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Sigma-Aldrich

6-Nitroveratraldehyde

technical grade, 80%

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Linear Formula:
O2NC6H2-3,4-(OCH3)2CHO
CAS Number:
20357-25-9
Molecular Weight:
211.17
EC Number:
243-762-1
MDL number:
MFCD00007134
PubChem Substance ID:
24856896
NACRES:
NA.22

grade

technical grade

Quality Level

100

Assay

80%

form

solid

mp

131-133 °C (lit.)

SMILES string

COc1cc(C=O)c(cc1OC)[N+]([O-])=O

InChI

1S/C9H9NO5/c1-14-8-3-6(5-11)7(10(12)13)4-9(8)15-2/h3-5H,1-2H3

InChI key

YWSPWKXREVSQCA-UHFFFAOYSA-N

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Application

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
  • o-nitroaryl-bis(5-methylfur-2-yl)methanes, versatile synthons for the synthesis of nitrogen-containing heterocycles

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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o-Nitroaryl-bis (5-methylfur-2-yl) methanes as Versatile Synthons for the Synthesis of Nitrogen-Containing Heterocycles.
Butin AV, et al.
Molecules (Basel), 2(4), 62-68 (1997)
An improved synthesis of no-carrier-added (NCA) 6-[18 F] Fluoro-l-DOPA and its remote routine production for PET investigations of dopaminergic systems.
Reddy GN, et al.
Applied Radiation and Isotopes, 44(4), 645-649 (1993)
Libi Anandi et al.
Journal of cell science, 130(21), 3749-3763 (2017-09-20)
DNA alkylating agents form the first line of cancer chemotherapy. They not only kill cells but also behave as potential carcinogens. MNU, a DNA methylating agent, is well known to induce mammary tumours in rodents. However, the mechanism of tumorigenesis
Tomohiro Furukawa et al.
Cell chemical biology, 27(11), 1396-1409 (2020-09-06)
Aflatoxin contamination of crops is a serious problem worldwide. Utilization of aflatoxin production inhibitors is attractive, as the elucidation of their modes of action contributes to clarifying the mechanism of aflatoxin production. Here, we identified mitochondrial protease ClpP as the
Shiv Gandhi et al.
Cell chemical biology, 27(11), 1410-1424 (2020-09-06)
Rhomboid intramembrane proteases regulate pathophysiological processes, but their targeting in a disease context has never been achieved. We decoded the atypical substrate specificity of malaria rhomboid PfROM4, but found, unexpectedly, that it results from "steric exclusion": PfROM4 and canonical rhomboid

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