Androgen Receptor Antagonists and Anti-Prostate Cancer Activities of Some Newly Synthesized Substituted Fused Pyrazolo-, Triazolo- and Thiazolo-Pyrimidine Derivatives

Abstract

A series of substituted pyrazole, triazole and thiazole derivatives (2–13) were synthesized from 1-(naphtho[1,2-d]thiazol-2-yl)hydrazine as starting material and evaluated as androgen receptor antagonists and anti-prostate cancer agents. The newly synthesized compounds showed potent androgen receptor antagonists and anti-prostate cancer activities with low toxicity (lethal dose 50 (LD50)) comparable to Bicalutamide as reference drug. The structures of newly synthesized compounds were confirmed by IR, 1H-NMR, 13C-NMR, and MS spectral data and elemental analysis. The detailed synthesis, spectroscopic data, LD50 values and pharmacological activities of the synthesized compounds are reported.

<i>In vitro</i> Anti-Leishmania Activity and Safety of Newly Synthesized Thiazolo Pyrimidine Derivatives Augmented with Interleukine-12 (IL-12) in BALB/c Mice Experimentally- Infected with Cutaneous Leishmaniasis

“…The reaction of compound 1 with ethoxymethylene malomonitrile afforded the corresponding 3-amino-4-cyanopyrazolo derivatives 2, which was treated with formamide or hydrazine hydrate to produce the corresponding 3-aminopyrazolopyrimidine 3 and aminopyrazolopyrazole derivative 4, respectively [18] (Scheme 2). 19) corresponding to the molecular formula C 16 H 10 N 6 S and at 120 (100, base peak).…”

Follicle-stimulating hormone (FSH) activities of some synthesized isoxazole and pyrazoline derivatives

“…In previous work we have reported that certain of substituted pyrazole and oxazole heterocycles represent class of compounds that play an important role in the medicinal chemistry. Previously we have reported the SARS-CoV 3C-like protease inhibitors [10], against different cancer cell lines [11][12][13], EGFR and VEGFR-2 kinase inhibitors [14] activities for different series of substituted pyrazole derivatives. On the other hand, the oxazole heterocyclic derivatives have effective pharmacological importance.…”

“…Ar-H) 13. C NMR spectrum, δ, ppm: 13.81, 21.79, 25.87, 26.45, 29.54, 36.55, 38.47, 43.96, 47.50, 48.28, 50.68, 58.19, 112.80, 115.32, 124.22, 125.88, 126.40, 126.50, 132.36, 135.90, 138.54, 147.17, 149.62, 153.62, 164.81, 218.50 (30 C).…”

SARS-CoV 3C-Like Protease Inhibitors of some Newly Synthesized Substituted Pyrazoles and Substituted Pyrimidines Based on 1-(3-Aminophenyl)-3-(1H-indol-3-yl)prop-2-en-1-one

“…The heterocyclic pyrazole compounds has been used as; antipyretic, analgesic and anti-inflammatory drug (Sukuroglu et al, 2005), antimalarial (Cunico et al, 2006), antitumor (Naito et al, 2002), antibacterial, antifungal (Akbas et al, 2005), antiparasitic (Rathelot et al, 2002) and antiviral uses (Ding et al, 1994). In addition, pyrimidine derivatives have significant biological activity and anti-prostate cancer (Bahashwan et al, 2014), anti-inflammatory (Ouf et al, 2008), bactericidal (Hossan et al, 2012) and anxiolytic activities (Wagner et al, 2004). Recently, design, synthesis and pharmacological properties of heteroaryl pyrimidine derivatives (Khan et al, 2015) and used as CB 2 cannabinoid receptor partial agonists (Tabrizi et al, 2013).…”