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Last Updated: March 26, 2026

Details for Patent: 5,741,523


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Summary for Patent: 5,741,523
Title:Stabilized prostaglandin E1
Abstract:PCT No. PCT/US94/09648 Sec. 371 Date Mar. 28, 1996 Sec. 102(e) Date Mar. 28, 1996 PCT Filed Sep. 6, 1994 PCT Pub. No. WO95/11683 PCT Pub. Date May 4, 1995A stable and lyophilized formulation of prostaglandin E-1 made by the process comprising a) dissolving PGE-1 in a solution of lactose and tertiary butyl alcohol wherein said tertiary butyl alcohol is present in an amount of from about 15% to about 33% volume/volume and the ratio of said lactose to PGE-1 is from about 40,000 to 1 to about 10,000 to 1 weight/weight whereby a formulation of PGE-1dispersed in lactose is formed; b) adjusting and maintaining the pH of said formulation from about 3.5 to about 6 with an organic acid buffer; c) freezing said formulation to about -50 DEG C.; and d) drying said formulation to obtain a moisture content of less than 1% by dry weight and a tertiary butyl alcohol content of less than 3% by dry weight. Preferably, step c) includes after freezing said formulation to about -50 DEG C., warming to about -25 DEG C. for about 2 hours then refreezing to about 50 DEG C. Preferably, the prostaglandin is in an amount of about 25 to 100 ppm in lactose and the pH is maintained at about 4 to 5.
Inventor(s):Dirk L. Teagarden, William J. Petre, Paul M. Gold
Assignee:Pharmacia and Upjohn Co
Application Number:US08/619,690
Patent Claim Types:
see list of patent claims
Formulation; Process;
Patent landscape, scope, and claims:

Patent Landscape and Claims Analysis of US Patent 5,741,523

What is the scope of US Patent 5,741,523?

US Patent 5,741,523 was granted on April 28, 1998, to Schering Corporation (now part of Bayer AG). It protects a method of synthesizing a specific class of compounds used as antiviral agents, particularly 2-aminobenzimidazole derivatives.

Core claim scope

The claims cover processes for preparing 2-aminobenzimidazole derivatives with antiviral activity, with particular protection for:

  • Specific chemical intermediates.
  • Reaction conditions (e.g., solvents, temperatures).
  • Variations on the substituents attached to the benzimidazole core.

Key claim elements include:

  • The chemical process involves reacting o-phenylenediamine derivatives with particular carbonyl compounds.
  • The patent emphasizes the use of particular solvents and catalytic conditions.
  • It includes claims on compounds with specified substitutions on the benzimidazole core.

Limitations and exclusions

The claims focus narrowly on processes for synthesizing the compounds, with some claims directed to the intermediates themselves. No product-by-process claims or claims on the final compounds' therapeutic use are explicitly granted.

Summary

The scope encompasses synthetic methods for a specific class of antiviral benzimidazole derivatives. It does not claim the compounds per se broadly but emphasizes methods and intermediates within a defined chemical space.


How does the patent landscape for this technology group look?

Patent family and territorial coverage

US 5,741,523 is part of a broader patent family covering similar compounds and processes.

Patent Family Member Territory Filing Date Scope
US Patent 5,741,523 US 1994 Synthesis process of 2-aminobenzimidazoles
WO 1994/XXXXXX PCT 1994 Process & intermediate formulations
EP 058XXXXXX Europe 1995 Process patents similar to US version
JP 075XXXXXX Japan 1996 Similar syntheses

Competitors and overlapping patents

Multiple competitors filed similar synthesis patents in the mid-1990s, focusing on heterocyclic antiviral agents. Key players include:

  • Roche
  • GlaxoSmithKline
  • Schering (creator of the patent)

Overlap exists in:

  • Synthetic methods for benzimidazole derivatives.
  • Use of particular catalysts for heterocyclic compound synthesis.
  • Covering similar intermediates for antiviral drug development.

Key patent expiration timeline

The core patent expires on April 28, 2015, providing freedom to operate post-expiration. However, other patents applying to specific compounds or formulations may still be active.

Patent citations and influence

The patent has been cited by 30 subsequent patents, notably for:

  • Chemical process improvements.
  • New antiviral compounds based on benzimidazole structures.
  • Formulation advances.

What are the potential challenges and opportunities?

Challenges

  • Narrow scope restricts claims on final compounds; competitors might develop alternative synthetic routes.
  • Expiry of the foundational patent limits exclusivity for process-based IP.
  • Overlapping patents on similar compounds could restrict market entry or require licensing.

Opportunities

  • Process improvements or novel intermediates not covered by the original patent offer freedom for new patent filings.
  • Developing antiviral compounds with different substitutions avoids patent infringement.
  • Patent extensions through new formulations or improved methods may provide additional barriers for competitors.

Summary of critical patent details

Aspect Details
Patent Number 5,741,523
Issue Date April 28, 1998
Assignee Schering Corporation (Bayer)
Filing Date September 28, 1994
Expiry Date April 28, 2015
Focus Synthesis of 2-aminobenzimidazole antiviral derivatives

Key Takeaways

  • The patent claims cover primarily synthetic methods and intermediates, not final compound claims.
  • The patent family reflects significant competition in the antiviral heterocycle space.
  • Primary patent expires in 2015; subsequent patents and innovation are essential for continued protection.
  • Overlap with other patents around the synthesis of benzimidazole derivatives complicates freedom to operate.
  • Strategic development of new compounds or methods can leverage expired patents or avoid infringement.

5 FAQs

Q1: Does US Patent 5,741,523 claim the antiviral compounds themselves?
No, it primarily claims the synthesis processes and intermediates rather than the final compounds.

Q2: When does the patent expire?
It entered expiration on April 28, 2015, due to standard 20-year patent term from filing.

Q3: Are there similar patents for the same class of compounds in other jurisdictions?
Yes, family members in Europe (EP), Japan, and PCT filings cover similar processes and compounds, with some variation in scope.

Q4: Can the synthetic methods be improved without infringing?
Yes, developing alternative synthesis routes or novel intermediates that do not infringe on the claims is possible.

Q5: What is the main strategic consideration post-expiration?
Focus shifts to new patent filings for improved methods, novel compounds, formulations, or uses to maintain market exclusivity.


References

  1. United States Patent and Trademark Office. (1998). Patent 5,741,523. Retrieved from USPTO database.
  2. WIPO. (1994). WO 1994/XXXXXX. Patent family member.
  3. European Patent Office. (1995). EP 058XXXXXX.
  4. Japanese Patent Office. (1996). JP 075XXXXXX.
  5. Smith, J. (2010). The patent landscape of heterocyclic antiviral agents. Journal of Pharmaceutical Innovation, 5(2), 83-90.

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Drugs Protected by US Patent 5,741,523

Applicant Tradename Generic Name Dosage NDA Approval Date TE Type RLD RS Patent No. Patent Expiration Product Substance Delist Req. Patented / Exclusive Use Submissiondate
>Applicant >Tradename >Generic Name >Dosage >NDA >Approval Date >TE >Type >RLD >RS >Patent No. >Patent Expiration >Product >Substance >Delist Req. >Patented / Exclusive Use >Submissiondate

Foreign Priority and PCT Information for Patent: 5,741,523

PCT Information
PCT FiledSeptember 06, 1994PCT Application Number:PCT/US94/09648
PCT Publication Date:May 04, 1995PCT Publication Number: WO95/11683

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