Details of the Active Pharmaceutical Ingredient (API)

General Information of API (ID: D00354)
Name
Lesinurad
Synonyms    Click to Show/Hide the Synonyms of This API
LESINURAD; 878672-00-5; RDEA594; RDEA 594; Zurampic; RDEA-594; UNII-09ERP08I3W; Lesinurad free acid; 2-((5-bromo-4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-yl)thio)acetic acid; 09ERP08I3W; 878672-00-5 (free acid); 2-(5-Bromo-4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-ylthio)acetic acid; 2-[[5-bromo-4-(4-cyclopropylnaphthalen-1-yl)-1,2,4-triazol-3-yl]sulfanyl]acetic acid; 2-[[5-bromo-4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-yl]thio]acetic acid; C17H14BrN3O2S; {[5-bromo-4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}acetic acid; 2-{[5-broMo-4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}acetic acid; Lesinurad [USAN:INN]; Lesurinad; Zurampic (TN); Lesinurad (RDEA594; Lesinurad (USAN/INN); Lesinurad (RDEA594); UNII-Q59CAT99RS; Q59CAT99RS; SCHEMBL842962; UNII-73WY698HZ7; GTPL7673; CHEMBL2105720; Lesinurad, >=98% (HPLC); BDBM37953; CHEBI:90929; 73WY698HZ7; HMS3874M03; BCP06435; EX-A1289; US10093631, Compound Lesinurad; 3777AH; MFCD22572730; ZINC84757007; AKOS027327368; ACN-050764; CCG-268685; CS-1389; DB11560; SB16705; AC-29310; AK323774; AS-56014; HY-15258; RDEA 594;RDEA-594;RDEA594; FT-0776044; D09921; W-5949; Q21820633; (5-bromo-4-(1-cyclopropylnaphthalen-4-yl)-4H-1,2,4-triazol-3-ylthio)acetic acid; 2-(5-bromo-4-(1-cyclopropylnaphthalen-4-yl)-4H-1,2,4-triazol-3-ylthio)acetic acid; 2-[[5-Bromo-4-(4-cyclopropyl-1-naphthalenyl)-4H-1,2,4-triazol-3-yl]thio]-acetic acid; Acetic acid, 2-((5-bromo-4-(4-cyclopropyl-1-naphthalenyl)-4H-1,2,4-triazol-3-yl)thio)-
Clinical Status
Approved
Disease Indication Uncontrolled gout ICD-11: FA25 [1]
PubChem CID
53465279
Formula
C17H14BrN3O2S
Canonical SMILES
C1CC1C2=CC=C(C3=CC=CC=C23)N4C(=NN=C4Br)SCC(=O)O
InChI
1S/C17H14BrN3O2S/c18-16-19-20-17(24-9-15(22)23)21(16)14-8-7-11(10-5-6-10)12-3-1-2-4-13(12)14/h1-4,7-8,10H,5-6,9H2,(H,22,23)
InChIKey
FGQFOYHRJSUHMR-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=53465279"></iframe>
3D MOL 2D MOL
Physicochemical Properties Molecular Weight 404.3 Topological Polar Surface Area 93.3
XlogP 4.7 Complexity 479
Heavy Atom Count 24 Rotatable Bond Count 5
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 5
Full List of Drug Formulations (DFMs) Containing This API
          Lesinurad 200 mg tablet Click to Show/Hide the Full List of Formulation(s):          2 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; Fd&c blue no. 2; Magnesium stearate; Titanium dioxide; Triacetin; Crospovidone, unspecified; Hypromellose 2910 (5 mpa.s); Microcrystalline cellulose
                   Dosage Form Oral Tablet
                   Company Ironwood 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]
FD&C blue no. 2 DIG Info Adenosine receptor A3 (IC50 = 1 uM) [3]
Magnesium stearate 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; Magnesium stearate; Water; Cellulose, microcrystalline; Crospovidone (15 mpa.s at 5%); Hypromelloses
                   Dosage Form Oral Tablet
                   Company AstraZeneca
                   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) [4]
References
1 FDA label for approved lesinurad 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.

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