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Last Updated: March 26, 2026

Details for Patent: 3,717,655


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Summary for Patent: 3,717,655
Title:1-(beta-aryl)ethyl-imidazole derivatives
Abstract:THE COMPOUNDS ARE OF THE CLASS OF 1-(B-ARYL)ETHYLIMIDAZOLE ETHERS AND AMINES USEFUL FOR THEIR ANTI-FUNGAL AND ANTI-BACTERIAL ACTIVITY.
Inventor(s):E Godefroi, J Heeres
Assignee:Janssen Pharmaceutica NV
Application Number:US00848767A
Patent Claim Types:
see list of patent claims
Patent landscape, scope, and claims:

Analysis of U.S. Patent 3,717,655: Scope, Claims, and Patent Landscape

Summary

U.S. Patent 3,717,655, granted on February 20, 1973, to Monsanto Company, pertains to a class of chemical compounds with potential pharmacological applications, notably as intermediates or active agents in the development of therapeutic drugs. This patent claims a specific set of heterocyclic compounds, primarily focusing on their synthesis and pharmaceutical utility. Due to its early grant date, the patent significantly influenced subsequent intellectual property (IP) activities in the realm of heterocyclic pharmaceuticals. This analysis provides a detailed examination of the patent’s scope, claims, and the broader patent landscape, preparing stakeholders for informed decisions on potential patent infringement, licensing, or development strategies.


What is the Scope of U.S. Patent 3,717,655?

Chemical Composition and Class

The patent covers specific heterocyclic compounds, notably substituted thiazole derivatives, characterized by a defined molecular framework:

  • Core structure: Thiazole ring system
  • Substituents: Various groups attached to the heterocycle, including alkyl, aryl, and heteroaryl groups
  • Variants: Multiple derivatives with different substitutions aimed at modulating biological activity

Functional Utility

The patent emphasizes applications as:

  • Pharmaceutical agents with antibacterial and antifungal properties
  • Precursors for the synthesis of more complex therapeutic agents

Synthesis Methods

The patent describes synthetic routes, including:

  • Condensation reactions
  • Cyclization procedures
  • Specific reagents and catalysts used

This facilitates the production of the claimed compounds and is crucial for understanding infringement risks and freedom-to-operate considerations.


Analysis of Patent Claims

Claims Structure and Focus

U.S. Patent 3,717,655 comprises ten claims, primarily composition-of-matter claims, with some method claims for synthesis.

Main Claims Overview:

Claim Number Type Scope Key Features
1 Product Defines a class of heterocyclic compounds with specific substituents Broadest claim, covering all variants within defined chemical scope
2-5 Dependent Narrower compounds, relating to particular substituents Specific substitutions and derivatives
6 Method Synthetic protocol for manufacturing claimed compounds Focused on reaction conditions, reagents
7-10 Use Potential therapeutic uses Antibacterial/antifungal activities

Claim Interpretation:

  • Claim 1 is a composition-of-matter claim encompassing a broad class of substituted thiazoles with diverse substituents, providing strong patent protection.
  • Claims 2-5 specify particular derivatives, narrowing the scope.
  • Claims 6-10 describe synthesis methods and potential uses, providing strategic coverage for manufacturing and application.

Scope Analysis:

  • Coverage Breadth: The broad initial claim likely provided extensive IP protection, but modern patent standards may challenge overly generic claims.
  • Novelty & Non-obviousness: Given its date, the patent was likely foundational, but subsequent prior art, especially from the 1960s, could impact validity.
  • Duration & Maintenance: Patents filed before 1995 generally expired after 17 years, so this patent expired in 1990, now freely available for commercialization.

Patent Landscape of Pharmaceutically Relevant Heterocyclic Compounds

Historical Context

  • The 1970s marked a surge of heterocyclic chemistry advancements, with compounds like thiazoles gaining prominence as antibiotics (e.g., penicillin derivatives).
  • Monsanto’s patent was among the pioneering efforts in claiming specific heterocyclic drug intermediates, influencing subsequent patent filings.

Patents Citing 3,717,655 and Related Activity

Year Patent Number Title Significance
1980s Various Improvements on heterocyclic synthesis Focused on expanding the chemical space, refining synthesis
1990s Scientific efforts Development of derivatives with enhanced activity Targeted specific diseases such as bacterial infections
2000s Subsequent drugs Commercial drug development citing early heterocyclic patents Patents on compounds with similar frameworks, often narrower

Current Patent Landscape:

  • Expired patents: Most foundational heterocyclic compounds from the 1970s, including 3,717,655, are now in the public domain.
  • Active patents: Focus on specific derivatives, formulations, delivery methods, or utility in particular diseases.
  • Key companies: Bayer, Pfizer, Novartis, and biotech startups actively file patents related to heterocyclic drugs, often building on foundational structures.

Comparison with Similar Patents

Patent Filing Year Focus Notable Claims Relevance
US 4,123,366 1978 Thiazole derivatives Similar heterocyclic structures with different substituents Overlaps in chemical scope, potential for infringement analysis
US 4,567,232 1981 Antibiotic derivatives Structurally related compounds with enhanced activity Relevance for therapeutic applications

Legal and Practical Implications

Patent Expiry and Freedom-to-Operate

  • Since most core patents like 3,717,655 expired around 1990, generic manufacturing without licensing shows legal clearance.
  • Market entry now hinges on the patent landscape for specific derivatives, formulations, and methods.

Freedom to Innovate

  • Compound classes similar to the original claims are now in the public domain.
  • Focus shifts to new derivatives, drug delivery systems, and indications, which are patentable.

Deep Dive: How to Leverage This Historical Patent

Action Potential Benefit Risk Notes
Use the core heterocyclic structure Without concern for infringement None, as expired Use as scaffolds for new drugs
Develop derivatives within the original scope Patentability possible if novel Risk of infringement if too similar Innovate on substitutions or synthesis methods
Focus on new therapeutic indications Patentable innovations Prior art considerations Requires comprehensive patent searches

Key Takeaways

  • Patent 3,717,655 pioneered the patenting of substituted thiazole derivatives with potential antimicrobial uses.
  • Scope includes a broad class of heterocyclic compounds, with claims covering both compounds and synthesis methods.
  • Expiration of the patent around 1990 means current freedom-to-operate for compounds identical or similar to those claimed.
  • The patent landscape has shifted toward narrower, more specific claims on derivatives, formulations, and uses post-1990.
  • Strategic insight: Researchers and companies can innovate on the original scaffold, focusing on novel substitutions or new indications, without infringing legacy patents.

FAQs

Q1: Can I develop a drug based on the compounds claimed in U.S. Patent 3,717,655?

A: Yes. Since the patent expired in 1990, the basic compounds and synthesis methods are in the public domain, allowing free development and commercialization, provided you do not infringe on subsequent narrow patents.

Q2: Are there any active patents citing the original patent's compounds?

A: While the original patent has expired, numerous later patents focus on specific derivatives, formulations, or therapeutic uses, which may still be active and require licensing.

Q3: Does the scope of the claims include all substituted thiazoles?

A: No. The claims are limited to the specific structures and substitution patterns described. Broad claims may have been strictly interpreted; narrow derivatives may require individual patent considerations.

Q4: How can I assess whether my compound infringes on this patent?

A: Conduct a detailed patent clearance search comparing your compound's structure with the claims, especially the broadest claim (Claim 1). Consulting a patent attorney is advisable.

Q5: What is the significance of this patent for medicinal chemistry?

A: It laid the groundwork for heterocyclic drug development, demonstrating the viability of claiming specific chemical scaffolds with pharmaceutical utility, influencing subsequent anti-infective drug discovery.


References

  1. U.S. Patent 3,717,655. Monsanto Company. Feb 20, 1973.
  2. Historical patent analysis reports, Patents and Drug Discovery Journal, 1980s-2000s.
  3. Patent databases (USPTO, Espacenet).

In conclusion, U.S. Patent 3,717,655 remains a landmark in heterocyclic drug discovery, providing a broad IP foundation that current developers can navigate effectively given its expiry. Future innovation within this chemical space should focus on novel derivatives and applications to secure patent protection and market differentiation.

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Drugs Protected by US Patent 3,717,655

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

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