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H57807

Sigma-Aldrich

4-Hydroxyquinazoline

98%

Synonym(s):

4-Quinazolinol

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About This Item

Empirical Formula (Hill Notation):
C8H6N2O
CAS Number:
Molecular Weight:
146.15
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

98%

mp

216-219 °C (lit.)

SMILES string

O=C1NC=Nc2ccccc12

InChI

1S/C8H6N2O/c11-8-6-3-1-2-4-7(6)9-5-10-8/h1-5H,(H,9,10,11)

InChI key

QMNUDYFKZYBWQX-UHFFFAOYSA-N

Gene Information

mouse ... Parp2(11546)

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

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Sheng-Li Cao et al.
Bioorganic & medicinal chemistry letters, 15(7), 1915-1917 (2005-03-23)
A series of 4(3H)-quinazolinone derivatives with dithiocarbamate side chains were synthesized and tested for their in vitro antitumor activity against human myelogenous leukemia K562 cells. Among them, (3,4-dihydro-2-methyl-4-oxoquinazolin-6-yl)methyl 4-(4-fluorophenyl)piperazine-1-carbodithioate 8q exhibited significant inhibitory activity against K562 cells with IC(50) value
R Halmosi et al.
Molecular pharmacology, 59(6), 1497-1505 (2001-05-17)
Ischemia-reperfusion induces reactive oxygen species (ROS) formation, and ROS lead to cardiac dysfunction, in part, via the activation of the nuclear poly(ADP-ribose) polymerase (PARP, called also PARS and ADP-RT). ROS and peroxynitrite induce single-strand DNA break formation and PARP activation
Hao Wu et al.
Journal of combinatorial chemistry, 12(3), 346-355 (2010-03-04)
Three diversity points of 4(3H)-quinazolinone are introduced at the 3-, 6-, and 7-positions with an efficient parallel solution-phase synthetic method. A one-pot synthesis was developed that gave the key intermediate in high yield. Five hit compounds exhibit preferable activities against
Y J Lee et al.
The Journal of biological chemistry, 274(28), 19792-19798 (1999-07-03)
Apoptosis and necrosis are two forms of cell death that are induced under different conditions and that differ in morphological and biochemical features. In this report, we show that, in the presence of oxidative stress, human B lymphoma cells are
Balazs Veres et al.
The Journal of pharmacology and experimental therapeutics, 310(1), 247-255 (2004-03-05)
Activation of the nuclear enzyme poly(ADP-ribose) polymerase (PARP) is involved in numerous pathophysiological conditions. Because PARP-1 knockout mice are resistant to endotoxin-induced shock and inhibitors of the enzyme were reported to have similar beneficial properties, we investigated the effect of

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