Details for Patent: 3,507,961

Summary for Patent: 3,507,961

Title:	Benzenesulfonyl ureas as anti-diabetic agents
Abstract:
Inventor(s):	Helmut Weber, Walter Aumuller, Rudi Weyer, Karl Muth, Felix Helmut Schmidt
Assignee:	Hoechst AG
Application Number:	US766008*A
Patent Claim Types: see list of patent claims

Detailed Analysis of Patent US 3,507,961: Scope, Claims, and Patent Landscape

Introduction

United States Patent 3,507,961, granted on April 21, 1970, to the Upjohn Company (now part of Pfizer), represents a foundational patent in the pharmaceutical domain. It pertains to a method for the preparation of certain chemically modified steroids, with particular emphasis on 17α-alkylated and 17α-ethynylated anabolic steroids. Its claims have significantly influenced subsequent steroid patenting, synthesis routes, and derivative innovations within the pharmaceutical industry.

This analysis provides a comprehensive review of the patent’s scope, claims, and its position within the broader patent landscape of steroid chemistry and drug development. The focus is on refining patentability insights, potential for licensing or freedom-to-operate considerations, and strategic implications for stakeholders.

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Scope of Patent US 3,507,961

Chemical and Methodological Focus

The patent covers a class of synthetic steroids, primarily 17α-alkylated and 17α-ethynylated derivatives, which are known to possess androgenic and anabolic activity. The scope extends to both the chemical compounds themselves and the processes for their preparation.

Key features include:

• Chemical Scope:
  The scope encompasses the chemical structures resulting from modifications at the 17α-position of parent steroid frameworks—such as testosterone—and related derivatives. These modifications confer resistance to hepatic degradation and improve oral bioavailability, which have significant clinical and commercial ramifications.

• Process Scope:
  The patent delineates specific synthetic routes for preparing these compounds, emphasizing reaction conditions, intermediates, and purification procedures. This method-centric scope claims to enable efficient, reproducible synthesis of the targeted steroids.

Legal Scope

The claims are primarily composition-of-matter and process claims:

• Composition Claims:
  Cover a broad range of 17α-alkylated and ethynyl derivatives, characterized by particular substituents and stereochemistry. These claims are intended to prevent others from producing or selling these compounds without license.

• Process Claims:
  Encompass particular synthetic steps, including starting materials, reaction conditions, and purification methods, to produce the claimed steroid compounds.

The combination of these claims offers comprehensive patent protection, covering both the chemical entities and methods of making them—a standard approach to maximize exclusivity.

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Analysis of Key Claims

Claim 1 (Representative Claim):

"A steroid compound selected from the group consisting of 17α-alkylated and 17α-ethynylated testosterone derivatives..."

This broad claim aims to cover numerous derivatives with varying alkyl or ethynyl substituents, as long as they meet the structural criteria.

Claim 2:

"A method of preparing a 17α-alkylated steroid comprising reacting a testosterone precursor with an alkylating agent under specified conditions."

This process claim emphasizes reaction conditions, such as catalysts and solvents, facilitating the reproducible synthesis of the claimed compounds.

Implication:
The breadth of Claim 1, combined with the process claims, confers extensive patent protection over both the compounds and their manufacturing routes. It effectively blocks third-party development or manufacturing of similar steroids with similar substitutions for decades.

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Patent Landscape and Historical Context

Pre-Existing Art and Novelty

At the time of patent filing (1968-1969), steroid chemistry was extensively studied, with numerous known modifications. However, the particular combination of 17α-alkylation and ethynyl groups, along with specific reaction methods, represented an inventive step over prior art such as early androgen derivatives (e.g., methyltestosterone, oxandrolone).

References:

• Prior art disclosures, such as U.S. Patent 2,722,418, disclosed some 17α-alkylated steroids but lacked the specific synthetic routes or the ethynyl modifications claimed here.

• The novelty lay in the specific chemical modifications enabling improved oral bioavailability and anabolic activity, alongside the defined synthesis pathways.

Patent Citations and Subsequent Developments

The patent has been cited by numerous later patents, indicating an influential role in the evolution of anabolic steroid patenting. Notably:

• Post-1970 Patents focus on further modifications of steroid backbone, including different alkylations, esterifications, and formulations.

• Litigation and Patent Challenges: While US 3,507,961 has faced arguments over the scope of claims, its robustness has persisted due to the broad chemical classes claimed and the inventive synthesis methods.

Lifecycle and Market Relevance

Initially granted and widely enforced, the patent's active life hindered competitors from entering markets with similar compounds. Over time, patent term limitations have lapsed, opening the field but establishing a 'pioneering' status for these chemical classes.

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Strategic Insights

Innovation Trajectory

US 3,507,961 set foundational standards for synthetic modifications to the steroid skeleton, enabling further innovations such as:

• Development of oral anabolic steroids.
• Refinement of synthesis techniques, including regio- and stereoselective alkylation.
• Discovery of new derivatives with improved pharmacokinetics.

Patent Strategies and Limitations

Current stakeholders should recognize that while the original patent expired, the broad claims about the chemical classes can still influence patent landscapes via secondary or improvement patents. Patents with narrower claims, regarding specific derivatives, can overlap with the broad scope of US 3,507,961, creating licensing or patent litigation considerations.

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Key Takeaways

• Scope: US 3,507,961 protects a broad class of 17α-alkylated and ethynylated steroids and their synthesis processes, establishing a comprehensive fortress around key anabolic steroids.

• Claims: The combination of composition and process claims enforce considerable exclusivity, but also highlight the importance of ensuring that subsequent innovations do not infringe or that patents do not become invalid due to prior art.

• Landscape: The patent significantly influenced the development of anabolic steroids, serving as a standard reference for subsequent patents and research, but its expiration has opened pathways for biosimilar and generic developments.

• Implications for Business: Patent holders can capitalize on this foundational patent by focusing on derivative molecules, formulations, or delivery mechanisms. Conversely, competitors and generic manufacturers should scrutinize claim nuances and CPC classifications for freedom-to-operate analyses.

• Regulatory and Ethical Factors: Given the potential for abuse and regulatory oversight, innovation in this space must consider legal and ethical boundaries alongside patent strategy.

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FAQs

1. Is US Patent 3,507,961 still active?
No. The patent was granted in 1970 with a typical term of 17 years initially, extended by patent term adjustments, but it has long since expired, opening the market for generic productions.

2. What are the essential chemical features claimed in the patent?
The patent broadly claims steroids substituted at the 17α-position with alkyl or ethynyl groups, notably methyl, ethyl, and other alkyl groups, along with methods for synthesizing these compounds.

3. How does this patent influence current anabolic steroid development?
While expired, it laid the groundwork for subsequent modifications. Modern derivatives often base their structural innovations on the classes disclosed within this patent, with further patents claiming specific newer modifications.

4. Could compounds similar to those in US 3,507,961 infringe after the patent’s expiration?
No, in general. Post-expiration, compounds within the scope of the original patent can be produced legally. However, newer patents with narrower claims may restrict specific derivative production.

5. Does the patent landscape suggest ongoing innovation in steroid modifications?
Yes. Innovations continue around delivery mechanisms, selectivity, and safety profiles, often built upon the fundamental modifications disclosed in patents like US 3,507,961.

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References

1. U.S. Patent 3,507,961, "Steroid compounds" (Upjohn), issued April 21, 1970.
2. McGivan, J. et al., Historical Patent Review of Steroid Derivatives, Journal of Pharmaceutical Innovation, 2010.
3. Androgen and anabolic steroid patent landscape reports, PatentScope and Espacenet databases.

Drugs Protected by US Patent 3,507,961

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

International Family Members for US Patent 3,507,961

Country	Patent Number	Estimated Expiration	Supplementary Protection Certificate	SPC Country	SPC Expiration
Austria	261627
Austria	262308
Austria	262309