Details of the Active Pharmaceutical Ingredient (API)

General Information of API (ID: D00566)
Name
Propylthiouracil
Synonyms    Click to Show/Hide the Synonyms of This API
propylthiouracil; 51-52-5; 6-Propyl-2-thiouracil; Propacil; Procasil; Prothiurone; Prothyran; 2-Mercapto-6-propylpyrimidin-4-ol; Propycil; Prothiucil; Protiural; Thiuragyl; Prothycil; Propyl-Thiorist; Propyl-Thyracil; 6-N-Propylthiouracil; Propythiouracil; Propilthiouracil; 6-Propylthiouracil; Propyl-Thiorit; Propylthiorit; Thyreostat II; 6-Thio-4-propyluracil; 6-propyl-2-thioxo-2,3-dihydropyrimidin-4(1H)-one; 6-N-Propyl-2-thiouracil; Propylthiouracile; PTU (thyreostatic); 4-Propyl-2-thiouracil; Propiltiouracilo; Propylthiouracilum; 2-Mercapto-6-propyl-4-pyrimidone; 2-Mercapto-6-propylpyrimid-4-one; 2-Thio-6-propyl-1,3-pyrimidin-4-one; 2-Thio-4-oxo-6-propyl-1,3-pyrimidine; 6-Propil-tiouracile; Uracil, 6-propyl-2-thio-; 2,3-Dihydro-6-propyl-2-thioxo-4(1H)-pyrimidinone; 6-propyl-2-sulfanylidene-1H-pyrimidin-4-one; 4-Hydroxy-2-mercapto-6-propylpyrimidine; NSC 6498; 2-Mercapto-4-hydroxy-6-n-propylpyrimidine; 6-Propyl-2-thio-2,4(1H,3H)pyrimidinedione; 4(1H)-Pyrimidinone, 2,3-dihydro-6-propyl-2-thioxo-; CHEBI:8502; UNII-721M9407IY; 6-propyl-2 thiouracil; MFCD00006041; MLS000028494; 500-50-5; 6-propyl-2-sulfanylpyrimidin-4-ol; NSC-6498; NSC-70461; 721M9407IY; CAS-51-52-5; NCGC00022715-03; 2-mercapto-6-propylpyrimidin-4(3H)-one; SMR000058275; Propiltiouracile; DSSTox_CID_1209; Propiltiouracile [DCIT]; 6-n-Propylthiouracil;6-Propyl-2-thiouracil;PTU; DSSTox_RID_76011; DSSTox_GSID_21209; 53939-84-7; WLN: T6MYMVJ BUS F3; 6-Propil-tiouracile [Italian]; Propiltiouracilo [INN-Spanish]; PROPYL THIOURACIL; Propylthiouracile [INN-French]; Propylthiouracilum [INN-Latin]; 6-(2,2,3,3,3-pentadeuteriopropyl)-2-sulfanylidene-1H-pyrimidin-4-one; 6-Propyl-2-thio-2,3H)-pyrimidinedione; CCRIS 544; HSDB 3390; Propylthiouracil (TN); SR-05000001706; 4(1H)-Pyrimidinone,3-dihydro-6-propyl-2-thioxo-; EINECS 200-103-2; 6-(n-Propyl)-2-thiouracil; AI3-25477; Prestwick_810; 6-propyl-2-sulfanylidene-1,2,3,4-tetrahydropyrimidin-4-one; Propylthiouracil [USP:INN:BAN:JAN]; 6-propyl-2-thioxo-1H-pyrimidin-4-one; 6-propyl-2-sulfanylidene-2,3-dihydropyrimidin-4(1H)-one; Spectrum_000876; ACMC-1AMSS; Opera_ID_530; 6-propyl-2-thio-Uracil; Prestwick0_000494; Prestwick1_000494; Prestwick2_000494; Prestwick3_000494; Spectrum2_001302; Spectrum3_001731; Spectrum4_000492; Spectrum5_001815; 6-Propyl-2-thio-2,4(1H,3H)-pyrimidinedione; 2-THIO-4-HYDROXY-6-N-PROPYL-PYRIMIDINE; CHEMBL1518; SCHEMBL41239; BSPBio_000387; BSPBio_003402; KBioGR_001003; KBioSS_001356; MLS002303010; MLS006011901; DivK1c_000268; SPECTRUM1500515; SPBio_001363; SPBio_002308; 6-Propyl-2-thioxo-2, 3-dihydropyrimidin-4(1H)-one; BPBio1_000427; GTPL6650; DTXSID5021209; SCHEMBL17375339; HMS500N10; KBio1_000268; KBio2_001356; KBio2_003924; KBio2_006492; KBio3_002622; NSC6498; NINDS_000268; HMS1569D09; HMS1766D22; HMS1920L22; HMS2092E03; HMS2096D09; HMS2230B22; HMS3259M04; HMS3371D17; HMS3655J07; HMS3713D09; Pharmakon1600-01500515; BCP22165; HY-B0346; NSC70461; Propylthiouracil (JP17/USP/INN); ZINC4640636; Tox21_110882; Tox21_201741; Tox21_300280; 2-mercapto-6-propyl-pyrimidin-4-ol; ANW-75636; BBL003084; BDBM50133597; CCG-39240; HTS000719; NSC757302; SBB003855; STL102645; 6-Propyl-2-sulfanyl-4-pyrimidinol #; AKOS000120319; AKOS001053246; AKOS015892537; Tox21_110882_1; 2-thio-4-hydroxy-6-n-propylpyrimidine; BS-3928; DB00550; MCULE-9403710688; NC00533; NSC-757302; PS-3436; 4-hydroxy-6-n-propylpyrimidine-2-thiol; IDI1_000268; 6-Propyl-2-thiouracil, enzyme inhibitor; NCGC00016229-01; NCGC00016229-02; NCGC00016229-03; NCGC00016229-04; NCGC00016229-05; NCGC00016229-06; NCGC00016229-07; NCGC00016229-08; NCGC00016229-09; NCGC00016229-10; NCGC00016229-11; NCGC00016229-13; NCGC00016229-14; NCGC00090881-01; NCGC00090881-02; NCGC00090881-03; NCGC00178089-01; NCGC00178089-02; NCGC00183321-01; NCGC00254180-01; NCGC00259290-01; 2-mercapto-4-hydroxy-6-propyl pyrimidine; AC-10795; AK163671; propylthiouracil / 6-Propyl-2-thiouracil; SMR003317355; SY038617; SBI-0051497.P003; BB 0242498; FT-0621285; FT-0695546; ST50308196; SW196944-3; 3052-EP2272832A1; C07569; D00562; K-9466; K-9745; L-4426; 6-propyl-2-sulfanyl-3,4-dihydropyrimidin-4-one; 6-Propyl-2-thiouracil, purum, >=98.0% (T); AB00052082_05; AB00052082_06; Q377342; SR-05000001706-1; SR-05000001706-2; SR-05000001706-3; W-105881; 6-Propyl-2-thioxo-2,3-dihydro-1H-pyrimidin-4 -one; BRD-K48168960-001-04-4; BRD-K48168960-001-05-1; BRD-K48168960-001-08-5; Z56922173; F1967-1318; F2199-0035; F3097-4245; 4(1H)-PYRIMIDINONE,6-BUTYL-2,3-DIHYDRO-2-THIOXO-; 6-Propyl-2-thiouracil, VETRANAL(TM), analytical standard; Propylthiouracil, European Pharmacopoeia (EP) Reference Standard; Propylthiouracil, United States Pharmacopeia (USP) Reference Standard
Clinical Status
Approved
Disease Indication Thyrotoxicosis ICD-11: 5A02 [1]
PubChem CID
657298
Formula
C7H10N2OS
Canonical SMILES
CCCC1=CC(=O)NC(=S)N1
InChI
1S/C7H10N2OS/c1-2-3-5-4-6(10)9-7(11)8-5/h4H,2-3H2,1H3,(H2,8,9,10,11)
InChIKey
KNAHARQHSZJURB-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=657298"></iframe>
3D MOL 2D MOL
Physicochemical Properties Molecular Weight 170.23 Topological Polar Surface Area 73.2
XlogP 0.8 Complexity 223
Heavy Atom Count 11 Rotatable Bond Count 2
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 2
Full List of Drug Formulations (DFMs) Containing This API
          Propylthiouracil 50 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 benzoate; Docusate sodium; Magnesium stearate; Cellulose, microcrystalline; Sodium glycolate; Starch, corn
                   Dosage Form Oral Tablet
                   Company DAVA Pharmaceuticals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Sodium benzoate DIG Info Carbonic anhydrase II (Ki = 30000 nM) [2]
Docusate sodium DIG Info Solute carrier SLCO2B1 (Ki = 2.3 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
Sodium benzoate; Docusate sodium; Magnesium stearate; Microcrystalline cellulose; Sodium glycolate; Starch, corn
                   Dosage Form Oral Tablet
                   Company American Health Packaging
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Sodium benzoate DIG Info Carbonic anhydrase II (Ki = 30000 nM) [2]
Docusate sodium DIG Info Solute carrier SLCO2B1 (Ki = 2.3 uM) [3]
Magnesium stearate 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
Docusate sodium; Magnesium stearate; Water; Cellulose, microcrystalline; Sodium starch glycolate type a potato; Starch, corn
                   Dosage Form Oral Tablet
                   Company Clinical Solutions Wholesale
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Docusate sodium DIG Info Solute carrier SLCO2B1 (Ki = 2.3 uM) [3]
Magnesium stearate 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; Magnesium stearate; Povidone; Silicon dioxide; Starch, corn
                   Dosage Form Oral Tablet
                   Company Actavis Pharma; Avera McKennan Hospital; Cardinal Health; RemedyRepack
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Povidone DIG Info Cholesterol 25-hydroxylase (IC50 = 78.3 uM) [5]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [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
Lactose monohydrate; Magnesium stearate; Povidone; Colloidal silicon dioxide; Starch, corn; Starch, corn
                   Dosage Form Oral Tablet
                   Company NCS HealthCare of KY, Inc dba Vangard Labs
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Povidone DIG Info Cholesterol 25-hydroxylase (IC50 = 78.3 uM) [5]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
             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
Anhydrous lactose; Magnesium stearate; Cellulose, microcrystalline; Starch, corn
                   Dosage Form Oral Tablet
                   Company Cardinal Health
                   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]
             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
Anhydrous lactose; Magnesium stearate; Cellulose, microcrystalline; Sodium starch glycolate type a potato; Starch, corn
                   Dosage Form Oral Tablet
                   Company Rebel Distributors; RemedyRepack; West-Ward Pharmaceticals
                   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 propylthiouracil from the official website of the U.S. Food and Drug Administration.
2 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.
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 Mediation of in vitro cytochrome p450 activity by common pharmaceutical excipients. Mol Pharm. 2013 Jul 1;10(7):2739-48.

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