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
mp
272-276 °C (lit.)
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.
signalword
Warning
hcodes
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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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
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
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".
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
Maria Teresa Cocco et al.
European journal of medicinal chemistry, 38(1), 37-47 (2003-02-21)
Bis(pyridyl)methane derivatives 5-40 were obtained from the reaction of 4-hydroxy-2-pyridones 3 and 4 with aldehydes. Compounds 5-40 were evaluated for cytotoxic activity against a panel of 60 human cancer cell lines by the National Cancer Institute and some of them
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