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176974

Sigma-Aldrich

2,4-Dihydroxy-pyridin

97%

Synonym(e):

2,4-Pyridindiol, 3-Deazauracil, 4-Hydroxy-2-pyridon

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About This Item

Empirische Formel (Hill-System):
C5H5NO2
CAS-Nummer:
626-03-9
Molekulargewicht:
111.10
Beilstein:
108533
EG-Nummer:
210-924-8
MDL-Nummer:
MFCD00006273
UNSPSC-Code:
12352100
PubChem Substanz-ID:
24850611

Assay

97%

Form

solid

mp (Schmelzpunkt)

272-276 °C (lit.)

SMILES String

Oc1ccnc(O)c1

InChI

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

InChIKey

ZEZJPIDPVXJEME-UHFFFAOYSA-N

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Allgemeine Beschreibung

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

Anwendung

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

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

Gefahreneinstufungen

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

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Analysenzertifikate (COA)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

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2,4-Chinolindiol 97%

Sigma-Aldrich

Q1336

2,4-Chinolindiol

4-Hydroxypyridin 95%

Sigma-Aldrich

120618

4-Hydroxypyridin

2-Aminopyridin ≥99%

Sigma-Aldrich

A77989

2-Aminopyridin

Palladium auf Kohlenstoff extent of labeling: 10 wt. % loading, matrix activated carbon support

Sigma-Aldrich

205699

Palladium auf Kohlenstoff

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 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".
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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