Cas no 138804-88-3 (Methylprednisolone 21-Propionate)

Methylprednisolone 21-Propionate is a synthetic corticosteroid ester derived from methylprednisolone, characterized by the introduction of a propionate group at the 21-position. This modification enhances its lipophilicity, improving dermal absorption and localized activity, making it particularly suitable for topical applications in dermatology. The compound exhibits potent anti-inflammatory, immunosuppressive, and vasoconstrictive properties, with reduced systemic absorption compared to non-esterified corticosteroids. Its stability and prolonged action make it effective for treating inflammatory skin conditions such as eczema, psoriasis, and allergic dermatitis. The propionate ester also contributes to a favorable therapeutic index, minimizing adverse effects while maintaining efficacy. It is commonly formulated in creams, ointments, or lotions for targeted delivery.
Methylprednisolone 21-Propionate structure
138804-88-3 structure
Product Name:Methylprednisolone 21-Propionate
CAS No:138804-88-3
MF:C25H34O6
MW:430.533868312836
CID:2085165
Update Time:2025-06-09

Methylprednisolone 21-Propionate Chemical and Physical Properties

Names and Identifiers

    • Methylprednisolone 21-Propionate
    • CID 145714536
    • KNKJEUNXMFFFDU-LZHIOSKDSA-N
    • Pregna-1,4-diene-3,20-dione, 11,17-dihydroxy-6-methyl-21-(1-oxopropoxy)-, (6α,11β)-
    • Estradiol Benzoate Impurity 1-13C2 (Estradiol Benzoate EP Impurity A-13C2)
    • Inchi: 1S/C25H34O6/c1-5-21(29)31-13-20(28)25(30)9-7-17-16-10-14(2)18-11-15(26)6-8-23(18,3)22(16)19(27)12-24(17,25)4/h6,8,11,14,16-17,19,22,27,30H,5,7,9-10,12-13H2,1-4H3/t14-,16-,17-,19-,22+,23-,24-,25+/m0/s1
    • InChI Key: KNKJEUNXMFFFDU-CSFWGIMZSA-N
    • SMILES: O[C@@]1(C(COC(CC)=O)=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

Experimental Properties

  • Color/Form: Not available
  • Density: 1.2±0.1 g/cm3
  • Melting Point: >218°C (dec.)
  • Boiling Point: 591.6±50.0 °C at 760 mmHg
  • Flash Point: 197.3±23.6 °C
  • Solubility: Chloroform (Slightly), Dioxane (Slightly), DMSO (Slightly), Methanol (Slightly)
  • Vapor Pressure: 0.0±3.8 mmHg at 25°C

Methylprednisolone 21-Propionate Security Information

Methylprednisolone 21-Propionate Pricemore >>

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Additional information on Methylprednisolone 21-Propionate

Comprehensive Overview of Methylprednisolone 21-Propionate (CAS No. 138804-88-3): Properties, Applications, and Modern Research Insights

Methylprednisolone 21-Propionate (CAS No. 138804-88-3) is a synthetic glucocorticoid ester derivative of methylprednisolone, widely recognized for its anti-inflammatory and immunosuppressive properties. This compound is a corticosteroid prodrug, designed to enhance bioavailability and targeted delivery. Its molecular structure incorporates a propionate ester group at the 21-position, which modulates its pharmacokinetics, making it a subject of interest in pharmaceutical research and dermatological applications.

In recent years, the demand for topical corticosteroids like Methylprednisolone 21-Propionate has surged due to its efficacy in managing skin conditions such as eczema, psoriasis, and allergic dermatitis. Search trends indicate growing user queries like "best corticosteroid for eczema" or "Methylprednisolone 21-Propionate side effects," reflecting public interest in both its therapeutic benefits and safety profile. Researchers are also exploring its potential in combination therapies, particularly with calcineurin inhibitors, to reduce systemic side effects.

The compound's mechanism of action involves binding to glucocorticoid receptors, inhibiting pro-inflammatory cytokines and suppressing immune responses. Unlike its parent compound, methylprednisolone, the 21-propionate modification offers prolonged localized activity, reducing the need for frequent dosing. This aligns with current patient preferences for long-acting formulations, a trend highlighted in searches for "sustained-release corticosteroids."

From a formulation standpoint, Methylprednisolone 21-Propionate is often incorporated into creams, ointments, and lotions. Stability studies emphasize its compatibility with lipid-based carriers, addressing user concerns about "corticosteroid absorption rates." Emerging nanotechnology applications, such as liposomal encapsulation, further enhance its delivery efficiency—a topic gaining traction in academic circles and search queries like "nanocarriers for dermatology."

Quality control of CAS No. 138804-88-3 requires stringent HPLC or LC-MS analysis to monitor impurities, as discussed in pharmacopeial standards. Analytical challenges, such as isomer separation, resonate with professionals searching for "HPLC methods for corticosteroid analysis." Regulatory agencies classify it as a prescription-only drug, underscoring the importance of patient education on proper usage to avoid cutaneous atrophy or adrenal suppression—common concerns in online health forums.

Environmental fate studies of Methylprednisolone 21-Propionate reveal its biodegradability under aerobic conditions, addressing ecological concerns raised by queries like "steroid pollution in waterways." Meanwhile, synthetic advancements focus on green chemistry approaches to reduce solvent waste during production, aligning with the pharmaceutical industry's sustainability goals.

In conclusion, Methylprednisolone 21-Propionate (CAS No. 138804-88-3) represents a critical tool in inflammatory disease management. Its evolving applications—from precision dermatology to advanced drug delivery systems—continue to inspire research and public discourse, as evidenced by search data and peer-reviewed publications. Future directions may explore its role in personalized medicine regimens tailored to genetic profiles, a hotspot in contemporary medical SEO trends.

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