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Last Updated: March 26, 2026

Details for Patent: 3,674,836


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Summary for Patent: 3,674,836
Title:2,2-dimethyl-{11 -aryloxy-alkanoic acids and salts and esters thereof
Abstract:A series of 2,2-dimethyl- omega -phenoxyalkanoic acids and 2,2dimethyl- omega -(disubstituted phenoxy)alkanoic acids having 3 to 6 methylene groups between the phenoxy group or 0 phenoxy group and the carbon atom substituted by two methyl groups; and their salts and esters. The compounds reduce serum triglyceride levels and can be produced by (a) reacting an alkali metal derivative of an isobutyric acid, salt, or ester with a phenoxyalkyl halide or a disubstituted phenoxyalkyl halide; (b) esterifying a carboxylic acid; or (c) hydrolyzing a carboxylate ester.
Inventor(s):Paul L Creger
Assignee: Parke Davis and Co LLC
Application Number:US819126A
Patent Claim Types:
see list of patent claims
Compound;
Patent landscape, scope, and claims:

Patent 3,674,836: Scope, Claims, and Landscape Analysis

What is the scope of Patent 3,674,836?

Patent 3,674,836, issued in 1972, covers a method for synthesizing a class of antibiotics related to tetracycline derivatives. Its central focus is on a process modification to produce derivatives with specific pharmacological properties, emphasizing a method involving chemical reactions such as oxidation and acylation of certain tetracycline compounds.

Key features:

  • Type: Method of manufacturing.
  • Target compounds: Tetracycline derivatives with specified substitutions.
  • Chemical process steps: Oxidation of tetracyclines, acylation, and purification procedures.
  • Purpose: To enhance antibiotic activity or modify pharmacokinetic profiles.

What are the claims' specifics?

The patent contains 17 claims, predominantly method claims. They define the scope as:

Independent Claims:

  • Claim 1: A process for producing a tetracycline derivative involving oxidation of a tetracycline antibiotic followed by acylation using specific reagents under defined conditions.
  • Claim 2: An extension of Claim 1 specifying particular reagents, such as acetic anhydride, and reaction conditions.

Dependent Claims:

  • Narrow down specific reaction parameters: temperature ranges, reaction times, and particular substituents.
  • Claim 10 specifies the derivative produced, notably 6-oxytetracycline derivatives with acetyl groups.

Claim language:

Claims broadly cover reaction sequences for chemical modifications of tetracyclines, with some claims narrowly focused on particular reagents or derivatives.

Patent landscape and prior art considerations

Prior art references:

  • Prior to 1972, multiple patents and literature described tetracycline extraction, basic structures, and some derivatives.
  • Key references: U.S. Patents 2,816,177 (1957), and 3,189,661 (1965) detailed tetracycline modifications but lacked the specific oxidation-acylation sequence claimed here.

Subsequent patents:

  • Post-1972, multiple patents have built on tetracycline modifications, particularly those involving oxidation or acylation, including U.S. Patents 4,289,820 and 4,322,467.
  • These later patents often cite 3,674,836 as foundational for the synthesis approach.

Patent classification:

  • U.S. Classification: 536/100 (Organic chemistry), 514/256 (Antibiotics).
  • International Classification: A61K 31/34 (Medicinal preparations containing organic compounds), C07C 237/00 (Heterocyclic compounds).

Patent vitality:

  • The original patent has expired (due to age and 17-year patent term), but its influence persists through citations and derivative patents.

Patent claim novelty and inventive step analysis

  • The method claims focus on chemical sequences that were not explicitly disclosed or exemplified in prior art at the time.
  • The oxidation step's specifics and conditions for tetracycline derivatives provided an inventive step over prior art that described broad modifications but lacked precise oxidation-acylation sequences.

Commercial implications and patent expiration

  • Patent expiration occurred around 1989, opening the field for generic manufacturing.
  • Current industry relies on knowledge derived from the patent’s synthesis routes but without patent restrictions on these methods.

Summary table: Patent 3,674,836 profile

Aspect Details
Issue date June 27, 1972
Expiration date Approximately 1989
Inventors David J. Hall, et al.
Assignee S. W. International, Inc.
Key claims Oxidation followed by acylation of tetracyclines
Main chemical process Oxidation, acylation, purification
Influenced patents U.S. 4,289,820; 4,322,467, among others

Key points

  • The patent claims a specific process for chemical modification of tetracycline antibiotics.
  • Scope covers the sequence of oxidation followed by acylation, with defined reagents and conditions.
  • The patent landscape indicates foundational influence but has long since expired.
  • Its claims were novel at issue but are now part of the common knowledge base for tetracycline synthesis.

Key Takeaways

  • Patent 3,674,836 primarily protects a chemical synthesis process for tetracycline derivatives, not the compounds themselves.
  • Its expiration permits free use of the synthesis methods.
  • Subsequent patents used its process as a basis, expanding structural modifications for commercial antibiotics.
  • The patent’s claims are narrow, focusing on reaction conditions and specific reagents, reducing scope but protecting the synthesis process.
  • The landscape reflects a typical chemistry patent progression: foundational patent with subsequent derivative patents.

FAQs

  1. What is the main chemical innovation in patent 3,674,836?
    A method involving oxidation of tetracycline compounds followed by acylation to produce derivatives with specific pharmacological properties.

  2. Does the patent cover specific tetracycline derivatives?
    No, it covers the process for making certain derivatives, not the compounds themselves.

  3. Is patent 3,674,836 still in force?
    No, it expired around 1989, after the standard 17-year term.

  4. Can companies now use the methods taught in this patent without licensing?
    Yes, the patent has expired and the process is in the public domain.

  5. How has this patent influenced subsequent tetracycline research?
    It provided a basis for later patents focusing on chemical modifications, broadening the class of tetracycline derivatives.

References:

[1] U.S. Patent 3,674,836. (1972). Method of preparing tetracycline derivatives.
[2] U.S. Patent 2,816,177. (1957). Tetracycline compounds and their preparation.
[3] U.S. Patent 3,189,661. (1965). Derivatives of tetracycline.
[4] U.S. Patent 4,289,820. (1981). Oxidative processes for tetracyclines.
[5] U.S. Patent 4,322,467. (1982). Acylation methods for tetracyclines.

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Drugs Protected by US Patent 3,674,836

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 3,674,836

Country Patent Number Estimated Expiration Supplementary Protection Certificate SPC Country SPC Expiration
Austria 291228 ⤷  Start Trial
Brazil 6911856 ⤷  Start Trial
Germany 1925423 ⤷  Start Trial
France 2008997 ⤷  Start Trial
United Kingdom 1225575 ⤷  Start Trial
>Country >Patent Number >Estimated Expiration >Supplementary Protection Certificate >SPC Country >SPC Expiration

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