Details of the Active Pharmaceutical Ingredient (API)

General Information of API (ID: D00536)
Name
Pirfenidone
Synonyms    Click to Show/Hide the Synonyms of This API
PIRFENIDONE; 53179-13-8; 5-methyl-1-phenylpyridin-2(1H)-one; Esbriet; AMR-69; Deskar; 5-Methyl-1-phenyl-2-(1H)-pyridone; Pirfenidonum; Pirfenidona; Pirespa; 2(1H)-Pyridinone, 5-methyl-1-phenyl-; AMR 69; 5-methyl-1-phenyl-2(1H)-pyridinone; 5-Methyl-1-phenyl-1H-pyridin-2-one; 5-methyl-1-phenyl-2-pyridinone; 5-Methyl-1-phenyl-2(1H)-pyridone; 5-methyl-1-phenylpyridin-2-one; UNII-D7NLD2JX7U; MFCD00866047; D7NLD2JX7U; CHEBI:32016; NCGC00015806-03; DSSTox_CID_25183; DSSTox_RID_80731; DSSTox_GSID_45183; Pirfenidone [USAN:INN]; Pirfenidonum [INN-Latin]; Pirfenidona [INN-Spanish]; CAS-53179-13-8; SR-01000076061; BRN 1526549; Prfendone; Pirfenidone (JAN/USAN/INN); 5-methyl-1-phenyl-pyridin-2-one; Esbriet (TN); Pirfenidone(AMR69); KS-5041; 2(1H)-Pyridone, 5-methyl-1-phenyl-; Tocris-1093; Lopac-P-2116; ACMC-209t1g; P 2116; SCHEMBL4708; Lopac0_000907; 5-21-07-00197 (Beilstein Handbook Reference); MLS000860042; 5-Methyl-1-phenyl-2-pyridone; GTPL7532; ZINC1958; CHEMBL1256391; DTXSID4045183; 1-phenyl-5-methyl-2-pyridinone; HSDB 8340; Pirfenidone, >=97% (HPLC); Bio1_000397; Bio1_000886; Bio1_001375; HMS2234G24; HMS3262F16; HMS3267I06; HMS3372A08; HMS3412G13; HMS3651P08; HMS3676G13; AOB31717; BCP04473; EBD52457; HY-B0673; Tox21 110225; Tox21_110225; Tox21_500907; 5-methyl-1-phenyl-2(1H)pyridinone; ANW-41906; BDBM50005201; CP0088; NSC748456; AKOS006273697; Tox21_110225_1; AB07515; AC-6797; AM84939; CCG-204989; DB04951; LP00907; NSC-748456; SDCCGSBI-0050882.P002; 5-methyl-1-phenyl-2-(1H)-pyridinone;; NCGC00015806-01; NCGC00015806-02; NCGC00015806-04; NCGC00015806-05; NCGC00015806-06; NCGC00015806-17; NCGC00024992-01; NCGC00024992-02; NCGC00024992-03; NCGC00261592-01; 5-METHYL-N-PHENYL-2-1H-PYRIDONE; AK-72929; BR-72929; SMR000326900; SY034783; AB0006721; EU-0100907; FT-0602686; FT-0672092; SW220156-1; D01583; J90039; M-2515; 179P138; A829431; J-523979; Q2060696; SR-01000076061-1; SR-01000076061-3; BRD-K96862998-001-03-1; BRD-K96862998-001-09-8; Pirfenidone, European Pharmacopoeia (EP) Reference Standard
Clinical Status
Approved
Disease Indication Idiopathic pulmonary fibrosis ICD-11: CB03 [1]
PubChem CID
40632
Formula
C12H11NO
Canonical SMILES
CC1=CN(C(=O)C=C1)C2=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
InChIKey
ISWRGOKTTBVCFA-UHFFFAOYSA-N
   Click to Show/Hide the Molecular Data (Structure/Property) of This API
Structure
<iframe style="width: 300px; height: 300px;" frameborder="0" src="https://embed.molview.org/v1/?mode=balls&cid=40632"></iframe>
3D MOL 2D MOL
Physicochemical Properties Molecular Weight 185.22 Topological Polar Surface Area 20.3
XlogP 1.9 Complexity 285
Heavy Atom Count 14 Rotatable Bond Count 1
Hydrogen Bond Donor Count 0 Hydrogen Bond Acceptor Count 1
Full List of Drug Formulations (DFMs) Containing This API
          Pirfenidone 801 mg tablet Click to Show/Hide the Full List of Formulation(s):          1 Formulation(s)
             Drug Formulation 1 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Magnesium stearate; Ferric oxide red; Ferrosoferric oxide; Talc; Titanium dioxide; Croscarmellose sodium; Polyethylene glycol 3350; Povidone k30; Silicon dioxide; Microcrystalline cellulose; Polyvinyl alcohol, unspecified
                   Dosage Form Oral Tablet
                   Company Genentech
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [2]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [2]
Polyethylene glycol 3350 DIG Info Albendazole monooxygenase (Protein expression upregulation) [2]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [2]
          Pirfenidone 267 mg tablet Click to Show/Hide the Full List of Formulation(s):          1 Formulation(s)
             Drug Formulation 1 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Magnesium stearate; Ferric oxide yellow; Talc; Titanium dioxide; Croscarmellose sodium; Polyethylene glycol 3350; Povidone k30; Silicon dioxide; Microcrystalline cellulose; Polyvinyl alcohol, unspecified
                   Dosage Form Oral Tablet
                   Company Genentech
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [2]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [2]
Polyethylene glycol 3350 DIG Info Albendazole monooxygenase (Protein expression upregulation) [2]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [2]
          Pirfenidone 267 mg capsule Click to Show/Hide the Full List of Formulation(s):          1 Formulation(s)
             Drug Formulation 1 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Magnesium stearate; Ammonia; Ferric oxide red; Ferric oxide yellow; Ferrosoferric oxide; Titanium dioxide; Croscarmellose sodium; Gelatin, unspecified; Microcrystalline cellulose; Povidone, unspecified; Shellac
                   Dosage Form Oral Capsule
                   Company Genentech
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [2]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [2]
References
1 FDA label for approved pirfenidone from the official website of the U.S. Food and Drug Administration.
2 Effects of commonly used excipients on the expression of CYP3A4 in colon and liver cells. Pharm Res. 2010 Aug;27(8):1703-12.

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