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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
Pricing and availability is not currently available.

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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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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Certificates of Analysis (COA)

Lot/Batch Number
SDBB1040
STBL0448
STBK6250
STBK9267
STBK3179

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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.
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
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
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
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
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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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