Details of the Active Pharmaceutical Ingredient (API)

General Information of API (ID: D00547)
Name
Prasugrel
Synonyms    Click to Show/Hide the Synonyms of This API
Prasugrel; 150322-43-3; Effient; Efient; CS-747; Prasugrel (Effient); 5-(2-cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridin-2-yl acetate; LY640315; LY-640315; CS 747; Pcr 4099; CHEBI:87723; Prasugrel, 98%; 2-[2-(Acetyloxy)-6,7-dihydrothieno[3,2-c]pyridin-5(4H)-yl]-1-cyclopropyl-2-(2-fluorophenyl)ethanone; 5-[2-cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl]-4,5,6,7-tetrahydrothieno[3,2-c]pyridin-2-yl acetate; Ethanone, 2-[2-(acetyloxy)-6,7-dihydrothieno[3,2-c]pyridin-5(4H)-yl]-1-cyclopropyl-2-(2-fluorophenyl)-; Prasita; SMR002533665; Prasugrel [INN:BAN]; NCGC00188690-01; NCGC00188690-02; HSDB 7995; Prasugrel/Effient; zlchem 1; Ethanone, 2-(2-(acetyloxy)-6,7-dihydrothieno(3,2-c)pyridin-5(4H)-yl)-1-cyclopropyl-2-(2-fluorophenyl)-; PubChem19523; MLS003882595; MLS006012001; SCHEMBL245032; ETH051; GTPL7562; CHEMBL1201772; Prasugrel, >=98% (HPLC); SCHEMBL14112007; DTXSID70861544; ZLA0001; HMS3604B09; HMS3654D09; HMS3884I07; ACT06208; BCP01882; ABP000379; CP0097; FD7194; MFCD09954140; STL232602; ZB0747; AKOS015841187; AC-1640; ACN-040194; CCG-268338; CS-0657; DB06209; KS-5301; MCULE-1302242257; PB23765; SB20805; NCGC00188690-03; [5-[2-cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl]-6,7-dihydro-4H-thieno[3,2-c]pyridin-2-yl] acetate; 2-acetoxy-5-(alpha-cyclopropylcarbonyl-2-fluorobenzyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine; AK327587; HY-15284; AB0005241; AM20090728; FT-0650150; SW219175-1; Q-1607; AB01274761-01; AB01274761_02; 322P433; A809033; AR-270/43507998; Q416232; Q-101872; [5-[2-cyclopropyl-1-(2-fluorophenyl)-2-oxidanylidene-ethyl]-6,7-dihydro-4H-thieno[3,2-c]pyridin-2-yl] ethanoate; [5-[2-cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl]-6,7-dihydro-4H-thieno[4,5-c]pyridin-2-yl] acetate; 2-Acetoxy-5-(alpha-cyclopropylcarbonyl-2-fluorobenzyl)-4,5,6,7-tetrahydrothieno[3,2-c] pyridine; 2-Acetoxy-5-(alpha-cyclopropylcarbonyl-2-fluorobenzyl)4,5,6,7-tetrahydrothieno[3,2-c]pyridine; 2-acetyloxy-5-(alpha-cyclopropylcarbonyl-2-fluorobenzyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine; 2-acetyloxy-5-(alpha-cycloproylcarbonyl-2-fluorobenzyl)-4,5,6,7-tetrahydrothieno[3,2-C]pyridine; 5-[2-cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl]-4H,5H,6H,7H-thieno[3,2-c]pyridin-2-yl acetate; acetic acid [5-[2-cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl]-6,7-dihydro-4H-thieno[3,2-c]pyridin-2-yl] ester; Acetic acid 5-[2-cyclopropyl-1-(2-fluoro-phenyl)-2-oxo-ethyl]-4,5,6,7-tetrahydro-thieno[3,2-c]pyridin-2-yl ester
Clinical Status
Approved
Disease Indication Myocardial infarction ICD-11: BA41 [1]
PubChem CID
6918456
Formula
C20H20FNO3S
Canonical SMILES
CC(=O)OC1=CC2=C(S1)CCN(C2)C(C3=CC=CC=C3F)C(=O)C4CC4
InChI
1S/C20H20FNO3S/c1-12(23)25-18-10-14-11-22(9-8-17(14)26-18)19(20(24)13-6-7-13)15-4-2-3-5-16(15)21/h2-5,10,13,19H,6-9,11H2,1H3
InChIKey
DTGLZDAWLRGWQN-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=6918456"></iframe>
3D MOL 2D MOL
Physicochemical Properties Molecular Weight 373.4 Topological Polar Surface Area 74.8
XlogP 3.6 Complexity 555
Heavy Atom Count 26 Rotatable Bond Count 6
Hydrogen Bond Donor Count 0 Hydrogen Bond Acceptor Count 6
Full List of Drug Formulations (DFMs) Containing This API
          Prasugrel 10 mg tablet Click to Show/Hide the Full List of Formulation(s):          6 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; Magnesium stearate; Mannitol; Ferric oxide red; Ferric oxide yellow; Titanium dioxide; Triacetin; Croscarmellose sodium; Cellulose, microcrystalline; Hypromelloses
                   Dosage Form Oral Tablet
                   Company Physicians Total Care
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Mannitol DIG Info Glycine receptor alpha-1 (EC50 = 12589.25 nM) [2]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [3]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [3]
             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; Sucrose stearate; Glyceryl dibehenate; Mannitol; Ferric oxide red; Ferric oxide yellow; Titanium dioxide; Triacetin; Hypromellose 2910 (5 mpa.s); Hypromellose 2910 (6 mpa.s); Low-substituted hydroxypropyl cellulose, unspecified; Microcrystalline cellulose
                   Dosage Form Oral Tablet
                   Company Aurobindo Pharma
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Mannitol DIG Info Glycine receptor alpha-1 (EC50 = 12589.25 nM) [2]
Sucrose stearate DIG Info Cytochrome P450 2E1 (EC50 = 173.9 uM) [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
Lactose monohydrate; Sucrose stearate; Glyceryl dibehenate; Mannitol; Ferric oxide red; Ferric oxide yellow; Titanium dioxide; Triacetin; Hypromellose 2910 (6 mpa.s); Hypromellose, unspecified; Low-substituted hydroxypropyl cellulose, unspecified; Microcrystalline cellulose
                   Dosage Form Oral Tablet
                   Company Eli Lilly; Prasco
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Mannitol DIG Info Glycine receptor alpha-1 (EC50 = 12589.25 nM) [2]
Sucrose stearate DIG Info Cytochrome P450 2E1 (EC50 = 173.9 uM) [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, unspecified form; Sucrose stearate; Glyceryl dibehenate; Mannitol; Ferric oxide red; Ferric oxide yellow; Titanium dioxide; Triacetin; Cellulose, microcrystalline; Hydroxypropyl cellulose, low substituted; Hypromelloses
                   Dosage Form Oral Tablet
                   Company Cardinal Health
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Mannitol DIG Info Glycine receptor alpha-1 (EC50 = 12589.25 nM) [2]
Sucrose stearate DIG Info Cytochrome P450 2E1 (EC50 = 173.9 uM) [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
Stearic acid; Lactose monohydrate; Mannitol; Ferric oxide yellow; Titanium dioxide; Triacetin; Cellulose, microcrystalline; Glyceryl behenate/eicosadioate; Hydroxypropyl cellulose, low substituted; Hypromellose 2910 (15 mpa.s); Hypromellose, unspecified
                   Dosage Form Oral Tablet
                   Company Ascend Laboratories
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Stearic acid DIG Info Phosphodiesterase 3A (IC50 = 3.1 uM) [6]
Mannitol DIG Info Glycine receptor alpha-1 (EC50 = 12589.25 nM) [2]
             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
Lactose monohydrate; Glyceryl dibehenate; Mannitol; Ferric oxide red; Ferric oxide yellow; Ferrosoferric oxide; Titanium dioxide; Triacetin; Crospovidone (15 mpa.s at 5%); Hypromellose, unspecified; Starch, corn; Sucrose, 6-stearate
                   Dosage Form Oral Tablet
                   Company Mylan Pharamceuticals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Mannitol DIG Info Glycine receptor alpha-1 (EC50 = 12589.25 nM) [2]
          Prasugrel 5 mg tablet Click to Show/Hide the Full List of Formulation(s):          4 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 yellow no. 6; Glyceryl dibehenate; Mannitol; Ferric oxide yellow; Titanium dioxide; Triacetin; Crospovidone (15 mpa.s at 5%); Hypromellose, unspecified; Starch, corn; Sucrose, 6-stearate
                   Dosage Form Oral Tablet
                   Company Mylan Pharamceuticals
                   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) [5]
Mannitol DIG Info Glycine receptor alpha-1 (EC50 = 12589.25 nM) [2]
             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; Sucrose stearate; Glyceryl dibehenate; Mannitol; Ferric oxide yellow; Titanium dioxide; Triacetin; Hypromellose 2910 (5 mpa.s); Hypromellose 2910 (6 mpa.s); Low-substituted hydroxypropyl cellulose, unspecified; Microcrystalline cellulose
                   Dosage Form Oral Tablet
                   Company Aurobindo Pharma
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Mannitol DIG Info Glycine receptor alpha-1 (EC50 = 12589.25 nM) [2]
Sucrose stearate DIG Info Cytochrome P450 2E1 (EC50 = 173.9 uM) [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
Lactose monohydrate; Sucrose stearate; Glyceryl dibehenate; Mannitol; Ferric oxide yellow; Titanium dioxide; Triacetin; Hypromellose 2910 (15 mpa.s); Hypromellose, unspecified; Low-substituted hydroxypropyl cellulose, unspecified; Microcrystalline cellulose
                   Dosage Form Oral Tablet
                   Company Eli Lilly; Prasco
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Mannitol DIG Info Glycine receptor alpha-1 (EC50 = 12589.25 nM) [2]
Sucrose stearate DIG Info Cytochrome P450 2E1 (EC50 = 173.9 uM) [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
Stearic acid; Lactose monohydrate; Mannitol; Ferric oxide yellow; Titanium dioxide; Triacetin; Cellulose, microcrystalline; Glyceryl behenate/eicosadioate; Hydroxypropyl cellulose, low substituted; Hypromellose 2910 (15 mpa.s); Hypromellose, unspecified
                   Dosage Form Oral Tablet
                   Company Ascend Laboratories
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Stearic acid DIG Info Phosphodiesterase 3A (IC50 = 3.1 uM) [6]
Mannitol DIG Info Glycine receptor alpha-1 (EC50 = 12589.25 nM) [2]
          Prasugrel Hydrochloride eq 10mg base 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
Mannitol; Hypromellose; Low-Substituted Hydroxypropyl Cellulose; Microcrystalline Cellulose; Sucrose Stearate; Glyceryl Behenate; Lactose; Hypromellose; Titanium Dioxide; Triacetin; Iron Oxide Yellow; Iron Oxide Red
                   Dosage Form Tablet
                   Company Daiichi Sankyo
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Mannitol DIG Info Glycine receptor alpha-1 (EC50 = 12589.25 nM) [2]
Sucrose stearate DIG Info Cytochrome P450 2E1 (EC50 = 173.9 uM) [4]
Hydroxypropyl cellulose DIG Info Mephenytoin 4-hydroxylase (EC50 = 89.5 uM) [4]
Hypromellose DIG Info Cytochrome P450 3A5 (IC50 = 19.4 uM) [4]
          Prasugrel Hydrochloride eq 5mg base 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
Mannitol; Hypromellose; Low-Substituted Hydroxypropyl Cellulose; Microcrystalline Cellulose; Sucrose Stearate; Glyceryl Behenate; Lactose; Hypromellose; Titanium Dioxide; Triacetin; Iron Oxide Yellow
                   Dosage Form Tablet
                   Company Daiichi Sankyo
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Mannitol DIG Info Glycine receptor alpha-1 (EC50 = 12589.25 nM) [2]
Sucrose stearate DIG Info Cytochrome P450 2E1 (EC50 = 173.9 uM) [4]
Hydroxypropyl cellulose DIG Info Mephenytoin 4-hydroxylase (EC50 = 89.5 uM) [4]
Hypromellose DIG Info Cytochrome P450 3A5 (IC50 = 19.4 uM) [4]
References
1 FDA label for approved prasugrel from the official website of the U.S. Food and Drug Administration.
2 Pharmacological property optimization for allosteric ligands: A medicinal chemistry perspective. Bioorg Med Chem Lett. 2017 Jun 1; 27(11):2239-2258.
3 Effects of commonly used excipients on the expression of CYP3A4 in colon and liver cells. Pharm Res. 2010 Aug;27(8):1703-12.
4 Mediation of in vitro cytochrome p450 activity by common pharmaceutical excipients. Mol Pharm. 2013 Jul 1;10(7):2739-48.
5 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.
6 The activities of drug inactive ingredients on biological targets. Science. 2020 Jul 24;369(6502):403-413.

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