Exifon

Exifone

HCID 40399CAS 52479-85-3

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Grundinformationen

Standard-SMILES: O=C(c1cc(O)c(O)c(O)c1)c1ccc(O)c(O)c1O
InChIKey: XEDWWPGWIXPVRQ-UHFFFAOYSA-N
Summenformel: C13H10O7
Durchschnittliche Molmasse: 278,21 g/mol
Monoisotopische Masse: 278,04265266

Überblick

(2,3,4-trihydroxyphenyl)-(3,4,5-trihydroxyphenyl)methanone is a member of benzophenones.

Namen und Bezeichner

Bevorzugter Name: Exifone
IUPAC: (2,3,4-trihydroxyphenyl)-(3,4,5-trihydroxyphenyl)methanone
Lokaler Name: Exifon
Englischer Name: Exifone
Summenformel: C13H10O7
Molmasse: 278.21

Namen und Synonyme

EXIFONE52479-85-3ExifonaExifonumDTXSID904495038K9TOD4EGNSC-680919DTXCID7024950hexahydro-2,3,4,3',4',5'-benzophenoneRefChem:921423(3,4,5-Trihydroxy-phenyl)-(2,3,4-trihydroxy-phenyl)-methanone257-945-9

Weitere Namen anzeigen

adloneNsc680919Aids060880Aids-060880Exifone USP/EP/BPExifone, 10 mM in DMSO2,3,3'',4,4''-HEXAHYDROBENZOXYPHENONE3,4,5,2',3',4'-HEXAHYDROXYBENZOPHENONE

2,3,3',4,4',5'-Hexahydroxybenzophenone(2,3,4-Trihydroxyphenyl)(3,4,5-trihydroxyphenyl)methanone4-GalloylpyrogallolExifone [INN](2,3,4-trihydroxyphenyl)-(3,4,5-trihydroxyphenyl)methanoneC13H10O7MFCD00082966Methanone, (2,3,4-trihydroxyphenyl)(3,4,5-trihydroxyphenyl)-

Datenbank-Bezeichner

CAS: 52479-85-3、72841-23-7
PubChem CID: 40399
DTXSID: DTXSID9044950
ChEMBL: CHEMBL329522
ChEBI: CHEBI:125609
UNII: 38K9TOD4EG
EC Number: 257-945-9
Nikkaji: J9.936H

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 1,7
Polarare Oberfläche (TPSA): 138 Å²
H-Brücken-Donoren: 6
H-Brücken-Akzeptoren: 7
Frei drehbare Bindungen: 2
Schwere Atome: 20
Formalladung: 0
Komplexität: 349

Physikochemische Eigenschaften

Schmelzpunkt: 245 °C · 245°C
Siedepunkt: 674.6 · 674.6±55.0 °C(Predicted)
Dichte: 1.759 · 1.759±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
Löslichkeit: DMSO (Slightly), Methanol (Slightly)
Aggregatzustand: Solid
pka: 6.99 · 6.99±0.40(Predicted)
Farbe: Yellow
Merck: 3915 · 3915
Stabilität: Hygroscopic
CAS Datenbank: 52479 · 52479-85-3(CAS DataBase Reference)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

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

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Gefahrenhinweise

Hazard Classes and CategoriesAcute Tox. 4 (100%)

Toxikologische Informationen

Drug Induced Liver Injury · 6 Einträge

Drug Induced Liver Injury Rank (DILIrank 2.0)

Exifone

vMost-DILI-concern

Withdrawn

DOI:10.1016/j.drudis.2016.02.015

Sicherheitsdaten

RTECS-Nr.: PC4995000
risk_code: 36/37/38
Toxizität: LD50 in rats (g/kg): 0.355 i.p.; 1.425 orally (Gazave)
safety_code: 26-36

Chemie und Industrie

Anwendungen · 2 Einträge

BeschreibungExifone is a nootropic indicated for the treatment of cognitive dysfunctions in geriatric patients. Its reported clinical efficacy is ascribed to pharmacological activities including activation of neuronal oxygen and glucose metabolism, free radical scavenging, and indirect effects on serotonergic and dopaminergic pathways.

VerwendenExifone is a nootropic drug and cognitive enhancing agent. Exifone is a free radical scavenger shown to have protective effects againts Exifone has been shown to antagonize amnesias induced by benzodiazepines in mice.

Darstellung · 1 Eintrag

synthetischePreparation by condensation of gallic acid with pyrogallol, in the presence of zinc chloride at 120° (good yield) or at 145° for 3 h (Nencki reaction); in the presence of zinc chloride and phosphorous oxychloride at 80° for 2 h, via Fries rearrangement.