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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:
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

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

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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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
Ayoob Bazgir et al.
Ultrasonics sonochemistry, 17(2), 447-452 (2009-10-20)
A simple, facile, efficient and three-component procedure for the synthesis of spiro[indoline-3,4'-pyrazolo[3,4-b]pyridine]-2,6'(1'H)-diones by the reaction of 4-hydroxycumarin, isatins and 1H-pyrazol-5-amines in water under ultrasonic irradiation is reported. The advantages of this method are the use of an inexpensive and readily
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
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.
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