N17602
5-Nitroindole
98%
Synonym(s):
NSC 520594
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About This Item
Empirical Formula (Hill Notation):
C8H6N2O2
CAS Number:
Molecular Weight:
162.15
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
228-153-0
Beilstein/REAXYS Number:
383777
MDL number:
Assay:
98%
Form:
powder
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
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
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Dam. 1
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
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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
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
Global Trade Item Number
| SKU | GTIN |
|---|---|
| N17602-5G | 04061834109792 |
| N17602-25G | 04061833553886 |