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| | 6-Nitroveratraldehyde Basic information |
| | 6-Nitroveratraldehyde Chemical 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) | | NIST Chemistry Reference | 6-Nitroveratraldehyde(20357-25-9) |
| Hazard Codes | Xi | | Safety Statements | 24/25 | | WGK Germany | 3 | | RTECS | GY8410000 | | HazardClass | IRRITANT | | HS Code | 29130000 |
| | 6-Nitroveratraldehyde Usage And Synthesis |
| 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.] |
| | 6-Nitroveratraldehyde Preparation Products And Raw materials |
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