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Merck

H23805

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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24895160
EC Number:
214-060-2
Beilstein/REAXYS Number:
129768
MDL number:
MFCD00006856
Assay:
98%

Key Documents

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Product Name

4-Hydroxycoumarin, 98%

InChI key

VXIXUWQIVKSKSA-UHFFFAOYSA-N

InChI

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

SMILES string

OC1=CC(=O)Oc2ccccc12

assay

98%

mp

211-213 °C (lit.)

fluorescence

λem 373 nm in methanol

Quality Level

100

Gene Information

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

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pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SDBB1040
STBL0448
STBK6250
STBK9267
STBK3179

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Davorka Završnik et al.
Molecules (Basel, Switzerland), 16(7), 6023-6040 (2011-07-21)
We report on the synthesis of 4-hydroxycoumarin dimers 1-15 bearing an aryl substituent on the central linker and fused benzopyranocoumarin derivatives 16-20 and on their in vitro broad anti-DNA and RNA virus activity evaluations. The chemical identities and structure of
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)
Benye Liu et al.
Plant molecular biology, 72(1-2), 17-25 (2009-09-17)
Coumarin forms in melilotoside (trans-ortho-coumaric acid glucoside)-containing plant species upon cell damage. In moldy melilotoside-containing plant material, trans-ortho-coumaric acid is converted by fungi to 4-hydroxycoumarin, two molecules of which spontaneously combine with formaldehyde to give dicoumarol. Dicoumarol causes internal bleeding
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.
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.
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