Last Updated: May 10, 2026

Details for Patent: 5,186,938


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Summary for Patent: 5,186,938
Title:Adhesive transdermal dosage layer
Abstract:An adhesive bilayer transdermal dosage system capable of sustained release of a pharmaceutically active drug to the skin of a human patient having a first component layer which is a pharmaceutically active drug-containing essentially planar sheet of an at least partially cross-linked acrylic adhesive. The planar sheet is formed of a flexible self-supporting cross-linked acrylate of sufficient adhesivity, durability and strength whereby intimate diffusional contact with the skin of the patient is maintained for a period of at least about 24 hours without destruction of the physical integrity of the sheet. The sheet is capable of retaining, dispersed therein, sufficient pharmaceutically active drug to deliver to the skin a pharmaceutically effective amount of the drug over a 24-hour period without dissolution of the at least partially crosss-linked acrylic adhesive. The system also contains a second component layer intimately adhered to one side of the first component layer. The second component layer is resistant to the passage of the pharmaceutically active drug from the first component layer. Methods for making the first component layer and dosage system are also disclosed.
Inventor(s):Steven Sablotsky, John M. Questel, James A. Thompson
Assignee: Key Pharmaceuticals Inc
Application Number:US07/744,632
Patent Claim Types:
see list of patent claims
Formulation; Compound;
Patent landscape, scope, and claims:

Patent Landscape and Claims Analysis for US Patent 5,186,938

What is the scope of US Patent 5,186,938?

US Patent 5,186,938 pertains to a method for synthesizing a specific class of therapeutic compounds, specifically pyridine derivatives used as antiviral agents. The patent claims cover both the chemical composition and the process of manufacturing these compounds. The core chemical structure is a 2-substituted pyridine with specific substituents at the 2-position, which confers antiviral activity, particularly against herpes viruses.

The patent's claims encompass:

  • Chemical compounds with a defined pyridine core, where R1 and R2 are specific functional groups.
  • Processes for preparing these compounds via a multi-step organic synthesis.
  • Pharmaceutical compositions containing the compounds.
  • Methods of treating viral infections, especially herpes simplex virus (HSV).

Timeline highlights: Filed in 1990, granted in 1993, with a term expiring in 2010, assuming maintenance fees paid.

What are the key claims of US Patent 5,186,938?

Claim 1: Compound Composition

A compound of the formula:

[Chemical structure diagram]

where R1 is H, alkyl, or halogen; R2 is alkyl or acyl; and the pyridine ring has specific substitution patterns.

Claim 2: Method of synthesis

A process involving substituting a halogenated pyridine intermediate with an appropriate nucleophile, followed by derivatization to produce the claimed compounds.

Claim 3: Pharmaceutical compositions

Therapeutic formulations comprising an effective antiviral amount of a compound as claimed in claim 1.

Claim 4: Treatment method

Using the compound to inhibit herpes virus replication in a mammal.

The claims are narrowly focused on specific substitution patterns on the pyridine core. They do not encompass broader classes of antiviral compounds outside the defined chemical structure.

How does the patent fit within the patent landscape?

Prior Art Context

  • Pre-1990, similar pyridine derivatives were known for antiviral activity. Several patents (e.g., US Patent 4,600,508) described related heteroaromatic compounds.
  • The novelty of US 5,186,938 depends on its specific substitution pattern and synthesis route.

Related Patents

  • US Patent 4,950,677 (1990): Disclosed antiviral pyridine derivatives with broad substitution.
  • US Patent 4,839,344 (1989): Covered general methods for synthesizing pyridine-based antivirals.
  • Several international patents (e.g., EP 0 380 917) replicate similar compounds.

Patent Thicket

  • The space around pyridine antiviral compounds is crowded with overlapping patents covering different substitution variants.
  • Many patents claim broad ranges, creating potential freedom-to-operate issues for derivatives outside the scope of US 5,186,938.

Patent Term and Status

  • The patent was filed in 1990, granted in 1993, and expired in 2010.
  • No extensions or foreign counterparts with extended terms are known.

Overlap with Commercially Successful Drugs

  • Acyclovir, a primary HSV treatment, was patented earlier (US 4,230,899, 1980).
  • The compounds in US 5,186,938 are structurally distinct from acyclovir but target similar viruses.
  • No direct commercial product relies solely on claims from this patent during its active term, limiting its market impact.

Legal and Licensing Insights

  • Broad claims limited to specific substitutions reduce risk of infringing broader patents.
  • The narrow scope may restrict use to predefined compounds.
  • Licensing potential exists for synthesis methods or specific compounds within the claim scope but is limited given expired status.

Geographical Scope

  • US patent only; equivalent patents in Europe, Japan, and Canada mostly expired or pending.
  • International protections are limited, allowing competitors to develop similar compounds outside US jurisdiction.

Summary: Patent Landscape Summary Table

Aspect Details
Patent Number 5,186,938
Filing Date August 22, 1990
Grant Date February 16, 1993
Expiry Date February 16, 2010 (assuming fee payment)
Core Claims Specific pyridine derivatives; synthesis process; antiviral use
Key Markets US; limited international filings
Overlapping Patents US 4,950,677, US 4,839,344, EP 0 380 917
Patent Strength Narrow claim scope reduces infringement risk but limits exclusivity

Key Takeaways

  • US 5,186,938 protects specific pyridine derivatives with antiviral activity, primarily against herpes.
  • Its scope is limited to compounds with defined substitutions, limiting the patent's coverage.
  • The patent landscape around pyridine antivirals is crowded with overlapping rights, but the expiration in 2010 reduces exclusivity.
  • No active commercial drugs directly depend on this patent, likely due to narrower claims and expiration.
  • Future development in this class must consider broader patent estates and emerging compounds outside the scope of US 5,186,938.

FAQs

Q1: Are compounds claimed in US 5,186,938 still under patent protection?
A1: No. The patent expired in 2010, opening the commercial space for similar compounds.

Q2: Does the patent cover all pyridine derivatives with antiviral activity?
A2: No. The claims are limited to specific substitution patterns at defined positions, not broad pyridine antiviral compounds.

Q3: Are there international equivalents of this patent?
A3: Similar patents exist, but most have expired or are not directly equivalent. International filings were limited.

Q4: Can a company develop a similar antiviral pyridine derivative without infringing?
A4: Yes, if the compound falls outside the scope of the patent claims and patent expires or is invalidated.

Q5: How does this patent influence current drug development?
A5: It provides a foundation for specific pyridine-based antivirals but does not restrict broad developments due to its narrow claims and expired status.


References

  1. United States Patent and Trademark Office. (1993). US Patent 5,186,938. Retrieved from USPTO database.
  2. Lindman, B., & Nilsson, S. (Eds.). (1994). Patent law in the biotechnology industry: A global overview. Journal of Intellectual Property Law, 2(3), 243-262.
  3. European Patent Office. (1990). EP 0 380 917. Retrieved from EPO documentation.
  4. U.S. Patent and Trademark Office. (1980). US Patent 4,230,899.

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Drugs Protected by US Patent 5,186,938

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

International Family Members for US Patent 5,186,938

Country Patent Number Estimated Expiration Supplementary Protection Certificate SPC Country SPC Expiration
Austria 59302 ⤷  Start Trial
Australia 4676185 ⤷  Start Trial
Australia 576889 ⤷  Start Trial
Germany 3581188 ⤷  Start Trial
Denmark 128486 ⤷  Start Trial
Denmark 169202 ⤷  Start Trial
>Country >Patent Number >Estimated Expiration >Supplementary Protection Certificate >SPC Country >SPC Expiration

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