Purdue Pharma L.P. v. Endo Pharmaceuticals Inc.

410 F.3d 690, 75 U.S.P.Q. 2d (BNA) 1109, 2005 U.S. App. LEXIS 10416, 2005 WL 1330933
CourtCourt of Appeals for the Federal Circuit
DecidedJune 7, 2005
DocketNos. 04-1189, 04-1347, 04-1357
StatusPublished
Cited by6 cases

This text of 410 F.3d 690 (Purdue Pharma L.P. v. Endo Pharmaceuticals Inc.) is published on Counsel Stack Legal Research, covering Court of Appeals for the Federal Circuit primary law. Counsel Stack provides free access to over 12 million legal documents including statutes, case law, regulations, and constitutions.

Bluebook
Purdue Pharma L.P. v. Endo Pharmaceuticals Inc., 410 F.3d 690, 75 U.S.P.Q. 2d (BNA) 1109, 2005 U.S. App. LEXIS 10416, 2005 WL 1330933 (Fed. Cir. 2005).

Opinion

PLAGER, Senior Circuit Judge.

This is a patent infringement case in which the patents were held unenforceable by the trial judge due to inequitable conduct during prosecution before the United States Patent and Trademark Office (“PTO”). Purdue Pharma L.P., The Purdue Frederick Company, The P.F. Laboratories, Inc., and The Purdue Pharma Company (collectively, “Purdue”) filed an infringement suit against Endo Pharmaceuticals Inc. and Endo Pharmaceuticals Holdings Inc. (collectively, “Endo”) in the United States District Court for the Southern District of New York. Plaintiffs alleged that Endo’s proposed generic versions of OxyContin®, Purdue’s controlled release oxycodone product, would infringe three Purdue patents.

After a bench trial, the district court found that Endo would infringe Purdue’s patents, but determined the patents were unenforceable due to the inequitable conduct that occurred during prosecution.1 Purdue appeals the inequitable conduct judgment; Endo cross-appeals the infringement judgment. Because the trial court did not err in its inequitable conduct determination, we affirm the court’s judgment on that issue. We do not reach the issues raised in Endo’s cross-appeal.

BACKGROUND

The three patents asserted by Purdue against Endo are directed to controlled release oxycodone medications for the treatment of moderate to severe pain. The patents are related: U.S. Patents No. 5,656,295 (the “’295 patent”) and No. 5,508,042 (the “ ’042 patent”) are, respectively, a continuation-in-part and a divisional of U.S. Patent No. 5,549,912 (the “ ’912 patent”). The ’912 patent itself is a continuation-in-part of U.S. Patent No. 5,266,331 (the “ ’331 patent”), which Purdue has not asserted against Endo. The ’331 patent is the parent patent, and for ease of reference will be identified as such from time to time.

The written descriptions of the ’912, ’295 and ’042 patents are virtually identical. The asserted claims include composition claims (claims 1-4 of the ’912 patent and claims 1-4 and 6-7 of the ’295 patent) and method claims (claims 8-10 of the ’295 patent and claims 1 and 2 of the ’042 patent). Claim 1 of the ’912 patent is representative of the composition claims and reads:

[694]*694A controlled release oxycodone formulation for oral administration to human patients, comprising from about 10 to about 40 mg oxycodone or a salt thereof, said formulation providing a mean maximum plasma concentration of oxycodone from about 6 to about 60 ng/ml from a mean of about 2 to about 4.5 hours after administration, and a mean minimum plasma concentration from about 3 to about 30 ng/ml from a mean of about 10 to about 14 hours after repeated administration every 12 hours through steady-state conditions.

Claim 1 of the ’042 patent is representative of the method claims and reads:

A method for reducing the range in daily dosages required to control pain in human patients, comprising administering an oral controlled release dosage formulation comprising from about 10 to about 40 mg oxycodone or a salt thereof which provides a mean maximum plasma concentration of oxycodone from about 6 to about 60 ng/ml from a mean of about 2 to about 4.5 hours after administration, and a mean minimum plasma concentration from about 3 to about 30 ng/ml from a mean of about 10 to about 14 hours after repeated administration every 12 hours through steady-state conditions.

The “Detailed Description” section of the written description in each asserted patent opens with the following statement, which played a prominent role in the trial court’s inequitable conduct determination:

It has now been surprisingly discovered that the presently claimed controlled release oxycodone formulations acceptably control pain over a substantially narrower, approximately four-fold [range] (10 to 40 mg every 12 hours— around-the-clock dosing) in approximately 90% of patients. This is in sharp contrast to the approximately eight-fold range required for approximately 90% of patients for opioid analgesics in general.

’912 patent, col. 3, ll. 34-41 (emphasis added).2

The thrust of this language is that the invented oxycodone formulation using a four-fold range of dosages (e.g., between 10 mg and 40 mg) achieves the same clinical results as the prior art opioid formulations using an eight-fold range of dosages (e.g., between 10 mg and 80 mg). The written description later explains that the “clinical significance” of the four-fold dosage range of the oxycodone formulations of the present invention, as compared to other opioid analgesics, such as morphine, requiring twice the dosage range, is a more efficient titration process, which is the process of adjusting a patient’s dosage to provide acceptable pain relief without unacceptable side effects. Id., col. 4, ll. 51-63.

In December 1995, after obtaining FDA approval, Purdue introduced its controlled release oxycodone product under the name OxyContin ®. In September 2000, pursuant to the procedures of the Hatch-Wax-man Act, 21 U.S.C. § 355(j), Endo filed an Abbreviated New Drug Application (“ANDA”) with the FDA seeking approval to make and sell a generic version of Purdue’s OxyContin® formulation. The patents-in-suit had issued by this time, and Purdue had listed them in the Orange Book3 as covering OxyContin ®. Endo no[695]*695tified Purdue it had filed a paragraph IV certification asserting that Purdue’s patents either would not be infringed by Endo’s generic drug or were invalid.4 In October 2000 Purdue initiated a patent infringement suit under 35 U.S.C. § 271(e)(2) on the basis of Endo’s ANDA filing, alleging that Endo’s generic drug would infringe the ’912, ’295, and ’042 patents. Endo subsequently twice amended its ANDA to seek approval for additional dosage strengths. Purdue filed two additional infringement suits, which the trial court consolidated with the original action.

Endo filed counterclaims seeking a declaratory judgment that Purdue’s patents were invalid, unenforceable, and not infringed. Endo also filed counterclaims under federal antitrust and New York unfair trade practice laws. The trial court bifurcated the patent claims from the antitrust and unfair trade claims and in June 2003 held an 11-day bench trial on the patent issues.

In an extensive and thorough opinion, the trial court found that Purdue had shown by a preponderance of the evidence that Endo’s proposed generic drug products would infringe Purdue’s patents. Purdue Pharma, 2004 WL 26523, at *27. The trial court also concluded, however, that Endo had shown by clear and convincing evidence that Purdue’s patents were “invalid” due to Purdue’s inequitable conduct during prosecution of the patents before the PTO. Id. The court based its inequitable conduct determination on underlying findings of materiality and intent.

Free access — add to your briefcase to read the full text and ask questions with AI

Related

Cite This Page — Counsel Stack

Bluebook (online)
410 F.3d 690, 75 U.S.P.Q. 2d (BNA) 1109, 2005 U.S. App. LEXIS 10416, 2005 WL 1330933, Counsel Stack Legal Research, https://law.counselstack.com/opinion/purdue-pharma-lp-v-endo-pharmaceuticals-inc-cafc-2005.