33630-94-3Relevant articles and documents
The Lactam-Lactim Tautomerization of Monoamino-Substituted 2-Pyridinols in Tetrahydrofuran
Fujimoto, Akira,Inuzuka, Kozo
, p. 2292 - 2299 (1990)
MINDO/3 calculations have been performed on 3-amino-, 4-amino-, 5-amino-, and 6-amino-2-pyridinols to estimate their molecular geometries.The lactam-lactim tautomerization from amino-2-pyridone to amino-2-pyridinol was expected for 5-amino- and 6-amino-2-pyridinols from the MINDO/3 calculations.In addition, their dimer formation energies were evaluated by the CNDO/2 method.Among the four amino-2-pyridones, 6-amino-2-pyridone has the largest dimer formation energy and 3-amino-2-pyridone the smallest.Furthermore, to certify the tautomerization of 3-amino-, 5-amino-, and 6-amino-2-pyridinols the UV absorption and fluorescence spectra were measured, and compared with those of their O-methyl and nuclear N-methyl derivatives.From the UV spectral data the equilibrium constants of the lactam-lactim tautomerization were determined for 5-amino and 6-amino derivatives in tetrahydrofuran (THF) at various temperatures.The lactam form is more stable than that of the lactim; the enthalpy changes between two forms of 5-amino and 6-amino derivatives were estimated to be 7.9 and 6.3 kJ mol-1, respectively.The lactam and lactim dimers of these two derivatives were found to be easily formed in THF and ether.From the fluorescence spectral data the lactim dimer of 6-amino derivative was found to be formed in the lowest excited ?,?* singlet state.On the other hand, the 3-amino derivative exists predominantly in the lactam monomer form in both the ground and the lowest excited ?,?* singlet states.
SUBSTITUTED HYDANTOIN AND THIOHYDANTOIN DERIVATIVES AS ANDROGEN RECEPTOR ANTAGONISTS
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Page/Page column 81, (2018/09/25)
Disclosed are compounds, compositions and methods for treating of disorders that are affected by the antagonism of one or more androgen receptor types. Such compounds are represented by Formula (I), wherein R1, R2a, R,2b,Z
SUBSTITUTED THIOHYDANTOIN DERIVATIVES AS ANDROGEN RECEPTOR ANTAGONISTS
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Page/Page column 224; 225, (2017/08/07)
Disclosed are compounds, compositions and methods for treating of disorders that are affected by the antagonism of one or more androgen receptor types. Such compounds are represented by Formula (I) as follows: Formula (I) wherein R1 and G are defined herein.