5-Nitroindole
Synonym(s):NSC 520594
- CAS NO.：6146-52-7
- Empirical Formula: C8H6N2O2
- Molecular Weight: 162.15
- MDL number: MFCD00005673
- EINECS: 228-153-0
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-10-28 16:48:35
What is 5-Nitroindole?
Chemical properties
Yellow-Green Cyrstalline Solid
The Uses of 5-Nitroindole
5-Nitroindole (cas# 6146-52-7) is a compound useful in organic synthesis.
The Uses of 5-Nitroindole
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 (
The Uses of 5-Nitroindole
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.]
Properties of 5-Nitroindole
| 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 |
| CAS DataBase Reference | 6146-52-7(CAS DataBase Reference) |
Safety information for 5-Nitroindole
| Signal word | Danger |
| Pictogram(s) |
 Corrosion Corrosives GHS05  Exclamation Mark Irritant GHS07 |
| GHS Hazard Statements |
H302:Acute toxicity,oral H318:Serious eye damage/eye irritation |
| Precautionary Statement Codes |
P280:Wear protective gloves/protective clothing/eye protection/face protection. |
Computed Descriptors for 5-Nitroindole
| InChIKey | OZFPSOBLQZPIAV-UHFFFAOYSA-N |
| SMILES | N1C2=C(C=C([N+]([O-])=O)C=C2)C=C1 |
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