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269964

Sigma-Aldrich

4-Nitroindole

97%

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About This Item

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

assay

97%

mp

205-207 °C (lit.)

SMILES string

[O-][N+](=O)c1cccc2[nH]ccc12

InChI

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

InChI key

LAVZKLJDKGRZJG-UHFFFAOYSA-N

Application

4-Nitroindole was used in the synthesis of 1,3,4,5-tetrahydropyrrolo-[4,3,2-de]quinoline.
Reactant for preparation of:
  • Tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators
  • Meridianin derivatives as protein kinase (PKC) inhibitors and vitro antiproliferative agents
  • Anti-angiogenic agents
  • Sodium-dependent glucose co-transporter 2 (SGLT2) inhibitors for the management of hyperglycemia in diabetes
  • Biologically active indoles
  • CGRP receptor antagonists
  • Nucleosides
  • CB2 cannabinoid receptor ligands

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Certificates of Analysis (COA)

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Efficient Synthesis of 1, 3, 4, 5-Tetrahydropyrrolo-[4, 3, 2-de] Quinoline.
Synthetic Communications, 25(5), 681-690 (1995)

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