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Merck
CN

176974

2,4-Dihydroxypyridine

97%

Synonym(s):

2,4-Pyridinediol, 3-Deazauracil, 4-Hydroxy-2-pyridone

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About This Item

Empirical Formula (Hill Notation):
C5H5NO2
CAS Number:
Molecular Weight:
111.10
EC Number:
210-924-8
UNSPSC Code:
12352100
PubChem Substance ID:
Beilstein/REAXYS Number:
108533
MDL number:
Assay:
97%
Form:
solid
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InChI key

ZEZJPIDPVXJEME-UHFFFAOYSA-N

InChI

1S/C5H5NO2/c7-4-1-2-6-5(8)3-4/h1-3H,(H2,6,7,8)

SMILES string

Oc1ccnc(O)c1

assay

97%

form

solid

General description

2,4-Dihydroxypyridine (3-deazauracil) is a potent inhibitor of dihydrouracil dehydrogenase.

Application

2,4-Dihydroxypyridine (3-deazauracil) was used in the synthesis of diazaphenoxathiin skeleton.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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M T Cocco et al.
European journal of medicinal chemistry, 35(5), 545-552 (2000-07-12)
4-hydroxy-2-pyridone derivatives 2 were prepared by reaction of 3-amino-3-dialkylaminopropenoates with bis(2,4, 6-trichlorophenyl)malonate. These compounds were further reacted with a set of aldehydes to give bis(pyridyl)methanes 3 and 4. The newly synthesized compounds 2, 3 and 4 were evaluated in vitro
F N Naguib et al.
Biochemical pharmacology, 38(9), 1471-1480 (1989-05-01)
One hundred and five nucleobase analogues were screened as inhibitors of dihydrouracil dehydrogenase (DHUDase, EC 1.3.1.2) from mouse liver. 5-Benzyloxybenzyluracil, 1-deazauracil (2,6-pyridinediol), 3-deazauracil (2,4-pyridinediol), 5-benzyluracil, 5-nitrobarbituric acid and 5,6-dioxyuracil (alloxan) were identified as potent inhibitors of this activity, with apparent
F P LaCreta et al.
Cancer research, 49(10), 2567-2573 (1989-05-15)
The breakdown of 5-fluoro-2'-deoxyuridine (FdUrd) to 5-fluorouracil (FUra) is catalyzed by the pyrimidine nucleoside phosphorylases, uridine phosphorylase and thymidine phosphorylase. The effects of nucleoside phosphorylase inhibitors on FdUrd and FUra elimination by the isolated perfused rat liver were investigated. The
M Kaneko et al.
Nucleic acids symposium series, (12)(12), 13-16 (1983-01-01)
New method for a synthesis of diazaphenoxathiin skeleton from 3-deazauracil derivatives is reported. It became possible to convert 3-deazauridine to 3-deazacytidine via an excellent intermediate "diazaphenoxathiin sulfoxide derivative".
J Molgó et al.
Journal de pharmacologie, 16 Suppl 2, 109-144 (1985-01-01)
In this review the effects of aminopyridines and chemically related compounds are documented in an attempt to analyse the mechanism underlying their presynaptic actions at the vertebrate neuromuscular junction. Aminopyridines and related compounds are of particular interest because they greatly

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