88122-94-5Relevant academic research and scientific papers
Cushing's syndrome: Development of highly potent and selective CYP11B1 inhibitors of the (pyridylmethyl)pyridine type
Emmerich, Juliette,Hu, Qingzhong,Hanke, Nina,Hartmann, Rolf W.
supporting information, p. 6022 - 6032 (2013/09/02)
Potent and selective CYP11B1 inhibitors could be promising therapeutics for the treatment of Cushing's syndrome. Optimization of Ref 1 (5-((1H-imidazol-1- yl)methyl)-2-phenylpyridine) led to compound 44 (5-((5-methylpyridin-3-yl) methyl)-2-phenylpyridine) with a 50-fold improved IC50 value of 2 nM toward human CYP11B1 and an enhanced inhibition of the rat enzyme (IC 50 = 2440 nM) compared to Ref 1 (IC50 > 10000 nM). Furthermore, selectivities over CYP11B2, CYP17, and CYP19 were observed, as well as satisfying metabolic stability not only in human and rat plasma but also in liver S9 fraction. Investigation of cytotoxicity and inhibition of hepatic CYP2A6 and CYP3A4 showed that 44 fulfills first safety criteria and can be considered for further in vivo evaluation in rats.
One-pot synthesis of 4-methylisoquinolines via a sequential Pd-catalyzed Heck reaction and intramolecular cyclization
Tian, Yulin,Qi, Jianguo,Sun, Chenbin,Yin, Dali,Wang, Xiaojian,Xiao, Qiong
supporting information, p. 7262 - 7266 (2013/10/22)
An efficient, one-pot synthesis of 4-methylisoquinolines via a cascade Pd-catalyzed Heck reaction, intramolecular cyclization and isomerization has been developed. This reaction has a wide range of substrates with various functional groups, and the corresponding products have been obtained in good yields.
A convenient synthesis of 1,4-disubstituted isoquinolines by reactions of α-substituted 2-lithio-β-methoxystyrenes with nitriles
Kobayashi, Kazuhiro,Hayashi, Kazutaka,Miyamoto, Kazuna,Morikawa, Osamu,Konishi, Hisatoshi
, p. 2934 - 2938 (2008/02/05)
It has been found that halogen-lithium exchange between α-substituted 2-bromo-β-methoxystyrene derivatives and n-butyllithium generates α-substituted 2-lithio-β-methoxystyrene derivatives, which successfully react with a range of nitriles to afford the co
New synthesis of isoquinoline and 3,4-dihydroisoquinoline derivatives
Kobayashi, Kazuhiro,Shiokawa, Taiyo,Omote, Hiroki,Hashimoto, Kenichi,Morikawa, Osamu,Konishi, Hisatoshi
, p. 1126 - 1132 (2007/10/03)
A simple and efficient synthesis of isoquinoline and 3,4- dihydroisoquinoline derivatives is described. 1-Alkyl-(or aryl)isoquinoline and 1-isoquinolinamine derivatives were obtained by intramolecular cyclization of 2-(2-methoxyethenyl) benzonitriles initiated by the addition of alkyl(or aryl)lithiums and lithium dialkylamides to the nitrile carbons, respectively. Synthesis of 4-aryl-3,4-dihydroisoquinolines was achieved by reactions of 2-(1-arylethenyl)benzonitriles with organolithiums, followed by aqueous workup. Treatment of the reaction mixtures with electrophiles prior to aqueous workup allowed the synthesis of 4,4-disubstituted 3,4-dihydroisoquinolines.
Electroluminescent efficiency
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, (2008/06/13)
An organic light emitting device is provided. The device has an anode, a cathode, and an emissive layer disposed between the anode and the cathode. The emissive layer further includes a molecule of Formula I wherein an alkyl substituent at position R′5 results in high efficiency and operational stability in the organic light emitting device.
New synthesis of isoquinoline derivatives by reactions of 2-(2-methoxyethenyl)benzonitriles with organolithiums and lithium dialkylamides
Kobayashi, Kazuhiro,Shiokawa, Taiyo,Morikawa, Osamu,Konishi, Hisatoshi
, p. 236 - 237 (2007/10/03)
A simple and efficient synthesis of 1-alkyl(or aryl)isoquinoline and isoquinolin-1-amine derivatives based on intramolecular cyclization of 2-(2-methoxyethenyl)benzonitriles initiated by the addition of alkyl(or aryl)lithiums and lithium dialkylamides to the nitrile carbons, respectively, is described.
ISOQUINOLINE SYNTHESIS VIA 2-OXAZOLINES. PART VI. TRANSFORMATION OF 1-BENZAMIDO-1-PHENYL-2-ALKANOLS INTO 4-ALKYL-1-PHENYLISOQUINOLINES
Kopczynski, Tomasz,Krzyzanowska, Ewa
, p. 471 - 482 (2007/10/02)
Conditions necessary for the transformation of 1-benzamido-1-phenyl-2-alkanols (1) and 5-alkyl-2,4-diphenyl-2-oxazolines (2) into 4-alkyl-1-phenylisoquinolines (3) have been determined.The mechanism proposed for these reactions is supported by the results
ISOQUINOLINE SYNTHESES VIA 2-OXAZOLINES. PART V. SYNTHESES OF 4-ALKYL-1-PHENYLISOQUINOLINES BY PICTET-GAMS REACTION
Kopczynski, Tomasz
, p. 375 - 386 (2007/10/02)
Conditions necessary for transformation of hydroxyamides (4) and 2-oxazolines (5) into 4-alkyl-1-phenylisoquinolines have been established.The mechanism of the Pictet-Gams reaction claiming the existence of protonated oxazolines (7) and unsaturated amides
