23328-05-4Relevant academic research and scientific papers
SYNTHESIS OF 1,4-EPIMINE COMPOUNDS. IODOSOBENZENE DIACETATE, AN EFFICIENT REAGENT FOR NEUTRAL NITROGEN RADICAL GENERATION
Armas, P. de,Carrau, R.,Concepcion, J. I.,Francisco, C. G.,Hernandez, R.,Suarez, E.
, p. 2493 - 2496 (1985)
Photolysis of several nitroamines, cianamines, and phosphoroamidates in the presence of iodosobenzene diacetate (IBDA) and iodine leads to neutral aminyl radicals which undergo intramolecular hydrogen abstraction to produce epimine compounds with yields t
Design and synthesis of novel steroidal imidazoles as dual inhibitors of AR/CYP17 for the treatment of prostate cancer
Hou, Qiangqiang,He, Conghui,Lao, Kejing,Luo, Guoshun,You, Qidong,Xiang, Hua
, (2019/03/20)
Both AR and CYP17 are important targets for blocking androgen signaling, and it has been accepted that multifunctional drugs have a low risk of drug resistance in the treatment of cancer. Thus, herein a series of steroidal imidazoles were designed, synthesized and evaluated as dual AR/CYP17 ligands. Several compounds displayed good biological profiles in both enzymatic and cellular assays. SAR studies showed that introducing oximino at the C-3 position of steroidal scaffold is beneficial to the enhancement of AR antagonistic activity. Among these compounds, the most potent compound 13a exhibited the best AR inhibition (IC50 = 0.5 μM) that was 27-fold increase compared with the hit compound 5 as well as comparable CYP17 inhibition (IC50 = 11 μM). Additionally, 13a displayed promising anti-proliferative effects on LNCap cell lines with the IC50 value of 23 μM which was superior to positive control Flutamide (IC50 = 28 μM). Furthermore, the docking results of 13a revealed that the oxygen atom at the position of C-3 connected to the heme of CYP17, which may be helpful for its satisfactory dual-target inhibition. In summary, this study provides an efficient strategy for multi-targeting drug discovery in the treatment of prostate cancer.
20-triazole-20-hydroxyl-pregnane derivatives, method for preparing same and medical application of 20-triazole-20-hydroxyl-pregnane derivatives
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Paragraph 0125; 0126; 0127, (2018/11/22)
The invention belongs to the field of medicines, and particularly relates to a series of 20-triazole-20-hydroxyl-pregnane derivatives, a method for preparing the same and medical application of the 20-triazole-20-hydroxyl-pregnane derivatives. The 20-triazole-20-hydroxyl-pregnane derivatives are particularly used for preparing medicines for treating androgen receptor related diseases such as cellproliferation, prostate cancer, polytrichia, acne and androgenic alopecia which are dependent on androgens. Structural general formulas of compounds of the 20-triazole-20-hydroxyl-pregnane derivativesare shown. Details of definition of various groups in the general formulas are attached to specifications.
Dehydrogenation of Cyanamides. An Approach to Cyanimides and Carbonyl Compounds
Carrau, Reyes,Freire, Raimundo,Hernandez, Rosendo,Suarez, Ernesto
, p. 1055 - 1058 (2007/10/02)
Treatment of cyanamides with lead tetraacetate afforded the corresponding cyanimides in high yields.As these compounds can be readily and efficiently hydrolysed to carbonyl compounds; this sequence of reactions allows the synthesis of aldehydes and ketones from primary amines.
CONDENSATION OF α,γ-DIKETO (OR KETOSUCCINIC) ESTERS WITH GLYOXYLIC ACID
Bonadies, Francesco,Scarpati, Maria Luisa
, p. 421 - 426 (2007/10/02)
2-Hydroxy-4-keto acids may be conveniently prepared by elimination of the oxalyl moiety, catalyzed by Zn(2+), from 4-carboxy-2-hydroxybutenolides.These are obtained in good yield by the addition of α,γ-diketo esters to sodium glyoxylate.If the α,γ-diketo esters, or ketosuccinic esters, carry an alkyl substituent in the β position their addition to sodium glyoxylate proceeds with the simultaneous splitting of the oxalyl moiety.The corresponding 2-enoic(4-keto or 3-carboxy) acids are obtained in good yields.
