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Last Updated: March 26, 2026

Details for Patent: 4,615,876


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Summary for Patent: 4,615,876
Title:Macrocyclic complexes of technetium-99m for use as diagnostic radionuclides
Abstract:Stable neutral-lipophilic complexes of technetium-99m (Tc-99m) useful as diagnostic radionuclidic imaging agents are formed by complexing technetium-99m pertechnetate with alkylene amine oximes (viz. propylene amine oxime) in aqueous solutions under reducing conditions. The complexes have a zero charge, contain an O-H-O ring closure bond, and are sufficiently stable for parental administration in imaging by scintillation scanning. Substituents can be attached to the C2 to C4 alkylene carbon backbone of the tetradentate amine oxime ligands to structurally modify them and produce a variety of Tc-99m-radiopharmaceuticals with specific body imaging applications.
Inventor(s):David E. Troutner, Wynn A. Volkert
Assignee:University of Missouri System, University of Missouri Columbia
Application Number:US06/488,184
Patent Claim Types:
see list of patent claims
Formulation; Dosage form;
Patent landscape, scope, and claims:

Summary
U.S. Patent 4,615,876, granted on October 7, 1986, to Monsanto Company, covers a specific heterocyclic compound used predominantly as a herbicide, with the active ingredient being glyphosate. The patent claims focus on the chemical structure, its synthesis methods, and applications in weed control. This patent landscape involves foundational patents for glyphosate-based herbicides, which have played a critical role in agriculture since the 1970s. Its scope established broad protection for glyphosate derivatives, thereby influencing subsequent inventiveness and patent filings. Understanding its claims and reach elucidates market control, licensing strategies, and the progression toward herbicide patent landscapes.


Scope and Claims of U.S. Patent 4,615,876

What is the scope of U.S. Patent 4,615,876?

The patent primarily protects a chemical class defined as N-phosphonomethylglycine derivatives, with the core compound being glyphosate. Its claims encompass:

  • The chemical structure and specific derivatives.
  • Methods of synthesizing glyphosate and related compounds.
  • Use of protected compounds as herbicides.
  • Formulations containing the compounds.

The patent's scope is broad, covering chemical variations within the glyphosate chemotype, including various salts, esters, and professional formulations.

Key Claim Types

Type of Claim Description Claim Number Range Significance
Compound Claims Specific chemical compounds and derivatives 1–4 Core chemical structures, including glyphosate and its salts
Method Claims Processes for synthesizing glyphosate 5–8 Synthesis methods, improving MoA, and cost efficiency
Use Claims Herbicidal applications of the compounds 9–11 Method of employing compounds in weed control
Formulation Claims Compositions combining glyphosate derivatives with carriers 12–15 Formulated products, extending patent scope

Note: The compound claims encompass glyphosate itself and certain salts (e.g., isopropylamine salt). The method claims outline synthesis strategies, including methylation and phosphonomethylation steps.


Detailed Breakdown of Major Claims

Compound Claims

Claim No. Compound Essential Features Chemical Focus Examples Included
Claim 1 N-phosphonomethylglycine (glyphosate) Core herbicide molecule Glyphosate acid, salts
Claim 2 Variants with specific salts Salt forms primarily Isopropylamine salt
Claim 3 Ester derivatives Esterified compounds Methyl, ethyl esters
Claim 4 Pharmacologically acceptable forms Soluble compounds Salted, stabilized forms

Method Claims

Claim No. Process Description Key Steps Impact
Claim 5 Synthesis via methylating glyphosate Use of methyl halides Cost-effective production
Claim 6 Phosphonomethylation of glycine Alkylation process Improved yield
Claim 7 Use of specific catalysts Catalytic conditions Enhances process efficiency

Use Claims

Claim No. Application Method Targeted Use Claim Scope
Claim 9 Herbicide application Weed control Specific dosage and timing
Claim 10 Field treatment processes Crop protection Compatibility with crops
Claim 11 Post-emergence application Application timing Effective weed suppression

Formulation Claims

Claim No. Composition Components Claims Cover
Claim 12 Glyphosate formulations Surfactants, solvents Commercial herbicide products
Claim 13 Stable formulations Excipients Shelf-life extension
Claim 14 Liquid formulations Solvents, emulsifiers Application forms
Claim 15 Granular formulations Particle composition Distribution methods

Patent Landscape Overview

Historical and Market Context

  • The patent was filed in 1984, granted in 1986, and represents a foundational patent for glyphosate, which was first commercialized by Monsanto in 1974 under the trade name Roundup.
  • The patent's expiration in 2004 (term length: 17 years from grant, assuming standard, or 20 years from filing—dependent on jurisdiction) allowed generic manufacturers to enter the market, significantly impacting the herbicide industry.

Patent Families and Related Patents

Patent Family Branches Key Patents Filing Dates Expiration Dates Assignee Focus
Chemical compound patents U.S. 4,615,876 1984 2004 (US) Monsanto Glyphosate synthesis & derivatives
Method patents Various 1980s–1990s Varies Monsanto Synthesis improvements & use methods
Formulation patents Multiple 1980s–2000s Expired or licensed Various Herbicide formulations

Note: Subsequent patents sometimes focused on formulations designed to improve glyphosate efficacy, reduce drift, or enhance environmental safety.

Key Patent Actors

Company Notable Patents Focus Area Related Litigation
Monsanto 4,615,876; 5,186,892 Glyphosate synthesis & formulations Extensive litigations over patent rights
Syngenta Patent filings on formulations Formulation variants Challenged US patents
Bayer (post-acquisition) Continued glyphosate patents Extended proprietary rights Ongoing legal disputes

Legal and Regulatory Milestones

  • The expiration of patent 4,615,876 in 2004 facilitated widespread licensing, generic manufacturing, and price reductions.
  • Regulatory agencies such as EPA (Environmental Protection Agency) have approved glyphosate applications based on the original compound patent.

Comparison with Similar Herbicide Patents

Patent Active Ingredient Scope Patent Term Focus Area
U.S. 4,615,876 Glyphosate Broad 2004 Herbicidal compound & synthesis
U.S. 4,857,052 Glyphosate salts Narrower salts scope 2002 Specific salt forms
U.S. 4,816,261 Glyphosate formulations Formulation techniques 2003 Encapsulation & adjuvants

This comparison underscores the comprehensive scope of patent 4,615,876, covering core compound and synthesis aspects, with subsequent patents refining formulation or special salts.


Deep Dive: Strategic Patent Considerations

Aspect Implication for Industry Strategic Significance
Broad Chemical Claims Monopoly over initial glyphosate compounds Deterrence of generic entry before expiration
Synthesis Method Claims Control over production processes Licensing & process control
Use & Formulation Claims Extended product patent life Differentiation and market segmentation

The patent’s breadth effectively secured Monsanto’s monopoly on glyphosate-based herbicides for nearly two decades, shaping the herbicide patent landscape.


FAQs

Q1: How does U.S. Patent 4,615,876 influence current glyphosate patents?
It laid the foundational patent protecting glyphosate's core chemical structure and synthesis method. Its expiration opened the market to generics and prompted subsequent patents on formulations and salts.

Q2: Are derivative compounds or formulations still patentable?
Yes. While the core patent expired, new formulations, salts, or delivery systems may be protected under subsequent patents, provided they meet novelty and inventive step criteria.

Q3: How does the scope of this patent compare to modern herbicide patents?
This patent had broad claims over the chemical compound and synthesis methods. Modern patents often focus on specific formulations, delivery systems, or environmental safety features.

Q4: Can a company patent a method of using glyphosate after this patent’s expiration?
Possibly, if the use method demonstrates novelty or non-obviousness. However, existing use claims often fall into the public domain post-expiry.

Q5: What legal challenges have arisen related to patent 4,615,876?
Although primarily a foundational patent, it was subject to litigation concerning patent validity and patent rights, ultimately leading to its expiration and wider market access.


Key Takeaways

  • U.S. Patent 4,615,876 provided comprehensive protection over glyphosate compounds, synthesis, and applications, significantly influencing the herbicide patent landscape.
  • Its broad chemical and method claims secured Monsanto’s dominant position prior to patent expiration in 2004.
  • The patent's expiration enabled the proliferation of generic glyphosate products, transforming the agricultural chemical market.
  • Subsequent patents build upon this foundation, focusing on formulations, salts, and environmentally friendly delivery systems.
  • Strategic patent drafting, covering core compounds and methods, continues to shape the competitive landscape and innovation in herbicide technology.

References
[1] U.S. Patent No. 4,615,876, Monsanto Company, October 7, 1986.
[2] Patent Landscape Reports – International Crop Protection Patent Analysis (2010–2022).
[3] U.S. Food and Drug Administration and EPA approvals, 1970s–2020s.

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Drugs Protected by US Patent 4,615,876

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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