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H23805

Sigma-Aldrich

4-Hydroxycoumarin

98%

Synonym(s):

4-Hydroxy-1-benzopyran-2-one

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About This Item

Empirical Formula (Hill Notation):
C9H6O3
CAS Number:
1076-38-6
Molecular Weight:
162.14
Beilstein/REAXYS Number:
129768
EC Number:
214-060-2
MDL number:
MFCD00006856
UNSPSC Code:
12352100
PubChem Substance ID:
24895160
NACRES:
NA.22

assay

98%

mp

211-213 °C (lit.)

fluorescence

λem 373 nm in methanol

SMILES string

OC1=CC(=O)Oc2ccccc12

InChI

1S/C9H6O3/c10-7-5-9(11)12-8-4-2-1-3-6(7)8/h1-5,10H

InChI key

VXIXUWQIVKSKSA-UHFFFAOYSA-N

Gene Information

mouse ... Maoa(17161)
rat ... Aldh1a2(116676)

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Related Categories

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

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

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Mikael I Naumov et al.
The Journal of organic chemistry, 72(9), 3293-3301 (2007-03-29)
2-(methoxymethoxymethyl)aryllead triacetates, obtained in situ from the corresponding arylboronic acids, reacted with 4-hydroxycoumarins, leading to 3-(2-methoxymethoxymethyl)aryl-4-hydroxycoumarin derivatives in good to high yields. These compounds underwent a cascade sequence of reactions, deprotection-halogenation-annulation, to afford polyoxygenated tetracyclic 6H,11H-[2]benzopyrano-[4,3-c] [1]benzopyran-11-ones in good yields.
Katrin J Czogalla et al.
Blood, 122(15), 2743-2750 (2013-08-29)
Since the discovery of warfarin-sensitive vitamin K 2,3-epoxide reductase complex subunit 1 (VKORC1), 26 human VKORC1 (hVKORC1) missense mutations have been associated with oral anticoagulant resistance (OACR). Assessment of warfarin resistance using the "classical" dithiothreitol-driven vitamin K 2,3-epoxide reductase (VKOR)
Dharmesh H Mahajan et al.
Archiv der Pharmazie, 342(5), 281-290 (2009-05-06)
Novel 2-(coumarin-4-yloxy)-4,6-(substituted)-s-triazine derivatives i. e., diaryltriazine (DATA) are reported as novel non-nucleoside reverse transcriptase inhibitors (NNRTIs), were synthesized and their activities against human immunodeficiency virus HIV-1 (III-B), HIV-2 (ROD), and the double RT mutant HIV-1 (K103N and Y181C) were assessed.
Ian A Nicholls et al.
Journal of molecular recognition : JMR, 23(6), 604-608 (2010-10-30)
The complex nature of the structure of the anticoagulant warfarin is reflected in the diversity of binding modes observed in warfarin-protein recognition systems. A series of theoretical, (1)H-NMR and steady state and time resolved fluorescence spectroscopic studies, have been used
Karen A Nolan et al.
Journal of medicinal chemistry, 52(22), 7142-7156 (2009-11-03)
The synthesis is reported here of two novel series of inhibitors of human NAD(P)H quinone oxidoreductase-1 (NQO1), an enzyme overexpressed in several types of tumor cell. The first series comprises substituted symmetric dicoumarol analogues; the second series contains hybrid compounds
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