28447-91-8Relevant academic research and scientific papers
Pulse radiolysis-laser flash photolysis study of xanthene in 1,2-dichloroethane/carbon tetrachloride
Sumiyoshi, Takashi,Wu, Feng,Shindo, Toshihiko,Ueta, Syohei,Sawamura, Sadashi
, p. 1167 - 1168 (1997)
The photochemistry of 9-xanthenyl radicals produced by pulse radiolysis of xanthene in 1,2-dichloroethane (1,2-DCE) and CCl4 was studied by means of successive laser flash photolysis. Photobleaching due to chlorine atom transfer from solvents to the excited 9-xanthenyl radical was observed with quantum yields of 0.04 and 0.29 in 1,2-DCE and CCl4, respectively.
Correlating ionic liquid solvent effects with solvent parameters for a reaction that proceeds through a xanthylium intermediate
Gilbert, Alyssa,Bucher, G?tz,Haines, Ronald S.,Harper, Jason B.
supporting information, p. 9336 - 9342 (2019/11/13)
A unimolecular nucleophilic substitution reaction that proceeds through a xanthylium carbocation was studied in seven ionic liquid solvents. It was found that the general trend in the rate constant with changing proportion of ionic liquid in the reaction mixture was different to that seen for other unimolecular processes, with the rate constant increasing as more ionic liquid was added to the reaction mixture. A significant correlation was found between the natural logarithm of the rate constant and a combination of the Kamlet-Taft solvent parameters. This relationship indicated that the principal interaction involved hydrogen bonding between the ionic liquid and some species along the reaction coordinate. Further, this correlation enables prediction of the effects that other ionic liquids will have on this, and other, reactions that proceed through a similar intermediate.
Synthetic method of xanthene-9-formic acid
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Paragraph 0035; 0038; 0039, (2017/12/09)
The invention discloses a synthetic method of xanthene-9-formic acid, which belongs to the field of chemical synthesis. The method comprises the following steps: xanthone is taken as a raw material, then is reduced to xanthydrol under alkaline condition by zinc dust, then the xanthydrol is subjected to a halogenated reaction to obtain the halogenated xanthene, then under effect of a catalyst, a cyanidation reaction is generated to obtain 9-cyan xanthene, through alkali hydrolysis, organic impurity is removed through extraction of an organic solvent, a xanthene-9-formate aqueous solution is obtained, and a xanthene-9-formic acid product is obtained through a neutralization reaction. The method has the advantages of simple operation and safe technology, the xanthene-9-formic acid with high purity is obtained without refining, and the method is easy and effective for industrial production.
Steric structure–activity relationship of cyproheptadine derivatives as inhibitors of histone methyltransferase Set7/9
Fujiwara, Takashi,Ohira, Kasumi,Urushibara, Ko,Ito, Akihiro,Yoshida, Minoru,Kanai, Misae,Tanatani, Aya,Kagechika, Hiroyuki,Hirano, Tomoya
, p. 4318 - 4323 (2016/08/23)
Set7/9 is a histone lysine methyltransferase, but it is also thought to be involved in a wide variety of pathophysiological functions. We previously identified cyproheptadine, which has a characteristic butterfly-like molecular conformation with bent tricyclic dibenzosuberene and chair-form N-methylpiperidine moieties, as a Set7/9 inhibitor. In this work, we synthesized several derivatives in order to examine the steric structure–inhibitory activity relationship. We found that even a small change of molecular shape due to reduction or replacement of the 10,11-olefinic bond of the tricyclic ring generally resulted in a drastic decrease of the inhibitory activity. Our results should be useful not only for development of more potent and selective inhibitors, but also for the construction of novel inhibitor scaffolds.
Characterization of tunable piperidine and piperazine carbamates as inhibitors of endocannabinoid hydrolases
Long, Jonathan Z.,Jin, Xin,Adibekian, Alexander,Li, Weiwei,Cravatt, Benjamin F.
experimental part, p. 1830 - 1842 (2010/08/19)
Monoacylglycerol lipase (MAGL) and fatty acid amide hydrolase (FAAH) are two enzymes from the serine hydrolase superfamily that degrade the endocannabinoids 2-arachidonoylglycerol and, anandamide, respectively. We have recently discovered that, MAGL and, FAAH are both inhibited by carbamates bearing an N-piperidine/piperazine group. Piperidine/piperazine carbamates show excellent in vivo activity, raising brain endocannabinoid levels and producing CB1-dependent behavioral effects in mice, suggesting that they represent a promising class of inhibitors for studying the endogenous functions of MAGL and FAAH. Herein, we disclose a full account of the syntheses, structure-activity relationships, and, inhibitory activities of piperidine/piperazine carbamates against members of the serine hydrolase family. These scaffolds can be tuned for MAGL-selective or dual MAGL-FAAH inhibition by the attachment of an, appropriately substituted bisarylcarbinol or aryloxybenzyl moiety, respectively, on the piperidine/piperazine ring. Modifications to the piperidine/piperazine ring ablated inhibitory activity, suggesting a strict requirement for a six-membered ring to maintain potency.
Synthesis and biological activity of 11-[4-(cinnamyl)-1-piperazinyl]-6,11-dihydrodibenz[b,e]oxepin derivatives, potential agents for the treatment of cerebrovascular disorders
Kurokawa,Sato,Masuda,Yoshida,Ochi,Zushi,Fujiwara,Naruto,Uno,Matsumoto
, p. 2564 - 2573 (2007/10/02)
A series of 11-[4-(cinnamyl)-1-piperazinyl]-6,11-dihydrodibenz[b,e]oxepins and related compounds were synthesized and evaluated for their protective activities against complete ischemia, normobaric hypoxia, lipidperoxidation and convulsion. Structure-activity relationship studies of this series led to the finding of (E)-1-(3-fluoro-6,11-dihydrodibenz[b,e]oxepin-11-yl)-4-(3-phenyl-2-prop enyl)piperazine dimaleate (50), AJ-3941 with the most appropriate property for combined pharmacological activities. Compound 50 also shows an inhibitory effect against cerebral edema as well when orally given to rats.
