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Key Documents

N17602

Sigma-Aldrich

5-Nitroindole

98%

Synonym(s):

NSC 520594

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€102.00

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5 G
€47.70
25 G
€102.00

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

€47.70


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Request a Bulk Order

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

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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

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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
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
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
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
H Challa et al.
Organic letters, 1(10), 1639-1641 (2000-06-03)
[formula: see text] The syntheses of PNA oligomers containing potential ambiguous nucleobase analogues, namely 3-nitropyrrole and 5-nitroindole, have been accomplished. Hybridization properties of these PNAs with complementary oligodeoxynucleotides were evaluated by thermal denaturation experiments. Both novel residues exhibited little variation

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