, Stefania,Inesi, Achille
, p. 5891 - 5900 (2007/10/02)
Electrogenerated bases promote the carboxylation of NH-protic carboxamides bearing a leaving group at the position 2 to give oxazolidine-2,4-diones.The process is believed to involve acid-base reaction with the substrate, carboxylation of its conjugate base to corresponding carbamate and ring-closure following intramolecular SN2 reaction.A variety of oxazolidine-2,4-diones, including clinically used trimethadione and malidone, have been prepared in high to excellent yield, which established the scope and generality of this new ring-forming process.
BASE-PROMOTED CYCLOCOUPLING REACTION OF 2-BROMOPROPANAMIDES AND 2-BROMOACETAMIDES WITH DMF
D'Angeli, Ferrucio,Cavicchioni, Giorgio,Catelani, Giorgio,Marchetti, Paolo,Maran, Flavio
, p. 471 - 474 (2007/10/02)
In the presence of a suitable base, representative 2-bromopropanamides 4 and 2-bromoacetamides 5 undergo cyclocondensation onto the carbonyl group of DMF to yield the 2-(dimethylamino)oxazolidin-4-ones 6 and 10, respectively.Of these cyclic orthoester ami
Synthesis of α-Hydroxycarboxamides from Acetonides of α-Hydroxycarboxylic Acids and Primary Amines
Khalaj, A.,Nahid, E.
, p. 1153 - 1155 (2007/10/02)
The reaction of acetonides of α-hydroxycarboxylic acids with primary amines on heating provides a useful synthetic route to N-substituted α-hydroxycarboxamides.In general, formation of the α-hydroxycarboxamides is favored by the presence of only small sub
