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Primuletin

5-hydroxy-2-phenylchromen-4-one · also: 5-Hydroxyflavone, 5-hydroxy-flavone, 5-Hydroxy-2-phenylchromone, 5-Hydroxy-2-phenyl-4-benzopyrone, 5-Hydroxy-2-phenyl-chromen-4-one, 5-Hydroxy-2-phenyl chromen-4-one

FormulaC15H10O3
Mol. weight238.242
PubChem CID68112
InChIKeyIYBLVRRCNVHZQJ-UHFFFAOYSA-N
SMILESC1=CC=C(C=C1)C2=CC(=O)C3=C(C=CC=C3O2)O
1,947Patents
66Research papers
149Patents - last 3 years
1Papers - last 3 years

Who owns the IP

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

#AssigneePatents
1Mitsubishi Chemical Corp599
2Mitsui Chemicals Inc331
3Nippon Steel Chemical and Materials Co Ltd73
4University of California, San Diego69
5Pepsico Inc56
6Pioneer Corp44
7Adeka Corp26
8Harvard University25
9Toyota Industries Corp24
10University of California Berkeley20

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Where innovation is concentrated

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

#CodeAreaPatents
1H10KOrganic semiconductors / OLEDs683
2C09KMaterials for misc. applications415
3A61KMedicinal preparations379
4A61PTherapeutic activity (drug indications)332
5H05B313
6C07DHeterocyclic compounds291
7C08GPolymers from non-vinyl bonds (e.g. polyamides, polyesters)214
8A23LFoods and beverages (general)178
9Y10SCross-reference (legacy)129
10C07FOrganometallic compounds124

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
SENSITIZATION OF CANCER CELLS TO APOPTOSIS INDUCTION BY FLAVAGLINES AND 5-HYDROXY-FLAVONES2015German Cancer Research Center4
Medical application of 5-hydroxyflavone substituted N-chlorphenyl-acetamide in resisting mycobacterium tuberculosis infection2022XIAMEN UNIVERSITY0
Medical application of 5-hydroxyflavone substituted N-phenethyl acetamide in resisting mycobacterium tuberculosis infection2022XIAMEN UNIVERSITY0
SENSITIZATION OF CANCER CELLS TO APOPTOSIS INDUCTION BY FLAVAGLINES AND 5-HYDROXY-FLAVONES2016German Cancer Research Center0
Method for asymmetric synthesis of spiro-lactone compound containing chiral 5-hydroxy flavone unit2016HUAIHAI INSTITUTE OF TECHNOLOGY0

Who's driving the science

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

#AuthorAffiliationPapers
1Artur M. S. SilvaUniversity of Aveiro4
2Eduarda FernandesUniversidade do Porto4
3Bruce S. EdwardsUniversity of New Mexico3
4Daniela RibeiroUniversidade do Porto3
5Larry A. SklarUniversity of New Mexico3
6Marisa FreitasUniversidade do Porto3
7Matthew SaundersUniversity of New Mexico3
8Steven W. GravesLos Alamos National Laboratory3
9Akifumi HosodaMeijo University2
10Anton SimeonovNational Center for Advancing Translational Sciences2

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 structure and chemical formula of Primuletin?

Primuletin has the molecular formula C15H10O3 with a molecular weight of 238.242 g/mol. Its canonical chemical name is 5-hydroxy-2-phenylchromen-4-one, and it is also known by the synonym 5-hydroxyflavone. The compound has the InChI Key IYBLVRRCNVHZQJ-UHFFFAOYSA-N.

What are the main patent application areas for Primuletin-related chemistry?

The top CPC subclasses associated with Primuletin patents are H10K (683 patents), C09K (415 patents), and A61K (379 patents), indicating significant activity in organic compound preparation and pharmaceutical applications. Other notable areas include A61P (332 patents, medical uses), C07D (291 patents, organic chemistry), and A23L (178 patents, food and beverage technology).

Which organizations hold the most patents related to Primuletin chemistry?

The leading patent assignees in this field are Mitsubishi Chemical Corp (599 patents), Mitsui Chemicals Inc (331 patents), and Nippon Steel Chemical and Materials Co Ltd (73 patents). Among research institutions, University of California, San Diego holds 69 patents, followed by Harvard University with 25 patents and University of California Berkeley with 20 patents.

What key research has been published on Primuletin and related flavones?

Notable published research includes a 2008 study on the metabolism and pharmacokinetics of 5-hydroxyflavone with 118 citations, a 2002 paper on flavonoids and nitric oxide synthase with 161 citations, and a 2012 study on the mutagenicity of flavonoids using the Ames test with 141 citations. A 2003 study examined biological effects of epicuticular flavonoids from Primula denticulata on human leukemia cells, receiving 53 citations.

What is the recent patent and publication activity trend for Primuletin?

Over the last three years (2022-2024), there have been 149 patents filed and 1 paper published on Primuletin. Patent filings peaked at 87 in 2024, while 2022 saw 55 patents. The overall database covers 1,947 patents and 66 papers related to this compound across the entire record.

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