Introduction of a new synthetic route about 4221-99-2

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Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 4221-99-2, is researched, Molecular C4H10O, about Halogen-substituted anthranilic acid derivatives provide a novel chemical platform for androgen receptor antagonists, the main research direction is prostate cervical cancer methyl anthranilate androgen receptor antiandrogen antihormone; Androgen receptor; Antiandrogens; Antihormone; Cellular senescence; Methyl anthranilate derivatives; Prostate cancer.Quality Control of (S)-Butan-2-ol.

Here we analyzed structure-activity relationships of a battery of 36 non-steroidal structural variants of Me anthranilate including 23 synthesized compounds We identified structural requirements that lead to more potent AR antagonists. Specific compounds inhibit the transactivation of wild-type AR as well as AR mutants that render treatment resistance to hydroxyflutamide, bicalutamide and the second-generation AR antagonist enzalutamide. This suggests a distinct mode of inhibiting the AR compared to the clin. used compounds Competition assays suggest binding of these compounds to the AR ligand binding domain and inhibit PCa cell proliferation. Moreover, active compounds induce cellular senescence despite inhibition of AR-mediated transactivation indicating a transactivation-independent AR-pathway. In line with this, fluorescence resonance after photobleaching (FRAP) – assays reveal higher mobility of the AR in the cell nuclei. Mechanistically, fluorescence resonance energy transfer (FRET) – assays indicate that the amino-carboxy (N/C)-interaction of the AR is not affected, which is in contrast to known AR-antagonists. This suggests a mechanistically novel mode of AR-antagonism. Together, these findings indicate the identification of a novel chem. platform as a new lead structure that extends the diversity of known AR antagonists and possesses a distinct mode of antagonizing AR-function.

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Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem