Indoline

Indoline Basic information
Product Name:Indoline
Synonyms:Indoline in stock Factory;2,3-dihydro-1h-indol;Dihydroindole;2,3-DIHYDROINDOLE;2,3-DIHYDRO-1H-INDOLE HYDROCHLORIDE;2,3-DIHYDRO-1H-INDOLE;LABOTEST-BB LT01605668;TIMTEC-BB SBB004291
CAS:496-15-1
MF:C8H9N
MW:119.16
EINECS:207-816-8
Product Categories:Heterocycle-Indole series;Aromatics;Intermediates;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Indole/indoline/oxindole;Indole and Indoline;Indoles and derivatives;Pyrroles & Indoles;Indoline & Oxindole;Pyrroles & Indoles
Mol File:496-15-1.mol
Indoline Structure
Indoline Chemical Properties
Melting point -21 °C
Boiling point 220-221 °C (lit.)
density 1.063 g/mL at 25 °C (lit.)
refractive index n20/D 1.592(lit.)
Fp 199 °F
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility 5g/l
pka5.20±0.20(Predicted)
form liquid (clear)
color clear dark brown
Water Solubility 5 g/L (20 ºC)
Sensitive Light Sensitive
BRN 111915
CAS DataBase Reference496-15-1(CAS DataBase Reference)
NIST Chemistry Reference1H-Indole, 2,3-dihydro-(496-15-1)
EPA Substance Registry System1H-Indole, 2,3-dihydro- (496-15-1)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 23-24/25-37/39-26
WGK Germany 3
RTECS NL6906300
Hazard Note Irritant
TSCA Yes
HS Code 29339990
MSDS Information
ProviderLanguage
2,3-Dihydro-1H-indole English
ACROS English
SigmaAldrich English
ALFA English
Indoline Usage And Synthesis
Chemical PropertiesClear colorless to slightly brown liquid
UsesAs an indole derivative, Indoline can be used in the preparation of various medicinal compounds such as potential α1-adrenoceptor (α1-AR) antagonists.
UsesIndole is used in perfumery and in preparing tryptophan, one of the 20 amino acids commonly found in animal proteins. It has important application in the industry of plant growth. It is used to prepare indoleacetic acid (auxin) and other plant growth substances which help the development of roots in plant. Indole and its derivatives are widely used in making perfumes, dyes, agrochemicals and medicines.
UsesReactant for preparation of:
  • Inhibitors of NOD1-Induced Nuclear Factor-κB Activation
  • Sphingosine-1-phosphate 4(S1P4) receptor antagonists
  • Cytotoxic cell cycle inhibitors
  • 2-Aminopyridines
  • PET agent for imaging of protein kinase C (PKC)
  • Sodium-dependent glucose co-transporter 2 (SGLT2) inhibitors for the management of hyperglycemia in diabetes
  • α4β2-Nicotinic acetylcholine receptor-selective partial agonists
  • mGlu4 positive allosteric modulators
  • Bacterial biofilm inhibitors
  • Serotonin 5-HT6 receptor antagonists
DefinitionChEBI: Indoline is a member of indoles.
Synthesis Reference(s)Journal of the American Chemical Society, 96, p. 7812, 1974 DOI: 10.1021/ja00832a035
Synthetic Communications, 13, p. 489, 1983 DOI: 10.1080/00397918308081827
Indoline-2-carboxylic acid Indometacin Indole-3-butyric acid STRYCHNINE 5-Bromoisatin 10,11-Dimethoxystrychnine 5-Nitroisatin 5-Methylisatin Indoline Oxindole tribulin cis-Octahydro-isoindole Indigo Indigo Carmine INDOLINE-2-CARBOXYLIC ACID 2,3-DIMETHYLINDOLINE Dihydromyrcenol N-METHYLISATIN

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