2423-74-7Relevant academic research and scientific papers
Novel bioactivation pathway of benzbromarone mediated by cytochrome P450
Kitagawara, Yumina,Ohe, Tomoyuki,Tachibana, Kumiko,Takahashi, Kyoko,Nakamura, Shigeo,Mashino, Tadahiko
supporting information, p. 1303 - 1306 (2015/09/07)
Benzbromarone (BBR) is a hepatotoxic drug, but the detailed mechanism of its toxicity remains unknown. We identified 2,6-dibromohydroquinone (DBH) and mono-debrominated catechol (2-ethyl-3-(3-bromo-4,5-dihydroxybenzoyl) benzofuran; CAT) as novel metabolites of BBR in rat and human liver microsomal systems by comparison with chemically synthesized authentic compounds, and we also elucidated that DBH is formed by cytochrome P450 2C9 and that CAT is formed mainly by CYP1A1, 2D6, 2E1, and 3A4. Furthermore, CAT, DBH, and the oxidized form of DBH are highly cytotoxic in HepG2 compared with BBR. Taken together, our data demonstrate that DBH, a novel reactive metabolite, may be relevant to BBR-induced hepatotoxicity.
For a photoelectric conversion element, and a photoelectric conversion element and method for manufacturing the same
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Paragraph 0066; 0087-0088, (2020/09/22)
PROBLEM TO BE SOLVED: To provide a novel metal phthalocyanine complex having a strong absorption band in an infrared/near infrared spectrum region and remarkably useful for an opto-electronic device application, and to provide the opto-electronic device u
Screening of a library of hemisalen ligands in asymmetric H-transfer: Reduction of aromatic ketones in water
Boukachabia, Mourad,Vriamont, Nicolas,Lambin, Dominique,Riant, Olivier,Aribi-Zouioueche, Louisa
, p. 403 - 412 (2014/05/06)
A library of chiral hemisalen ligands (30) was realized. The ligands were synthesized by the condensation of salicylaldehyde derivatives with amino-alcohols (amino-indanol or substituted amino-ethanol) and characterized. These ligands associated with ruthenium (II) precursors were tested on the asymmetric transfer hydrogenation (ATH) of aromatic ketones by sodium formate in water. The different substituent pattern on the ligand (electronic and hindrance effects on different positions) as well as the ruthenium precursor were investigated. The best compromise in terms of conversion and chiral induction led to the complex [RuCl2(mesitylene)]2 coordinated to (1S,2R)-1-((E)-(3-(dimethyl(phenyl)silyl)-2-hydroxy-5-methoxy benzylidene) amino)-2,3-dihydro-1H-inden-2-ol (L25). It reduces acetophenone in 95% yield and 91% ee in 18 h at 30°C.
Rational synthesis for all All-homocalixarenes
Predeus, Alexander V.,Gopalsamuthiram, Vijay,Staples, Richard J.,Wulff, William D.
supporting information, p. 911 - 915 (2013/02/26)
Have it all: The synthesis of homocalixarenes of all sizes has been demonstrated using the triple annulation of bis(carbene) complexes with diynes (see scheme). This strategy in principle should allow access to all homocalixarenes. The generality of the synthetic approach is also demonstrated by the preparation of a pyrrole-containing calixarene. Copyright
Biomimetic synthesis of the apoptosis-inducing thiazinoquinone thiaplidiaquinone A
Carbone, Anna,Lucas, Catherine L.,Moody, Christopher J.
, p. 9179 - 9189 (2013/01/15)
A concise total synthesis of the apoptosis-inducing, marine metabolite thiaplidiaquinone A is described. The key ring forming steps are both based on biosynthetic considerations and involve the construction of the central benzo[c]chromene quinone unit by an extremely facile oxa-6π-electrocyclic ring closure reaction of an ortho-quinone intermediate, derived by tautomerization of a bis-benzoquinone, readily accessed from two simple phenolic precursors. This is followed by the installation of the 1,4-thiazine-dioxide ring by reaction of the benzo[c]chromene quinone with hypotaurine.
Dye molecules for simple co-sensitization process: Fabrication of mixed-dye-sensitized solar cells
Kimura, Mutsumi,Nomoto, Hirotaka,Masaki, Naruhiko,Mori, Shogo
supporting information; experimental part, p. 4371 - 4374 (2012/06/29)
Sensitive kind of dye: Co-sensitization of the TiO2 electrode using PcS15 and the dye D131 results in a dramatic enhancement of the photocurrent response for the entire visible-light region. This method provides a simple design for accessing dye-sensitized solar cells. Copyright
NOVEL ESTROGEN RECEPTOR LIGANDS
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Page/Page column 36, (2009/11/29)
The invention provides a pharmaceutical composition comprising a compound of formula (I) or a pharmaceutically acceptable ester, amide, solvate or salt thereof, including a salt of such an ester or amide, and a solvate of such an ester, amide or salt: wherein R3 is selected from the group consisting of ORA; -CHO; -C(O)C1-4alkyl; -C(O)phenyl; -O-C(O)RA; and N(RB)2; R6 is selected from certain cyclic groups defined in the specification; and the remaining groups are defined in the specification; together with a pharmaceutically acceptable carrier. Most of the compounds are novel. The invention also provides the use of such compounds in the treatment or prophylaxis of a condition associated with a disease or disorder associated with estrogen receptor activity.
Synthesis of biaryl compounds through three-component assembly: Ambidentate effect of the tert-butyldimethylsilyl group for regioselective diels-alder and hiyama coupling reactions
Akai, Shuji,Ikawa, Takashi,Takayanagi, Sho-Ichi,Morikawa, Yuki,Mohri, Shinya,Tsubakiyama, Masaya,Egi, Masahiro,Wada, Yasufumi,Kita, Yasuyuki
supporting information; experimental part, p. 7673 - 7676 (2009/04/10)
Two for the price of one: A method has been developed for the regiocontrolled synthesis of multisubstituted biaryl derivatives. This protocol involves the use of the tert-butyldimethylsilyl (TBDMS) group to direct the regioselective Diels-Alder reaction of a 3-TBDMS-benzyne with a furan derivative and a subsequent Hiyama cross-coupling reaction of the TBDMS group with aryl iodides (see scheme).
Benzopyrans as selective estrogen receptor β agonists (SERBAs). Part 4: Functionalization of the benzopyran A-ring
Norman, Bryan H.,Richardson, Timothy I.,Dodge, Jeffrey A.,Pfeifer, Lance A.,Durst, Gregory L.,Wang, Yong,Durbin, Jim D.,Krishnan, Venkatesh,Dinn, Sean R.,Liu, Shengquan,Reilly, John E.,Ryter, Kendal T.
, p. 5082 - 5085 (2008/03/14)
Benzopyrans are selective estrogen receptor (ER) β agonists (SERBAs), which bind the ER receptor subtypes α and β in opposite orientations. We have used structure based drug design to show that this unique phenomena can be exploited via substitution at the 8-position of the benzopyran A-ring to disrupt binding to ERα, thus improving ERβ subtype selectivity. X-ray cocrystal structures with ERα and ERβ are supportive of this approach to improve selectivity in this structural class.
SUBSTITUTED BENZOPYRANS AS SELECTIVE ESTROGEN RECEPTOR-BETA AGONISTS
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Page 7; 12, (2010/02/09)
The present invention relates to substituted benzopyran derivatives, stereoisomers, and pharmaceutical acceptable salts thereof and processes for the preparation of the same. The compounds of the present invention are useful as Estrogen Receptor ? agonists. Such agonists are useful for the treating Estrogen Receptor ? mediated diseases such as prostate cancer or BPH.
