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Pyrrolidines

1,2,3,4-tetrahydropyridine · also: 2-piperideine · Tetrahydropyridine

FormulaC5H9N
Mol. weight83.134
PubChem CID10176084
InChIKeyVSWICNJIUPRZIK-UHFFFAOYSA-N
SMILESC1CC=CNC1
29,606Patents
16,431Research papers16,439 indexed in detail
2,266Patents - last 3 years
706Papers - last 3 years

Who owns the IP

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

#AssigneePatents
1Merck and Co Inc1,599
2Takeda Pharmaceutical Co Ltd1,109
3Ono Pharmaceutical Co Ltd1,009
4Sanofi SA950
5AstraZeneca PLC782
6C.H. Boehringer Sohn AG and Co KG463
7Organon and Co435
8AbbVie Inc425
9Roche Holding AG413
10Gilead Sciences Inc389

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
1C07DHeterocyclic compounds22,805
2A61PTherapeutic activity (drug indications)22,314
3A61KMedicinal preparations14,241
4C07CAcyclic and carbocyclic compounds2,995
5C07FOrganometallic compounds1,982
6C07KPeptides1,201
7Y02AClimate change adaptation915
8C07BGeneral methods of organic chemistry881
9A01NPreservation of bodies; biocides; pest repellents853
10Y02PClimate change mitigation: production711

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
Tetrahydropyridine oxime compounds1990Pfizer Inc72
O-substituted tetrahydropyridine oxime cholinergic agents1987Pfizer Inc72
6-BENZIMIDAZ0LYL-2-M0RPH0LIN0-4- (AZETIDINE, PYRROLIDINE, PIPERIDINE OR AZEPINE) PYRIMIDINE DERIVATIVES AS PI3K AND MTOR INHIBITORS FOR THE TREATMENT OF PROLIFERATIVE DISORDERS2008AstraZeneca PLC66
Thieno tetrahydropyridines useful as class III antiarrhythmic agents1994Johnson and Johnson64
2 -BENZIMIDAZOLYL- 6 -MORPHOLINO-4- (AZETIDINE, PYRROLIDINE, PIPERIDINE OR AZEPINE) PYRIMIDINE DERIVATIVES AS PI3K AND MTOR INHIBITORS FOR THE TREATMENT OF PROLIFERATIVE DISORDERS2008AstraZeneca PLC57

How research activity has moved

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

YearPapers
2016535
2017508
2018526
2019465
2020493
2021466
2022256
2023146
2024392
2025168

Who's driving the science

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

#AuthorAffiliationPapers
1James E. FoleyNovartis (United States)39
2Kenner C. RiceNational Institute on Drug Abuse38
3Anja SchweizerNovartis (Switzerland)32
4Kazuaki ChayamaHiroshima University29
5Vern L. SchrammAlbert Einstein College of Medicine25
6Fiona McPheeBristol-Myers Squibb (United States)17
7Bo ÅhrénLund University16
8Klaus TatschLudwig-Maximilians-Universität München16
9Terry J. OpgenorthAbbott Fund16
10Eric HughesBristol-Myers Squibb (United States)14

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 pyrrolidines?

Pyrrolidines, also known by the canonical name 1,2,3,4-tetrahydropyridine, have a molecular formula of C5H9N and a molecular weight of 83.134 g/mol.

Which companies have the most patents related to pyrrolidines?

The leading patent holders for pyrrolidines are Merck and Co Inc with 1,599 patents, followed by Takeda Pharmaceutical Co Ltd with 1,109 patents, and Ono Pharmaceutical Co Ltd with 1,009 patents.

What are the primary patent classification areas for pyrrolidine compounds?

The most common CPC subclasses for pyrrolidine patents are C07D (organic chemistry) with 22,805 patents, A61P (pharmaceutical preparations) with 22,314 patents, and A61K (medicinal preparations) with 14,241 patents.

How has publication activity for pyrrolidines changed in recent years?

Paper publications on pyrrolidines peaked in 2016 with 535 papers, but have shown more variable trends since then, with notable activity in 2024 (392 papers) and 2025 (168 papers as of the data cutoff).

What is the total scope of research and patent activity for pyrrolidines?

Pyrrolidines represent a substantial research area with 29,606 total patents and 16,431 papers in the literature. Over the last three years, there have been 2,266 new patents and 706 papers published on this compound class.

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