13134-76-4Relevant academic research and scientific papers
Benzothiophene-2-carboxamide derivatives as SENPs inhibitors with selectivity within SENPs family
Wang, Zhongli,Liu, Yunqi,Zhang, Jianchen,Ullah, Shafi,Kang, Ning,Zhao, Yaxue,Zhou, Huchen
, (2020/07/27)
The SUMO (small ubiquitin-related modifier)-specific proteases (SENPs) are responsible for the cleavage of SUMO from its target proteins, thus play important roles in the dynamic SUMOylation and deSUMOylation processes. SENPs are related to a variety of human diseases including cancer and represent a new class of potential therapeutic targets with mechanism of action that is likely to be different from that of current clinically used drugs. However, potent inhibitors that are selective within the SENPs family members still remain a challenge due to their high homology. In order to demonstrate the feasibility of developing selective inhibitors within the SENPs family, we chose SENP1/2/5 as representatives, aiming to identify inhibitors with selectivity among the members. Starting from a hit compound ZCL951 from virtual screening, a series of benzothiophene-2-carboxamide inhibitors were designed based on the protein structures of SENP1, 2, and 5. First, an unoccupied hydrophobic pocket was first identified which led to IC50 as low as 0.56 μM. Furthermore, the ethylacetate 77 gave both submicromolar inhibitory activity and 33-fold selectivity for SENP2 versus SENP5. They are the most potent and selective nonpeptidic inhibitor reported so far for the SENPs family, as far as we are aware. Their structure-activity relationship was also discussed.
Hydrazone-based derivative, intermediate, preparation method, pharmaceutical composition and applications thereof
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Paragraph 0103-0107, (2019/10/01)
The present invention discloses a hydrazone-based derivative (I), an intermediate, a preparation method, a pharmaceutical composition and applications thereof, wherein the hydrazone-based compound hasgood inhibitory effect on the ubiquitination activity of cIAP1 protein, can promote the degradation of oncogenic protein c-MYC at a cellular level so as to inhibit the growth of tumor cells, and hasbroad drug development prospects.
METHOD FOR PROMOTING PLANT GROWTH
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Paragraph 0416, (2015/11/16)
The present invention provides a method for promoting plant growth, which comprises treating a plant with at least one compound selected from a group consisting of a compound represented by the following Formula (1): and an agriculturally acceptable salt thereof, provided that a method for promoting plant growth which comprises treating plants with a compound corresponding to any one of the following (1) to (5) and an agriculturally acceptable salt thereof is excluded: (1) 4-(Trifluoromethyl)benzo[b]thiophene-2-carboxylic acid, (2) 5-(Trifluoromethyl)benzo[b]thiophene-2-carboxylic acid, (3) 6-(Trifluoromethyl)benzo[b]thiophene-2-carboxylic acid, (4) 7-(Trifluoromethyl)benzo[b]thiophene-2-carboxylic acid, and (5) Benzo[b]thiophene-2-carboxylic acid.
Efficient synthesis and 5-LOX/COX-inhibitory activity of some 3-hydroxybenzo[b]thiophene-2-carboxylic acid derivatives
Hansen, Finn K.,Khankischpur, Mehdi,Tolaymat, Ibrahim,Mesaros, Renata,Dannhardt, Gerd,Geffken, Detlef
, p. 5031 - 5034 (2012/08/28)
A series of 3-hydroxybenzo[b]thiophene-2-carboxylic acid derivatives has been prepared and subsequently evaluated with regards to the inhibition of 5-LOX/COX. Structure optimization furnished derivatives with promising in vitro activity as dual 5-LOX/COX inhibitors with submicromolar IC50 values for inhibition of 5-LOX and COX-1, respectively.
As many as six tandem reactions in one step! Unprecedented formation of highly functionalized benzothiophenes
Gopinath, Pushparathinam,Nilaya, Surapaneni,Debi, Tripathy Ranjan,Ramkumar, Venkatachalam,Muraleedharan, Kannoth Manheri
supporting information; experimental part, p. 7131 - 7133 (2010/03/25)
A novel reaction pathway involving 1,3-diketones and 2,2′- dithiodibenzoylchloride that gives access to benzothiophenes with spiroketal, lactone, carbonyl, hydroxyl and carboxylic acid functionalities is discussed. The Royal Society of Chemistry 2009.
Synthesis and cannabinoid activity of a variety of 2,3-substituted 1-benzo[b]thiophen derivatives and 2,3-substituted benzofuran: Novel agonists for the CB1 receptor
Moloney, Gerard P.,Angus, James A.,Robertson, Alan D.,Stoermer, Martin J.,Robinson, Michael,Lay, Lucy,Wright, Christine E.,McRae, Ken,Christopoulos, Arthur
, p. 484 - 499 (2008/12/20)
An exploratory chemical effort has been undertaken to develop a novel series of compounds as selective CB1 agonists. It is hoped that compounds of this type will have clinical utility in pain control and cerebral ischaemia following stroke or traumatic head injury. We report here medicinal chemistry studies directed towards the investigation of several classes of 1-benzo[b]thiophen and benzofuran derivatives as novel CB1 agonists. We have discovered a novel series of compounds, which contain a 1-benzo[b]thiophen or a benzofuran group as the central aromatic group. Our investigation of this series of compounds has enhanced our understanding of the importance of binding sites within the CB1 receptor for favourable CB1 potency. Our understanding of these factors allowed us to modify the structure of a 1-benzothiophen derivative and improve its potency at the CB1 receptor. CSIRO 2008.
FC RECEPTOR MODULATING COMPOUNDS AND COMPOSITIONS
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Page 52, (2010/02/07)
The present invention provides compounds capable of binding to an Fc receptor and modulating Fc receptor activity comprising a core lipophilic group in the form of an Aryl ring substituted with a group rich in p-electrons. The invention further provides for a method of treating an autoimmune disease involving Fc receptor activity using such compounds. A method for obtaining a compound which modulates Fc receptor activity is also provided, the method comprising: (a) providing or designing compounds having structural characteristics to fit in the groove of the FcγRIIa structure; and (b) screening the compounds for modulating activity on the Fc receptor.
A convenient synthesis of benzothiophene derivatives
Cabiddu, M.Grazia,Cabiddu, Salvatore,Cadoni, Enzo,Demontis, Stefania,Fattuoni, Claudia,Melis, Stefana
, p. 4529 - 4533 (2007/10/03)
(Methylthio)- and 2-bromo-1-(methylthio)benzene are useful synthons to prepare monometallated and bimetallated intermediates which lead to 1-benzothiophenes functionalized in the three and/or two positions.
Synthesis of (4-chlorophenyl)-(1-oxo-1λ4-benzo[b]thien-2-yl)methanone and study of its reactivity towards sulfur- and oxygen-containing nucleophiles
Pouzet, Pascale,Erdelmeier, Irene,Dansette, Patrick M.,Mansuy, Daniel
, p. 14811 - 14824 (2007/10/03)
(4-Chlorophenyl)-(1-oxo-1λ4-benzo[b]thien-2-yl)methanone 2a was synthesized by oxidation of the corresponding benzo[b]thiophene derivative 2 with the oxidative system H2O2/TFA. This benzo[b]thiophene sulfoxide undergoes Michael-type nucleophilic addition of sulfur- and oxygen-containing nucleophiles either under basic conditions leading to 2,3-dihydro-3- substituted-benzo[b]-thiophene 1-oxides or in acidic media leading then to rearomatized 3-substituted-benzo[b]thiophenes. This method provides an easy two-step functionalization of 2-acyl-benzo[b]thiophene derivatives.
