F8423

Fluorouracil

Name: Fluorouracil
Brand: SIGMA

meets USP testing specifications

Synonym(s):

5-Fluorouracil, 2,4-Dihydroxy-5-fluoropyrimidine, 5-FU, 5-Fluoro-2,4(1H,3H)-pyrimidinedione

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About This Item

Empirical Formula (Hill Notation):

C₄H₃FN₂O₂

CAS Number:

51-21-8

Molecular Weight:

130.08

UNSPSC Code:

12352207

NACRES:

NA.71

PubChem Substance ID:

24894963

EC Number:

200-085-6

Beilstein/REAXYS Number:

127172

MDL number:

MFCD00006018

Quality level:

200

Key Documents

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InChI key

GHASVSINZRGABV-UHFFFAOYSA-N

InChI

1S/C4H3FN2O2/c5-2-1-6-4(9)7-3(2)8/h1H,(H2,6,7,8,9)

SMILES string

FC1=CNC(=O)NC1=O

agency

USP/NF, meets USP testing specifications

Quality Level

200

Gene Information

human ... TYMS(7298)

mp

282-286 °C (dec.) (lit.)

application(s)

pharmaceutical (small molecule)

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Related Categories

Biochemicals

Nucleosides and Nucleotides

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Show Differences

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This Item	F0250000	PHR1227	BP995
Sigma-Aldrich F8423 Fluorouracil	F0250000 Fluorouracil	Supelco PHR1227 Fluorouracil	BP995 Fluorouracil
Quality Level 200	Quality Level -	Quality Level 300	Quality Level -
agency USP/NF	agency -	agency traceable to BP 995, traceable to Ph. Eur. F0250000, traceable to USP 12790000	agency -
mp 282-286 °C (dec.) (lit.)	mp 282-286 °C (dec.) (lit.)	mp 282-286 °C (dec.) (lit.)	mp 282-286 °C (dec.) (lit.)
application(s) pharmaceutical (small molecule)	application(s) pharmaceutical (small molecule)	application(s) cleaning products cosmetics food and beverages personal care pharmaceutical (small molecule)	application(s) pharmaceutical pharmaceutical small molecule
Gene Information human ... TYMS(7298)	Gene Information human ... TYMS(7298)	Gene Information human ... TYMS(7298)	Gene Information human ... TYMS(7298)

pictograms

GHS06,GHS08

signalword

Danger

hcodes

H301,H351

pcodes

P202 - P264 - P280 - P301 + P310 - P405 - P501

Hazard Classifications

Acute Tox. 3 Oral - Carc. 2

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

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In vivo targeting of tumor-associated carbonic anhydrases using acetazolamide derivatives.

Julia K J Ahlskog et al.

Bioorganic & medicinal chemistry letters, 19(16), 4851-4856 (2009-07-21)

We describe the synthesis and characterization of two acetazolamide derivatives containing either a charged fluorophore or an albumin-binding moiety, which restrict binding to carbonic anhydrase IX and XII present on tumor cells. In vivo studies showed the preferentially targeting of

Wip1 deficiency impairs haematopoietic stem cell function via p53 and mTORC1 pathways.

Zhiyang Chen et al.

Nature communications, 6, 6808-6808 (2015-04-17)

Wild-type p53-induced phosphatase 1 (Wip1) negatively regulates several tumour suppressor and DNA damage response pathways. However, the impact of Wip1 on haematopoietic stem cell (HSC) homeostasis and aging remains unknown. Here we show that Wip1 is highly expressed in HSCs

Synthesis of new C5-(1-substituted-1,2,3-triazol-4 or 5-yl)-2'-deoxyuridines and their antiviral evaluation.

Aurélien Montagu et al.

European journal of medicinal chemistry, 46(2), 778-786 (2011-01-15)

The synthesis and antiviral evaluation of a series of C5-(1,4- and 1,5-disubstituted-1,2,3-triazolo)-nucleoside derivatives is described. The key steps of this synthesis are regioselective Huisgen's 1,3-dipolar cycloaddition, using either copper-catalyzed azide-alkyne cycloaddition (CuAAC) or ruthenium-catalyzed azide-alkyne cycloaddition (RuAAC) under microwave activation.

Design, synthesis and cytotoxic properties of novel 1-[4-(2-alkylaminoethoxy)phenylcarbonyl]-3,5-bis(arylidene)-4-piperidones and related compounds.

Umashankar Das et al.

European journal of medicinal chemistry, 42(1), 71-80 (2006-09-26)

The 3,5-bis(arylidene)-4-piperidones 1 contain the 1,5-diaryl-3-oxo-1,4-pentadienyl pharmacophore which is considered to interact at a complementary binding site in susceptible neoplasms. The hypothesis was formulated that the presence of an acyl group attached to the piperidyl nitrogen atom in series 1

3,5-Bis(benzylidene)-1-[3-(2-hydroxyethylthio)propanoyl]piperidin-4-ones: a novel cluster of potent tumor-selective cytotoxins.

Umashankar Das et al.

Journal of medicinal chemistry, 54(9), 3445-3449 (2011-04-01)

Novel 3,5-bis(benzylidene)-1-[3-(2-hydroxyethylthio)propanoyl]piperidin-4-ones (3a-e) display potent cytotoxicity and a preferential lethality toward various neoplasms compared to some normal cells. The corresponding sulfonic acid analogues 5a-e and an isostere 4 demonstrated substantially lower activity. The leads 3d and 3e possess very high

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