Triphenyl Modified 5-Membered Heterocycles and Their Use as Anticancer and Antiinflammatory Agents

Simple SummaryContent extracted from patent full text and abstract with AI.

This invention relates to a new class of chemical compounds: triphenyl-modified 5-membered heterocycles, including pyrroles, furans, and thiophenes, functionalized with various phenyl substituents (such as halogen, alkoxy, hydroxy, and trihalomethyl groups). These compounds exhibit significant antiproliferative (anticancer) and anti-inflammatory properties by inhibiting cyclooxygenases (COX-1 and COX-2), enzymes that play key roles in inflammation and cancer progression. The patent covers the compounds themselves, their pharmaceutical compositions, and their use in preventing and treating cancer and inflammatory diseases.

Use CasesContent extracted from patent full text and abstract with AI.

• Treatment of cancers, including breast, colorectal, lung, gastric, pancreatic, esophageal, and leukemia types, by inhibiting cancer cell proliferation.
• Therapy and prevention of various inflammatory diseases, such as arthritis, gout, Crohn's disease, ulcerative colitis, rheumatism (including rheumatoid arthritis), and chronic hepatitis C.
• Development of new pharmaceutical formulations (tablets, capsules, injections, ointments, etc.) containing these compounds as active ingredients.
• Use as selective COX-1 and/or COX-2 inhibitors in research to study cellular processes related to prostaglandin synthesis in cell cultures and other biological systems.
• Potential use in modulating estrogenic effects, given some compounds' observed affinity for estrogen receptors.

BenefitsContent extracted from patent full text and abstract with AI.

• Dual antiproliferative and anti-inflammatory effects, allowing for the treatment of both cancer and inflammatory diseases with a single compound family.
• Potential for reduced adverse cardiovascular effects compared to some existing COX-2 inhibitors (e.g., Vioxx), meeting an unmet medical need.
• Structural diversity enables tuning of selectivity between COX-1 and COX-2, as well as modulation of estrogenic properties.
• Broad spectrum of action, potentially effective against various types of cancers and inflammatory disorders.
• Compounds and formulations can be prepared using known chemical methods and delivered in a variety of clinically relevant dosage forms.
• Opportunity for research tools for studying COX-related pathways in vitro and in vivo.

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Inventors & Applicants

Patent Abstract

The present invention provides 5-membered heterooycles, preferably pyrrole furans and thiophenes, with three phenyl moieties wherein at least one of the three Phenyl moieties is substituted with halogen and alkoxy, halogen and hydrox trihalomethy, and alkoxy, trihatomethyl and hydroxy or halogen and alky, an wherein a second phenyl moiety is substituted with at least hydroxy or alkoxy The compounds of the invention show antiproliferative effects and inhibitory effects on cyclooxygenases (COX-1 and COX-2). Therefore the invention is also directed to the use of said compounds for the manufacture of a pharmaceutic composition for prevention and treatment of cancer and/or inflammatory diseases The invention further concerns a method for treating cancer or an inflammator disease, which comprises the step of administering to a patient suffering from that disease a therapeutically effective amount of at least one of said compounds.