4-Nitroindan-1-one

HCID 90563CAS 24623-25-4

Substructure search Find similar structures

Basic information

Standard SMILES: O=C1CCc2c1cccc2[N+](=O)[O-]
InChIKey: QIIWEVWPOBNGLP-UHFFFAOYSA-N
Molecular formula: C9H7NO3
Average molar mass: 177.16 g/mol
Monoisotopic mass: 177.04259308

Names & identifiers

Preferred name: 4-Nitroindan-1-one
IUPAC: 4-nitro-2,3-dihydroinden-1-one
English name: 4-Nitroindanone
Molecular formula: C9H7NO3
Molecular weight: 177.16

Names & synonyms

4-Nitroindan-1-oneEINECS 246-367-2DTXSID90179370NSC 225091RefChem:525958DTXCID20101861246-367-224623-25-44-Nitroindanone4-NITRO-1-INDANONE4-nitro-2,3-dihydro-1H-inden-1-one4-nitro-2,3-dihydroinden-1-one

Show more names

2,3-Dihydro-4-nitro-1H-inden-1-one2-(2,5-dimethylphenoxy)-1-cyclohexanone

4-Nitro-indan-1-one2,3-Dihydro-4-nitroinden-1-one1H-Inden-1-one, 2,3-dihydro-4-nitro-MFCD06656901887RZ2KVC6NSC-225091NSC2250914-nitroindane-1-one

Database identifiers

CAS: 24623-25-4
PubChem CID: 90563
DTXSID: DTXSID90179370
ChEMBL: CHEMBL146241
UNII: 887RZ2KVC6
EC Number: 246-367-2
Nikkaji: J20.948A

Properties

Computed structural properties

XLogP: 1.5
Topological polar surface area: 62.9 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 3
Rotatable bonds: 0
Heavy atoms: 13
Formal charge: 0
Complexity: 246

Physicochemical properties

Melting point: 104 · 104-105 °C
Boiling point: 332.9 · 332.9±31.0 °C(Predicted)
Density: 1.396 · 1.396±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
Appearance: Off white to brown Solid
InChI: InChI=1S/C9H7NO3/c11-9-5-4-6-7(9)2-1-3-8(6)10(12)13/h1-3H,4-5H2
InChIKey: QIIWEVWPOBNGLP-UHFFFAOYSA-N
SMILES: C1(=O)C2=C(C([N+]([O-])=O)=CC=C2)CC1
FDA UNII: 887 RZ2KVC6 · 887RZ2KVC6
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H315-H319
Precautionary statements: 261 · P261-P305+P351+P338
HazardClass: IRRITANT
HS Code: 2914790090 · 2914790090

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (100%)

Safety data

hs_code: 2914790090
Signal word: Warning
Symbol(GHS): GHS07
hazard_class: IRRITANT
Hazard statements: H302-H315-H319
Precautionary statements: P261-P305+P351+P338

Chemistry & industry

Applications · 2 items

Description4-Nitroindanone (4-Nitro-1-indanone) is an important chemical reagent used as a raw material in organic synthesis for the preparation of other cyclic compounds. In biology, it can inhibit the cysteine protease thioredoxin reductase and also interacts with cardiac potassium channels and is cytotoxic to human erythrocytes. In a rat model of atrial fibrillation, 4-nitro-1-indanone was found to have antiarrhythmic properties.

Uses4-Nitroindanone is a versatile building block, capable of undergoing microwave-assisted oxidation to form ninhydrins. 4-Nitroindanone also has pharmaceutical relevance, as its thiosemicarbazone derivative has anti-Trypanosoma cruzi properties.