7,11b-Dihydrobenz[b]indeno[1,2-d]pyran-3,6a,9,10(6H)-tetrol

Bezeichnung:7,11b-Dihydrobenz[b]indeno[1,2-d]pyran-3,6a,9,10(6H)-tetrol

CAS-Nr474-07-7

Englisch Name:BRAZILIN

CBNumberCB9350126

SummenformelC16H14O5

Molgewicht286.28

MOL-Datei474-07-7.mol

Synonyma

7,11b-Dihydrobenz[b]indeno[1,2-d]pyran-3,6a,9,10(6H)-tetrol

7,11b-Dihydrobenz[b]indeno[1,2-d]pyran-3,6a,9,10(6H)-tetrol physikalisch-chemischer Eigenschaften

Schmelzpunkt	156-157℃
Siedepunkt	348.65°C (rough estimate)
Dichte	1.1924 (rough estimate)
Brechungsindex	1.6200 (estimate)
Löslichkeit	DMSO:43.5(Max Conc. mg/mL);151.95(Max Conc. mM) DMF:30.0(Max Conc. mg/mL);104.79(Max Conc. mM) Ethanol:30.0(Max Conc. mg/mL);104.79(Max Conc. mM) PBS (pH 7.2):10.0(Max Conc. mg/mL);34.93(Max Conc. mM)
Aggregatzustand	A crystalline solid
Farbe	Yellow to brown
EPA chemische Informationen	Brazilin (474-07-7)

Sicherheit

S-Sätze:	24/25
HS Code	29329990

Gefahreninformationscode (GHS)

BRAZILIN Chemische Eigenschaften,Einsatz,Produktion Methoden

Beschreibung
Brazilin is an isoflavonoid originally isolated from C. sappan that has diverse biological activities, including neuroprotective, anti-inflammatory, antibacterial, and antioxidant properties. Brazilin inhibits Aβ (1-42) fibrillogenesis (IC₅₀ = 1.5 μM) more potently than (-)-epigallocatechin gallate , cucurmin , and resveratrol (Item Nos. 10004235 | 70675). It also prevents remodeling of mature Aβ (1-42) fibrils. Brazilin inhibits the production of cytokines, including PGE₂ and TNF-α (IC₅₀s = 12.6 and 87.2 μM). It is effective against Gram-positive and Gram-negative bacteria with MICs ranging from 31.3 to 250 μg/ml. In addition, brazilin inhibits osteoclast differentiation mediated by RANKL and is protective against LPS-induced osteoporosis in mice at a dose of 100 mg/kg.
Verwenden
Chiefly as a dye. Has also been recommended as indicator in acid-base titrations; acids = yellow, alkalies = carmine-red.
Verwenden
inhibits platelet aggregation, PLA2, PKC, protein phosphatase, insulin receptor kinase, nitric oxide synthase, antineoplastic
Verwenden
Brazilin is a hair dyeing composition that comprises a natural dye and fatty amine.
Definition
ChEBI: A organic heterotetracyclic compound that is a red pigment obtained from the wood of Caesalpinia echinata (Brazil-wood) or Caesalpinia sappan (sappan-wood).
läuterung methode
Brazilin crystallises from EtOH as yellow crystals which become orange when exposed to light and air, and is yellow in dilute acid but crimson in dilute alkali. When crystallised from H2O, it has m 247-248o. It forms coloured metal salts and is oxidized in air to Brazilein the quinonoid form. The (±)-form has been resolved, and the (+)-enantiomer has [] 20 +121o (c 1, MeOH). [Craig et al. J Org Chem 30 1573 1965,Morsingh & Robinson Tetrahedron 26 281 1970, Beilstein 17 H 194, 17 II 244, 17 III/IV 2711.]

7,11b-Dihydrobenz[b]indeno[1,2-d]pyran-3,6a,9,10(6H)-tetrol Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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