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Pirfenidone (Standard)

CAT: 0804-HY-B0673R-01Size: 10 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-B0673R-01Size:10 mg
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Description
Pirfenidone (Standard) is the analytical standard of Pirfenidone. This product is intended for research and analytical applications. Pirfenidone (AMR69) is an antifibrotic agent that attenuates CCL2 and CCL12 production in fibrocyte cells. Pirfenidone has growth-inhibitory effect and reduces TGF-β2 protein levels in human glioma cell lines. Pirfenidone also has anti-inflammatory activities[1][2][3].
CAS Number
53179-13-8
Product Name Alternative
AMR69 (Standard)
UNSPSC
12352005
Hazard Statement
H302
Target
CCR; Reference Standards; TGF-beta/Smad
Type
Reference Standards
Related Pathways
GPCR/G Protein; Immunology/Inflammation; Others; Stem Cell/Wnt; TGF-beta/Smad
Applications
COVID-19-immunoregulation
Field of Research
Inflammation/Immunology; Cancer
Assay Protocol
https://www.medchemexpress.com/pirfenidone-standard.html
Purity
99.97
Smiles
O=C1C=CC(C)=CN1C2=CC=CC=C2
Molecular Formula
C12H11NO
Molecular Weight
185.22
Precautions
H302
References & Citations
[1]Burghardt I, et al. Pirfenidone inhibits TGF-beta expression in malignant glioma cells. Biochem Biophys Res Commun. 2007 Mar 9;354 (2) :542-7.|[2]Nakazato H, et al. A novel anti-fibrotic agent pirfenidone suppresses tumor necrosis factor-alpha at the translational level. Eur J Pharmacol. 2002 Jun 20;446 (1-3) :177-85.|[3]Yang Y, et al. Inhibition of Pirfenidone on TGF-beta2 induced proliferation, migration and epithlial-mesenchymal transitionof human lens epithelial cells line SRA01/04. PLoS One. 2013;8 (2) :e56837.|[4]Inomata M, et al. Pirfenidone inhibits fibrocyte accumulation in the lungs in bleomycin-induced murine pulmonary fibrosis. Respir Res. 2014 Feb 8;15:16.|[5]Brooks D, et al. Limited fibrosis accompanies triple-negative breast cancer metastasis in multiple model systems and is not a preventive target. Oncotarget. 2018 May 4;9 (34) :23462-23481.
Shipping Conditions
Room Temperature
Storage Conditions
4°C, sealed storage, away from light and moisture
Scientific Category
Reference Standards
Clinical Information
Launched

Chemical Information

Pirfenidone

Pirfenidone is a pyridone that is 2-pyridone substituted at positions 1 and 5 by phenyl and methyl groups respectively. An anti-inflammatory drug used for the treatment of idiopathic pulmonary fibrosis. It has a role as an antifibrotic agent, a non-steroidal anti-inflammatory drug, a non-narcotic analgesic and an antipyretic.

CAS Number53179-13-8
PubChem CID40632
IUPAC Name5-methyl-1-phenylpyridin-2-one
Molecular FormulaC12H11NO
Molecular Weight185.22
XLogP1.9
Topological Polar Surface Area20.3
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count1
Rotatable Bond Count1
Heavy Atom Count14
Formal Charge0
Complexity285
SMILES
CC1=CN(C(=O)C=C1)C2=CC=CC=C2
InChI
InChI=1S/C12H11NO/c1-10-7-8-12(14)13(9-10)11-5-3-2-4-6-11/h2-9H,1H3
InChIKey
ISWRGOKTTBVCFA-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Pirfenidone
CAS: 53179-13-8
CID: 40632
Formula: C12H11NO
MW: 185.22
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight185.22
XLogP31.9
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count1
Rotatable Bond Count1
Exact Mass185.084063974
Monoisotopic Mass185.084063974
Topological Polar Surface Area20.3 Ų
Heavy Atom Count14
Formal Charge0
Complexity285
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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