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Key Documents

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

Quality Level

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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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
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
D J Grainger et al.
The Biochemical journal, 283 ( Pt 2), 403-408 (1992-04-15)
Hexamethylenebisacetamide (HMBA) selectively and reversibly inhibited proliferation of human and rat vascular smooth-muscle cells (VSMCs) compared with endothelial cells, fibroblasts or lymphocytes. Half-maximal inhibition of VSMC proliferation occurred at 2-5 mM-HMBA, and at 30- greater than 50 mM for other
Shiying Liu et al.
Bioorganic & medicinal chemistry, 14(5), 1425-1430 (2005-11-03)
Thymidylate synthase (TS) is a critical enzyme for DNA biosynthesis and many nonclassical lipophilic antifolates targeting this enzyme are quite efficient and encouraging as antitumor drug. In this paper, the binding model of 14 antifolates of 4(3H)-quinazolinone derivatives with dithiocarbamate

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