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656445

Sigma-Aldrich

5-Fluoro-2-hydroxypyrimidine

97%

Synonym(s):

5-Fluoro-2(1H)-pyrimidone

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About This Item

Empirical Formula (Hill Notation):
C4H3FN2O
CAS Number:
2022-78-8
Molecular Weight:
114.08
MDL number:
MFCD00223678
UNSPSC Code:
12352100
PubChem Substance ID:
24884205
NACRES:
NA.22

Assay

97%

form

solid

mp

170-174 °C

SMILES string

Oc1ncc(F)cn1

InChI

1S/C4H3FN2O/c5-3-1-6-4(8)7-2-3/h1-2H,(H,6,7,8)

InChI key

HPABFFGQPLJKBP-UHFFFAOYSA-N

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Application

5-Fluoro-2-hydroxypyrimidine can be used as a reactant in the preparation of:
  • Manganese fluoro(hydroxy)pyrimidinato aqua dinuclear complex [Mn2(Fpymo)4(H2O)4].
  • 2-Chloro-5-fluoropyrimidine by treating with POCl3.

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H302,H315,H318,H335

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Patricia M LoRusso et al.
Investigational new drugs, 20(1), 63-71 (2002-05-11)
5-Fluoro-Pyrimidinone (5FP) is an oral pro-drug of 5-Fluorouracil (5FU), and is converted to 5FU by hepatic aldehyde oxidase. Preclinically, 5FP demonstrated anti-tumor activity against colon 38 and P 388 leukemia models in mice. Using an accelerated titration trial design with
Chemoselectivity and regioselectivity in reactions of pyrimidines
GACEK M and UNDHEIM K
Acta Chemica Scandinavica, Series A: Physical and Inorganic Chemistry, 39, 691-696 (1985)
[Mn2 (Fpymo) 4 (H2O) 4]: Synthesis, structure, magnetism and thermally induced solid-to-solid polymerisation reactions
Ruiz-Agudo E, et al.
Inorgorganica Chimica Acta, 360(1), 84-90 (2007)

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