30186-24-4Relevant academic research and scientific papers
PHD INHIBITOR COMPOUNDS, COMPOSITIONS, AND USE
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Paragraph 0355-0356, (2021/09/26)
The present invention provides, in part, novel small molecule inhibitors of PHD, having a structure according to Formula (A), and sub-formulas thereof: or a pharmaceutically acceptable salt thereof. The compounds provided herein can be useful for treatment of diseases including heart ( e.g. ischemic heart disease, congestive heart failure, and valvular heart disease), lung (e.g., acute lung injury, pulmonary hypertension, pulmonary fibrosis, and chronic obstructive pulmonary disease), liver (e.g. acute liver failure and liver fibrosis and cirrhosis), and kidney (e.g. acute kidney injury and chronic kidney disease) disease.
Synthetic Scope of Br?nsted Acid-Catalyzed Reactions of Carbonyl Compounds and Ethyl Diazoacetate
Rahaman, Mizzanoor,Ali, M. Shahnawaz,Jahan, Khorshada,Hinz, Damon,Belayet, Jawad Bin,Majinski, Ryan,Hossain, M. Mahmun
, p. 6138 - 6147 (2021/05/06)
The comprehensive study of the reactions of carbonyl compounds and ethyl diazoacetate in the presence of a Br?nsted acid catalyst is described. In result, a broad range of 3-oxo-esters were synthesized from a variety of ketones and aliphatic aldehydes by 1,2-aryl/alkyl/hydride shift. Aryl-methyl ketones produced only aryl-migrated products, whereas other ketones yielded a mixture of products. For diaryl ketones, the identity of two inseparable migrated products was confirmed by two-dimensional NMR spectroscopy.
Metal-free arylation of ethyl acetoacetate with hypervalent diaryliodonium salts: An immediate access to diverse 3-aryl-4(1 H)-quinolones
Monastyrskyi, Andrii,Namelikonda, Niranjan K.,Manetsch, Roman
, p. 2513 - 2520 (2015/03/18)
A clean arylation protocol of ethyl acetoacetate was developed using hypervalent diaryliodonium salts under mild and metal-free conditions. The scope of the reaction, using symmetric and unsymmetric iodonium salts with varying sterics and electronics, was examined. Further, this method has been applied for the synthesis of antimalarial compound ELQ-300, which is currently in preclinical development.
Studies on nucleophilic substitution reactions with cyclopentadienyliron complexes of some chloroarenes and nitorarenes and syntheses of substituted arenes by demetallation of the substitution products
Abd-El-Aziz, A.S.,Lee, C. C.,Piorko, A.,Sutherland, R. G.
, p. 95 - 108 (2007/10/02)
Nucleophilic substitution reactions with the cyclopentadienyliron (CpFe) complex of m- or p-dichlorobenzene with carbanion nucleophiles derived from ethyl acetoacetate (EAA), dibenzoylmethane (DBM) or diacetylmethane (DAM) were found to give only monosubstitution as previously observed for the CpFe complex of o-dichlorobenzene.Reaction of the CpFe complex of 2,6-dimethylchlorobenzene (XIVa) or 2,6-dimethylnitorbenzene (XIVb) with nucleophiles derived from ammonia, dimethylamine, n-butylamine, pyrrolidine, ethanol, phenol, o-thiocresol and EAA all gave SNAr products, without significant steric hindrance.However, no reaction was observed in the treatment of XIVa or XIVb with DBM, suggesting that only with a bulky nucleophile such as that derived from DBM were steric hindrance effects sufficiently large to prevent an SNAr reaction with XIVa or XIVb.Pyrolytic sublimation of the various SNAr products was found to cause decomposition in some cases, but in most instances, demetallation took place giving rise to substituted arenes.New substituted arenes prepared in this way in the present work included RC6H4CH(COC6H5)2, with R = p-CH3, o-Cl, m-Cl or p-Cl, and 2,6-(CH3)2C6H3Y, with Y = CH3(CH2)3NH, C2H5O or o-CH3C6H4S.
Regiospecific Homologation of Unsymmetrical Ketones
Dave, Vinod,Warnhoff, E. W.
, p. 2590 - 2598 (2007/10/02)
A method has been developed for the regiospecific homologation of unhindered unsymmetrical ketones.The procedure consists of preparation of a pure α-halo ketone, reaction of this derivative with ethyl diazoacetate and boron trifluoride etherate, removal of the halogen by zinc reduction, and finally decarbethoxylation with water at 230 deg C or with CaCl2*2H2O in dimethyl sulfoxide at 150 deg C.The method depends on the electron-withdrawing power of the α-halogen to prevent the migration of the attached carbon.A-Homo steroid ketones are most conveniently prepared by this method.The reaction of α-acetoxy ketones with ethyl diazoacetate also leads mainly to migration of the unsubstituted α'-carbon atom.
