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6-Nitroveratraldehyde

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6-Nitroveratraldehyde Basic information

Product Name:
6-Nitroveratraldehyde
Synonyms:
  • 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
CAS:
20357-25-9
MF:
C9H9NO5
MW:
211.17
EINECS:
243-762-1
Product Categories:
  • Aromatic Aldehydes & Derivatives (substituted)
  • Benzaldehyde
  • Aldehydes
  • C9
  • Carbonyl Compounds
Mol File:
20357-25-9.mol
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6-Nitroveratraldehyde Chemical Properties

Melting point:
133.2-134.5 °C
Boiling point:
350.84°C (rough estimate)
Density 
1.4194 (rough estimate)
refractive index 
1.5700 (estimate)
storage temp. 
2-8°C
solubility 
DMSO: 22 mg/mL
form 
solid
color 
yellow
Water Solubility 
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 DataBase Reference
20357-25-9(CAS DataBase Reference)
NIST Chemistry Reference
6-Nitroveratraldehyde(20357-25-9)
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Safety Information

Hazard Codes 
Xi
Safety Statements 
24/25
WGK Germany 
3
RTECS 
GY8410000
HazardClass 
IRRITANT
HS Code 
29130000

MSDS

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6-Nitroveratraldehyde Usage And Synthesis

Chemical Properties

yellow fluffy powder

Biological Activity

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.

Purification Methods

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 Supplier

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