ChemicalBook >> CAS DataBase List >>6-Nitroveratraldehyde

6-Nitroveratraldehyde

CAS No.
20357-25-9
Chemical Name:
6-Nitroveratraldehyde
Synonyms
DMNB;NVAD;NVAD20357-25-9;ASISCHEM R27925;DNA-K Inhibitor;6-nitroveratrol;DNA-PK Inhibitor;TIMTEC-BB SBB000505;6-NITROVERATRALDEHYDE;6-Nitroveratrumaldehyd
CBNumber:
CB4275729
Molecular Formula:
C9H9NO5
Molecular Weight:
211.17
MDL Number:
MFCD00007134
MOL File:
20357-25-9.mol
MSDS File:
SDS
Last updated:2023-12-25 13:23:17

6-Nitroveratraldehyde Properties

Melting point 131-133 °C (lit.)
Boiling point 350.84°C (rough estimate)
Density 1.4194 (rough estimate)
refractive index 1.5700 (estimate)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
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)
FDA UNII 3V2SVJ99E2
NIST Chemistry Reference 6-Nitroveratraldehyde(20357-25-9)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P280-P301+P312-P302+P352-P305+P351+P338
Hazard Codes  Xi
Safety Statements  24/25
WGK Germany  3
RTECS  GY8410000
HazardClass  IRRITANT
HS Code  29130000
NFPA 704
1
0 0

6-Nitroveratraldehyde price More Price(39)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 279609 6-Nitroveratraldehyde technical grade, 80% 20357-25-9 5g $50.2 2024-03-01 Buy
Sigma-Aldrich 260960 DNA-PK Inhibitor 20357-25-9 10mg $130 2024-03-01 Buy
TCI Chemical N0538 6-Nitroveratraldehyde >85.0%(GC) 20357-25-9 5g $112 2024-03-01 Buy
TCI Chemical N0538 6-Nitroveratraldehyde >85.0%(GC) 20357-25-9 25g $447 2024-03-01 Buy
Alfa Aesar A14415 6-Nitroveratraldehyde, 96% 20357-25-9 5g $57.3 2024-03-01 Buy
Product number Packaging Price Buy
279609 5g $50.2 Buy
260960 10mg $130 Buy
N0538 5g $112 Buy
N0538 25g $447 Buy
A14415 5g $57.3 Buy

6-Nitroveratraldehyde Chemical Properties,Uses,Production

Chemical Properties

yellow fluffy powder

Uses

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.

General Description

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.

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.

Biochem/physiol Actions

Cell permeable: yes

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.]

121-33-5
20357-25-9
Synthesis of 6-Nitroveratraldehyde from Vanillin
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View Lastest Price from 6-Nitroveratraldehyde manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
6-Nitroveratraldehyde pictures 2023-12-26 6-Nitroveratraldehyde
20357-25-9
US $100.00-1.00 / KG 1KG 99% g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
6-Nitroveratraldehyde  pictures 2023-07-28 6-Nitroveratraldehyde
20357-25-9
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
6-Nitroveratraldehyde pictures 2023-02-11 6-Nitroveratraldehyde
20357-25-9
US $10.00 / KG 1KG 99% 10 mt Hebei Guanlang Biotechnology Co., Ltd.
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