MilliporeSigma
All Photos(3)

Documents

N17602

Sigma-Aldrich

5-Nitroindole

98%

Sign Into View Organizational & Contract Pricing

Synonym(s):
NSC 520594
Empirical Formula (Hill Notation):
C8H6N2O2
CAS Number:
Molecular Weight:
162.15
Beilstein/REAXYS Number:
383777
EC Number:
MDL number:
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

Compare Similar Items

View Full Comparison

Show Differences

1 of 4

This Item
F9108M84410M3394
vibrant-m

N17602

5-Nitroindole

vibrant-m

F9108

5-Fluoroindole

vibrant-m

M84410

5-Methyl-2-thiophenecarboxaldehyde

vibrant-m

M3394

6-Methyl-2,4-heptanedione

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

200

form

powder

form

-

form

liquid

form

-

mp

140-142 °C (lit.)

mp

45-48 °C (lit.)

mp

-

mp

-

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

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Documents related to the products that you have purchased in the past have been gathered in the Document Library for your convenience.

Visit the Document Library

Difficulty Finding Your Product Or Lot/Batch Number?

Product numbers are combined with Pack Sizes/Quantity when displayed on the website (example: T1503-25G). Please make sure you enter ONLY the product number in the Product Number field (example: T1503).

Example:

T1503
Product Number
-
25G
Pack Size/Quantity

Additional examples:

705578-5MG-PW

PL860-CGA/SHF-1EA

MMYOMAG-74K-13

1000309185

enter as 1.000309185)

Having trouble? Feel free to contact Technical Service for assistance.

Lot and Batch Numbers can be found on a product's label following the words 'Lot' or 'Batch'.

Aldrich Products

  • For a lot number such as TO09019TO, enter it as 09019TO (without the first two letters 'TO').

  • For a lot number with a filling-code such as 05427ES-021, enter it as 05427ES (without the filling-code '-021').

  • For a lot number with a filling-code such as STBB0728K9, enter it as STBB0728 without the filling-code 'K9'.

Not Finding What You Are Looking For?

In some cases, a COA may not be available online. If your search was unable to find the COA you can request one.

Request COA

Customers Also Viewed

Slide 1 of 4

1 of 4

5-Nitroisatin 97%

Sigma-Aldrich

N17807

5-Nitroisatin

2′-Deoxyinosine ≥98%

Sigma-Aldrich

D5287

2′-Deoxyinosine

2-Phenylindole technical grade, 95%

Sigma-Aldrich

P26600

2-Phenylindole

5-Iodoindole 97%

Sigma-Aldrich

563838

5-Iodoindole

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
David Loakes et al.
Journal of the American Chemical Society, 131(41), 14827-14837 (2009-09-26)
Hydrophobic base analogues (HBAs) have shown great promise for the expansion of the chemical and coding potential of nucleic acids but are generally poor polymerase substrates. While extensive synthetic efforts have yielded examples of HBAs with favorable substrate properties, their
M Dubin et al.
Biochemical pharmacology, 48(7), 1483-1492 (1994-10-07)
5-Nitroindole (NI), a mutagenic nitroarene, was assayed for cytotoxic effects on rat hepatocytes. After incubation with 25-100 microM NI, the adenylate energy charge of the hepatocytes decreased significantly as a result of the decrease in ATP and the increase in
Xuemei Zhang et al.
Biochemistry, 49(14), 3009-3023 (2010-03-02)
Most models accounting for the efficiency and fidelity of DNA polymerization invoke the use of either hydrogen bonding contacts or complementarity of shape and size between the formed base pair. This report evaluates these mechanisms by quantifying the ability of
D Loakes et al.
Journal of molecular biology, 270(3), 426-435 (1997-07-18)
The nature of DNA containing the deoxyribosyl derivative of 5-nitroindole has been investigated. 5-Nitroindole has been shown to give good stability when present in duplexes opposite natural bases, with only slightly reduced melting temperatures. However, enhanced stability occurs when it

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