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Key Documents

H57807

Sigma-Aldrich

4-Hydroxyquinazoline

98%

Synonym(s):

4-Quinazolinol

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5 G
RM 231.00

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

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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

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral

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

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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
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
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
Marwa F Ahmed et al.
Archiv der Pharmazie, 348(7), 487-497 (2015-04-30)
Fifteen new derivatives of quinazolin-4-one bearing the 2-furyl moiety at position 2 and a substituted phenyl moiety at position 3 were designed and synthesized to be evaluated as cytotoxic agents. Their chemical structures were confirmed by spectral and elemental analysis;
Y J Lee et al.
Free radical biology & medicine, 29(7), 684-692 (2000-10-18)
Oxidants such as H(2)O(2) can induce a low level of apoptosis at low concentrations but at higher concentrations cause necrosis. Higher concentrations of H(2)O(2) also inhibit the induction of apoptosis by chemotherapy drugs. One theory is that, at higher concentrations

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