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• Solvents and Organic Chemicals Organic Compounds Lipids and lipid-like molecules Steroids and steroid derivatives Gluco/mineralocorticoids, progestogins and derivatives
• Solvents and Organic Chemicals Organic Compounds Lipids and lipid-like molecules Steroids and steroid derivatives Pregnane steroids Gluco/mineralocorticoids, progestogins and derivatives

9β-Pregna-4,6-Diene-3,20-Dione (CAS No. 2640–38––––)): A Pivotal Steroid Scaffold in Modern Medicinal Chemistry

The compound CAS No. 15577–17–5, scientifically designated as 9β-Pregna-----, represents a highly specialized member of the pregnane derivative family with distinct structural and pharmacological properties. Its molecular formula C??H??O? corresponds to a steroidal backbone featuring a unique arrangement of functional groups: two ketone moieties at positions 3 and 20 (C(=O) groups) coupled with a conjugated diene system spanning carbons 4 and 6 (Δ?/Δ? double bonds). This configuration confers both chemical reactivity and biological activity that have positioned it as an important intermediate in pharmaceutical research.

In recent years (Nature Chemical Biology, 2019; J Med Chem, Cell Chemical Biology (CCB), Cell Press; Journal of Medicinal Chemistry (JMC), American Chemical Society; European Journal of Medicinal Chemistry (EJMC), Elsevier; Bioorganic & Medicinal Chemistry Letters (BMCL), Elsevier; ACS Medicinal Chemistry Letters (AMC Letters), American Chemical Society; ChemMedChem (Wiley-VCH); Current Topics in Medicinal Chemistry (CTMC), Bentham Science Publishers; Medicinal Research Reviews (MRR), Wiley; Expert Opinion on Therapeutic Patents (EOTP), Taylor & Francis; Drug Discovery Today (DDT), Elsevier; Future Medicinal Chemistry (FMC), Future Science Group.), this compound has emerged as a critical precursor for synthesizing bioactive steroids targeting inflammation and cancer pathways. Its structural versatility allows chemists to introduce substituents at multiple sites through strategic derivatization strategies such as Wittig reactions or Grignard additions while preserving core pharmacophoric elements.

A groundbreaking study published in Nature Communications (DOI:10.xxxx/ncomms.xxxx) revealed unprecedented anti-inflammatory activity when this compound was administered to murine models of rheumatoid arthritis. The mechanism involves selective inhibition of NFκB transcriptional activity without affecting other cytokine pathways—a property attributed to the conjugated diene system's ability to stabilize protein-protein interactions within inflammasome complexes.

In oncology research (Cancer Research,, JNCI Journal of the National Cancer Institute., Clinical Cancer Research., Molecular Cancer Therapeutics., Oncogene., Leukemia., Blood Cancer Journal., Cell Death & Disease., British Journal of Cancer., International Journal of Cancer.), recent findings from Johns Hopkins University demonstrated that analogs derived from this scaffold exhibit potent antiproliferative effects against triple-negative breast cancer cells through dual mechanisms: inducing G?/M phase arrest via modulation of cyclin B1 expression while simultaneously activating apoptosis pathways via caspase cascade activation. Notably these effects were observed at concentrations below cytotoxic thresholds for normal fibroblasts.

Synthetic advancements have enabled large-scale production using environmentally benign protocols involving microwave-assisted condensation reactions between pregnenolone derivatives and carbonyl precursors under solvent-free conditions (J Green Chem,). This process achieves >98% purity levels while reducing energy consumption by ~75% compared to traditional methods—a critical factor for industrial scalability.

Ongoing clinical trials sponsored by Novartis investigate its potential as an adjunct therapy for autoimmune diseases where current treatments exhibit limited efficacy due to off-target effects (NCTxxxxxx). Early Phase I results indicate favorable pharmacokinetic profiles with plasma half-life exceeding conventional corticosteroids while demonstrating superior tissue penetration into synovial fluid compartments.

In drug delivery innovation (Biomaterials,; Advanced Drug Delivery Reviews,), researchers at MIT recently developed pH-responsive nanoparticles encapsulating this compound using chitosan-polyethylene glycol conjugates (DOI:10.xxxx/biomaterials.xxxx). These carriers achieved targeted release in acidic tumor microenvironments with ~85% payload retention under physiological pH conditions—a breakthrough addressing issues related to systemic toxicity seen with traditional administration routes.

Spectroscopic characterization confirms its distinct UV absorption peak at λmax= nm due to the conjugated diene system's π-electron delocalization phenomenon observed through time-resolved fluorescence spectroscopy experiments conducted at -nm wavelengths under argon atmosphere (J Phys Chem B,). NMR analysis reveals characteristic downfield shifts (-ppm) for hydrogens adjacent to carbonyl groups confirming keto-enol tautomerism equilibria under neutral conditions.

This compound's role as an intermediate has been extended into synthetic biology applications where it serves as a chiral template for producing enantiopure steroids using asymmetric hydrogenation over palladium-on-carbon catalysts functionalized with cinchona alkaloid ligands (Angew Chem Int Ed,). Such methods achieve >99% ee values while avoiding harsh reaction conditions previously required for similar transformations.

Economic modeling by Deloitte estimates global demand for this compound will grow at an annual rate exceeding % through - driven by expanding applications in personalized medicine platforms targeting rare genetic disorders involving steroid hormone deficiencies—such as congenital adrenal hyperplasia variants unresponsive to conventional treatments.

In conclusion, CAS No. xxxxx------- represents not merely a chemical entity but rather a foundational building block enabling transformative advances across multiple therapeutic domains—its legacy set to grow alongside emerging technologies like CRISPR-based drug screening systems and AI-driven molecular design algorithms currently being integrated into pharmaceutical R&D pipelines worldwide.

• 5173-46-6(Estra-4,9-Diene-3,17-Dione)
• 20799-05-7(Ethyldienedione)
• 10116-22-0(19-Norpregna-4,9-diene-3,20-dione,17-methyl-)
• 1231-97-6(19-Norpregna-4,9-diene-3,20-dione(6CI,7CI,8CI,9CI))
• 19457-57-9(Pregn-4-ene-3,20-dione,6-methylene-)
• 152-62-5(Dydrogesterone)
• 977-79-7(Medrogestone)
• 1162-56-7(6-Dehydroprogesterone)
• 19457-55-7(1,2-Dihydro Exemestane)
• 120542-30-5(1H-Cyclopent[a]anthracene-3,8(2H,3aH)-dione,4,5,9,10,10a,11,11a,11b-octahydro-3a,6-dimethyl-, (3aS,10aS,11aS,11bS)-)