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Merck

P2116

Pirfenidone

≥97% (HPLC), powder, antifibrotic agent

Synonym(s):

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

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10 MG

₹15,035.93

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₹56,668.88

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About This Item

Empirical Formula (Hill Notation):
C12H11NO
CAS Number:
Molecular Weight:
185.22
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:

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Product Name

Pirfenidone, ≥97% (HPLC)

SMILES string

O=C(C=CC(C)=C1)N1C2=CC=CC=C2

InChI key

ISWRGOKTTBVCFA-UHFFFAOYSA-N

InChI

1S/C12H11NO/c1-10-7-8-12(14)13(9-10)11-5-3-2-4-6-11/h2-9H,1H3

assay

≥97% (HPLC)

form

powder

solubility

H2O: >10 mg/mL at 60 °C (warming for 30 minutes)
DMSO: >20 mg/mL

originator

Shionogi

Quality Level

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1 of 4

This Item
Y0001769L1920N0915
assay

≥97% (HPLC)

assay

-

assay

≥98% (HPLC)

assay

≥98% (HPLC)

form

powder

form

-

form

powder

form

powder

Quality Level

100

Quality Level

-

Quality Level

100

Quality Level

100

solubility

H2O: >10 mg/mL at 60 °C (warming for 30 minutes), DMSO: >20 mg/mL

solubility

-

solubility

DMSO: >20 mg/mL

solubility

DMSO: >20 mg/mL

originator

Shionogi

originator

-

originator

Eli Lilly

originator

-

Application

Pirfenidone has been used:
  • as a post-operative eye drop in rabbits to analyse its antifibrotic effect to improve glaucoma filtration surgery[1]
  • as an anti-scarring agent to examine whether it affects the foreign body reaction after glaucoma drainage device (GDD) implantation in a rabbit[2]
  • to test its antifibrotic potential in primary cultures of human orbital fibroblasts (hOFs)[3]
  • as tumor necrosis factor (TNFα) inhibitor to study its effect in hypoxia[4]

Biochem/physiol Actions

Inhibits collagen production and fibroblast proliferation.
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.[5] Pirfenidone can repress the multiplication and contraction of collagen of human tenon′s fibroblasts.[2]

Features and Benefits

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

General description

Pirfenidone (5-methyl-1-phenyl-2-[1H]-pyridone) is a synthetic[6] derivative of pyridine.[2]

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Huzaifa I Adamali et al.
Drug design, development and therapy, 6, 261-272 (2012-10-12)
Over the past decade, there has been a cohesive effort from patients, physicians, clinical and basic scientists, and the pharmaceutical industry to find definitive treatments for idiopathic pulmonary fibrosis (IPF). As understanding of disease behavior and pathogenesis has improved, the
Pirfenidone safety and adverse event management in idiopathic pulmonary fibrosis
Lancaster L H, et al.
European Respiratory Review, 26(146), 170057-170057 (2017)
Arata Azuma
Therapeutic advances in respiratory disease, 6(2), 107-114 (2012-02-16)
Pirfenidone is the first antifibrotic agent to be approved for the treatment of pulmonary fibrosis. Idiopathic pulmonary fibrosis (IPF) is one of the idiopathic interstitial pneumonias with the worst prognoses; approximately half of patients die within 3-5 years, and the
CX3CL1 (fractalkine) and TNF alpha production by perfused human placental lobules under normoxic and hypoxic conditions in vitro: the importance of CX3CR1 signaling
Szukiewicz D, et al.
Inflammation Research, 63(3), 179-189 (2014)
Evaluation of pirfenidone as a new postoperative antiscarring agent in experimental glaucoma surgery
Zhong H, et al.
Investigative Ophthalmology & Visual Science, 52(6), 3136-3142 (2011)

Articles

Bioactive small molecules for immune system signaling target identification/validation and antibiotics, antivirals, and antifungals offered.

Questions

  1. What are storage conditions after receipt? I am unable to find in the website.

    1 answer
    1. According to Section 7 of the SDS, the item should be stored at room temp.

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