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Details

Stereochemistry ACHIRAL
Molecular Formula C4H3FN2O2
Molecular Weight 130.0772
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FLUOROURACIL

SMILES

FC1=CNC(=O)NC1=O

InChI

InChIKey=GHASVSINZRGABV-UHFFFAOYSA-N
InChI=1S/C4H3FN2O2/c5-2-1-6-4(9)7-3(2)8/h1H,(H2,6,7,8,9)

HIDE SMILES / InChI
Molecular Formula C4H3FN2O2
Molecular Weight 130.0772
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

Unknown
86413
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:09:22 UTC 2023
Edited
by admin
on Fri Dec 15 15:09:22 UTC 2023
Record UNII
U3P01618RT
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
FLUOROURACIL
EP   HSDB   INN   MART.   MI   ORANGE BOOK   USAN   USP   USP-RS   VANDF   WHO-DD   WHO-IP  
USAN   INN  
Official Name English
2,4(1H,3H)-PYRIMIDINEDIONE, 5-FLUORO-
Systematic Name English
ADRUCIL
Brand Name English
FLUOROURACILUM [WHO-IP LATIN]
Common Name English
5-FU
Code English
PHTHORURACIL
Common Name English
5-FLUOROURACIL [IARC]
Common Name English
FLUCYTOSINE IMPURITY A [EP IMPURITY]
Common Name English
EMTRICITABINE IMPURITY F [WHO-IP]
Common Name English
QUEROPLEX
Common Name English
Fluorouracil [WHO-DD]
Common Name English
EFUDEX
Brand Name English
5-FLUOROPYRIMIDIN-2,4(1H,3H)-DIONE [WHO-IP]
Systematic Name English
5-FLUORURACIL
Common Name English
FLUOROURACIL [ORANGE BOOK]
Common Name English
FLUOROURACIL [EP MONOGRAPH]
Common Name English
5 FU
Code English
CARAC
Brand Name English
TOLAK
Systematic Name English
RO-29757
Code English
FLUOROURICIL
Common Name English
FLUOROURACIL [MI]
Common Name English
RO-2-9757
Code English
FLUOROURACIL [USP-RS]
Common Name English
5-Fluorouracil
WHO-IP  
Systematic Name English
Folfox component fluorouracil
Common Name English
FLUOROURACIL [VANDF]
Common Name English
5 FLUOROURACIL
Systematic Name English
FLUOROURACIL [USAN]
Common Name English
FLUCYTOSINE IMPURITY A [WHO-IP]
Common Name English
FLUOROURACIL [WHO-IP]
Common Name English
FLUOROURACIL [JAN]
Common Name English
NSC-19893
Code English
RO 2-9757
Code English
FLUOROURACIL [HSDB]
Common Name English
5-FLUOROURACIL [WHO-IP]
Common Name English
FLUOROURACIL [MART.]
Common Name English
5-FLUORO-URACIL
Systematic Name English
FLUOROURACIL [USP MONOGRAPH]
Common Name English
fluorouracil [INN]
Common Name English
FLUOROPLEX
Brand Name English
Classification Tree Code System Code
LIVERTOX NBK548781
Created by admin on Fri Dec 15 15:09:22 UTC 2023 , Edited by admin on Fri Dec 15 15:09:22 UTC 2023
NCI_THESAURUS C1557
Created by admin on Fri Dec 15 15:09:22 UTC 2023 , Edited by admin on Fri Dec 15 15:09:22 UTC 2023
WHO-ATC L01BC02
Created by admin on Fri Dec 15 15:09:22 UTC 2023 , Edited by admin on Fri Dec 15 15:09:22 UTC 2023
WHO-ESSENTIAL MEDICINES LIST 8.2
Created by admin on Fri Dec 15 15:09:22 UTC 2023 , Edited by admin on Fri Dec 15 15:09:22 UTC 2023
IARC 5-Fluorouracil
FDA ORPHAN DRUG 40589
Created by admin on Fri Dec 15 15:09:22 UTC 2023 , Edited by admin on Fri Dec 15 15:09:22 UTC 2023
WHO-ESSENTIAL MEDICINES LIST 13.4
Created by admin on Fri Dec 15 15:09:22 UTC 2023 , Edited by admin on Fri Dec 15 15:09:22 UTC 2023
WHO-ATC L01BC52
Created by admin on Fri Dec 15 15:09:22 UTC 2023 , Edited by admin on Fri Dec 15 15:09:22 UTC 2023
FDA ORPHAN DRUG 42289
Created by admin on Fri Dec 15 15:09:22 UTC 2023 , Edited by admin on Fri Dec 15 15:09:22 UTC 2023
WHO-VATC QL01BC02
Created by admin on Fri Dec 15 15:09:22 UTC 2023 , Edited by admin on Fri Dec 15 15:09:22 UTC 2023
NDF-RT N0000000233
Created by admin on Fri Dec 15 15:09:22 UTC 2023 , Edited by admin on Fri Dec 15 15:09:22 UTC 2023
NCI_THESAURUS C2021
Created by admin on Fri Dec 15 15:09:22 UTC 2023 , Edited by admin on Fri Dec 15 15:09:22 UTC 2023
WHO-VATC QL01BC52
Created by admin on Fri Dec 15 15:09:22 UTC 2023 , Edited by admin on Fri Dec 15 15:09:22 UTC 2023
EU-Orphan Drug EU/3/00/004
Created by admin on Fri Dec 15 15:09:22 UTC 2023 , Edited by admin on Fri Dec 15 15:09:22 UTC 2023
FDA ORPHAN DRUG 32088
Created by admin on Fri Dec 15 15:09:22 UTC 2023 , Edited by admin on Fri Dec 15 15:09:22 UTC 2023
NDF-RT N0000175595
Created by admin on Fri Dec 15 15:09:22 UTC 2023 , Edited by admin on Fri Dec 15 15:09:22 UTC 2023
FDA ORPHAN DRUG 131799
Created by admin on Fri Dec 15 15:09:22 UTC 2023 , Edited by admin on Fri Dec 15 15:09:22 UTC 2023
Code System Code Type Description
NSC
19893
Created by admin on Fri Dec 15 15:09:22 UTC 2023 , Edited by admin on Fri Dec 15 15:09:22 UTC 2023
PRIMARY
MERCK INDEX
m5483
Created by admin on Fri Dec 15 15:09:22 UTC 2023 , Edited by admin on Fri Dec 15 15:09:22 UTC 2023
PRIMARY Merck Index
FDA UNII
U3P01618RT
Created by admin on Fri Dec 15 15:09:22 UTC 2023 , Edited by admin on Fri Dec 15 15:09:22 UTC 2023
PRIMARY
WIKIPEDIA
FLUOROURACIL
Created by admin on Fri Dec 15 15:09:22 UTC 2023 , Edited by admin on Fri Dec 15 15:09:22 UTC 2023
PRIMARY
ECHA (EC/EINECS)
200-085-6
Created by admin on Fri Dec 15 15:09:22 UTC 2023 , Edited by admin on Fri Dec 15 15:09:22 UTC 2023
PRIMARY
WHO INTERNATIONAL PHARMACOPEIA
FLUOROURACIL
Created by admin on Fri Dec 15 15:09:22 UTC 2023 , Edited by admin on Fri Dec 15 15:09:22 UTC 2023
PRIMARY Description: A white or almost white, crystalline powder. Solubility: Sparingly soluble in water; slightly soluble in ethanol (~750 g/l) TS; practically insoluble in ether R. Category: Cytotoxic drug. Storage: Fluorouracil should be kept in a tightly closed container, protected from light. Additional information: Fluorouracil melts at about 282?C with decomposition. CAUTION: Fluorouracil must be handled with care, avoiding contact with the skin and inhalation of airborne particles. Definition: Fluorouracil contains not less than 98.5% and not more than 101.0% of C4H3FN2O2, calculated with reference to the dried substance.
MESH
D005472
Created by admin on Fri Dec 15 15:09:22 UTC 2023 , Edited by admin on Fri Dec 15 15:09:22 UTC 2023
PRIMARY
DRUG CENTRAL
26
Created by admin on Fri Dec 15 15:09:22 UTC 2023 , Edited by admin on Fri Dec 15 15:09:22 UTC 2023
PRIMARY
ChEMBL
CHEMBL185
Created by admin on Fri Dec 15 15:09:22 UTC 2023 , Edited by admin on Fri Dec 15 15:09:22 UTC 2023
PRIMARY
NCI_THESAURUS
C505
Created by admin on Fri Dec 15 15:09:22 UTC 2023 , Edited by admin on Fri Dec 15 15:09:22 UTC 2023
PRIMARY
EVMPD
SUB07721MIG
Created by admin on Fri Dec 15 15:09:22 UTC 2023 , Edited by admin on Fri Dec 15 15:09:22 UTC 2023
PRIMARY
PUBCHEM
3385
Created by admin on Fri Dec 15 15:09:22 UTC 2023 , Edited by admin on Fri Dec 15 15:09:22 UTC 2023
PRIMARY
EPA CompTox
DTXSID2020634
Created by admin on Fri Dec 15 15:09:22 UTC 2023 , Edited by admin on Fri Dec 15 15:09:22 UTC 2023
PRIMARY
RS_ITEM_NUM
1279000
Created by admin on Fri Dec 15 15:09:22 UTC 2023 , Edited by admin on Fri Dec 15 15:09:22 UTC 2023
PRIMARY
CHEBI
46345
Created by admin on Fri Dec 15 15:09:22 UTC 2023 , Edited by admin on Fri Dec 15 15:09:22 UTC 2023
PRIMARY
DAILYMED
U3P01618RT
Created by admin on Fri Dec 15 15:09:22 UTC 2023 , Edited by admin on Fri Dec 15 15:09:22 UTC 2023
PRIMARY
HSDB
3228
Created by admin on Fri Dec 15 15:09:22 UTC 2023 , Edited by admin on Fri Dec 15 15:09:22 UTC 2023
PRIMARY
IUPHAR
4789
Created by admin on Fri Dec 15 15:09:22 UTC 2023 , Edited by admin on Fri Dec 15 15:09:22 UTC 2023
PRIMARY
RXCUI
4492
Created by admin on Fri Dec 15 15:09:22 UTC 2023 , Edited by admin on Fri Dec 15 15:09:22 UTC 2023
PRIMARY RxNorm
SMS_ID
100000091592
Created by admin on Fri Dec 15 15:09:22 UTC 2023 , Edited by admin on Fri Dec 15 15:09:22 UTC 2023
PRIMARY
LACTMED
Fluorouracil
Created by admin on Fri Dec 15 15:09:22 UTC 2023 , Edited by admin on Fri Dec 15 15:09:22 UTC 2023
PRIMARY
CAS
51-21-8
Created by admin on Fri Dec 15 15:09:22 UTC 2023 , Edited by admin on Fri Dec 15 15:09:22 UTC 2023
PRIMARY
INN
1421
Created by admin on Fri Dec 15 15:09:22 UTC 2023 , Edited by admin on Fri Dec 15 15:09:22 UTC 2023
PRIMARY
DRUG BANK
DB00544
Created by admin on Fri Dec 15 15:09:22 UTC 2023 , Edited by admin on Fri Dec 15 15:09:22 UTC 2023
PRIMARY
Related Record Type Details
OAT-2
TRANSPORTER -> SUBSTRATE
MULTIDRUG RESISTANCE PROTEIN 1
TRANSPORTER -> SUBSTRATE
THYMIDYLATE SYNTHASE
TARGET -> INHIBITOR
ATP-BINDING CASSETTE SUB-FAMILY B MEMBER 5
TRANSPORTER -> SUBSTRATE
Down-regulation of ABCB5αresulted in a gain of drug sensitivity to camptothecin 10-OH, 5-fluorouracil, and mitoxantrone.
Structure of FLUOROURACIL
EXCRETED UNCHANGED
Structure of FLUOROURACIL
BASIS OF STRENGTH->SUBSTANCE
ASSAY (HPLC)
USP
Structure of FLUOROURACIL
BASIS OF STRENGTH->SUBSTANCE
ASSAY (TITRATION)
EP
Structure of FLUOROURACIL SODIUM
SALT/SOLVATE -> PARENT
Related Record Type Details
Structure of .ALPHA.-FLUOROURIDOPROPIONIC ACID
METABOLITE -> PARENT
Structure of 5-FLUOROURIDINE MONOPHOSPHATE
METABOLITE ACTIVE -> PRODRUG
Structure of CAPECITABINE
PRODRUG -> METABOLITE ACTIVE
Structure of TEGAFUR
PRODRUG -> METABOLITE ACTIVE
Structure of 5-FLUORO-5,6-DIHYDROURACIL
METABOLITE INACTIVE -> PARENT
MAJOR
Structure of FLOXURIDINE
PRODRUG -> METABOLITE ACTIVE
Structure of .ALPHA.-FLUORO-.BETA.-ALANINE
METABOLITE INACTIVE -> PARENT
Structure of TRIAMCINOLONE ACETONIDE 21(5-FLUOROURACIL METHYL FORMATE)
PRODRUG -> METABOLITE ACTIVE
Related Record Type Details
Structure of URACIL
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of 5-METHOXYURACIL
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of UREA
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (TLC)
USP
Structure of ISOBARBITURIC ACID
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of 5-CHLOROURACIL
IMPURITY -> PARENT
For the calculation of contents, multiply the peak areas by 1.3
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of BARBITURIC ACID
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of EMTRICITABINE
PARENT -> IMPURITY
Structure of 2-ETHOXY-5-FLUOROURACIL
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (TLC)
EP
Structure of 5-CHLOROURACIL
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of 5-METHOXYURACIL
IMPURITY -> PARENT
For the calculation of contents, multiply the peak areas by 1.5
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of URACIL
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of ISOBARBITURIC ACID
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of 2-ETHOXY-5-FLUOROURACIL
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (TLC)
USP
Structure of FLUCYTOSINE
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of BARBITURIC ACID
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of UREA
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (TLC)
EP
Related Record Type Details
Structure of FLUOROURACIL
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