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The Chemical Formula for Atorvastatin, the Active Ingredient in Lipitor

This patent describes the chemical structure of a class of molecules designed to block the enzyme responsible for cholesterol production in the human body.

Granted 1987ExpiredExpired 2006Owned by Warner Lambert Co LLCInvented by Bruce D. Roth

Original patent title: “Trans-6-[2-(3- or 4-carboxamido-substituted pyrrol-1-yl)alkyl]-4-hydroxypyran-2-one inhibitors of cholesterol synthesis

Plain-English explanation by SahiLast reviewed · June 15, 2026

This patent describes the chemical structure of a class of molecules designed to block the enzyme responsible for cholesterol production in the human body. Granted to Warner Lambert Co LLC in 1987 with 10 claims and 340 forward citations.

Coverage

What does this patent actually cover?

The patent claimsclaimsThe numbered statements at the end of a patent that legally define what the inventor owns.Read more → a specific chemical structure—a pyrrole-based compound—that acts as an inhibitor of the enzyme HMG-CoA reductase. By blocking this enzyme, the compound prevents the liver from synthesizing cholesterol. The structure includes a lactone ring, which can open into a hydroxy acid form that is biologically active in the body. ClaimclaimA numbered sentence at the end of a patent that legally defines what the inventor owns. The most important section.Read more → 5 specifically identifies the chemical structure that would later become known as Atorvastatin.

The gap

What does this patent NOT cover?

  • Does not cover naturally occurring cholesterol-lowering compounds found in plants or fungi.
  • Does not cover other classes of cholesterol-lowering drugs like fibrates or bile acid sequestrants.
  • Does not cover the specific manufacturing process or industrial synthesis route for the compound.
  • Does not cover the use of these compounds for treating conditions unrelated to cholesterol biosynthesis.

These exclusions are unique to PatentBrief — derived from the actual claim language, not patent-office boilerplate.

Key facts

Patent numberUS 4681893
StatusExpired
FieldBiotech & Medicine
AssigneeWarner Lambert Co LLC
InventorBruce D. Roth
Filed1986
Granted1987
Claims10
Times cited340
LitigationNone on record
Value · $135K$432KModest

What made this novel

The inventorinventorThe person who actually conceived the invention. Listed on the patent regardless of who owns it.Read more → successfully utilized a pyrrole core to create a potent, synthetic inhibitor that mimics the transition state of the HMG-CoA reductase reaction, effectively tricking the enzyme into shutting down.

Trans-6-[2-(3- or 4-carboxamid…(Primary claim)pharmaceutical

Schematic visualization of the patent's claim structure. Hand-drawn diagrams in progress for each landmark patent.

Where you've seen this

Real-world examples

01

Lipitor (Atorvastatin)

Why it matters

The bigger picture

This patent is the foundation for Atorvastatin, marketed as Lipitor. It became one of the most commercially successful pharmaceutical products in history, fundamentally changing how doctors treat high cholesterol and cardiovascular disease.

Filed

May 30, 1986

Granted

July 21, 1987

Market context

Who's building on this

Companies in this space

Warner-Lambert, which was later acquired by Pfizer, developed this discovery into a global blockbuster. Today, generic pharmaceutical manufacturers produce versions of this molecule globally now that the original patent protection has expired.

Market impact

This patent enabled the creation of the statin drug class, which became the standard of care for managing hypercholesterolemia. It generated billions in revenue for Pfizer and significantly reduced cardiovascular mortality rates globally.

Claim 1 — Plain English

What this patent covers

The patent claims a specific chemical structure—a pyrrole-based compound—that acts as an inhibitor of the enzyme HMG-CoA reductase. By blocking this enzyme, the compound prevents the liver from synthesizing cholesterol. The structure includes a lactone ring, which can open into a hydroxy acid form that is biologically active in the body. Claim 5 specifically identifies the chemical structure that would later become known as Atorvastatin.

The clever bit

The inventor successfully utilized a pyrrole core to create a potent, synthetic inhibitor that mimics the transition state of the HMG-CoA reductase reaction, effectively tricking the enzyme into shutting down.

What it does not cover

  • Does not cover naturally occurring cholesterol-lowering compounds found in plants or fungi.
  • Does not cover other classes of cholesterol-lowering drugs like fibrates or bile acid sequestrants.
  • Does not cover the specific manufacturing process or industrial synthesis route for the compound.
  • Does not cover the use of these compounds for treating conditions unrelated to cholesterol biosynthesis.

Patent timeline

Filing

Application submitted to the patent office

Publication

Application published, typically 18 months after filing

Grant

Patent officially issued

PatentBrief Score

Impact Score

Moderate

Citation count

40/40

Highly cited

Claim breadth

7/20

Moderate scope

Recency

0/20

Older than 20 years

Assignee scale

0/20

Independent or smaller assigneeassigneeThe entity that owns the patent — usually the inventor's employer or a company.Read more →

PatentBrief Impact Score — based on citation count, claim breadth, recency, and assignee scale. Not a legal assessment.

Heuristic Value Estimate

What this patent might be worth

Modest

$135K$432K

Midpoint $270K · expired or expiring · industry ×3.0

Adjust inputs →

Heuristic only — blends forward/backward citation counts, claim scope, time remaining, litigation history, and CPC-derived industry baseline. Real valuations need a professional appraisal.

Patent Claims

1 independent claim · 0 dependent

Preamble: A compound of structural formula I ##STR17##

Elements required (29)

  1. A

    X is --CH 2 --, --CH 2 CH 2 --, --CH 2 CH 2 CH 2 --, or --CH 2 CH(CH 3 )--

  2. B

    R 1 is 1-naphthyl

  3. C

    2-naphthyl

  4. D

    cyclohexyl

  5. E

    norbornenyl

  6. F

    phenyl

  7. G

    phenyl substituted with fluorine, chlorine, bromine, hydroxyl, trifluoromethyl, alkyl of from one to four carbon atoms, alkoxy of from one to four carbon atoms, or alkanoyloxy of from two to eight carbon atoms

  8. H

    either of R 2 or R 3 is --CONR 5 R 6 where R 5 and R 6 are independently hydrogen

  9. I

    alkyl of from one to six carbon atoms

  10. J

    phenyl

  11. K

    phenyl substituted with fluorine, chlorine, bromine, cyano, trifluoromethyl, or carboalkoxy of from three to eight carbon atoms

  12. L

    and the other of R 2 or R 3 is hydrogen

  13. M

    alkyl of from one to six carbon atoms

  14. N

    cyclopropyl

  15. O

    cyclobutyl

  16. P

    cyclopentyl

  17. Q

    cyclohexyl

  18. R

    phenyl

  19. S

    or phenyl substituted with fluorine, chlorine, bromine, hydroxyl, trifluoromethyl, alkyl of from one to four carbon atoms, alkoxy of from one to four carbon atoms, or alkanoyloxy of from two to eight carbon atoms

  20. T

    R 4 is alkyl of from one to six carbon atoms

  21. U

    cyclopropyl

  22. V

    cyclobutyl

  23. W

    cyclopentyl

  24. X

    cyclohexyl

  25. Y

    or trifluoromethyl

  26. Z

    or a hydroxy acid or pharmaceutically acceptable salts thereof, corresponding to the opened lactone ring of the compounds of structural formula I above. 2. A compound as defined by claim 1 wherein X is --CH 2 CH 2 --. 3. A compound as defined by claim 2 wherein R 1 is phenyl

  27. [

    or phenyl substituted with fluorine, chlorine, bromine, hydroxyl

  28. \

    trifluoromethyl

  29. ]

    alkyl of from one to four carbon atoms, alkoxy of from one to four carbon atoms, or alkanoyloxy of from two to eight carbon atoms. 4. A compound as defined by claim 2 wherein R 4 is alkyl of from one to six carbon atoms. 5. A compound as defined by claim 1 having the name trans-(±)-5-(4-fluorophenyl)-2-(1-methylethyl)-N,4-diphenyl-1-[2-(tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl)ethyl]-1H-pyrrole-3-carboxamide. 6. A compound as defined by claim 1 having the name trans-2-(4-fluorophenyl)-N,4-diphenyl-1-[2-(tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl)ethyl]-5-trifluoromethyl-1H-pyrrole-3-carboxamide. 7. A compound as defined by claim 1 having the name trans-5-(4-fluorophenyl)-N,4-diphenyl-1-[2-(tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl)ethyl]-2-trifluoromethyl-1H-pyrrole-3-carboxamide. 8. A pharmaceutical composition, useful as a hypocholesterolemic agent, comprising a hypocholesterolemic effective amount of a compound in accordance with claim 1 in combination with a pharmaceutically acceptable carrier. 9. A method of inhibiting cholesterol biosynthesis in a patient in need of such treatment by administering a pharmaceutical composition as defined by claim 8.

Claims are the legal boundaries of the patent. An independent claim stands alone. A dependent claim adds limitations to its parent, narrowing — but not broadening — the scope.

The original legal language

Original claims

10 claims as filed with the patent office.

Concepts involved

ClaimPrior artNon-obviousnessNoveltySpecificationAssigneePatent term

Citations

Patent lineage

Cites earlier patents

7

earlier patents this invention cites as foundations

View prior art →

Cited by later patents

340

later patents that build on this invention

View patents →

Cite this patent

Roth, B. D. (1987). The Chemical Formula for Atorvastatin, the Active Ingredient in Lipitor (U.S. Patent No. 4,681,893). U.S. Patent and Trademark Office. https://patentbrief.org/patent/us/4681893/prozac-fluoxetine

Auto-generated from the patent record. Double-check author order and the issue date against the official USPTO document before submitting.

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Common Questions

Frequently Asked Questions

What does The Chemical Formula for Atorvastatin, the Active Ingredient in Lipitor cover?

This patent describes the chemical structure of a class of molecules designed to block the enzyme responsible for cholesterol production in the human body.

Who owns patent US 4681893?

Warner Lambert Co LLC owns this patent, granted in 1987.

When does this patent expire?

This patent has expired and is now in the public domain — anyone can use the invention freely.

What is patent US 4681893 cited by?

This patent has been cited by 340 later patents that build on its ideas.

What problem does this patent solve?

This patent is the foundation for Atorvastatin, marketed as Lipitor. It became one of the most commercially successful pharmaceutical products in history, fundamentally changing how doctors treat high cholesterol and cardiovascular disease.

What does this patent NOT cover?

Does not cover naturally occurring cholesterol-lowering compounds found in plants or fungi.

Same assignee

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US 5273995·1993

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Last reviewed: June 15, 2026 · PatentBrief is not a law firm and this is not legal advice.