6-Nitroveratrumaldehyd
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- CAS-Nr.
- 20357-25-9
- Bezeichnung:
- 6-Nitroveratrumaldehyd
- Englisch Name:
- 6-Nitroveratraldehyde
- Synonyma:
- DMNB;NVAD;NVAD20357-25-9;ASISCHEM R27925;DNA-K Inhibitor;6-nitroveratrol;DNA-PK Inhibitor;TIMTEC-BB SBB000505;6-NITROVERATRALDEHYDE;6-Nitroveratrumaldehyd
- CBNumber:
- CB4275729
- Summenformel:
- C9H9NO5
- Molgewicht:
- 211.17
- MOL-Datei:
- 20357-25-9.mol
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6-Nitroveratrumaldehyd 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
- L?slichkeit
- DMSO: 22 mg/mL
- Aggregatzustand
- solid
- Farbe
- yellow
- Wasserl?slichkeit
- 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
- Risiko- und Sicherheitserkl?rung
- Gefahreninformationscode (GHS)
Kennzeichnung gef?hrlicher |
Xi |
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S-S?tze: |
24/25 |
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WGK Germany |
3 |
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RTECS-Nr. |
GY8410000 |
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HazardClass |
IRRITANT |
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HS Code |
29130000 |
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Bildanzeige (GHS) |
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Alarmwort |
Warnung |
Gefahrenhinweise |
Code |
Gefahrenhinweise |
Gefahrenklasse |
Abteilung |
Alarmwort |
Symbol |
P-Code |
H302 |
Gesundheitssch?dlich bei Verschlucken. |
Akute Toxizit?t oral |
Kategorie 4 |
Warnung |
src="/GHS07.jpg" width="20" height="20" /> |
P264, P270, P301+P312, P330, P501 |
H315 |
Verursacht Hautreizungen. |
Hautreizung |
Kategorie 2 |
Warnung |
src="/GHS07.jpg" width="20" height="20" /> |
P264, P280, P302+P352, P321,P332+P313, P362 |
H319 |
Verursacht schwere Augenreizung. |
Schwere Augenreizung |
Kategorie 2 |
Warnung |
src="/GHS07.jpg" width="20" height="20" /> |
P264, P280, P305+P351+P338,P337+P313P |
H335 |
Kann die Atemwege reizen. |
Spezifische Zielorgan-Toxizit?t (einmalige Exposition) |
Kategorie 3 (Atemwegsreizung) |
Warnung |
src="/GHS07.jpg" width="20" height="20" /> |
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Sicherheit |
P261 |
Einatmen von Staub vermeiden. |
P280 |
Schutzhandschuhe/Schutzkleidung/Augenschutz tragen. |
P301+P312 |
BEI VERSCHLUCKEN: Bei Unwohlsein GIFTINFORMATIONSZENTRUM/Arzt/... (geeignete Stelle für medizinische Notfallversorgung vom Hersteller/Lieferanten anzugeben) anrufen. |
P302+P352 |
BEI BERüHRUNG MIT DER HAUT: Mit viel Wasser/... (Hersteller kann, falls zweckm??ig, ein Reinigungsmittel angeben oder, wenn Wasser eindeutig ungeeignet ist, ein alternatives Mittel empfehlen) waschen. |
P305+P351+P338 |
BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach M?glichkeit entfernen. Weiter spülen. |
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6-Nitroveratrumaldehyd Chemische Eigenschaften,Einsatz,Produktion Methoden
S-S?tze 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.
Allgemeine Beschreibung
A cell-permeable vanillin derivative that acts as a potent and selective inhibitor of DNA-dependent protein kinase (DNA-PK) activity (IC
50 = 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 Aktivit?t
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.
l?uterung 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-Nitroveratrumaldehyd Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte
6-Nitroveratrumaldehyd Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.
Global( 299)Lieferanten
20357-25-9(6-Nitroveratrumaldehyd)Verwandte Suche:
- TIMTEC-BB SBB000505
- ASISCHEM R27925
- DMNB
- 3,4-DIMETHOXY-6-NITROBENZALDEHYDE
- 2-Nitro-4,5-dimethoxybenzaldehyde
- 2-NITRO-4,5-BIS(METHYLOXY)BENZALDEHYDE
- Benzaldehyde, 4,5-dimethoxy-2-nitro-
- 6-NITROVERATRALDEHYDE
- 4,5-DIMETHOXY-2-NITROBENZALDEHYDE
- 4,5-DIMETHOXY-6-NITROBENZALDEHYDE
- 6-NITROVERATRALDEHYDE, TECH., 80%
- 6-NITROVERATRALDEHYDE 80%
- 6-Nitro-3,4-dimethoxybenzaldehyde
- 6-Nitroveratraldehyde, 4,5-Dimethoxy-2-formylnitrobenzene
- 6-Nitroveratraldehyde, tech., 85% 25GR
- 3,4-Dimethoxy-6-nitrobenzaldehyde, 6-Nitroveratraldehyde, DMNB
- DNA-K Inhibitor
- 6-Nitroveratraldehyde, 85%,tech
- DNA-PK Inhibitor
- DNA-PK Inhibitor - CAS 20357-25-9 - Calbiochem
- 5-dimethoxy-2-nitrobenzaldehyde
- NVAD
- NVAD20357-25-9
- 6-Nitroveratraldehyde>
- 6-Nitroveratraldehyde ISO 9001:2015 REACH
- 6-Nitroveratrumaldehyd
- 6-nitroveratrol
- 20357-25-9
- O2NC6H234OCH32CHO
- ALDEHYDE
- C9
- Cell Biology
- Carbonyl Compounds
- Cell Signaling and Neuroscience
- Building Blocks
- BioChemical
- Kinase/Phosphatase Biology
- Organic Building Blocks
- Serine/Threonine Kinase Inhibitors
- DNA-dependent protein kinase (DNA-PK)
- Aldehydes
- Aromatic Aldehydes & Derivatives (substituted)
- Benzaldehyde
- Aldehydes
- C9
- Carbonyl Compounds