7-Nitroindole (HCID 23396)

Names & identifiers

Preferred name: 7-Nitroindole
IUPAC: 7-nitro-1H-indole
English name: 7-Nitroindole
Molecular formula: C8H6N2O2
Molecular weight: 162.15

Names & synonyms

7-Nitroindole6960-42-5INDOLE, 7-NITRO-NSC 69874BRN 0130874DTXSID202198795-20-07-00044 (Beilstein Handbook Reference)RefChem:106419DTXCID20142370677-504-8LZJGQIVWUKFTRD-UHFFFAOYSA-N7-Nitro-1H-indole

Show more names

7-N7-nitro-indol7-Nitroindole>7-Nitroindole,97%7-Nitroindole,99%1H-Indole,7-nitro-7-Nitroindole ,98%

1H-Indole, 7-nitro-MFCD000056837-Nitroindole, 97%NSC69874NSC-69874AKOS005207160AB00500AC-3141

Database identifiers

CAS: 6960-42-5
PubChem CID: 23396
DTXSID: DTXSID20219879
ChEMBL: CHEMBL164632
EC Number: 677-504-8
Nikkaji: J2.251I

Properties

Computed structural properties

XLogP: 2.6
Topological polar surface area: 61.6 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 2
Rotatable bonds: 0
Heavy atoms: 12
Formal charge: 0
Complexity: 190

Experimental & physicochemical properties

SpringerMaterials PropertiesChemical shift

LogP2.63

Physicochemical properties

Melting point: 94 · 94-98 °C (lit.)
Boiling point: 288.82 °C · 288.82°C (rough estimate)
Density: 1.3264 · 1.3264 (rough estimate)
refractive index: 1.577 · 1.5770 (estimate)
storage temp.: Sealed in dry,Room Temperature
form: powder to crystal
pka: 13.96 · 13.96±0.30(Predicted)
color: Light yellow to Yellow to Orange
Water Solubility: slightly soluble
BRN: 130874 · 130874
InChI: InChI=1S/C8H6N2O2/c11-10(12)7-3-1-2-6-4-5-9-8(6)7/h1-5,9H
InChIKey: LZJGQIVWUKFTRD-UHFFFAOYSA-N
SMILES: N1C2=C(C=CC=C2[N+]([O-])=O)C=C1
CAS DataBase Reference: 6960 · 6960-42-5(CAS DataBase Reference)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 8 · GHS08
Signal word: Warning
Hazard statements: 341 · H341
Precautionary statements: 201 · P201-P202-P280-P308+P313-P405-P501a
PPE: Eyeshields, Gloves
Hazard Codes: Xn,Xi
Risk Statements: 68 · 68
Safety Statements: 36 · 36/37-45
WGK Germany: 3 · 3
RTECS: 1169000 · NM1169000
Hazard Note: Irritant
HazardClass: IRRITANT-HARMFUL
HS Code: 29339900 · 29339900
Storage Class: 11 · 11 - Combustible Solids

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H302 (12.5%): Harmful if swallowed [Warning Acute toxicity, oral]

P203, P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P318, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 8 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (12.5%)

Safety data

PPE: Eyeshields, Gloves
wgk: 3
rtecs: NM1169000
hs_code: 29339900
risk_code: 68
Signal word: Warning
Symbol(GHS): GHS08
hazard_code: Xn,Xi
hazard_note: Irritant
safety_code: 36/37-45
hazard_class: IRRITANT-HARMFUL
Storage Class: 11 - Combustible Solids
Hazard statements: H341
Precautionary statements: P201-P202-P280-P308+P313-P405-P501a

Chemistry & industry

Applications · 3 items

Uses7-Nitroindole is a reagent used in chemical synthesis. It has been used in the synthesis of protein kinase and inosine monophosphate inhibitors, beta3 agonists and CCK-1 receptor modulators. 7-Nitroindole has also been used as a photochemical precursor of the 2'-deoxyribonolactone analog.

Uses7-Nitroindole is a useful reactant for the preparation of various compounds and inhibitors.

UsesReactant for preparation of:Protein kinase inhibitorsPotential fructose 1,6-bisphosphatase inhibitorsFactor Xa inhibitorsAntagonist of the mineralocorticoid receptorAntitumor sulfonamidesInosine monophosphate dehydrogenase (IMPDH) inhibitorsSubtype-selective cyclooxygenase (COX) inhibitorsThrombin protease-activated receptor (PAR-1) ligands