62498-75-3Relevant academic research and scientific papers
High-Throughput Screening of Reductive Amination Reactions Using Desorption Electrospray Ionization Mass Spectrometry
Cooks, R. Graham,Ferreira, Christina R.,Li, Yangjie,Logsdon, David L.,Paschoal Sobreira, Tiago Jose,Thompson, David H.
supporting information, p. 1647 - 1657 (2020/10/26)
This study describes the latest generation of a high-throughput screening system that is capable of screening thousands of organic reactions in a single day. This system combines a liquid handling robot with desorption electrospray ionization (DESI) mass spectrometry (MS) for a rapid reaction mixture preparation, accelerated synthesis, and automated MS analysis. A total of 3840 unique reductive amination reactions were screened to demonstrate the throughputs that are capable with the system. Products, byproducts, and intermediates were all monitored in full-scan mass spectra, generating a complete view of the reaction progress. Tandem mass spectrometry experiments were conducted to verify the identity of the products formed. The amine and electrophile reactivity trends represented in the data match what is expected from theory, indicating that the system accurately models the reaction performance. The DESI results correlated well with those generated using more traditional mass spectrometry techniques like liquid chromatography-mass spectrometry, validating the data generated by the system.
Synthesis and Pharmacological Evaluation of Selective Histone Deacetylase 6 Inhibitors in Melanoma Models
Tavares, Maurício T.,Shen, Sida,Knox, Tessa,Hadley, Melissa,Kutil, Zsófia,Ba?inka, Cyril,Villagra, Alejandro,Kozikowski, Alan P.
supporting information, p. 1031 - 1036 (2017/10/18)
Only a handful of therapies offer significant improvement in the overall survival in cases of melanoma, a cancer whose incidence has continued to rise in the past 30 years. In our effort to identify potent and isoform-selective histone deacetylase (HDAC) inhibitors as a therapeutic approach to melanoma, a series of new HDAC6 inhibitors based on the nexturastat A scaffold were prepared. The new analogues 4d, 4e, and 7b bearing added hydrophilic substituents, so as to establish additional hydrogen bonding on the rim of the HDAC6 catalytic pocket, exhibit improved potency against HDAC6 and retain selectivity over HDAC1. Compound 4d exhibits antiproliferative effects on several types of melanoma and lymphoma cells. Further studies indicates that 4d selectively increases acetylated tubulin levels in vitro and elicits an immune response through down-regulating cytokine IL-10. A preliminary in vivo efficacy study indicates that 4d possesses improved capability to inhibit melanoma tumor growth and that this effect is based on the regulation of inflammatory and immune responses.
SIGMA-1 RECEPTOR LIGANDS AND METHODS OF USE
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Page/Page column 43, (2010/07/10)
The invention provides compounds of formula I and compositions thereof. The invention further provides methods of using the compounds and compositions. The compounds of the invention can provide high affinity binding to sigma-1 receptors in a mammal. The compounds can exhibit selectivity for the sigma-1 receptor over the sigma-2 receptor. The compounds and compositions of the invention can also be used to treat conditions that involve the sigma-1 receptor, such as addiction, cardiovascular conditions, and cancer, for example, cancer of the breast, lung, prostate, ovarian, colorectal, or the CNS.
Heterodinuclear ruthenium(II) bipyridyl-transition metal dithiocarbamate macrocycles for anion recognition and sensing
Pratt, Michelle D.,Beer, Paul D.
, p. 11227 - 11238 (2007/10/03)
New heterodinuclear ruthenium(II) bipyridyl-transition metal dithiocarbamate macrocycles have been prepared in good yields via metal directed self-assembly and shown to recognise anions. 1H NMR anion titration studies reveal the nature of the b
Substituted indolines which inhibit receptor tyrosine kinases
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Page column 42, (2008/06/13)
Indolinones of the formula having an inhibitory effect on receptor tyrosine kinases and cyclin/CDK complexes, as well as on the proliferation of endothelial cells and various tumor cells. Exemplary are: (a) 3-Z-[1-(4-(piperidin-1-yl-methyl)-anilino)-1-phenyl-methylene]-6-ethoxycarbonyl-2-indolinone, (b) 3-Z-[(1-(4-(piperidin-1-yl-methyl)-anilino)-1-phenyl-methylene]-6-carbamoyl-2-indolinone, and (c) 3-Z-[1-(4-(piperidin-1-yl-methyl)-anilino)-1-phenyl-methylene]-6-metboxycarbonyl-2-indolinone.
Sodium borohydride-iodine, an efficient reagent for reductive amination of aromatic aldehydes
Saxena, Ira,Borah, Ruli,Sarma, Jadab C.
, p. 1970 - 1971 (2007/10/03)
Reactions of aromatic aldehydes with primary amines give the corresponding secondary amines in the presence of iodine and sodium borohydride in methanol.
Substituted indolinones with kinase inhibitory activity
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, (2008/06/13)
Substituted indolinones of general formula having effect on various kinases and cycline/CDK complexes and on the proliferation of various tumour cells. Exemplary compounds are: 3-Z-[1-(4-(N-Benzyl-N-methyl-aminomethyl)-phenylamino)-1-methyl-methylene]-5-a
Indolinones having kinase inhibitory activity
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, (2008/06/13)
The present invention relates to substituted indolinones of general formula [Figure] wherein R1 to R5, and X are defined as in claim 1, the isomers thereof and the salts thereof, particularly the physiologically acceptable salts thereof which have valuable pharmacological properties, particularly an inhibitory effect on various kinases and cycline/CDK complexes and on the proliferation of various tumour cells, pharmaceutical compositions containing these (compounds, their use and processes for preparing them.
Reductive amination of aromatic aldehydes and ketones with nickel boride
Saxena, Ira,Borah, Ruli,Sarma, Jadab C.
, p. 503 - 504 (2007/10/03)
The reductive amination of aromatic aldehydes and ketones with nickel boride was investigated. The reactions of aromatic aldehydes and ketones with primary amines produced corresponding secondary amines in the presence of in situ generated nickel boride. The secondary amines were found to remain inert in the system.
NAD(P)H models XXII. Magnesium ion mediated acid catalysis of the reduction of imines by Hantzsch ester
Niel, J. C. G. van,Kort, C. W. F.,Pandit, U. K.
, p. 262 - 265 (2007/10/02)
Reduction of imines (2a-e) derived from n-butylamine and p-substituted benzaldehydes, in the presence of magnesium perchlorate, by Hantzsch ester (1), in acetonitrile, proceeds via the corresponding iminium salts formed by protonation of the imines by (2+) complexes.These complexes are produced by reaction of Mg(2+) ions with water, which is associated with the solvent acetonitrile.Within the range 1.67 x 10-3 - 26.11 x 10-3 M of added water, the rate of the reaction shows a direct dependence upon the concentration of water.Rates of reduction of the iminium perchlorates of 2a-e exhibit a Hammett relationship with a ρ value of +1.83.
