3',4'-Dihydroxyacetophenone (HCID 14530)

Überblick

3,4-dihydroxyacetophenone is a member of acetophenones. It has a role as a metabolite.

Namen und Bezeichner

Bevorzugter Name: 3',4'-Dihydroxyacetophenone
IUPAC: 1-(3,4-dihydroxyphenyl)ethanone
Englischer Name: 3,4-Dihydroxyacetophenone
Summenformel: C8H8O3
Molmasse: 152.15

Namen und Synonyme

3',4'-Dihydroxyacetophenone1197-09-71-(3,4-Dihydroxyphenyl)ethanone3,4-DIHYDROXYACETOPHENONEQingxintongAcetopyrocatechol4-AcetylpyrocatecholEthanone, 1-(3,4-dihydroxyphenyl)-4-Acetopyrocatechol1-(3,4-dihydroxyphenyl)ethan-1-one07OQ35LVBKDTXSID30152546

Weitere Namen anzeigen

PungenolFEMA 3662Acetylpyrocatechol

CHEBI:19868RefChem:90232DTXCID4075037670-471-04-AcetocatecholAcetophenone-3',4'-dihydroxyMFCD00016439UNII-07OQ35LVBK

Datenbank-Bezeichner

CAS: 1197-09-7
PubChem CID: 14530
DTXSID: DTXSID30152546
ChEMBL: CHEMBL243161
ChEBI: CHEBI:69446
UNII: 07OQ35LVBK
EC Number: 670-471-0
Nikkaji: J7.452G

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 1,5
Polarare Oberfläche (TPSA): 57,5 Å²
H-Brücken-Donoren: 2
H-Brücken-Akzeptoren: 3
Frei drehbare Bindungen: 1
Schwere Atome: 11
Formalladung: 0
Komplexität: 155

Experimentelle und physikochemische Eigenschaften

Chemical ClassesIndustrial compound

Melting Point116 °C

Physical DescriptionSolid

Physikochemische Eigenschaften

Schmelzpunkt: 117 °C · 117 °C
Siedepunkt: 127 · 127-133 °C(Press: 11 Torr)
Dichte: 1.291 · 1.291±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
Löslichkeit: DMSO (Soluble), Methanol (Slightly)
pka: 8 · 8.00±0.18(Predicted)
Aggregatzustand: Solid
Farbe: Off-White to Beige
InChI: InChI=1S/C8H8O3/c1-5(9)6-2-3-7(10)8(11)4-6/h2-4,10-11H,1H3
InChIKey: UCQUAMAQHHEXGD-UHFFFAOYSA-N
SMILES: C(=O)(C1=CC=C(O)C(O)=C1)C
LogP: 1.056 · 1.056 (est)
CAS Datenbank: 1197 · 1197-09-7(CAS DataBase Reference)
NIST chemische Informationen: 3 · 3,4-Dihydroxyacetophenone(1197-09-7)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H302 (25%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 4 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Hazard Classes and CategoriesAcute Tox. 4 (25%)

Sicherheitsdaten

hs_code: 2914390090
RTECS-Nr.: KM5775200
risk_code: 36/37/38
hazard_code: Xi
safety_code: 26-36-36/37
hazard_class: IRRITANT

Chemie und Industrie

Pharmakologische Informationen

MeSH Pharmacological Classification · 2 Einträge

Agents used for the treatment or prevention of cardiac arrhythmias. They may affect the polarization-repolarization phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibers. Anti-arrhythmia agents are often classed into four main groups according to their mechanism of action: sodium channel blockade, beta-adrenergic blockade, repolarization prolongation, or calcium channel blockade.

Drugs or agents which antagonize or impair any mechanism leading to blood platelet aggregation, whether during the phases of activation and shape change or following the dense-granule release reaction and stimulation of the prostaglandin-thromboxane system.

Cellular LocationsCytoplasm

Anwendungen

Verwenden3'',4''-Dihydroxyacetophenone is an active constituent of Chinese medicine and also has antimelanogenic actiivity.

Darstellung

synthetischePreparation by Fries rearrangement of pyrocatechol diacetate with aluminium chloride in nitrobenzene between 75° and 95° (80%)(43%)or in chlorobenzene at 80° (83%).