Details of the Active Pharmaceutical Ingredient (API)

General Information of API (ID: D01095)
Name
Fluorouracil
Synonyms    Click to Show/Hide the Synonyms of This API
5-Fluorouracil; fluorouracil; 51-21-8; 5-FU; Fluoroplex; Efudex; Adrucil; Carac; 5-fluoropyrimidine-2,4(1H,3H)-dione; Fluracil; Fluoroblastin; Kecimeton; Carzonal; Timazin; Arumel; Efudix; Fluril; 5-Fluoracil; Fluracilum; Queroplex; Ulup; Phthoruracil; 5-fluoro-1H-pyrimidine-2,4-dione; Fluro Uracil; 5-Fluoro-2,4(1H,3H)-pyrimidinedione; Fluorouracilum; Ftoruracil; Efurix; Fluri; 5 Fluorouracil; 5-Fluoropyrimidine-2,4-dione; Effluderm (free base); Fluorouracilo; 2,4(1H,3H)-Pyrimidinedione, 5-fluoro-; 2,4-Dihydroxy-5-fluoropyrimidine; Uracil, 5-fluoro-; 5-Fluoruracil; Ro 2-9757; 5-Fluor-2,4-pyrimidindiol; 5-fluoro uracil; 5-Ftouracyl; Fluorouracil, 5-; 5-fluoropyrimidine-2,4-diol; NSC 19893; NSC-19893; 5-Fluoro-2,4-pyrimidinedione; Fluorouracil (Adrucil); 5-Fluor-2,4-dihydroxypyrimidin; U-8953; 5-fluoro-uracil; Ro-2-9757; UNII-U3P01618RT; FU; 5-Fluorouracil, 99%; MFCD00006018; CHEMBL185; MLS000069498; 191047-65-1; 5FU; Fluroblastin; Phtoruracil; CHEBI:46345; Fluoro-uracile; Fluoro-uracilo; U3P01618RT; NSC19893; 5-fluoro-1,2,3,4-tetrahydropyrimidine-2,4-dione; 5-Faracil; Cinco FU; URF; NCGC00015442-02; Fluorouracile; Effluderm; SMR000038082; DSSTox_CID_634; Fluorouracile [DCIT]; 5-Fluoracil [German]; 5-Fluoracyl; 5-Fluoruracil [German]; DSSTox_RID_75705; DSSTox_GSID_20634; Fluorouracilum [INN-Latin]; Fluorouracilo [INN-Spanish]; 5-Fluoropyrimidin-2,4-diol; 2,4-Dioxo-5-fluoropyrimidine; Fluorouracil Cream; CAS-51-21-8; Fluoroplex (TN); 5-Fluor-2,4-pyrimidindiol [Czech]; Adrucil (TN); 5-fluoro-1,3-dihydropyrimidine-2,4-dione; CCRIS 2582; Carac (TN); 5-Fluor-2,4-dihydroxypyrimidin [Czech]; HSDB 3228; SR-01000075881; 5-Fluor-2,4(1H,3H)-pyrimidindion [Czech]; EINECS 200-085-6; 5-Fluor-2,4(1H,3H)-pyrimidindion; Fluouracil; inhibits thymilidate synthetase; Tolak; 2,4-Dioxo-5-fluoropryimidine; 5-fluorourasil; AI3-25297; Fluoro Uracil; 5-florouracil; 5-fluorouacil; 5-flurouricil; 5-FU (TN); 5-Fluracil; 1upf; 5F-uracil; U 8953; 1-fluoro-1h-pyrimidine-2,4-dione; Adrucil (ICN); Fluorouracil (5-Fluoracil, 5-FU); Adrucil (Fluorouracil); Fluorouracil - Adrucil; Fluorouracil [USAN:USP:INN:BAN:JAN]; Spectrum_000841; ACMC-1ATRK; Opera_ID_134; Spectrum2_000076; Spectrum3_000434; Spectrum4_000557; Spectrum5_000718; WLN: T6MVMVJ EF; Lopac-F-6627; F0151; UPCMLD-DP130; EC 200-085-6; F 6627; SCHEMBL3646; 5-fluorpyrimidin-2,4-diol; Lopac0_000536; BSPBio_002048; KBioGR_001253; KBioSS_001321; MLS002415705; 5-fluoro-2,4-Pyrimidinediol; DivK1c_000054; SPECTRUM1500305; SPBio_000291; 5 FU; 5-fluoro-2,4-dioxo-pyrimidin; 5-fluoro-pyrimidine-2,4-diol; GTPL4789; DTXSID2020634; UPCMLD-DP130:001; Fluorouracil (JP17/USP/INN); HMS500C16; KBio1_000054; KBio2_001321; KBio2_003889; KBio2_006457; KBio3_001268; 5-Fluoro-2,3H)-pyrimidinedione; 2,4-Pyrimidinedione, 5-fluoro-; NINDS_000054; BCPP000428; HMS1920O18; HMS2090I04; HMS2091F19; HMS3259O03; HMS3261L13; HMS3654K22; HMS3715H03; HMS3865L03; Pharmakon1600-01500305; 5-Fluorouracil, analytical standard; BCP02083; 2,3H)-Pyrimidinedione, 5-fluoro-; Tox21_110150; Tox21_202335; Tox21_300112; Tox21_500536; ANW-31214; BBL009635; BDBM50340677; CCG-39879; CF0033; DL-399; NSC757036; Ro-29757; RW2456; s1209; SBB085751; STK297802; STL367375; ZINC38212689; AKOS000119162; AKOS003237897; AKOS008044307; Tox21_110150_1; BCP9000239; CS-0993; DB00544; KS-5129; LP00536; LS40596; MCULE-6338086431; NC00454; NSC-757036; SDCCGSBI-0050519.P005; IDI1_000054; NCGC00015442-01; NCGC00015442-03; NCGC00015442-04; NCGC00015442-05; NCGC00015442-06; NCGC00015442-07; NCGC00015442-08; NCGC00015442-09; NCGC00015442-10; NCGC00015442-11; NCGC00015442-12; NCGC00015442-15; NCGC00015442-16; NCGC00015442-30; NCGC00091349-01; NCGC00091349-02; NCGC00091349-03; NCGC00091349-04; NCGC00091349-05; NCGC00091349-07; NCGC00091349-08; NCGC00254023-01; NCGC00259884-01; NCGC00261221-01; 1004-03-1; 5-Fluoro-2,4-(1H,3H)-pyrimidinedione; AC-11201; AK-46307; HY-90006; NCI60_001652; SRI-10792-04; SRI-10792-05; SRI-10792-06; SRI-10792_07; SRI-10792_08; 5-Fluoro-1H-pyrimidine-2,4-dione(5FU); 5-Fluorouracil, >=99% (HPLC), powder; SBI-0050519.P004; 5-Fluoro-1H-pyrimidine-2,4-dione(5-FU); DB-051923; DB-065735; 5-Fluoro-1H-pyrimidine-2,4-dione (5-FU); AM20100252; EU-0100536; FT-0601511; FT-0668745; FT-0695666; FT-0695667; FT-0707652; ST45025877; SW199617-3; 5-Fluoro-1H-pyrimidine-2,4-dione(5-FUra); Fluorouracil, meets USP testing specifications; 51F218; 7375-EP2269989A1; 7375-EP2269994A1; 7375-EP2270008A1; 7375-EP2270018A1; 7375-EP2272827A1; 7375-EP2272832A1; 7375-EP2275102A1; 7375-EP2275412A1; 7375-EP2275413A1; 7375-EP2277876A1; 7375-EP2280012A2; 7375-EP2281563A1; 7375-EP2281815A1; 7375-EP2287156A1; 7375-EP2289892A1; 7375-EP2292233A2; 7375-EP2292614A1; 7375-EP2292615A1; 7375-EP2292617A1; 7375-EP2295416A2; 7375-EP2295426A1; 7375-EP2295427A1; 7375-EP2298748A2; 7375-EP2298768A1; 7375-EP2298772A1; 7375-EP2298780A1; 7375-EP2301928A1; 7375-EP2301933A1; 7375-EP2305219A1; 7375-EP2305243A1; 7375-EP2305640A2; 7375-EP2305642A2; 7375-EP2305671A1; 7375-EP2305689A1; 7375-EP2308833A2; 7375-EP2308839A1; 7375-EP2308855A1; 7375-EP2308861A1; 7375-EP2311807A1; 7375-EP2311808A1; 7375-EP2311825A1; 7375-EP2311827A1; 7375-EP2311829A1; 7375-EP2311840A1; 7375-EP2314590A1; 7375-EP2316459A1; 7375-EP2316831A1; 7375-EP2316834A1; 7375-EP2316974A1; 7375-EP2374454A1; C07649; D00584; W-5036; 29507-EP2270008A1; 29507-EP2270505A1; 29507-EP2272827A1; 29507-EP2289892A1; 29507-EP2292234A1; 29507-EP2292617A1; 29507-EP2295426A1; 29507-EP2295427A1; 29507-EP2298305A1; 29507-EP2308861A1; 29507-EP2311842A2; 42164-EP2272827A1; 42164-EP2275420A1; 42164-EP2277565A2; 42164-EP2277566A2; 42164-EP2277567A1; 42164-EP2277568A2; 42164-EP2277569A2; 42164-EP2277570A2; 42164-EP2277876A1; 42164-EP2292280A1; 42164-EP2292614A1; 42164-EP2295412A1; 42164-EP2295413A1; 42164-EP2295416A2; 42164-EP2298748A2; 42164-EP2298764A1; 42164-EP2298765A1; 42164-EP2298778A1; 42164-EP2305642A2; 42164-EP2308833A2; 42164-EP2311808A1; 42164-EP2311829A1; 42164-EP2311840A1; 5-Fluorouracil, Vetec(TM) reagent grade, >=99%; Q238512; W-60379; (5-fluorouracil)5-Fluoro-1H-pyrimidine-2,4-dione; 5-Fluoro-1H-pyrimidine-2,4-dione(5-fluoro uracil); SR-01000075881-1; SR-01000075881-3; SR-01000075881-5; W-202929; 5-Fluoro-1H-pyrimidine-2,4-dione (5-Fluorouracil); BRD-K24844714-001-02-1; Z275128052; 5-Fluoro-1H-pyrimidine-2,4-dione(5-fluorouracil)(5-FU); 5-Fluorouracil, certified reference material, TraceCERT(R); Fluorouracil, British Pharmacopoeia (BP) Reference Standard; Fluorouracil, European Pharmacopoeia (EP) Reference Standard; Fluorouracil, United States Pharmacopeia (USP) Reference Standard; pyrimidine antimetabolite: inhibits nucleic acid replication; tetratogen; Fluorouracil, Pharmaceutical Secondary Standard; Certified Reference Material
Clinical Status
Approved
PubChem CID
3385
Formula
C4H3FN2O2
Canonical SMILES
C1=C(C(=O)NC(=O)N1)F
InChI
1S/C4H3FN2O2/c5-2-1-6-4(9)7-3(2)8/h1H,(H2,6,7,8,9)
InChIKey
GHASVSINZRGABV-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=3385"></iframe>
3D MOL 2D MOL
Physicochemical Properties Molecular Weight 130.08 Topological Polar Surface Area 58.2
XlogP -0.9 Complexity 199
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
          Fluorouracil 0.5% cream 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
Methyl Methacrylate/Glycol Dimethacrylate Crosspolymer; Dimethicone; Carbomer Homopolymer Type C; Pentaerythritol Crosslinked; Glycerin; Methyl Gluceth-20; Methylparaben; Ethylhexyl Hydroxystearate; Polyethylene Glycol 400; Polysorbate 80; Propylene Glycol; Propylparaben; Sorbitan Monooleate; Stearic Acid; Trolamine
                   Dosage Form Cream
                   Company Mylan 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) [1]
Stearic acid DIG Info Phosphodiesterase 3A (IC50 = 3.1 uM) [2]
Propylparaben sodium DIG Info Estrogen receptor alpha (EC50 = 38200 nM) [3]
Trolamine DIG Info Choline acetylase (IC50 < 200000 nM) [4]
Propylene glycol DIG Info Albendazole monooxygenase (Inhibition ratio < 20 %) [5]
Polysorbate 80 DIG Info Prostaglandin G/H synthase 1 (IC50 = 1 uM) [2]
Polyethylene glycol 400 DIG Info Albendazole monooxygenase (IC50 = 10.77 mg.mL-1) [5]
          Fluorouracil 2% 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
Edetate Disodium; Hydroxypropyl Cellulose, Unspecified; Methylparaben; Propylene Glycol; Propylparaben; Tromethamine; Water
                   Dosage Form Solution
                   Company Taro Pharmaceuticals U.S.A.
                   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) [1]
Propylparaben sodium DIG Info Estrogen receptor alpha (EC50 = 38200 nM) [3]
Propylene glycol DIG Info Albendazole monooxygenase (Inhibition ratio < 20 %) [5]
Hydroxypropyl cellulose DIG Info Mephenytoin 4-hydroxylase (EC50 = 89.5 uM) [6]
          Fluorouracil 1g/20ml 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
Sodium Hydroxide
                   Dosage Form Solution
                   Company Ingenus Pharmaceuticals
References
1 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.
2 The activities of drug inactive ingredients on biological targets. Science. 2020 Jul 24;369(6502):403-413.
3 Discovery of natural estrogen receptor modulators with structure-based virtual screening. Bioorg Med Chem Lett. 2013 Jun 1; 23(11):3329-33.
4 Chemistry and biological activities of N,N-dimethylaminoethyl acrylate, a choline acetyltransferase inhibitor. J Med Chem. 1976 Feb; 19(2):300-3.
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 Mediation of in vitro cytochrome p450 activity by common pharmaceutical excipients. Mol Pharm. 2013 Jul 1;10(7):2739-48.

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