19434-42-5Relevant articles and documents
DERIVATIVES OF 6-SUBSTITUTED TRIAZOLOPYRIDAZINES AS REV-ERB AGONISTS
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Page/Page column 45; 67, (2013/04/13)
The present invention provides novel 6-substituted [1,2,4]triazolo[4,3-b]pyridazines that are agonists of Rev-Erb. These compounds, and pharmaceutical compositions comprising the same, are suitable means for treating any disease wherein the activation of Rev-Erb has therapeutic effects, for instance in inflammatory and circadian rhythm-related disorders or cardiometabolic diseases.
Synthesis and biological evaluation of ethyl 6-alkoxy-7-phenyl-4-hydroxy-3-quinolinecarboxylates against Eimeria tenella
Zhang, Yuan Yuan,Zeng, Xing Yan,Nie, Kui,Zhong, Zhi Cheng,Wang, Yu Liang,Wang, Yu Zhong
scheme or table, p. 426 - 428 (2010/12/25)
A series of ethyl 6-alkoxy-7-phenyl-4-hydroxy-3-quinolinecarboxylates were designed and synthesized. Their structures were confirmed by 1H NMR, 13C NMR, IR and HRMS. The biological activities were primarily evaluated against Eimeria
PYRROLIDINE DERIVATIVES AS ERK INHIBITORS
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Page/Page column 176, (2010/11/28)
Disclosed are the ERK inhibitors of Formula (1.0): and the pharmaceutically acceptable salts and solvates thereof. Q is a piperidine or piperazine ring that can have a bridge or a fused ring. The piperidine ring can have a double bond in the ring. All other substitutents are as defined herein. Also disclosed are methods of treating cancer using the compounds of Formula (1.0).
Aryl aniline beta2 adrenergic receptor agonists
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Page 41, (2008/06/13)
The invention provides novel β2 adrenergic receptor agonist compounds of formula (I): wherein R1-R13 and w have any of the values described in the specification. The invention also provides combinations of such compounds and other therapeutic agents, pharmaceutical compositions comprising such compounds and combinations, methods of using such compounds to treat diseases associated with β2 adrenergic receptor activity, and processes and intermediates useful for preparing such compounds.
Catalysis of the Photo-Fries Reaction: Antibody-Mediated Stabilization of High Energy States
Dickerson, Tobin J.,Tremblay, Martin R.,Hoffman, Timothy Z.,Ruiz, Diana I.,Janda, Kim D.
, p. 15395 - 15401 (2007/10/03)
A conformationally constrained hapten is presented that is capable of catalyzing the first antibody-mediated photo-Fries rearrangement. In this reaction, absorption of light energy by a diphenyl ether substrate results in homolytic C-O bond cleavage followed by recombination to yield biphenyl-derived products. The most proficient antibody studied converts 4-phenoxyaniline 15 into 2-hydroxy-5-aminobiphenyl 16 under high-intensity irradiation at a rate of 8.6 μM/min. These results support a recent hypothesis stating that immunization with conformationally constrained haptens provides higher titers for the acquisition of simple binding antibodies; however, in this case, conformational constraint does not ensure the development of more efficient catalysts. Using the obtained antibodies, the presence of products resulting from escape of free radicals from the solvent cage can be suppressed, altering the excited state energy surface such that free radicals are funneled into the formation of the desired biphenyl product. However, studies also show the inactivation of the antibodies as a result of photodecay of the biphenyl product. Using an isocyanate scavenging resin, the photodecay product could be removed and the inactivation of the antibody drastically reduced. Furthermore, despite the observed photodecay, turnover of the antibody was present; this represents the first case in which true turnover of a photochemical reaction using a catalytic antibody could be observed.
Means and method for dying keratinic fibers
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, (2008/06/13)
Composition for coloring keratin fibers based on a developer-coupler combination characterized in that it contains as the coupler 3-(2,4-diaminophenoxy)-1-propanol and as the developer a p-phenylenediamine derivative monosubstituted on the benzene ring and having general formula (I) ?and/or a 4,5-diamino-1H-pyrazole derivative of general formula (II) ?and/or a p-aminophenol derivative of general formula (III) ?as well as a method for the oxidative coloring of hair, and the use of said composition.
2-hydroxy-5-amino-biphenyl-derivatives and oxidative hair colouring agents containing said compounds
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, (2008/06/13)
The invention relates to an oxidative coloring agent for keratin fibers, in particular hair based on a developing agent-coupling agent combination, which contains as a developing agent at least one 2-hydroxy-5-amino-biphenyl derivative of general formula (I) in addition to novel 2-hydroxy-5-amino-biphenyl derivatives.
Mechanisms of the photochemical rearrangement of diphenyl ethers
Haga, Naoki,Takayanagi, Hiroaki
, p. 735 - 745 (2007/10/03)
The mechanism of the photochemical rearrangement of diphenyl ether (1a) was studied. Irradiation of 1a in ethanol gave 2-phenylphenol (2, 42%) and 4-phenylphenol (3, 11%) as rearrangement products, in addition to phenol (4, 30%) and benzene (5, 25%) as diffusion products. Cross-coupling experiments employing [2H10]1a demonstrated that the formation of 2- and 4-phenylphenol was an intramolecular process. Irradiation of 1a in benzene or in toluene gave biphenyls in good yields. The combined yields of rearrangement products (2 and 3) increased with increase of solvent viscosity, with a concomitant decrease in the formation of 4. All the results can be rationalized in terms of excitation of 1a to the singlet state and dissociation to a radical pair intermediate involving phenoxy and phenyl radicals. Intramolecular recombination of these radicals gives rearrangement products, and escape followed by hydrogen abstraction from the solvent gives diffusion products. When position 4 of 1a was occupied by an electron-donating substituent (1b-e), aryloxy-phenyl bond cleavage to give the corresponding rearrangement products prevailed over phenoxy-aryl bond cleavage. The opposite was the case for substrates with an electron-withdrawing substituent at position 4 (1h,i).
The Electrochemical Preparation and Kinetic and Product Studies of Acylated Quinol and Quinol Ether Imines. In Search of the Hydrolysis Products of the "Ultimate" Carcinogen of N-Acetyl-2-aminofluorene
Novak, Michael,Helmick, John S.,Oberlies, Nicholas,Rangappa, Kanchugarakoppal S.,Clark, William M.,Swenton, John S.
, p. 867 - 878 (2007/10/02)
The N-acetyl and benzoyl derivatives of 4-methoxy-4-phenyl-2,5-cyclohexadienone imine and the N-benzoyl derivative of 4-hydroxy-4-phenyl-2,5-cyclohexadienone imine (1a-c) have been prepared via anodic oxidation of the corresponding amide of 4-aminobiphenyl in either methanol or water/ acetonitrile, respectively.The products and the kinetics of the acidic and basic hydrolyses of these compounds were studied and the results compared with other N-acylquinol imine derivatives, including N-acetyl-4-hydroxy-4-phenyl-2,5-cyclohexadienone imine (1d), generated by solvolytic routes.The chemistry of these compounds was dependent upon the pH and the substituents on the quinol imine derivative.The major reaction pathways were hydrolysis of the imine linkage to afford the respective dienone and phenyl migration to afford the amides of 2-hydroxy- or 2-methoxy-5-aminobiphenyl.The reactivity of the quinol imine derivatives follows the order: 4-hydroxyl more reactive than 4-methoxyl compounds and N-acetyl more reactive than N-benzoyl derivatives.The higher reactivity for the former compounds is attributed to the greater electron-donating ability of the 4-hydroxyl versus the 4-methoxyl group.The higher reactivity of the N-acetyl relative to the N-benzoyl derivatives is attributed to the ca. 30-fold increase in basicity of the N-acetyl functionality.The additive effect of the 4-hydroxyl and N-acetyl functionality on the basic quinol imine moiety makes compounds having both of the groups difficult to isolate in aqueous media.This serves as a limitation for the preparation of the quinol imine derivative of N-acetyl-2-aminofluorene via the anodic oxidation methods reported herein.