27696-24-8Relevant academic research and scientific papers
Tricyclic heterocycles display diverse sensitivity to the A147T TSPO polymorphism
Sokias, Renee,Werry, Eryn L.,Alison Cheng, Hei Wun,Lloyd, James H.,Sohler, Greta,Danon, Jonathan J.,Montgomery, Andrew P.,Du, Jonathan J.,Gao, Quanqing,Hibbs, David E.,Ittner, Lars M.,Reekie, Tristan A.,Kassiou, Michael
, (2020)
The 18 kDa translocator protein (TSPO) is a target for the development of imaging agents to detect neuroinflammation. The clinical utility of second-generation TSPO ligands has been hindered by the presence of a polymorphism, rs6971, which causes a non-co
Zn2+ mediated solvent free solid state red emitting fluorescent complex formation in a mortar-pestle along with living cell imaging studies
Adhikari, Susanta,Ghosh, Avijit,Mandal, Sandip,Sahana, Animesh,Das, Debasis
, p. 33878 - 33884 (2015)
An acridone based highly Zn2+ selective, cell-permeable turn-on fluorescence probe (AAS) shows yellow fluorescence at 560 nm (λex, 445 nm) in dry methanol/DMSO up to 100 μM Zn2+. At higher Zn2+ concentration (>1
Design, synthesis, antitumor evaluation, 3D-QSAR and molecular docking studies of novel 4-aminoacridone compounds
Tian, Lin,Feng, Chang J.,Li, Tong X.,Li, Zhao,Yang, Wei H.,Han, Xiang E.
, p. 2538 - 2546 (2017)
4-aminoacridone was efficiently synthesized using an optimized method and condensed with a variety of different aldehydes to give the corresponding Schiff bases, 1a–k. The antiproliferative activities of these compounds were measured against several human
The first structure-activity relationship studies for designer receptors exclusively activated by designer drugs
Chen, Xin,Choo, Hyunah,Huang, Xi-Ping,Yang, Xiaobao,Stone, Orrin,Roth, Bryan L.,Jin, Jian
, p. 476 - 484 (2015)
Over the past decade, two independent technologies have emerged and been widely adopted by the neuroscience community for remotely controlling neuronal activity: optogenetics which utilize engineered channelrhodopsin and other opsins, and chemogenetics which utilize engineered G protein-coupled receptors (Designer Receptors Exclusively Activated by Designer Drugs (DREADDs)) and other orthologous ligand-receptor pairs. Using directed molecular evolution, two types of DREADDs derived from human muscarinic acetylcholine receptors have been developed: hM3Dq which activates neuronal firing, and hM4Di which inhibits neuronal firing. Importantly, these DREADDs were not activated by the native ligand acetylcholine (ACh), but selectively activated by clozapine N-oxide (CNO), a pharmacologically inert ligand. CNO has been used extensively in rodent models to activate DREADDs, and although CNO is not subject to significant metabolic transformation in mice, a small fraction of CNO is apparently metabolized to clozapine in humans and guinea pigs, lessening the translational potential of DREADDs. To effectively translate the DREADD technology, the next generation of DREADD agonists are needed and a thorough understanding of structure-activity relationships (SARs) of DREADDs is required for developing such ligands. We therefore conducted the first SAR studies of hM3Dq. We explored multiple regions of the scaffold represented by CNO, identified interesting SAR trends, and discovered several compounds that are very potent hM3Dq agonists but do not activate the native human M3 receptor (hM3). We also discovered that the approved drug perlapine is a novel hM3Dq agonist with >10000-fold selectivity for hM3Dq over hM3.
Synthesis of 11-(Piperazin-1-yl)-5H-dibenzo[b,e] [1,4]diazepine on kilo scale
Kalhapure, Rahul S.,Patil, Bhushan P.,Jadhav, Mahantesh N.,Kawle, Laxmikant A.,Wagh, Sanjay B.
, p. 1747 - 1749 (2011)
A synthesis of 11-(piperazin-1yl)-5H-dibenzo[b,e][1,4]diazepine on kilo scale without any chromatographic purification step is reported. Key steps involved are Ullmann condensation, catalytic hydrogenation, and catalyzed cyclization. Copyright E-Journal o
Axially Chiral Trifluoromethylbenzimidazolylbenzoic Acid: A Chiral Derivatizing Agent for α-Chiral Primary Amines and Secondary Alcohols to Determine the Absolute Configuration
Kriegelstein, Michal,Profous, David,Ly?ka, Antonín,Trávní?ek, Zdeněk,P?ibylka, Adam,Volná, Tereza,Benická, Sandra,Canka?, Petr
, p. 11911 - 11921 (2019)
Racemic 2-(2-trifluoromethyl)-1H-benzo[d]imidazol-1-yl)benzoic acid (TBBA) was synthesized in three steps from 1-fluoro-2-nitrobenzene. Target (P)- and (M)-TBBA atropisomers were stable with a racemization barrier above 30 kcal/mol. As a chiral derivatizi
Design, synthesis and biological evaluation of N-anthraniloyl tryptamine derivatives as pleiotropic molecules for the therapy of malignant glioma
Fan, Xiaohong,Li, Junfang,Long, Lin,Shi, Tao,Liu, Dan,Tan, Wen,Zhang, Honghua,Wu, Xiaoyan,Lei, Xiaoyong,Wang, Zhen
, (2021/06/09)
COX-2 and STAT3 are two key culprits in the glioma microenvironment. Herein, to inhibit COX-2 and block STAT3 signaling, we disclosed 27 N-anthraniloyl tryptamine compounds based on the combination of melatonin derivatives and N-substituted anthranilic acid derivatives. Among them, NP16 showed the best antiproliferative activity and moderate COX-2 inhibition. Of note, NP16 decreased the level of p-JAK2 and p-STAT3, and blocked the nuclear translocation of STAT3 in GBM cell lines. Moreover, NP16 downregulated the MMP-9 expression of BV2 cells in a co-culture system of BV2 and C6 glioma cells, abrogated the proliferative/invasive/migratory abilities of GBM cells, induced apoptosis by ROS and the Bcl-2-regulated apoptotic pathway, and induced obvious G2/M arrest in glioma cells in vitro. Furthermore, NP16 displayed favorable pharmacokinetic profiles covering long half-life (11.43 ± 0.43 h) and high blood-brain barrier permeability. Finally, NP16 effectively inhibited tumor growth, promoted the survival rate, increased the expression of E-cadherin and reduced overproduction of PGE2, MMP-9, VEGF-A and the level of p-STAT3 in tumor tissue, and improved the anxiety-like behavior in C6 glioma model. All these evidences demonstrated N-anthraniloyl tryptamine derivatives as multifunctional anti-glioma agents with high potency could drain the swamp to beat glioma.
Transition-metal-free tandem oxidative removal of benzylic methylene group by C-C and C-N bond cleavage followed by intramolecular new aryl C-N bond formation under radical conditions
Laha, Joydev K.,Tummalapalli, K. S. Satyanarayana,Gupta, Ankur
supporting information, p. 4392 - 4395 (2015/01/08)
A novel tandem oxidative conversion of 10,11-dihydro-5H-dibenzo[b,e][1,4]diazepines to phenazines has been achieved under transition-metal-free, mild conditions using K2S2O8 or DDQ as the oxidizing agent. The transformation proceeds through oxidative removal of a benzylic methylene group by C-C and C-N bond cleavage followed by a new aryl C-N bond formation under radical conditions.
Design, synthesis and anticancer activity evaluation of diazepinomicin derivatives
Yu, Yongguo,Wu, Jianbo,Lei, Fan,Chen, Lei,Wan, Weili,Hai, Li,Guan, Mei,Wu, Yong
, p. 369 - 373 (2013/07/26)
A series of diazepinomicin derivatives were synthesized and evaluated in vitro for their growth inhibitory activity against the human carcinoma cell lines. The results indicated the anticancer selectivity of this kind of compounds. Based on the results, preliminary structure-activity relationships were discussed.
N-Hydroxyamides Omege-Substituted with Tricyclic Groups as Histone Deacetylase Inhibitors, Their Preparation and Use in Pharmaceutical Formulations
-
Page/Page column 4, (2008/12/08)
New N-hydroxyamides of n-alkyl carboxylic acids omega substituted with suitable tricyclic systems characterised by a central 7-membered ring, having activity as inhibitors of histone deacetylase (HDAC).
