API and IP Newsletter

  Contents


Patent applications filed by Zydus Lifesciences


We follow patent application filings by Indian Pharmaceutical companies. This week we analysed patent portfolio of Zydus Lifesciences Limited for last 5 years. 

There are about one dozen PCT families filed in last five years by Zydus. 

Some of our observations are as below.


Publication Number

Title 

Comments

WO2023175573A1

Once-a-day composition useful for treating patients with heart failure with reduced ejection fraction, comprises fixed dose combination of beta-blocker, sodium-glucose transport protein 2 inhibitors and excipient

This invention primarily relates to once-a-day composition of Dapagliflozin + Metoprolol.


There are couple of publications by Chinese Universities on Metoprolol and Dapagliflozin ER compositions. 


Dapagliflozin + metoprolol XR is under clinical development by Eris Lifesciences and currently in Phase III for Congestive Heart Failure (Heart Failure). 

According to GlobalData, Phase III drugs for Congestive Heart Failure (Heart Failure) have a 53% phase transition success rate (PTSR) indication benchmark for progressing into Pre-Registration. 


Zydus perhaps would follow Eris soon after the approval. 

WO2023067485A1

Combination useful in treating inflammatory bowel disease, preferably ulcerative colitis comprises apremilast and rifaximin or their isomers

This family relates to inflammatory bowel disease treatment using combination of apremilast and rifaximin. 


Zydus discovered that Apremilast and Rifaximin shows significant effects on treating/ameliorating inflammatory bowel disease and trying to seek protection.. 

In brief search we did not find any clinical studies going on apremilast and rifaximin combination for inflammatory bowel disease.

WO2023026242A1

Amorphous solid dispersion used to treat anemia, comprises (1-(cyclopropylmethoxy)-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carbonyl)glycine and at least one carrier

This family relates to proprietary molecule of Zydus  ie desidustat. Desidustat (ZYAN1) is a drug for the treatment of anemia of chronic kidney disease. 

Brand name Oxemia 


The molecule first time was disclosed in WO 2014/102818 Al. The subject expert committee of CDSCO has recommended the grant of permission for manufacturing and marketing of Desidustat 25 mg and 50 mg tablets in India. 


Recently Zydus received approval from the US FDA to initiate clinical trials of desidustat in chemotherapy Induced anemia (CIA). 


This invention specifically relates to amorphous solid dispersion of desidustat. An amorphous form generally provides better solubility and bioavailability than the crystalline form and may be useful for formulations. 


WO2023281455A1

Treating cryopyrin associated periodic syndromes, comprises administering substitute amine compounds

The invention relates to novel compounds for treatment of cryopyrin associated periodic syndromes (CAPS). 


Figure imgf000053_0002

There are several compounds reported, however, it seems Formula 11 seems to be the lead compound.


An example 11 in WO2023281455 patent family discloses the lead compound. 


WO2023285977A1

Delayed-release composition used to treat irritable bowel disease and ulcerative colitis comprises ozanimod, controlled release substance, and excipient

Ozanimod was approved in March 2020 and priority application for WO 2023 285977 family was filed in July 2021. 


Interesting to note, Ozanimod is approved in the US under the brand Zeposia as an immediate release capsule form with doses of 0.23 mg, 0.46 mg, and 0.92 mg once daily for the treatment of multiple sclerosis and this invention relates to composition which releases ozanimod in a predetermined manner, ie delayed release. 



General information: Two Recent Trademark Cases



Delhi High Court restrains Capital TV from using TV Today’s marks “To The Point”, “Halla Bol”, “Special Report”, “Black & White”, “Kismat Connection” Marks For News Programmes


The plaintiff filed the present suit seeking protection in respect of the programs run on its television channels. The plaintiff runs and broadcasts well known TV channels namely ‘AajTak’, ‘AajTak HD’, ‘India Today Television’ and ‘Good News Today (earlier known as Tez)’. The plaintiff had businesses in broadcasting, publishing, e-commerce, etc. and was part of the leading media group ‘India Today Group’, which also published the famous magazine ‘India Today’ amongst various other well-known magazines.

News here.



Delhi High Court Restrains Manufacturer From Selling Biscuits Under ‘Good Time Butter Cookies’ Mark In Suit By ‘Good Day’ 


The Delhi High Court has asked cookie-maker, Amar Biscuit, to stop selling or manufacturing Good Time butter cookies, following a complaint by Britannia, that sells and manufactures the popular Good Day cookies. Britannia dragged the cookie-maker to the court due to identical packaging.

News here




Intellectual Property 


Zogenix, Inc Vs Apotex: Dispute on Skinny label. 


Zogenix, Inc. and Zogenix International Ltd. (Zogenix) sell Fintepla (Brand name) for the treatment of seizures associated with Dravet syndrome. The active ingredient in Fintepla is fenfluramine hydrochloride ("fenfluramine") 


U.S. Patent Nos. 10,478,441 (`441 ), 10,478,442 (`442) and U.S. Patent No. 11,406,606 (`606) are listed in the FDA's Orange Book for Fintepla among others. 


These patents are directed to methods of treating patients with Dravet syndrome by administering a combination of stiripentol and reduced dosages of fenfluramine. Dravet syndrome is a rare, genetic epileptic encephalopathy that gives rise to seizures that don't respond well to seizure medications.


In this write-up we will cover discussions related to `606 patent in this case. 


In October 2021, Apotex Inc. and Apotex Corp. ("Apotex") notified Zogenix that they had filed an ANDA seeking FDA approval to market a generic version of Fintepla


Apotex submitted a section viii certification for these patents, representing that the methods of use claimed in those patents are carved out from the label.


Apotex argued that its ANDA directed to Fintepla (fenfluramine) does not induce infringement of `606 because Apotex's ANDA contained a section viii statement to the '606 patent and a corresponding skinny label (label carving) that removed references to administering fenfluramine with stiripentol.


On 21 September 2022, Zogenix asserted causes of action against Apotex for infringement of the '606 Patent. The matter was before  District Court For The District of Delaware. A prior report ie Report & Recommendation (R & R) of a United States Magistrate Judge was put before the District of Delaware.


Magistrate Judges have the authority to make recommendations as to the appropriate resolution of a motion. However, the Court conducts a de novo review when determining whether to adopt a Magistrate Judge's report and recommendation on a dispositive motion.


Coming back to this specific case, the asserted claims of the '606 Patent require the use of fenfluramine in combination with stiripentol. The Report of Magistrate recommended that the District Court Judge to grant Apotex' motion to dismiss Zogenix' induced infringement claims. In short, according to the Magistrate there’s no induced infringement by Apotex. 


Asserted claim 15 of the '606 Patent recites a method of reducing or controlling seizures in a patient by "reducing a dosage of fenfluramine ... by 30% to 60% based on the patient being treated with a therapeutically effective amount of stiripentol, whereby the dosage of fenfluramine ... is reduced as compared to an amount of fenfluramine ... without stiripentol." 


Zogenix objected to the Magistrate Judge's conclusion that Apotex' complaint does not plausibly allege that Zogenix' ANDA label encourages or instructs an infringing use. 


Zogenix argued, the R&R erroneously applied its own interpretation of Apotex label instead of crediting Zogenix' allegations, which concerned how a prescribing physician would read the label.


Specifically, Zogenix contend that the Magistrate Judge improperly focused on individual sections of Apotex label in isolation, whereas a prescribing physician would read the label as a whole.


When read as a whole, Zogenix said, the label implicitly encourages an infringing use namely, the co-administration of fenfluramine and stiripentol.


Zogenix highlighted Section 2.3 in Apotex’ label which instructs a 20 mg dosage of fenfluramine for patients on strong CYP inhibitors not taking concomitant stiripentol. However, in later paragraph it directs physicians to prescribe fenfluramine dosage for patients taking strong CYP inhibitors and another AED (anti-epileptic drug). 


Based on these statements in label Zogenix argued infringement of `606 and Apotex disagreed. 


The Distric Court Judge agreed with Apotex that Zogenix' argument that the phrase another AED means stiripentol would be far fetching argument. 


The Judge did not find it plausible that a physician would understand another AED (anti-epileptic drug) to mean anything other than another AED, and even Zogenix did not dispute that multiple AEDs exist besides stiripentol. (identifying clobazam and valproate as AEDs that are also frequently used in the treatment of Dravet syndrome). 


Notably, every explicit reference to stiripentol in the dosing instructions at issue describes the administration of fenflurarnine without concomitant stiripentol. 


Such language hardly constitutes encouragement to prescribe fenfluramine in conjunction with stiripentol.


The Hon. Judge adopted the recommendation of the Magistrate to dismiss the complaint because the proposed skinny label does not encourage or instruct an infringing use.


Although Zogenix attempted to rely on the warnings section in Apotex's label, the Hon. Judge found that warnings are not instructions. 


Hon. Judge opined that the label could not induce infringement when, at most, it had information relating to both infringing and non-infringing uses.



Decision  here 







Popular posts from this blog

List of Off-Patent, Off-Exclusivity Drugs without an Approved Generic and Trademark case for J&J's ORS-L brand (Delhi HC decision)

API and IP Newsletter- Recent ANDA approvals and Roxadustat decision by EPO: T 0072/23

DMF filings by Indian companies in May 2025 and F-Hoffmann-La Roche AG Vs Zydus Lifesciences Limited- Delhi High Court decision