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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: Avapr · Karvea · Aprovel · Irbetan · Sarbevel · Sabervel

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 papers2,075 indexed in detail
2,231Patents - 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 and Co Inc2,515
2Bristol Myers Squibb Co1,930
3Takeda Pharmaceutical Co Ltd1,494
4Novartis AG1,218
5C.H. Boehringer Sohn AG and Co KG906
6Sanofi SA782
7Johnson and Johnson656
8Gilead Sciences Inc532
9AstraZeneca PLC505
10Organon and Co483

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)30,215
2A61KMedicinal preparations25,846
3C07DHeterocyclic compounds17,298
4C07KPeptides3,477
5C07CAcyclic and carbocyclic compounds2,747
6Y02AClimate change adaptation1,909
7C12NMicroorganisms, enzymes1,565
8G01NInvestigating / analysing materials1,540
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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Representative patents

The filings that best characterise the patent activity around this compound, most-referenced first.

TitleYearAssigneeCited by
Avapro dispersible tablet and preparation method thereof20108
Avapro dispersible tablet and preparation method thereof20130
Aprovel19980

How research activity has moved

Papers published per year for this compound, over the last decade of indexed records.

YearPapers
201653
201729
201832
201934
202041
202128
202228
202340
202428
20253

Who's driving the science

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

#AuthorAffiliationPapers
1Karin MalmqvistKarolinska Institutet19
2Thomas KahanKarolinska Institutet15
3Peter BramlageTechnische Universität Dresden14
4Inder S. AnandUniversity of Minnesota12
5John J.V. McMurrayUniversity of Glasgow12
6Michel BurnierHôpital Orthopédique de la Suisse Romande12
7Hans‐Henrik ParvingSteno Diabetes Centers10
8James R. SowersUniversity of Missouri9
9Andrew PalmerCenter for Outcomes Research and Clinical Epidemiology9
10Peter E. CarsonGeorgetown University9

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 formula and weight of Avapro?

Avapro has the molecular formula C25H28N6O with a molecular weight of 428.54 g/mol. 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.

Which companies hold the most patents related to Avapro?

Merck and Co Inc holds the largest patent portfolio with 2,515 patents, followed by Bristol Myers Squibb Co with 1,930 patents and Takeda Pharmaceutical Co Ltd with 1,494 patents.

What are the most cited research papers on Avapro and their topics?

The most highly cited papers include 'Renoprotective Effect of the Angiotensin-Receptor Antagonist Irbesartan in Patients with Nephropathy Due to Type 2 Diabetes' with 6,034 citations and 'The Effect of Irbesartan on the Development of Diabetic Nephropathy in Patients with Type 2 Diabetes' with 2,901 citations, both from 2001 and focused on Blood Pressure and Hypertension Studies.

Who are the most prolific authors publishing on Avapro?

Karin Malmqvist from Karolinska Institutet has published the most papers with 19 publications, followed by Thomas Kahan also from Karolinska Institutet with 15 publications, and Peter Bramlage from Technische Universität Dresden with 14 publications.

How has patent and publication activity for Avapro changed over time?

Patent activity peaked in 2016 with 1,746 patents and has generally declined through 2024 (1,106 patents), with only 110 patents in 2025 and 675 in the previous year. Publication activity has remained relatively stable, ranging from 28 to 53 papers per year between 2016 and 2024, with 3 papers in 2025.

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