Details of the Active Pharmaceutical Ingredient (API)

General Information of API (ID: D00197)
Name
Diflunisal
Synonyms    Click to Show/Hide the Synonyms of This API
diflunisal; 22494-42-4; Dolobid; Dolobis; Fluniget; Flovacil; Fluodonil; Adomal; Flustar; 5-(2,4-Difluorophenyl)salicylic acid; MK-647; 5-(2,4-difluorophenyl)-2-hydroxybenzoic acid; Diflusinal; MK 647; 5-[2,4-Difluorophenyl]salicylic acid; 2-(Hydroxy)-5-(2,4-difluorophenyl)benzoic acid; 2',4'-Difluoro-4-hydroxy-3-biphenylcarboxylic acid; [1,1'-Biphenyl]-3-carboxylic acid, 2',4'-difluoro-4-hydroxy-; C13H8F2O3; UNII-7C546U4DEN; 5-(2,4-DIFLUOROPHENYL)-2-HYDROXY-BENZOIC ACID; 2',4'-difluoro-4-hydroxybiphenyl-3-carboxylic acid; 2',4'-Difluoro-4-hydroxy[1,1'-biphenyl]-3-carboxylic acid; MFCD00057834; 2',4'-Difluoro-4-hydroxy-(1,1'-biphenyl)-3-carboxylic acid; CHEMBL898; MLS000028678; 7C546U4DEN; Algobid; Citidol; Difludol; Noaldol; Reuflos; 3-BIPHENYLCARBOXYLIC ACID, 2',4'-DIFLUORO-4-HYDROXY-; CHEBI:39669; Unisal; (1,1'-Biphenyl)-3-carboxylic acid, 2',4'-difluoro-4-hydroxy-; 2',4'-difluoro-4-hydroxy-biphenyl-3-carboxylic acid; NCGC00016765-01; Diflunisalum; Dolisal; Dolobil; SMR000058723; 2',4'-difluoro-4-hydroxy-[1,1'-biphenyl]-3-carboxylic acid; CAS-22494-42-4; DSSTox_CID_2932; DSSTox_RID_76792; DSSTox_GSID_22932; Diflunisalum [INN-Latin]; Dolobid (TN); SR-01000003165; EINECS 245-034-9; BRN 2654431; Diflunisal (JAN/USP/INN); Diflunisal-d3; Prestwick_168; Diflunisal [USAN:USP:INN:BAN:JAN]; PubChem14748; Spectrum_000962; Opera_ID_803; Prestwick0_000039; Prestwick1_000039; Prestwick2_000039; Prestwick3_000039; Spectrum2_001012; Spectrum3_000392; Spectrum4_000513; Spectrum5_000901; SCHEMBL4337; BSPBio_000137; BSPBio_002203; KBioGR_001085; KBioSS_001442; MLS001146895; BIDD:GT0063; DivK1c_000938; SPECTRUM1500245; SPBio_001163; SPBio_002058; Diflunisal, analytical standard; BPBio1_000151; GTPL7162; DTXSID5022932; HMS502O20; KBio1_000938; KBio2_001442; KBio2_004010; KBio2_006578; KBio3_001423; ZINC20243; NINDS_000938; HMS1568G19; HMS1920G10; HMS2090C16; HMS2091M20; HMS2095G19; HMS3259G17; HMS3712G19; HMS3885H10; Pharmakon1600-01500245; BCP09905; Tox21_110598; BDBM50240510; CCG-40230; NSC756728; SBB058143; AKOS005762917; Tox21_110598_1; DB00861; KS-1346; MCULE-8281018918; NC00506; NSC-756728; IDI1_000938; NCGC00016765-02; NCGC00016765-03; NCGC00016765-04; NCGC00016765-05; NCGC00016765-06; NCGC00016765-08; NCGC00016765-09; NCGC00022783-03; NCGC00022783-04; AK161747; HY-18342; SBI-0051347.P003; AB0013252; DB-045934; AB00051969; CS-0007468; FT-0630487; ST51014978; C01691; D00130; J10103; AB00051969-12; AB00051969_13; A816230; 2',4'-difluoro-4-hydroxybipheny-3-carboxylic acid; J-014739; Q2602750; SR-01000003165-2; SR-01000003165-3; 5-[2,4-bis(fluoranyl)phenyl]-2-oxidanyl-benzoic acid; BRD-K22031190-001-05-3; BRD-K22031190-001-13-7; Diflunisal, European Pharmacopoeia (EP) Reference Standard; 2',4'-Difluoro-4-hydroxy-(1',1-diphenyl)-3-carboxylic acid; Diflunisal, United States Pharmacopeia (USP) Reference Standard; 1286107-99-0
Clinical Status
Approved
Disease Indication Osteoporosis ICD-11: FB83 [1]
PubChem CID
3059
Formula
C13H8F2O3
Canonical SMILES
C1=CC(=C(C=C1C2=C(C=C(C=C2)F)F)C(=O)O)O
InChI
1S/C13H8F2O3/c14-8-2-3-9(11(15)6-8)7-1-4-12(16)10(5-7)13(17)18/h1-6,16H,(H,17,18)
InChIKey
HUPFGZXOMWLGNK-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=3059"></iframe>
3D MOL 2D MOL
Physicochemical Properties Molecular Weight 250.2 Topological Polar Surface Area 57.5
XlogP 4.4 Complexity 311
Heavy Atom Count 18 Rotatable Bond Count 2
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 5
Full List of Drug Formulations (DFMs) Containing This API
          Diflunisal 500 mg tablet Click to Show/Hide the Full List of Formulation(s):          7 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
Sodium stearyl fumarate; Fd&c blue no. 2; Fd&c yellow no. 6; Titanium dioxide; Croscarmellose sodium; Polyethylene glycol 400; Silicon dioxide; Cellulose, microcrystalline; Hypromelloses; Starch, pregelatinized corn
                   Dosage Form Oral Tablet
                   Company Cadila Healthcare; Zydus Pharmaceuticals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Sunset yellow FCF DIG Info Solute carrier SLCO2B1 (Ki = 68.4 uM) [2]
FD&C blue no. 2 DIG Info Adenosine receptor A3 (IC50 = 1 uM) [3]
Sodium stearyl fumarate DIG Info Leukemia K562 cells (IC50 = 20.2 ug.mL-1) [4]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [5]
Polyethylene glycol 400 DIG Info Albendazole monooxygenase (IC50 = 10.77 mg.mL-1) [6]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
             Drug Formulation 2 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
Sodium stearyl fumarate; Fd&c blue no. 2; Indigotindisulfonate sodium; Propylene glycol; Titanium dioxide; Croscarmellose sodium; Cellulose, microcrystalline; Hypromellose 2910 (15 mpa.s); Hypromellose 2910 (6 mpa.s); Starch, corn
                   Dosage Form Oral Tablet
                   Company PD-Rx Pharmaceuticals; Teva Pharmaceuticals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
FD&C blue no. 2 DIG Info Adenosine receptor A3 (IC50 = 1 uM) [3]
Sodium stearyl fumarate DIG Info Leukemia K562 cells (IC50 = 20.2 ug.mL-1) [4]
Propylene glycol DIG Info Albendazole monooxygenase (Inhibition ratio < 20 %) [6]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [5]
             Drug Formulation 3 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
Sodium stearyl fumarate; Fd&c blue no. 2; Indigotindisulfonate sodium; Propylene glycol; Titanium dioxide; Croscarmellose sodium; Hypromellose 2910 (15 mpa.s); Hypromellose 2910 (6 mpa.s); Microcrystalline cellulose; Starch, corn
                   Dosage Form Oral Tablet
                   Company A-S Medication Solutions; Carilion Materials Management
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
FD&C blue no. 2 DIG Info Adenosine receptor A3 (IC50 = 1 uM) [3]
Sodium stearyl fumarate DIG Info Leukemia K562 cells (IC50 = 20.2 ug.mL-1) [4]
Propylene glycol DIG Info Albendazole monooxygenase (Inhibition ratio < 20 %) [6]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [5]
             Drug Formulation 4 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
Sodium stearyl fumarate; Fd&c blue no. 2; Indigotindisulfonate sodium; Propylene glycol; Titanium dioxide; Croscarmellose sodium; Cellulose, microcrystalline; Hypromellose 2910 (15 mpa.s); Hypromellose 2910 (6 mpa.s); Starch, corn
                   Dosage Form Oral Tablet
                   Company H. J. Harkins Company
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
FD&C blue no. 2 DIG Info Adenosine receptor A3 (IC50 = 1 uM) [3]
Sodium stearyl fumarate DIG Info Leukemia K562 cells (IC50 = 20.2 ug.mL-1) [4]
Propylene glycol DIG Info Albendazole monooxygenase (Inhibition ratio < 20 %) [6]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [5]
             Drug Formulation 5 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
Sodium stearyl fumarate; Fd&c blue no. 2; Propylene glycol; Titanium dioxide; Croscarmellose sodium; Cellulose, microcrystalline; Hypromelloses; Starch, corn
                   Dosage Form Oral Tablet
                   Company Lake Eire Medical & Surgical Supply DBA Quality Care Products; Rising Pharmaceuticals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
FD&C blue no. 2 DIG Info Adenosine receptor A3 (IC50 = 1 uM) [3]
Sodium stearyl fumarate DIG Info Leukemia K562 cells (IC50 = 20.2 ug.mL-1) [4]
Propylene glycol DIG Info Albendazole monooxygenase (Inhibition ratio < 20 %) [6]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [5]
             Drug Formulation 6 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
Sodium stearyl fumarate; Fd&c blue no. 2; Propylene glycol; Titanium dioxide; Croscarmellose sodium; Aluminum oxide; Cellulose, microcrystalline; Hypromelloses; Starch, corn
                   Dosage Form Oral Tablet
                   Company A-S Medication Solutions
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
FD&C blue no. 2 DIG Info Adenosine receptor A3 (IC50 = 1 uM) [3]
Sodium stearyl fumarate DIG Info Leukemia K562 cells (IC50 = 20.2 ug.mL-1) [4]
Propylene glycol DIG Info Albendazole monooxygenase (Inhibition ratio < 20 %) [6]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [5]
             Drug Formulation 7 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
Sodium stearyl fumarate; Fd&c blue no. 2; Propylene glycol; Titanium dioxide; Croscarmellose sodium; Cellulose, microcrystalline; Hypromelloses; Starch, corn
                   Dosage Form Oral Tablet
                   Company Physicians Total Care
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
FD&C blue no. 2 DIG Info Adenosine receptor A3 (IC50 = 1 uM) [3]
Sodium stearyl fumarate DIG Info Leukemia K562 cells (IC50 = 20.2 ug.mL-1) [4]
Propylene glycol DIG Info Albendazole monooxygenase (Inhibition ratio < 20 %) [6]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [5]
References
1 FDA label for approved diflunisal from the official website of the U.S. Food and Drug Administration.
2 Bacterial metabolism rescues the inhibition of intestinal drug absorption by food and drug additives. Proc Natl Acad Sci U S A. 2020 Jul 7;117(27):16009-16018.
3 The activities of drug inactive ingredients on biological targets. Science. 2020 Jul 24;369(6502):403-413.
4 Synthesis and evaluation of (-)-Massoialactone and analogues as potential anticancer and anti-inflammatory agents. Eur J Med Chem. 2014 Apr 9; 76:291-300.
5 Effects of commonly used excipients on the expression of CYP3A4 in colon and liver cells. Pharm Res. 2010 Aug;27(8):1703-12.
6 Pharmaceutical excipients inhibit cytochrome P450 activity in cell free systems and after systemic administration. Eur J Pharm Biopharm. 2008 Sep;70(1):279-88.

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