Skip to Content
Merck
All Photos(3)

Key Documents

N17602

Sigma-Aldrich

5-Nitroindole

98%

Synonym(s):

NSC 520594

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C8H6N2O2
CAS Number:
Molecular Weight:
162.15
Beilstein:
383777
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

form

powder

mp

140-142 °C (lit.)

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

Looking for similar products? Visit Product Comparison Guide

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

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Wengen Ouyang et al.
Journal of chemical theory and computation, 16(1), 666-676 (2019-12-10)
The importance of many-body dispersion effects in layered materials subjected to high external loads is evaluated. State-of-the-art many-body dispersion density functional theory calculations performed for graphite, hexagonal boron nitride, and their heterostructures were used to fit the parameters of a
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
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
D Loakes et al.
Nucleic acids research, 22(20), 4039-4043 (1994-10-11)
4-, 5- and 6-Nitroindole have been investigated and compared with 3-nitropyrrole as universal bases in oligodeoxynucleotides. Of these the 5-nitroindole derivative was found to be superior giving higher duplex stability, and behaving indiscriminately towards each of the four natural bases
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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service