Details of the Active Pharmaceutical Ingredient (API)

General Information of API (ID: D00281)
Name
Flucytosine
Synonyms    Click to Show/Hide the Synonyms of This API
5-Fluorocytosine; flucytosine; 2022-85-7; Ancobon; Ancotil; 5-Fluorocystosine; Flucytosin; Fluocytosine; 5-Fluorocytosin; Fluorcytosine; Alcobon; 4-Amino-5-fluoropyrimidin-2(1H)-one; Ro 2-9915; Flucytosinum; 4-Amino-5-fluoro-2(1H)-pyrimidinone; Cytosine, 5-fluoro-; 2(1H)-Pyrimidinone, 4-amino-5-fluoro-; 5-Flurocytosine; 5-Flucytosine; 2-Hydroxy-4-amino-5-fluoropyrimidine; Ancobon (TN); 6-amino-5-fluoro-1H-pyrimidin-2-one; Ro 29915 E/265601; NSC 103805; Flucytosine (Ancobon); 4-Amino-5-fluoro-2-hydroxypyrimidine; 117969-88-7; MFCD00006035; CHEBI:5100; UNII-D83282DT06; 4-amino-5-fluoropyrimidin-2-ol; Flucytosine (5-FC); 2-Pyrimidinol, 4-amino-5-fluoro- (9CI); MLS000069463; Flucitosina; 4-AMINO-2-HYDROXY-5-FLUOROPYRIMIDINE; 5-fluoro cytosine; NSC103805; Ro-29915; D83282DT06; NSC-103805; 130256-61-0; 4-Amino-5-fluoro-1H-pyrimidin-2-one; NCGC00016599-01; 5-FLUORO-4-IMINO-1,2,3,4-TETRAHYDROPYRIMIDIN-2-ONE; Flucitosina [DCIT]; SMR000059047; ST028644; 6-amino-5-fluoro-3-hydropyrimidin-2-one; CAS-2022-85-7; DSSTox_CID_3059; 5-Fluorocytosine, 99+%; DSSTox_RID_76856; DSSTox_GSID_23059; Flucytosinum [INN-Latin]; Flucytosone; Ancotyl; HSDB 3082; 6-Amino-2-oxo-5-fluoropyrimidine; EINECS 217-968-7; Ro-2-9915; flucytosina; Flourocytosine; Ancoban; 2(1H)-Pyrimidinone, 4-amino-5-fluoro-); 5-fluorocytocine; Flucytosine,(S); 5 Fluoro Cytosine; 4-Amino-5-fluoro-2-hyroxypyrimidine; zlchem 343; Flucytosine [USAN); Flucytosine [USAN:USP:INN:BAN:JAN]; CPD000059047; ACMC-209zxs; Opera_ID_178; 5-fluorocytosine Form I; Prestwick0_000934; Prestwick1_000934; Prestwick2_000934; Prestwick3_000934; 5-fluorocytosine Form II; EC 217-968-7; WLN: T6MVNJ DZ EF; CHEMBL1463; SCHEMBL24063; BSPBio_000868; MLS000759519; MLS001076503; MLS001424013; Flucytosine, 5-Fluorocytosine; SPBio_003037; BPBio1_000956; Flucytosine (JP17/USP/INN); DTXSID3023059; SCHEMBL14696800; 4-Amino-5-fluoro-2-pyrimidinol; ALA-ALA-PHEP-NITROANILIDE; QCR-271; ZLC0185; 2-pyrimidinol,4-amino-5-fluoro-; 4-amino-5-fluoro-pyrimidin-2-ol; HMS1570L10; HMS2051M04; HMS2093J05; HMS2097L10; HMS2233I14; HMS3373L05; HMS3393M04; HMS3655G17; HMS3714L10; Pharmakon1600-01505429; ZINC896546; 5-Fluorocytosine, nucleoside analog; BCP02877; Flucytosine 2.0 mg/ml in Methanol; HY-B0139; Tox21_110515; ANW-50846; BDBM50248003; MFCD00179326; MFCD03547958; NSC759130; SBB000061; STK292386; AKOS004912683; AKOS005063821; AKOS015896898; AKOS030241326; Tox21_110515_1; BCP9000692; CCG-100837; CCG-213434; CS-1935; DB01099; GS-5578; KS-1060; LS40595; MCULE-7094058995; NC00087; NSC-759130; Cytosine, 5-fluoro- (6CI,7CI,8CI); NCGC00016599-02; NCGC00016599-04; NCGC00016599-05; AC-11748; AK-33991; BP-30254; BR-33991; NCI60_000093; SY004438; BCP0726000281; AB0005647; AB0071040; DB-005380; 4-AMINO-5-FLUORO-2(1H)-PYRIMIDINE; AB00513969; AM20090149; FT-0601273; FT-0695664; SW197278-3; 6-amino-5-fluoro-1,2-dihydropyrimidin-2-one; 22P857; B-7734; D00323; F-3010; 16469-EP2281563A1; 16469-EP2316459A1; AB00444223-16; AB00513969-02; AB00513969_03; AB00513969_04; Flucytosine 100 microg/mL in Acetonitrile:Water; 5-Fluorocytosine, Vetec(TM) reagent grade, 99%; Q238490; SR-01000721885; Flucytosine; 6-Amino-5-fluoropyrimidin-2(1H)-one; SR-01000721885-5; BRD-K82143716-001-15-7; 5-Fluorocytosine, Antibiotic for Culture Media Use Only; Flucytosine, European Pharmacopoeia (EP) Reference Standard; Flucytosine, United States Pharmacopeia (USP) Reference Standard; Flucytosine, Pharmaceutical Secondary Standard; Certified Reference Material
Clinical Status
Approved
Disease Indication Cryptococcosis ICD-11: 1F27 [1]
PubChem CID
3366
Formula
C4H4FN3O
Canonical SMILES
C1=NC(=O)NC(=C1F)N
InChI
1S/C4H4FN3O/c5-2-1-7-4(9)8-3(2)6/h1H,(H3,6,7,8,9)
InChIKey
XRECTZIEBJDKEO-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=3366"></iframe>
3D MOL 2D MOL
Physicochemical Properties Molecular Weight 129.09 Topological Polar Surface Area 67.5
XlogP -0.9 Complexity 208
Heavy Atom Count 9 Rotatable Bond Count 0
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 3
Full List of Drug Formulations (DFMs) Containing This API
          Flucytosine 250 mg capsule 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
Lactose monohydrate; Sodium lauryl sulfate; Fd&c red no. 40; Fd&c blue no. 1; Magnesium stearate; Ferrosoferric oxide; Potassium hydroxide; Sodium hydroxide; Talc; Titanium dioxide; Water; Povidone; Silicon dioxide; Gelatin; Shellac; Sodium starch glycolate type a potato
                   Dosage Form Oral Capsule
                   Company Lupin Pharmaceuticals; Novel Laboratories
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Allura red AC dye DIG Info Solute carrier SLCO2B1 (Ki = 4.7 uM) [2]
FD&C blue no. 1 DIG Info Solute carrier SLCO2B1 (Ki = 13 uM) [3]
Sodium lauryl sulfate DIG Info Solute carrier SLCO2B1 (Ki = 1.98 uM) [3]
Allura red AC dye DIG Info Solute carrier SLCO2B1 (Ki = 2.59 uM) [3]
Povidone DIG Info Cholesterol 25-hydroxylase (IC50 = 78.3 uM) [4]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
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
Methylparaben; Lactose; Butylparaben; D&c yellow no. 10; Fd&c blue no. 1; Fd&c yellow no. 6; Propylparaben; Sodium propionate; Ferrosoferric oxide; Talc; Titanium dioxide; Starch, corn
                   Dosage Form Oral Capsule
                   Company Oceanside 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) [3]
methylparaben DIG Info Carbonic anhydrase VII (Ki = 780 nM) [6]
Butylparaben DIG Info Estrogen receptor alpha (IC50 = 1420 nM) [7]
Sunset yellow FCF DIG Info Solute carrier SLCO2B1 (Ki = 68.4 uM) [3]
Quinoline yellow WS DIG Info Estrogen receptor alpha (IC50 = 18 uM) [2]
Propyl 4-hydroxybenzoate DIG Info Estrogen receptor alpha (IC50 = 11 uM) [2]
             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; D&c yellow no. 10; Fd&c red no. 40; Fd&c blue no. 1; Fd&c yellow no. 6; Magnesium stearate; Ferrosoferric oxide; Titanium dioxide; Silicon dioxide; Fd&c green no. 3; Gelatin, unspecified; Starch, corn
                   Dosage Form Oral Capsule
                   Company West-Ward Pharmaceticals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Allura red AC dye DIG Info Solute carrier SLCO2B1 (Ki = 4.7 uM) [2]
FD&C blue no. 1 DIG Info Solute carrier SLCO2B1 (Ki = 13 uM) [3]
Sunset yellow FCF DIG Info Solute carrier SLCO2B1 (Ki = 68.4 uM) [3]
Quinoline yellow WS DIG Info Estrogen receptor alpha (IC50 = 18 uM) [2]
Allura red AC dye DIG Info Solute carrier SLCO2B1 (Ki = 2.59 uM) [3]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [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
Lactose monohydrate; Sodium lauryl sulfate; D&c yellow no. 10; Fd&c yellow no. 6; Ferrosoferric oxide; Talc; Titanium dioxide; Fd&c green no. 3; Gelatin; Starch, corn
                   Dosage Form Oral Capsule
                   Company Avera McKennan Hospital; Rising 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) [3]
Sodium lauryl sulfate DIG Info Solute carrier SLCO2B1 (Ki = 1.98 uM) [3]
Quinoline yellow WS DIG Info Estrogen receptor alpha (IC50 = 18 uM) [2]
             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; Sodium lauryl sulfate; D&c yellow no. 10; Fd&c yellow no. 6; Ferrosoferric oxide; Talc; Titanium dioxide; Fd&c green no. 3; Gelatin, unspecified; Starch, corn
                   Dosage Form Oral Capsule
                   Company Carilion Materials Management
                   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) [3]
Sodium lauryl sulfate DIG Info Solute carrier SLCO2B1 (Ki = 1.98 uM) [3]
Quinoline yellow WS DIG Info Estrogen receptor alpha (IC50 = 18 uM) [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, unspecified form; D&c yellow no. 10; Fd&c blue no. 1; Fd&c yellow no. 6; Ferrosoferric oxide; Talc; Titanium dioxide; Gelatin, unspecified; Starch, corn
                   Dosage Form Oral Capsule
                   Company Cameron 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) [3]
Sunset yellow FCF DIG Info Solute carrier SLCO2B1 (Ki = 68.4 uM) [3]
Quinoline yellow WS DIG Info Estrogen receptor alpha (IC50 = 18 uM) [2]
             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
Lactose, unspecified form; D&c yellow no. 10; Fd&c blue no. 1; Fd&c yellow no. 6; Talc; Titanium dioxide; Gelatin, unspecified; Starch, corn
                   Dosage Form Oral Capsule
                   Company Valeant 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) [3]
Sunset yellow FCF DIG Info Solute carrier SLCO2B1 (Ki = 68.4 uM) [3]
Quinoline yellow WS DIG Info Estrogen receptor alpha (IC50 = 18 uM) [2]
          Flucytosine 500 mg capsule 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 monohydrate; Fd&c red no. 40; Magnesium stearate; Ferrosoferric oxide; Potassium hydroxide; Sodium hydroxide; Talc; Titanium dioxide; Water; Povidone; Silicon dioxide; Gelatin; Shellac; Sodium starch glycolate type a potato
                   Dosage Form Oral Capsule
                   Company Lupin Pharmaceuticals; Novel Laboratories
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Allura red AC dye DIG Info Solute carrier SLCO2B1 (Ki = 4.7 uM) [2]
Allura red AC dye DIG Info Solute carrier SLCO2B1 (Ki = 2.59 uM) [3]
Povidone DIG Info Cholesterol 25-hydroxylase (IC50 = 78.3 uM) [4]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
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
Lactose monohydrate; D&c yellow no. 10; Fd&c red no. 40; Magnesium stearate; Ferrosoferric oxide; Titanium dioxide; Silicon dioxide; Fd&c green no. 3; Gelatin, unspecified; Starch, corn
                   Dosage Form Oral Capsule
                   Company West-Ward Pharmaceticals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Allura red AC dye DIG Info Solute carrier SLCO2B1 (Ki = 4.7 uM) [2]
Quinoline yellow WS DIG Info Estrogen receptor alpha (IC50 = 18 uM) [2]
Allura red AC dye DIG Info Solute carrier SLCO2B1 (Ki = 2.59 uM) [3]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [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
Methylparaben; Lactose; Butylparaben; Propylparaben; Sodium propionate; Ferrosoferric oxide; Talc; Titanium dioxide; Starch, corn
                   Dosage Form Oral Capsule
                   Company Oceanside Pharmaceuticals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
methylparaben DIG Info Carbonic anhydrase VII (Ki = 780 nM) [6]
Butylparaben DIG Info Estrogen receptor alpha (IC50 = 1420 nM) [7]
Propyl 4-hydroxybenzoate DIG Info Estrogen receptor alpha (IC50 = 11 uM) [2]
             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; Sodium lauryl sulfate; Ferric oxide yellow; Ferrosoferric oxide; Talc; Titanium dioxide; Carboxymethylcellulose; Gelatin; Starch, corn
                   Dosage Form Oral Capsule
                   Company Rising Pharmaceuticals
                   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) [3]
             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, unspecified form; Ferrosoferric oxide; Talc; Titanium dioxide; Gelatin, unspecified; Starch, corn
                   Dosage Form Oral Capsule
                   Company Cameron Pharmaceuticals
             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, unspecified form; Ferrosoferric oxide; Talc; Titanium dioxide; Gelatin, unspecified; Starch, corn
                   Dosage Form Oral Capsule
                   Company Valeant Pharmaceuticals
References
1 FDA label for approved flucytosine from the official website of the U.S. Food and Drug Administration.
2 The activities of drug inactive ingredients on biological targets. Science. 2020 Jul 24;369(6502):403-413.
3 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.
4 Mediation of in vitro cytochrome p450 activity by common pharmaceutical excipients. Mol Pharm. 2013 Jul 1;10(7):2739-48.
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 Mono-/dihydroxybenzoic acid esters and phenol pyridinium derivatives as inhibitors of the mammalian carbonic anhydrase isoforms I, II, VII, IX, XII and XIV. Bioorg Med Chem. 2013 Mar 15; 21(6):1564-9.
7 Disconnecting the Estrogen Receptor Binding Properties and Antimicrobial Properties of Parabens through 3,5-Substitution. ACS Med Chem Lett. 2017 Dec 15; 9(1):51-55.

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