6-Nitroveratrumaldehyd

Bezeichnung:6-Nitroveratrumaldehyd

CAS-Nr20357-25-9

Englisch Name:6-Nitroveratraldehyde

CBNumberCB4275729

SummenformelC9H9NO5

Molgewicht211.17

MOL-Datei20357-25-9.mol

Synonyma

6-Nitroveratrumaldehyd

6-Nitroveratrumaldehyd physikalisch-chemischer Eigenschaften

Schmelzpunkt	131-133 °C (lit.)
Siedepunkt	350.84°C (rough estimate)
Dichte	1.4194 (rough estimate)
Brechungsindex	1.5700 (estimate)
storage temp.	Keep in dark place,Sealed in dry,Room Temperature
Löslichkeit	DMSO: 22 mg/mL
Aggregatzustand	solid
Farbe	yellow
Wasserlöslichkeit	Insoluble in water. Soluble to 25 mM in ethanol with gentle warming and to 100 mM in DMSO.
Sensitive	Air & Light Sensitive
BRN	395599
CAS Datenbank	20357-25-9(CAS DataBase Reference)
NIST chemische Informationen	6-Nitroveratraldehyde(20357-25-9)

Sicherheit

Kennzeichnung gefährlicher	Xi
S-Sätze:	24/25
WGK Germany	3
RTECS-Nr.	GY8410000
HazardClass	IRRITANT
HS Code	29130000

Gefahreninformationscode (GHS)

6-Nitroveratraldehyde Chemische Eigenschaften,Einsatz,Produktion Methoden

S-Sätze Betriebsanweisung:
S24/25:Berührung mit den Augen und der Haut vermeiden.
Chemische Eigenschaften
yellow fluffy powder
Verwenden
6-Nitroveratraldehyde has been used in the preparation of no-carrier-added 6-18F-fluoro-L-dopa, fundamental tracer for cerebral positron emission tomography studies of dopaminergic system in humans and o-nitroaryl-bis(5-methylfur-2-yl)methanes, versatile synthons for the synthesis of nitrogen-containing heterocycles. DMNB is also an enzyme involved in the non-homologous end-joining (NHEJ) pathway of double-stranded DNA break (DSB) repair. It is also used for synthesizing analogs of alpha-asarone.
Definition
ChEBI: 4,5-dimethoxy-2-nitrobenzaldehyde is a C-nitro compound and an aromatic ether.
Allgemeine Beschreibung
A cell-permeable vanillin derivative that acts as a potent and selective inhibitor of DNA-dependent protein kinase (DNA-PK) activity (IC₅₀ = 15 μM) and DNA-PK-mediated double strand break (DSB) DNA repair by non-homologous DNA-end-joining (NHEJ). Reported to effectively sensitize cells to Cisplatin (Cat. No. 232120). Does not affect the activities of PKC or Chk2.
Biologische Aktivität
Inhibitor of DNA-dependent protein kinase (DNA-PK) (IC 50 = 15 μ M), an enzyme involved in the non-homologous end-joining (NHEJ) pathway of double-stranded DNA break (DSB) repair in human cells. Displays 100-fold higher potency than its analog vanillin and does not affect PKC activity. Produces lethal effects on cisplatin-treated D5037 cells upon continuous exposure.
Biochem/physiol Actions
Cell permeable: yes
läuterung methode
The aldehyde is purified by dissolving 9g in 200mL of boiling 95% EtOH, and set aside overnight to crystallise. It is then dried in vacuo at 50o and recrystallised from 110mL of 95% EtOH to give 6-7g of aldehyde with m 132-133o. Crystallisation from aqueous EtOH provides light yellow needles. It is light sensitive and should be stored in the dark [Fetscher Org Synth Coll Vol 4 735 1963]. [Beilstein 8 H 262, 8 I 610, 8 II 290, 6 III 2065, 6 IV 1785.]

6-Nitroveratraldehyde Upstream-Materialien And Downstream Produkte

6-Nitroveratrumaldehyd Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

20357-25-9, 6-Nitroveratraldehyde Verwandte Suche:

Send Inquriy