7-Hydroxycoumarin

7-Hydroxycoumarin Basic information
Product Name:7-Hydroxycoumarin
Synonyms:7-HYDROXYCOUMARIN;7-Hydroxy-2H-1-benzopyran-2-one;3-BUTYLIDEN-4,5-DIHYDRO-3H-ISOBENZOFURAN-1-ONE;2H-1-BENZOPYRAN-2-ONE, 7-HYDROXY-;7-hydroxy-2h- 1-benzopyran-2- Bone;LIGUSTILIDE, Z-;HYDRANGIN;7 HC
CAS:93-35-6
MF:C9H6O3
MW:162.14
EINECS:202-240-3
Product Categories:Coumarins;Various Metabolites and Impurities;Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals;HU – HZEnvironmental Standards;MetabolitesFluorescent Probes, Labels, Particles and Stains;Alphabetic;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Fluorescent Labels;H;Other Fluorescent Labels;Pesticides&Metabolites;Inhibitors;Pharmaceutical intermediates;Metabolites & Impurities, Pharmaceuticals, Intermediates & Fine Chemicals;reagent;standard substance;Coumarin;Fluorescent;Elisa Kit-plant ELISA Kit
Mol File:93-35-6.mol
7-Hydroxycoumarin Structure
7-Hydroxycoumarin Chemical Properties
Melting point 230 °C (dec.)(lit.)
Boiling point 248.82°C (rough estimate)
density 1.2599 (rough estimate)
refractive index 1.5380 (estimate)
storage temp. 2-8°C
solubility dioxane: soluble
pka7.11(at 25℃)
form Powder and Agglomerate
color Off-white to beige-brownish
PH RangeNon/ uorescence (6.5) to blue / uorescence (8.0)
Odordevelops odor of coumarin on heating
Water Solubility 1 g/100 mL (100 ºC)
λmax320nm
Merck 14,9847
BRN 127683
Major ApplicationFluorescent brighteners, fungicides, cosmetics, antitrypanosomal, antileishmanial activities, antifungal, antibacterial, antiinflammatory, antiHIV, detection of microorganisms, treatment of impaired neurotransmission disorders, Alzheimer’s disease, vascular and lymphatic edema cancer, early diagnosis of stroke, dental material, drug-coated coronary stent system
InChIKeyORHBXUUXSCNDEV-UHFFFAOYSA-N
LogP1.580 (est)
CAS DataBase Reference93-35-6(CAS DataBase Reference)
NIST Chemistry Reference7-Hydroxycoumarin(93-35-6)
EPA Substance Registry SystemUmbelliferone (93-35-6)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 3
RTECS GN6820000
HS Code 29322980
ToxicityLD50 intravenous in mouse: 450mg/kg
MSDS Information
ProviderLanguage
7-HydroxycoumarinEnglish
SigmaAldrichEnglish
ACROSEnglish
ALFAEnglish
7-Hydroxycoumarin Usage And Synthesis
Chemical PropertiesLight Brownish Powder
Uses7-Hydroxycoumarin is used as an intracellular pH sensitive fluorescent indicator & bloodbrain barrier probe. It is used as a sunscreen agent, and an optical brightener for textiles. It has also been used as a gain medium for dye lasers.
UsesIn sunscreen lotions and creams; as intracellular and pH sensitive fluorescent indicator and blood-brain barrier probe.
Usesantifungal, phytoalexin
UsesA metabolite of Coumarin. The aglucon of skimmin. Present in many plants
DefinitionChEBI: A hydroxycoumarin that is coumarin substituted by a hydroxy group ay position 7.
General DescriptionUmbelliferone is a naturally occurring coumarin, present in a variety of medicinal plants from the Apiaceae (Umbelliferae) family and also in plants from other families such as mouse-ear hawkweed.
Purification MethodsIt crystallises from water (m 232-232.2o) or EtOH (m 232o). It sublimes at 160o/0.001mm. Fluorescence: Em max 452nm/Exc 325nm in 50% EtOH. [Beilstein 18 H 27, 18 I 306, 18 II 16, 18 III/IV 294, 18/1 V 386.]
7-Hydroxycoumarin Preparation Products And Raw materials
Raw materials2,4-Dihydroxyacetophenone
Preparation Products8-ACETYL-6-HYDROXY-7-METHOXY-CHROMEN-2-ONE–>XANTHOTOXOL–>FRAXIDIN–>[(2-OXO-2H-CHROMEN-7-YL)OXY]ACETIC ACID–>8-ACETYL-7-HYDROXYCOUMARIN–>8-ACETYL-7-METHOXYCOUMARIN–>2-(2-OXO-2H-CHROMEN-7-YLOXY)-PROPIONIC ACID–>7,8-Dihydroxycoumarin–>7-ACETOXYCOUMARIN–>7-Ethoxycoumarin–>8,8-dimethyl-9,10-dihydropyrano[2,3-h]chromen-2-one–>CHEMBRDG-BB 6088138–>7-(1-oxo-1-phenylpropan-2-yl)oxychromen-2-one–>7-ALLYLOXYCOUMARIN–>7-Methoxycoumarin

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