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Avapro

2-butyl-3-[[4-[2-(2H-tetrazol-5-yl)phenyl]phenyl]methyl]-1,3-diazaspiro[4.4]non-1-en-4-one · also: Karvea, Irbetan, Aprovel, Sarbevel, Sabervel, ifirmasta

FormulaC25H28N6O
Mol. weight428.54
PubChem CID3749
InChIKeyYOSHYTLCDANDAN-UHFFFAOYSA-N
SMILESCCCCC1=NC2(CCCC2)C(=O)N1CC3=CC=C(C=C3)C4=CC=CC=C4C5=NNN=N5
36,387Patents
2,080Research papers
2,352Patents - last 3 years
71Papers - last 3 years

Who owns the IP

The organizations most actively patenting around this compound, ranked by referenced patent volume.

#AssigneePatents
1Merck Sharp & Dohme LLC1,934
2Bristol Myers Squibb Co1,592
3Takeda Pharmaceutical Co Ltd1,494
4Novartis AG1,218
5Boehringer Ingelheim International GmbH741
6Gilead Sciences Inc519
7AstraZeneca AB494
8Organon Pharma UK Ltd456
9F Hoffmann La Roche AG374
10Bayer Pharma AG354

Explore the full landscape

This preview shows the leading assignees. Cypris reveals the full ownership landscape - every filing entity, filing trends, and portfolio momentum.

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Where innovation is concentrated

Patent classifications ranked by volume reveal the technical domains with the most active filing.

#CodeAreaPatents
1A61PTherapeutic activity (drug indications)30,210
2A61KMedicinal preparations25,842
3C07DHeterocyclic compounds17,297
4C07KPeptides3,476
5C07CAcyclic and carbocyclic compounds2,747
6Y02AClimate change adaptation1,909
7C12NMicroorganisms, enzymes1,564
8G01NInvestigating / analysing materials1,539
9C07BGeneral methods of organic chemistry1,342
10C07FOrganometallic compounds1,112

AI mapped opportunity space

This preview shows where patent activity concentrates. Cypris maps the full classification landscape to surface technical whitespace and IP headroom.

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Most-cited patents

Patents ranked by forward citations reveal the foundational inventions the field continues to build on.

TitleYearAssigneeCited by
Avapro dispersible tablet and preparation method thereof2010BEIJING YILING BIOENGINEERING CO., LTD.8
Avapro dispersible tablet and preparation method thereof2013BEIJING YILING BIOLOGICAL ENGINEERING TECHNOLOGY CO.,LTD.0
Aprovel1998SANOFI0

Where research is gaining momentum

Research themes ranked by publication activity show where scientific interest is accelerating around this compound.

#Research topicPapers
1Blood Pressure and Hypertension Studies19
2Renin-Angiotensin System Studies9
3Heart Failure Treatment and Management6
4Renal Diseases and Glomerulopathies5
5Atrial Fibrillation Management and Outcomes4
6Receptor Mechanisms and Signaling4
7Cardiovascular Health and Disease Prevention3
8Drug-Induced Hepatotoxicity and Protection2
9Hormonal Regulation and Hypertension2
10Inflammatory mediators and NSAID effects2

Technology trend analysis

Cypris uses AI to connect emerging research themes to IP activity, commercialization signals, and underexplored opportunity areas.

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Who's driving the science

The most-published authors working with this compound, alongside their primary affiliations.

#AuthorAffiliationPapers
1Andrew PalmerCenter for Outcomes Research and Clinical Epidemiology16
2Thomas KahanKarolinska Institutet15
3A.H. Jan DanserErasmus University Rotterdam14
4Hans‐Henrik ParvingAarhus University14
5Peter BramlageTechnische Universität Dresden14
6Karin MalmqvistKarolinska Institutet13
7Agata PtaszynskaBristol-Myers Squibb (United States)12
8John J.V. McMurrayUniversity of Glasgow12
9Michel BurnierHôpital Orthopédique de la Suisse Romande12
10Michael R. ZileMedical University of South Carolina9

Research leaders

This preview lists the top authors. Cypris surfaces the full researcher landscape, their affiliations, and how scientific influence is shifting.

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The literature that defines it

The most-cited papers anchoring the scientific record for this compound.

Frequently asked questions

Common questions about this compound's patent and research landscape, answered from the underlying data.

What is the molecular composition of Avapro?

Avapro has the molecular formula C25H28N6O with a molecular weight of 428.54. Its canonical chemical name is 2-butyl-3-[[4-[2-(2H-tetrazol-5-yl)phenyl]phenyl]methyl]-1,3-diazaspiro[4.4]non-1-en-4-one, and its InChI Key is YOSHYTLCDANDAN-UHFFFAOYSA-N.

What are the major pharmaceutical assignees with patent portfolios related to this compound?

The leading patent assignees in this field include Merck Sharp & Dohme LLC with 1934 patents, Bristol Myers Squibb Co with 1592 patents, Takeda Pharmaceutical Co Ltd with 1494 patents, Novartis AG with 1218 patents, and Boehringer Ingelheim International GmbH with 741 patents.

What are the main research topics associated with Avapro in the scientific literature?

The primary research topics include Blood Pressure and Hypertension Studies (19 papers), Renin-Angiotensin System Studies (9 papers), Heart Failure Treatment and Management (6 papers), and Renal Diseases and Glomerulopathies (5 papers). Key papers address its renoprotective effects in diabetic nephropathy and its use in heart failure with preserved ejection fraction.

Which patent classifications dominate the intellectual property landscape for this compound?

The most prevalent CPC subclasses are A61P (30,210 patents), covering pharmaceutical preparations and their therapeutic uses, and A61K (25,842 patents), covering medicinal preparations. Organic chemistry classifications C07D (17,297 patents) and C07K (3,476 patents) also represent significant portions of the patent landscape.

What is the recent patent and publication activity trend for this compound?

In the last three years, there were 2,352 patents and 71 papers published. Patent filings have declined from 1,746 in 2016 to 675 in 2025, while paper publications have remained relatively stable, with 40 papers in 2023 and 28 in 2024, with only 3 papers so far in 2025.

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