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Merck
CN

H4280

Sigma-Aldrich

3-Hydroxyflavone

≥98%

Synonym(s):

Flavonol

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About This Item

Empirical Formula (Hill Notation):
C15H10O3
CAS Number:
Molecular Weight:
238.24
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level

Assay

≥98%

mp

171-172 °C (lit.)

SMILES string

OC1=C(Oc2ccccc2C1=O)c3ccccc3

InChI

1S/C15H10O3/c16-13-11-8-4-5-9-12(11)18-15(14(13)17)10-6-2-1-3-7-10/h1-9,17H

InChI key

HVQAJTFOCKOKIN-UHFFFAOYSA-N

Gene Information

mouse ... Hexa(15211)

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Application

Reactant involved in:
  • Studies of photochemically-induced dioxygenase-type CO-release reactivity
  • Phase-transfer protection and deprotection of hydroxychromones
  • O-methylation with di-Me carbonate

Reactant involved in the synthesis of biologically active molecules including:
  • 2-Chloropyridine derivatives for studies of antitumor agents and telomerase inhibitors
  • Dihydrochromenopyrazines and chromenoquinoxalines

Involved in studies of its electrochemical properties using voltammetric methodologies

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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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Cyril A Kenfack et al.
Physical chemistry chemical physics : PCCP, 14(25), 8910-8918 (2012-05-30)
The electronic transitions occurring in 4-(N,N-dimethylamino)-3-hydroxyflavone (DMAF) and 2-furanyl-3-hydroxychromone (FHC) were investigated using the TDDFT method in aprotic and protic solvents. The solvent effect was incorporated into the calculations via the PCM formalism. The H-bonding between solute and protic solvent
Chao-Chen Lin et al.
The journal of physical chemistry. A, 114(38), 10412-10420 (2010-09-09)
A series of one-, two-, and three-branched chromophores based on 3-hydroxyflavones (1-3) have been synthesized as the first example of multibranched chromophores demonstrating excited-state intramolecular proton transfer (ESIPT). Coupling between the 3-hydroxyflavone branches connected by an electron-donating triphenylamine core is
Transparent nanometric organic luminescent films as UV-active components in photonic structures.
Francisco J Aparicio et al.
Advanced materials (Deerfield Beach, Fla.), 23(6), 761-765 (2011-02-03)
Biomimetic photocycloaddition of 3-hydroxyflavones: synthesis and evaluation of rocaglate derivatives as inhibitors of eukaryotic translation.
Stéphane P Roche et al.
Angewandte Chemie (International ed. in English), 49(37), 6533-6538 (2010-08-06)
Arun Kumar et al.
Critical reviews in food science and nutrition, 58(11), 1791-1807 (2017-03-09)
Today, the dramatic changes in types of food consumed have led to an increased burden of chronic diseases. Therefore, the emphasis of food research is not only to ensure quality food that can supply adequate nutrients to prevent nutrition related

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