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Merck
CN

73415

5-Nitroindole

purum, ≥97.0% (TLC)

Synonym(s):

NSC 520594

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About This Item

Empirical Formula (Hill Notation):
C8H6N2O2
CAS Number:
Molecular Weight:
162.15
EC Number:
228-153-0
UNSPSC Code:
12352100
PubChem Substance ID:
Beilstein/REAXYS Number:
383777
MDL number:
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grade

purum

assay

≥97.0% (TLC)

mp

140-142 °C

SMILES string

[O-][N+](=O)c1ccc2[nH]ccc2c1

InChI

1S/C8H6N2O2/c11-10(12)7-1-2-8-6(5-7)3-4-9-8/h1-5,9H

InChI key

OZFPSOBLQZPIAV-UHFFFAOYSA-N

Application

Reactant for preparation of:
  • Pharmaceutically active 2-oxo-1-pyrrolidine analogues
  • Tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators
  • Protein Kinase Inhibitors and antiproliferative agents
  • Positive Allosteric Modulators of Metabotropic Glutamate Receptor 4 (mGlu4)
  • Antifungal agents
  • Cannabinoid receptor type 1 (CB1) antagonists
  • Potential anticancer agents
  • Potential antivascular agents
  • Selective Anti-leukemic agents
  • Anti human immunodeficiency virus subtype 1 (HIV-1) agents


pictograms

CorrosionExclamation mark

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Regulatory Information

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S Ball et al.
Nucleic acids research, 26(22), 5225-5227 (1998-11-04)
Studies have been carried out on the use of octamer oligonucleotides tailed with different base analogues as primers in cycle sequencing reactions. 5-Nitroindole tails improved the performance as primers of a number of octamers. A tail length of three or
Caroline Crey-Desbiolles et al.
Nucleic acids research, 33(5), 1532-1543 (2005-03-16)
Universal DNA base analogs having photocleavable properties would be of great interest for development of new nucleic acid fragmentation tools. The photocleavable 7-nitroindole 2'-deoxyribonucleoside d(7-Ni) was previously shown to furnish a highly efficient approach to photochemically trigger DNA backbone cleavage
Junbin Zhang et al.
Chembiochem : a European journal of chemical biology, 13(13), 1940-1945 (2012-08-14)
During the formation of RNA-induced silencing complex (RISC), the passenger and guide strand of an siRNA duplex separate from each other to generate an active RISC complex. Accumulating evidence shows that an siRNA passenger strand can also assemble into a