2,6-Diacetyl-1,2,3,9b-tetrahydro-7,9-dihydroxy-8,9b-dimethyldibenzofuran-1,3-dion

Bezeichnung:2,6-Diacetyl-1,2,3,9b-tetrahydro-7,9-dihydroxy-8,9b-dimethyldibenzofuran-1,3-dion

CAS-Nr125-46-2

Englisch Name:USNIC ACID

CBNumberCB6237422

SummenformelC18H16O7

Molgewicht344.32

MOL-Datei125-46-2.mol

Synonyma

2,6-Diacetyl-1,2,3,9b-tetrahydro-7,9-dihydroxy-8,9b-dimethyldibenzofuran-1,3-dion

2,6-Diacetyl-1,2,3,9b-tetrahydro-7,9-dihydroxy-8,9b-dimethyldibenzofuran-1,3-dion physikalisch-chemischer Eigenschaften

Schmelzpunkt	200°C
alpha	D16 +509.4° (c = 0.697 in chloroform)
Siedepunkt	399.43°C (rough estimate)
Dichte	1.2869 (rough estimate)
Brechungsindex	495 ° (C=0.7, CHCl3)
storage temp.	under inert gas (nitrogen or Argon) at 2-8°C
Löslichkeit	DMF:2.5(Max Conc. mg/mL);7.26(Max Conc. mM)
Aggregatzustand	A crystalline solid
pka	4.00±0.40(Predicted)
Merck	9893
LogP	2.880
CAS Datenbank	125-46-2(CAS DataBase Reference)
EPA chemische Informationen	Usnic acid (125-46-2)

Sicherheit

Kennzeichnung gefährlicher	T,N
R-Sätze:	25-50/53
S-Sätze:	22-24/25-61-60-45
RTECS-Nr.	HP5270000
Giftige Stoffe Daten	125-46-2(Hazardous Substances Data)
Toxizität	LD50 i.v. in mice: 25 mg/kg (Gottlieb, Shaw)

Gefahreninformationscode (GHS)

USNIC ACID Chemische Eigenschaften,Einsatz,Produktion Methoden

S-Sätze Betriebsanweisung:
S22:Staub nicht einatmen.
S24/25:Berührung mit den Augen und der Haut vermeiden.
Chemische Eigenschaften
Crystalline, yellow solid. Insoluble in water; slightly soluble in alcohol and ether.
Verwenden
antibacterial
Verwenden
Usnic acid is an enzyme inhibiting antitumor agent.
Verwenden
Usnic acid is a major metabolite from a number of lichen and fungal species and is perhaps one of the longest known microbial metabolites, first isolated in 1844. Usnic acid exhibits a broad range of biological activity, indeed it is easier to list the bioassays in which it does not exhibit activity. More often than not, potency is low and of limited value. Usnic acid is an important metabolite for dereplication in discovery research programs.
Definition
ChEBI: A member of the class of dibenzofurans that is dibenzo[b,d]furan-1(9bH)-one substituted by acetyl groups at positions 2 and 6, hydroxy groups at positions 3 and 7 and methyl groups at positions 8 and 9b.
Kontakt-Allergie
Usnic acid is a component of lichens, also used as a topical antibiotic. Allergic contact dermatitis from lichens occurs mainly occupationally in forestry and horticultural workers, and in lichen pickers.
läuterung methode
This very weak acid is the natural form which is recrystallised from Me2CO, MeOH or *C6H6. At 25o it is soluble in H2O (<0.01%), Me2CO (0.77%), EtOAc (0.88%), MeOCH2CH2OH (0.22%) and furfural (7.32%). [Curd & Robertson J Chem Soc 894 1937, Barton & Brunn J Chem Soc 603 1953, resolution: Dean et al. J Chem Soc 1250 1953, synthesis: Barton et al. J Chem Soc 538 1956, Beilstein 18/5 V 586.]

2,6-Diacetyl-1,2,3,9b-tetrahydro-7,9-dihydroxy-8,9b-dimethyldibenzofuran-1,3-dion Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

125-46-2, USNIC ACID Verwandte Suche:

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