Cas no 79512-61-1 (6a-Methyl Prednisolone 17-Propionate)

6a-Methyl Prednisolone 17-Propionate structure
79512-61-1 structure
Product Name:6a-Methyl Prednisolone 17-Propionate
CAS No:79512-61-1
MF:C25H34O6
MW:430.533868312836
CID:2086369
Update Time:2025-11-01

6a-Methyl Prednisolone 17-Propionate Chemical and Physical Properties

Names and Identifiers

    • 6α-Methyl Prednisolone 17-Propionate
    • AARQXBTVVJUICB-LZHIOSKDSA-N
    • MP17P
    • PEntafluoro[3-nitro-4-[(phenylsulfonyl)methyl]phenyl]sulfur
    • [(6S,8S,9S,10R,11S,13S,14S,17R)-11-Hydroxy-17-(2-hydroxyacetyl)-6,10,13-trimethyl-3-oxo-7,8,9,11,12,
    • 6a-Methyl Prednisolone 17-Propionate
    • (6α,11β)-11,21-Dihydroxy-6-methyl-17-(1-oxopropoxy)pregna-1,4-diene-3,20-dione (ACI)
    • 6α-Methylprednisolone 17-propionate
    • Inchi: 1S/C25H34O6/c1-5-21(30)31-25(20(29)13-26)9-7-17-16-10-14(2)18-11-15(27)6-8-23(18,3)22(16)19(28)12-24(17,25)4/h6,8,11,14,16-17,19,22,26,28H,5,7,9-10,12-13H2,1-4H3/t14-,16-,17-,19-,22+,23-,24-,25-/m0/s1
    • InChI Key: AARQXBTVVJUICB-LZHIOSKDSA-N
    • SMILES: O(C(CC)=O)[C@]1(C(CO)=O)CC[C@H]2[C@@H]3C[C@H](C)C4=CC(C=C[C@]4(C)[C@H]3[C@H](C[C@@]21C)O)=O

Computed Properties

  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 31
  • Rotatable Bond Count: 5
  • Complexity: 873
  • XLogP3: 3.2
  • Topological Polar Surface Area: 101

6a-Methyl Prednisolone 17-Propionate Pricemore >>

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6a-Methyl Prednisolone 17-Propionate Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Oxalic acid Solvents: Methanol ,  Water
Reference
Studies on topical antiinflammatory corticosteroids. I. Syntheses and vasoconstrictive activities of 11β,17α,21-trihydroxy-6α-methyl-1,4-pregnadiene-3,20-dione 17-ester and 17,21-diester derivatives
Sugai, Saburo; Okazaki, Tokuji; Kajiwara, Yoshio; Kanbara, Toshifumi; Naito, Yasuo; et al, Chemical & Pharmaceutical Bulletin, 1985, 33(5), 1889-98

Production Method 2

Reaction Conditions
Reference
6α-Methylprednisolone derivatives
, European Patent Organization, , ,

Production Method 3

Reaction Conditions
Reference
6α-Methylprednisolone derivatives and their utilization
, European Patent Organization, , ,

6a-Methyl Prednisolone 17-Propionate Raw materials

6a-Methyl Prednisolone 17-Propionate Preparation Products

Additional information on 6a-Methyl Prednisolone 17-Propionate

Introduction to 6a-Methyl Prednisolone 17-Propionate (CAS No. 79512-61-1) and Its Recent Applications in Chemical Biology

6a-Methyl Prednisolone 17-Propionate, with the chemical identifier CAS No. 79512-61-1, is a synthetic corticosteroid derivative that has garnered significant attention in the field of chemical biology and pharmaceutical research. This compound, characterized by its unique structural modifications, exhibits distinct pharmacological properties that make it a valuable candidate for various therapeutic applications. The introduction of a propionate ester at the 17-position and a methyl group at the 6a-position enhances its metabolic stability and binding affinity to glucocorticoid receptors, making it a promising agent in the development of novel treatments for inflammatory and autoimmune disorders.

The synthesis and structural elucidation of 6a-Methyl Prednisolone 17-Propionate have been subjects of extensive research, particularly in the context of optimizing steroid hormone derivatives for improved efficacy and reduced side effects. Recent advancements in spectroscopic techniques such as nuclear magnetic resonance (NMR) spectroscopy, mass spectrometry (MS), and X-ray crystallography have facilitated a deeper understanding of its molecular architecture. These studies have revealed that the propionate moiety at the 17-position significantly influences the compound's solubility and bioavailability, while the methyl group at the 6a-position contributes to its enhanced binding affinity to cortisol receptors.

In terms of pharmacological activity, 6a-Methyl Prednisolone 17-Propionate demonstrates potent anti-inflammatory and immunosuppressive effects comparable to those of prednisolone but with improved pharmacokinetic profiles. This has made it an attractive candidate for treating conditions such as rheumatoid arthritis, multiple sclerosis, and other chronic inflammatory diseases. The compound's ability to modulate cytokine production and inhibit pro-inflammatory pathways has been demonstrated in preclinical studies, where it showed significant reductions in inflammation markers in animal models.

One of the most compelling aspects of 6a-Methyl Prednisolone 17-Propionate is its potential for drug delivery system optimization. Researchers have explored various formulations, including liposomes, nanoparticles, and mucoadhesive matrices, to enhance its targeted delivery and reduce systemic side effects. These innovations aim to improve patient compliance and minimize long-term adverse effects associated with traditional corticosteroid therapies. For instance, studies have shown that encapsulating 6a-Methyl Prednisolone 17-Propionate within biodegradable polymers can prolong its release profile, thereby reducing the frequency of administration required.

The clinical development of 6a-Methyl Prednisolone 17-Propionate is currently in progress, with several Phase II trials underway to evaluate its efficacy and safety in human patients. Preliminary results have been encouraging, particularly in patients with moderate-to-severe inflammatory conditions who have not responded adequately to standard treatments. The compound's unique mechanism of action, which involves both genomic and non-genomic pathways, offers a multifaceted approach to managing inflammation and immune responses.

From a chemical biology perspective, 6a-Methyl Prednisolone 17-Propionate serves as an excellent model compound for studying steroid-receptor interactions. Its structural modifications provide insights into how specific functional groups can influence receptor binding affinity and downstream signaling pathways. This knowledge is crucial for designing next-generation corticosteroids with improved therapeutic profiles. Additionally, computational modeling techniques such as molecular dynamics simulations have been employed to predict how 6a-Methyl Prednisolone 17-Propionate interacts with glucocorticoid receptors at an atomic level. These simulations have helped researchers identify key residues involved in binding and have guided the design of more potent derivatives.

The regulatory landscape for corticosteroid derivatives like 6a-Methyl Prednisolone 17-Propionate is stringent but well-established. Regulatory agencies such as the U.S. Food and Drug Administration (FDA) and the European Medicines Agency (EMA) require rigorous testing to ensure safety and efficacy before approval. However, the growing evidence supporting the benefits of this compound has prompted regulatory bodies to consider expedited review pathways for innovative therapies that address unmet medical needs.

In conclusion,6a-Methyl Prednisolone 17-Propionate (CAS No. 79512-61-1) represents a significant advancement in corticosteroid therapy due to its unique structural features and improved pharmacological properties. Its potential applications in treating inflammatory and autoimmune disorders are vast, supported by compelling preclinical data and ongoing clinical trials. As research continues to uncover new insights into its mechanism of action,6a-Methyl Prednisolone 17-Propionate is poised to play a crucial role in shaping future therapeutic strategies in chemical biology.

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