5-Nitroindole Chemical Properties

Melting point:

140-142 °C (lit.)

Boiling point:

288.82°C (rough estimate)

Density 

1.3264 (rough estimate)

refractive index 

1.5770 (estimate)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

Dichloromethane, Ethyl Acetate, Methanol

form 

Crystalline Powder or Needles

pka

15.25±0.30(Predicted)

color 

Yellow

BRN 

383777

InChI

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

InChIKey

OZFPSOBLQZPIAV-UHFFFAOYSA-N

SMILES

N1C2=C(C=C([N+]([O-])=O)C=C2)C=C1

CAS DataBase Reference

6146-52-7(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

22-41

Safety Statements 

26-39-45-36/37

WGK Germany 

3

RTECS 

NM1168200

F 

8

Hazard Note 

Irritant

HazardClass 

IRRITANT, IRRITANT-HARMFUL

HS Code 

29339900

MSDS

• Language:English Provider:5-Nitroindole
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

5-Nitroindole Usage And Synthesis

Chemical Properties

Yellow-Green Cyrstalline Solid

Uses

Reactant for preparation of:• ;Pharmaceutically active 2-oxo-1-pyrrolidine analogues1• ;Tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators2• ;Protein Kinase Inhibitors and antiproliferative agents3• ;Positive Allosteric Modulators of Metabotropic Glutamate Receptor 4 (mGlu4)4• ;Antifungal agents5• ;Cannabinoid receptor type 1 (CB1) antagonists6• ;Potential anticancer agents7• ;Potential antivascular agents8• ;Selective Anti-leukemic agents9• ;Anti human immunodeficiency virus subtype 1 (

Uses

5-Nitroindole (cas# 6146-52-7) is a compound useful in organic synthesis.

Uses

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

Purification Methods

Decolourise (charcoal) 5-nitroindole and recrystallise it twice from aqueous EtOH or recrystallise it from octane. It has UV: 265 and 324nm (EtOH). [Beilstein 20 III/IV 3194, 20/7 V 41.]

5-Nitroindole(6146-52-7)Related Product Information

• 2-Methylindole
• Indole-3-acetic acid
• Indometacin
• Indole
• Indole-3-butyric acid
• 2-METHYL-5-NITROINDOLE
• 5-NITROINDOLE-2-CARBOXYLIC ACID
• 2,3-DIMETHYL-5-NITROINDOLE
• 2-METHYL-5-NITROINDOLE-3-CARBOXALDEHYDE,3-FORMYL-2-METHYL-5-NITROINDOLE
• NITROGEN DIOXIDE
• 5-NITROINDOLE-2-CARBOXYLIC ACID ETHYL ESTER
• 1,3,6,8-TETRANITROCARBAZOLE
• 9-Ethyl-3-nitrocarbazole
• 5-NITRO-3-PHENYL-1H-INDOLE-2-CARBOXYLIC ACID
• 6-Nitrooxidole
• 3-(DIMETHYLAMINOMETHYL)-6-NITROINDOLE
• 2,3-DIMETHYL-7-NITROINDOLE
• 1-ACETYL-5-NITROINDOLINE