Eisai Co., Ltd. v. DR. REDDY'S LABORATORIES, LTD.

472 F. Supp. 2d 493, 2006 U.S. Dist. LEXIS 73517, 2006 WL 2872584
CourtDistrict Court, S.D. New York
DecidedOctober 6, 2006
Docket03 Civ. 9053(GEL), 03 Civ. 9223(GEL)
StatusPublished
Cited by1 cases

This text of 472 F. Supp. 2d 493 (Eisai Co., Ltd. v. DR. REDDY'S LABORATORIES, LTD.) is published on Counsel Stack Legal Research, covering District Court, S.D. New York primary law. Counsel Stack provides free access to over 12 million legal documents including statutes, case law, regulations, and constitutions.

Bluebook
Eisai Co., Ltd. v. DR. REDDY'S LABORATORIES, LTD., 472 F. Supp. 2d 493, 2006 U.S. Dist. LEXIS 73517, 2006 WL 2872584 (S.D.N.Y. 2006).

Opinion

OPINION AND ORDER

LYNCH, District Judge.

The Hatch-Waxman Act, 21 U.S.C. § 355 and 35 U.S.C. § 271(e) (1994) (codified as amended), permits would-be manufacturers of generic versions of an already approved, patented drug to seek expedited approval from the Food and Drug Administration (“FDA”) before expiration of the patent, by means of an Abbreviated New Drug Application (“ANDA”). See Yamanouchi Pharmaceutical Co., Ltd. v. Danbury Pharmacal, Inc., 231 F.3d 1339, 1342 (Fed.Cir.2000). Filing an ANDA constitutes an “artificial” but legally cognizable instance of patent infringement, often triggering a lawsuit in which the validity and enforceability of the patent may be tested. Glaxo Group Ltd. v. Apotex, Inc., 376 F.3d 1339, 1344 (Fed.Cir.2004).

Dr. Reddy’s Laboratories, Ltd., and Dr. Reddy’s Laboratories, Inc. (collectively, “Reddy”), and Teva Pharmaceuticals USA, Inc. (“Teva”), the defendants in these actions, each filed an ANDA, seeking to manufacture generic versions of a gastric-acid inhibitor that is marketed under the brand name Aciphex. Plaintiffs Eisai Co., Ltd. and Eisai Inc. (collectively, “Eisai”), hold the patent on rabeprazole sodium, the active ingredient of Aciphex. Eisai duly brought these actions for patent infringement against defendants. 1 Defendants argue that Eisai’s patent should not be enforced because Eisai engaged in inequitable conduct before the U.S. Patent and Trademark Office (“PTO”) during prosecution of its patent application. Ei-sai now moves for summary judgment on all defendants’ allegations of inequitable conduct. For the reasons below, the motion is granted in part, but for the most part denied. 2

THE PATENT PROSECUTIONS

To address the parties’ contentions requires reciting in some detail the history of the prosecutions of both the rabeprazole patent and another Eisai patent application that defendants argue is closely related. The following facts regarding those prosecutions are undisputed except as otherwise noted. Given the scope and somewhat specialized nature of the record, however, citations are provided to identify the source of certain facts. Where citations point to a statement in a party’s brief or other non-evidentiary submission, that statement is generally uncontested and usually itself points to evidentiary material in the record.

1. Prosecution of The Patent-in-Suit

Eisai, a pharmaceutical company, owns U.S. Patent No. 5,045,552 (“ ’552 patent”), the patent-in-suit. The ’552 patent claims, among other things, the chemical *496 compound rabeprazole and its salts. 3 Ra-beprazole sodium is the active ingredient in a drug that Eisai developed and made commercially available under the brand name Aciphex. The drug was approved by the FDA in 1991 for treatment of certain gastric ailments including duodenal ulcers and heartburn. Rabeprazole functions as a “proton pump inhibitor,” because it suppresses gastric-acid production by inhibiting the action of an enzyme, H ' K ' ATPase, which pumps into the stomach protons (H+ ions) that combine with chloride ions to form hydrochloric (gastric) acid. (Ds. Joint R. 56.1 Stmt. ¶ 15.) The market for Aciphex is a lucrative one: Eisai’s worldwide sales of the drug have been reported at over $1 billion per year. (Ds. Joint R. 56.1 Stmt. ¶¶ 1-5.)

On November 10, 1987, Eisai’s attorney Arthur R. Crawford filed the application that resulted in the ’552 patent. 4 (’552 File History, DRLRAB 51.) 5 The application reported that the compound now referred to as rabeprazole 6 belonged to a known class whose chemical structures include a benzimidazole ring on the left side of the molecule as diagramed in the standard chemical notation, and a pyridine ring on the right, joined by a sulfinylmethyl group. (P.Ex. 1, ’552 patent, col. 1, lines 40-44.) Numerous compounds feature this basic chemical structure, including prominently omeprazole, the first commercially available proton pump inhibitor; omeprazole was disclosed in a group of patents (known as “Junggren” after an inventor) owned by the Swedish company now known as As-traZeneca AB. It is the active ingredient in the drug marketed as Prilosec. 7 (Ds. Joint R. 56.1 Stmt ¶ 19; ’552 Patent File History, DRLRAB 54, 481; see also Teva Mem. in Opp. to P. Mot. for Summ. J. of Patent Validity, 1-2.) The compounds are formally distinguishable primarily by the particular “substitutions” of chemical groups for hydrogen atoms around their pyridine *497 rings. The structure of rabeprazole’s pyridine ring reflects a pattern of substitution referred to in this litigation as “asymmetrical,” because its 3-position is substituted (with a methyl group) while the 5-position is unsubstituted (that is, it is bonded to a hydrogen atom); the 4-position is substituted with a methoxypropoxy group (OCH2 CH2CH2OCH3), a type of alkoxy group. 8 (P. Mem., glossary at 7.) Other related compounds, some of which are potentially useful in the inhibition of gastric-acid formation, have different patterns of pyridine-ring substitution, including the use of different alkoxy groups at the 4-position. The benzimidazole ring of rabeprazole is unsubstituted. (Id.)

Eisai reported having synthesized ra-beprazole by working from omeprazole. (P.R. 56.1 Stmt. ¶¶ 18, 24.) Eisai disclosed summaries of three sets of pharmacological data comparing, relevantly, omeprazole to rabeprazole. (Ds. Joint R. 56.1 Stmt. ¶ 37.) These disclosures will be further discussed in relation to defendants’ inequitable conduct claims, but, in brief, they purported to demonstrate rabeprazole’s superior potency and its enabling of faster post-dosage recovery of acid secretion as compared to omeprazole. 9 (P.R. 56.1 Stmt. ¶¶ 19, 21, 23-27, 36-39 (citing ’552 patent)). The submitted data were not the only existing pharmacological comparisons involving rabeprazole, as will further be discussed in relation to the inequitable conduct claims.

A. First Rejection and Eisai’s Response

Patent examiner Jane Fan rejected the rabeprazole claims three times, prompting various persuasive efforts by Eisai, before ultimately allowing the claims to issue as the ’552 patent. On September 21, 1988, Fan rejected the claims as obvious in light of certain prior art: the Junggren patents and Great Britain Patent No. 2,234,523 (“GB ’523”). (Ds. Joint R. 56.1 Stmt. ¶¶ 41-42.) “[Junggren] and [GB ’523] generically teach[ ] R 4 [the 4-position on the pyridine ring] being methoxyethoxy or ethoxyethoxy,” wrote Fan. 10

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472 F. Supp. 2d 493, 2006 U.S. Dist. LEXIS 73517, 2006 WL 2872584, Counsel Stack Legal Research, https://law.counselstack.com/opinion/eisai-co-ltd-v-dr-reddys-laboratories-ltd-nysd-2006.