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P2116 Sigma-Aldrich

Pirfenidone

≥97% (HPLC)

Synonym: 5-Methyl-1-phenyl-2-(1H)-pyridone

  • CAS Number 53179-13-8

  • Empirical Formula (Hill Notation) C12H11NO

  • Molecular Weight 185.22

  •  MDL number MFCD00866047

  •  PubChem Substance ID 24278625

  •  NACRES NA.77

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Properties

Related Categories Approved Therapeutics/Drug Candidates, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology, Cell Signaling and Neuroscience,
Quality Level   100
assay   ≥97% (HPLC)
solubility   H2O: >10 mg/mL at 60 °C (warming for 30 minutes)
  DMSO: >20 mg/mL
originator   Shionogi
SMILES string   O=C(C=CC(C)=C1)N1C2=CC=CC=C2
InChI   1S/C12H11NO/c1-10-7-8-12(14)13(9-10)11-5-3-2-4-6-11/h2-9H,1H3
InChI key   ISWRGOKTTBVCFA-UHFFFAOYSA-N

Description

General description

Pirfenidone (5-methyl-1-phenyl-2-[1H]-pyridone) is a synthetic derivative of pyridine.

Application

Pirfenidone has been used:
• as a post-operative eye drop in rabbits to analyse its antifibrotic effect to improve glaucoma filtration surgery
• as an anti-scarring agent to examine whether it affects the foreign body reaction after glaucoma drainage device (GDD) implantation in a rabbit
• to test its antifibrotic potential in primary cultures of human orbital fibroblasts (hOFs)
• as tumor necrosis factor (TNFα) inhibitor to study its effect in hypoxia

Packaging

10, 50 mg in glass bottle

Biochem/physiol Actions

Pirfenidone inhibits collagen production and fibroblast proliferation. It has shown antifibrotic and anti-inflammatory properties in variety of animal models of pulmonary fibrosis, and in clinical trials.

Pirfenidone is used to treat idiopathic pulmonary fibrosis (IPF). It helps to decrease the weakening of lung function decline and ameliorate progression-free survival. Pirfenidone can repress the multiplication and contraction of collagen of human tenon′s fibroblasts.

Features and Benefits

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

This compound was developed by Shionogi. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
RTECS 
UV1148200
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

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Peer-Reviewed Papers
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References

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