1-BUTYL-1H-INDOLE-2,3-DIONE - CAS 4290-91-9
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1-BUTYL-1H-INDOLE-2,3-DIONE; AKOS BBS-00006504; AKOS BC-1700; TIMTEC-BB SBB006836; 1H-indole-2,3-dione, 1-butyl-
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Chemical Structure
CAS 4290-91-9 1-BUTYL-1H-INDOLE-2,3-DIONE

Reference Reading

1.Synthesis, characterization, molecular modeling, and potential antimicrobial and anticancer activities of novel 2-aminoisoindoline-1,3-dione derivatives.
Ahmed HE1, Abdel-Salam HA2, Shaker MA3. Bioorg Chem. 2016 Mar 10;66:1-11. doi: 10.1016/j.bioorg.2016.03.003. [Epub ahead of print]
In an effort to establish new drug candidates with improved antimicrobial and anticancer activities, we report here synthesis, molecular modeling, and in vitro biological evaluation of novel substituted N-amino phthalamide derivatives (3a-b, 4a-b, 5a-j, and 6). Structures of the newly synthesized compounds were described by IR, 1H &13CNMR and LC-MS spectral data. The novel compounds were evaluated for their antibacterial activity against four types of Gm+ve and two for Gm-ve types, and antifungal activity against three fungi microorganisms by well diffusion method. Of these novel compounds, Schiff bases showed mostly promising antibacterial activity compared to reference drugs. A successful step was done for explanation of their mode of action through molecular docking of most active molecules at DNA gyrase B enzyme and further were biologically tested. Moreover, the antiproliferative activity was tested against two human carcinoma cell lines (Human colon carcinoma (HCT-116) and human breast adenocarcinoma (MCF-7)) showing promising anticancer activity compared to doxorubicin drug.
2.Crystal structure of 2-[chloro-(4-meth-oxy-phen-yl)meth-yl]-2-(4-meth-oxy-phen-yl)-5,5-di-methyl-cyclo-hexane-1,3-dione.
Chelli S1, Troshin K1, Lakhdar S1, Mayr H1, Mayer P1. Acta Crystallogr E Crystallogr Commun. 2016 Feb 6;72(Pt 3):300-3. doi: 10.1107/S2056989016002085. eCollection 2016.
In the title compound, C23H25ClO4, the cyclo-hexane ring adopts a chair conformation with the 4-meth-oxy-phenyl substituent in an axial position and the chloro-(4-meth-oxy-phen-yl)methyl substituent in an equatorial position. The packing features inversion dimers formed by pairs of C-H⋯O contacts and strands along [100] and [010] established by further C-H⋯O and C-H⋯Cl contacts, respectively.
3.Discovery and analgesic evaluation of 8-chloro-1,4-dihydropyrido[2,3-b]pyrazine-2,3-dione as a novel potent d-amino acid oxidase inhibitor.
Xie D1, Lu J1, Xie J1, Cui J1, Li TF1, Wang YC1, Chen Y1, Gong N1, Li XY1, Fu L2, Wang YX3. Eur J Med Chem. 2016 Apr 9;117:19-32. doi: 10.1016/j.ejmech.2016.04.017. [Epub ahead of print]
A series of 5-azaquinoxaline-2,3-dione derivatives were synthesized and evaluated on d-amino acid oxidase (DAAO) inhibition as potential α-hydroxylactam-based inhibitors. The potent inhibitory activities in vitro suggested that 5-nitrogen could significantly enhance the binding affinity by strengthening relevant hydrogen bond interactions. The analgesic effects of intrathecal and systemic injection of 8-chloro-1,4-dihydropyrido[2,3-b]pyrazine-2,3-dione, a representative molecule of 5-azaquinoxaline-2,3-dione, were investigated in rodents. This research not only confirmed the analgesic effect of the DAAO inhibitors but provided a new class of chemical entities with oral application potential for the treatment of chronic pain and morphine analgesic tolerance.