General Information of API (ID: D00287)
Name
Flurbiprofen
Synonyms    Click to Show/Hide the Synonyms of This API
flurbiprofen; 5104-49-4; Ansaid; Froben; Antadys; 2-(2-fluorobiphenyl-4-yl)propanoic acid; Cebutid; Flurofen; Anside; 3-Fluoro-4-phenylhydratropic acid; Ocufen; 2-(3-fluoro-4-phenylphenyl)propanoic acid; Flurbiprofene [INN-French]; Flurbiprofenum [INN-Latin]; Flurbiprofeno [INN-Spanish]; BTS 18322; C15H13FO2; BTS-18322; 2-Fluoro-alpha-methyl-(1,1'-biphenyl)-4-acetic acid; U-27182; (+-)-2-Fluoro-alpha-methyl-4-biphenylacetic acid; 2-Fluoro-alpha-methyl-4-biphenylacetic acid; MFCD00079303; Stayban; Zepolas; Adfeed; FLURBIPROPHEN; U 27182; 2-(2-Fluorobiphenyl-4-yl)propionic Acid; CHEMBL563; (+/-)-2-Fluoro-alpha-methyl-4-biphenylacetic acid; [+/-]-2-Fluoro-alpha-methyl-4-biphenylacetic acid; 2-(2-Fluoro-4-biphenylyl)propionic acid; (R)-Flurbiprofen;MPC7869; MLS000040873; CHEBI:5130; 2-(2-FLUORO-[1,1'-BIPHENYL]-4-YL)PROPANOIC ACID; Flubiprofen; Flugalin; L-790,330; Flurbiprofen, 98%; BTS 18,322; Flurbiprofene; Flurbiprofeno; Flurbiprofenum; Ocuflur; SMR000042823; DSSTox_CID_17231; DSSTox_RID_79310; DSSTox_GSID_37231; Flurwood; Urbifen; U-27,182; Anmetarin; Yakuban; Flurbiprofen (Ansaid); Ansaid (TN); CCRIS 3708; SR-01000003043; EINECS 225-827-6; (+-)-2-(2-Fluoro-4-biphenylyl)propionic acid; U 27,182; 2-FLUORO-ALPHA-METHYL-[1,1'-BIPHENYL]-4-ACETIC ACID; (+/-)-FLURBIPROFEN; Flurbiprofen O; MKS-11; rac-Flurbiprofen; Flurbiprofen,(S); NCGC00016654-01; (+-)Flurbiprofen; CAS-5104-49-4; EINECS 257-262-6; Ocufen (Salt/Mix); (1)-2-Fluoro-alpha-methyl(1,1'-biphenyl)-4-acetic acid; Flurbiprofen [USAN:USP:INN:BAN:JAN]; PubChem19809; Spectrum_001096; Opera_ID_777; Prestwick0_000917; Prestwick1_000917; Prestwick2_000917; Prestwick3_000917; Spectrum2_001025; Spectrum3_000435; Spectrum4_000558; Spectrum5_000720; 2-(3-fluoro-4-phenyl-phenyl)propanoic acid; (.+/-.)-Flurbiprofen; 4-Biphenylacetic acid, 2-fluoro-alpha-methyl-; SCHEMBL2248; 2-(2-FLUORO-4-BIPHENYLYL)PROPANOIC ACID; 4-Biphenylacetic acid, 2-fluoro-.alpha.-methyl-; BSPBio_000794; BSPBio_002050; KBioGR_001255; KBioSS_001576; 2-(2-Fluoro[1,1'-biphenyl]-4-yl)propanoic acid; 51543-38-5; MLS000028441; MLS000758198; MLS001201729; MLS001401361; MLS006011431; MLS006011931; DivK1c_000804; SPECTRUM1500308; 2-(2-fluoro-[1,1'-biphenyl-4-yl])propanoic acid; SPBio_001209; SPBio_002983; BPBio1_000874; GTPL4194; DTXSID0037231; SCHEMBL10029029; Flurbiprofen (JP17/USP/INN); HMS502I06; KBio1_000804; KBio2_001576; KBio2_004144; KBio2_006712; KBio3_001270; SYTBZMRGLBWNTM-UHFFFAOYSA-; [1,1'-Biphenyl]-4-acetic acid, 2-fluoro-.alpha.-methyl-; NINDS_000804; SYNQUEST 2721-3-Y4; HMS1570H16; HMS1920O20; HMS2051A05; HMS2090I06; HMS2091F21; HMS2097H16; HMS2232I08; HMS3259I12; HMS3268E10; HMS3370N14; HMS3371I05; HMS3393A05; HMS3414N17; HMS3649K11; HMS3655G19; HMS3678N15; HMS3714H16; Pharmakon1600-01500308; (1,1'-Biphenyl)-4-acetic acid, 2-fluoro-alpha-methyl-, (+-)-; BCP09086; BCP13426; Tox21_110547; Tox21_302353; (+/-)-2-Fluoro-alpha-methyl[1,1?biphenyl]-4-acetic Acid; BBL010980; BDBM50074922; CCG-40243; Flurbiprofen - CAS 5104-49-4; NSC685701; NSC755404; NSC757037; SBB067242; STK802101; Flurbiprofen, cyclooxygenase inhibitor; AKOS004119934; AKOS016340701; AC-8106; AF10210; CCG-100759; DB00712; KS-5035; MCULE-4306860727; NC00009; NC00563; NSC-685701; NSC-755404; NSC-757037; 2(2-Fluoro-4-biphenylyl)propionic acid; IDI1_000804; NCGC00018157-03; NCGC00018157-04; NCGC00018157-05; NCGC00018157-08; NCGC00018157-11; NCGC00018157-13; NCGC00025287-03; NCGC00025287-04; NCGC00255457-01; AK163084; HY-10582; NCI60_030812; 2 -(2-fluoro-4-biphenylyl)propionic acid; 2-(2-fluoro-4-biphenylyl)-propionic acid; 2-(2-fluoro-biphenyl-4-yl)propionic acid; SBI-0051387.P003; AB0013094; DB-051888; 2-(2-fluoro-biphenyl-4-yl)-propionic acid; AB00051999; FT-0603668; FT-0660285; FT-0668760; FT-0771103; ST50825909; alpha-methyl-2-fluoro-4-biphenylylacetic acid; (RS)-2-(2-fluorobiphenyl-4-yl)propionic acid; 2-Fluoro-.alpha.-methyl-4-biphenylacetic acid; BIM-0051387.0001; C07013; D00330; J10166; K-9414; AB00051999-17; AB00051999_18; 104F494; 2-(2-Fluoro-1,1'-biphenyl-4-yl)propanoic acid; 2-fluoro--methyl-(1,1'-biphenyl)-4-acetic acid; AO-295/42284050; Q419890; (.+/-.)-2-(2-Fluoro-4-biphenylyl)propionic acid; (r/s)-2-fluoro-alpha-methyl-4-biphenylacetic acid; 2-Fluoro-?-methyl-[1,1'-biphenyl]-4-acetic acid; Flurbiprofen, Antibiotic for Culture Media Use Only; Q-201129; SR-01000003043-2; SR-01000003043-5; SR-01000003043-6; (RS)-2-(2-FLUORO-4-BIPHENYLYL)PROPIONIC ACID; (S)-(+)-2-Fluoro-alpha-methyl-4-biphenylaceticacid; 2-(2-fluoro-[1,1''-biphenyl-4-yl])propanoic acid; 2-(2-Fluoro[1,1'-biphenyl]-4-yl)propanoic acid #; BRD-A86044036-001-05-9; SR-01000003043-14; (.+/-.)-2-Fluoro-.alpha.-methyl-4-biphenylacetic acid; [1,1'-Biphenyl]-4-acetic acid, 2-fluoro-alpha-methyl-; 2-Fluoro-.alpha.-methyl(1,1'-biphenyl)-4-acetic acid; 2-fluoro-alpha-methyl-(1,1''-biphenyl)-4-acetic acid; 2-Fluoro-alpha-methyl-[1,1'-biphenyl]-4-a cetic acid; 2-FLUORO-[1,1'-BIPHENYL]-4-(ALPHA-METHYL)ACETIC ACID; Flurbiprofen, European Pharmacopoeia (EP) Reference Standard; (+/-)-2-FLUORO-ALPHA-METHYL[1,1'-BIPHENYL]-4-ACETIC ACID; (1,1'-Biphenyl)-4-acetic acid, 2-fluoro-alpha-methyl-, (+/-)-; Flurbiprofen, United States Pharmacopeia (USP) Reference Standard; [1,1'-Biphenyl]-4-acetic acid, 2-fluoro-.alpha.-methyl-, (.+/-.)-; Flurbiprofen, Pharmaceutical Secondary Standard; Certified Reference Material
Clinical Status
Approved
Disease Indication Rheumatoid arthritis ICD-11: FA20 [1]
PubChem CID
3394
Formula
C15H13FO2
Canonical SMILES
CC(C1=CC(=C(C=C1)C2=CC=CC=C2)F)C(=O)O
InChI
1S/C15H13FO2/c1-10(15(17)18)12-7-8-13(14(16)9-12)11-5-3-2-4-6-11/h2-10H,1H3,(H,17,18)
InChIKey
SYTBZMRGLBWNTM-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=3394"></iframe>
3D MOL 2D MOL
Physicochemical Properties Molecular Weight 244.26 Topological Polar Surface Area 37.3
XlogP 4.2 Complexity 286
Heavy Atom Count 18 Rotatable Bond Count 3
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 3
Full List of Drug Formulations (DFMs) Containing This API
          Flurbiprofen 100 mg tablet Click to Show/Hide the Full List of Formulation(s):          5 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
Lactose monohydrate; Fd&c blue no. 1; Magnesium stearate; Titanium dioxide; Croscarmellose sodium; Polyethylene glycol 400; Polysorbate 80; Silicon dioxide; Aluminum oxide; Cellulose, microcrystalline; Hypromellose 2910 (3 mpa.s); Hypromellose 2910 (6 mpa.s); Polyethylene glycol 8000
                   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. 1 DIG Info Solute carrier SLCO2B1 (Ki = 13 uM) [2]
Polysorbate 80 DIG Info Prostaglandin G/H synthase 1 (IC50 = 1 uM) [3]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [4]
Polyethylene glycol 400 DIG Info Albendazole monooxygenase (IC50 = 10.77 mg.mL-1) [5]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
             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
Lactose monohydrate; Fd&c blue no. 1; Magnesium stearate; Titanium dioxide; Croscarmellose sodium; Polyethylene glycol 400; Polysorbate 80; Silicon dioxide; Hypromellose 2910 (3 mpa.s); Hypromellose 2910 (6 mpa.s); Microcrystalline cellulose; Polyethylene glycol 8000
                   Dosage Form Oral Tablet
                   Company A-S Medication Solutions; Bryant Ranch Prepack; Teva Pharmaceuticals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
FD&C blue no. 1 DIG Info Solute carrier SLCO2B1 (Ki = 13 uM) [2]
Polysorbate 80 DIG Info Prostaglandin G/H synthase 1 (IC50 = 1 uM) [3]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [4]
Polyethylene glycol 400 DIG Info Albendazole monooxygenase (IC50 = 10.77 mg.mL-1) [5]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
             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
Anhydrous lactose; Sodium lauryl sulfate; Magnesium stearate; Ferric oxide yellow; Ferrosoferric oxide; Titanium dioxide; Triacetin; Croscarmellose sodium; Polyethylene glycol 400; Silicon dioxide; Cellulose, microcrystalline; Hypromelloses; Polydextrose
                   Dosage Form Oral Tablet
                   Company Lake Eire Medical & Surgical Supply DBA Quality Care Products
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Sodium lauryl sulfate DIG Info Solute carrier SLCO2B1 (Ki = 1.98 uM) [2]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [4]
Polyethylene glycol 400 DIG Info Albendazole monooxygenase (IC50 = 10.77 mg.mL-1) [5]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
             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
Lactose monohydrate; Fd&c blue no. 1; Magnesium stearate; Titanium dioxide; Croscarmellose sodium; Polysorbate 80; Silicon dioxide; Aluminum oxide; Cellulose, microcrystalline; Hypromelloses; Polyethylene glycol
                   Dosage Form Oral Tablet
                   Company Lake Eire Medical & Surgical Supply DBA Quality Care Products
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
FD&C blue no. 1 DIG Info Solute carrier SLCO2B1 (Ki = 13 uM) [2]
Polysorbate 80 DIG Info Prostaglandin G/H synthase 1 (IC50 = 1 uM) [3]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [4]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
             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
Anhydrous lactose; Sodium lauryl sulfate; Magnesium stearate; Ferric oxide yellow; Ferrosoferric oxide; Titanium dioxide; Triacetin; Croscarmellose sodium; Silicon dioxide; Cellulose, microcrystalline; Hypromelloses; Polydextrose; Polyethylene glycols
                   Dosage Form Oral Tablet
                   Company Mylan Pharamceuticals; PD-Rx Pharmaceuticals; Physicians Total Care
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Sodium lauryl sulfate DIG Info Solute carrier SLCO2B1 (Ki = 1.98 uM) [2]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [4]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
          Flurbiprofen 50 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
Anhydrous lactose; Sodium lauryl sulfate; Magnesium stearate; Ferric oxide yellow; Ferrosoferric oxide; Titanium dioxide; Triacetin; Croscarmellose sodium; Silicon dioxide; Cellulose, microcrystalline; Hypromelloses; Polydextrose; Polyethylene glycols
                   Dosage Form Oral Tablet
                   Company Mylan Pharamceuticals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Sodium lauryl sulfate DIG Info Solute carrier SLCO2B1 (Ki = 1.98 uM) [2]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [4]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
          Flurbiprofen Sodium 0.03% solution 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
Citric Acid; Edetate Disodium; Polyvinyl Alcohol; Potassium Chloride; Purified Water; Sodium Chloride; Sodium Citrate; Hydrochloric Acid; Sodium Hydroxide
                   Dosage Form Solution
                   Company Allergan
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Sodium citrate anhydrous DIG Info Carbonic anhydrase IV (Ki = 99 nM) [6]
Kyselina citronova DIG Info Perilipin-1 (IC50 = 3708 nM) [7]
Potassium chloride DIG Info Carbonic anhydrase IV (Ki = 90000 nM) [8]
Hydrochloric acid DIG Info Carbonic anhydrase V (Ki = 156 nM) [9]
Polyvinyl alcohol DIG Info Debrisoquine 4-hydroxylase (EC50 = 354.8 uM) [10]
References
1 FDA label for approved flurbiprofen 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 Effects of commonly used excipients on the expression of CYP3A4 in colon and liver cells. Pharm Res. 2010 Aug;27(8):1703-12.
5 Pharmaceutical excipients inhibit cytochrome P450 activity in cell free systems and after systemic administration. Eur J Pharm Biopharm. 2008 Sep;70(1):279-88.
6 Carbonic anhydrase inhibitors. Interaction of isozymes I, II, IV, V, and IX with carboxylates. Bioorg Med Chem Lett. 2005 Feb 1; 15(3):573-8.
7 PubChem BioAssay data set.
8 Characterization and anions inhibition studies of an -carbonic anhydrase from the teleost fish Dicentrarchus labrax. Bioorg Med Chem. 2011 Jan 15; 19(2):744-8.
9 Carbonic anhydrase inhibitors. Inhibition of the newly isolated murine isozyme XIII with anions. Bioorg Med Chem Lett. 2004 Nov 1; 14(21):5435-9.
10 Mediation of in vitro cytochrome p450 activity by common pharmaceutical excipients. Mol Pharm. 2013 Jul 1;10(7):2739-48.

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