2-Methylindoline

2-Methylindoline Basic information
Product Name:2-Methylindoline
Synonyms:1H-Indole, 2,3-dihydro-2-methyl-;1H-Indole,2,3-dihydro-2-methyl-;2,3-dihydro-2-methyl-1h-indol;2,3-Dihydro-2-methyl-1H-indole;2-Methyl-2,3-dihydroindole;2-methyl-indolin;alpha-Methyldihydroindole;Dihydroindole, 2-methyl-
CAS:6872-06-6
MF:C9H11N
MW:133.19
EINECS:229-971-0
Product Categories:Building Blocks;Heterocyclic Building Blocks;pharmacetical;Indoline & Oxindole;Heterocyclic Compounds;Indoles;Indoles and derivatives;Heterocycle-Indole series;intermediates
Mol File:6872-06-6.mol
2-Methylindoline Structure
2-Methylindoline Chemical Properties
Melting point -51 °C
Boiling point 228-229 °C (lit.)
density 1.023 g/mL at 25 °C (lit.)
refractive index n20/D 1.569(lit.)
Fp 200 °F
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility Chloroform, Methanol
pka5.26±0.40(Predicted)
form Liquid
color Clear yellow to brown
Specific Gravity1.02
Water Solubility negligible
CAS DataBase Reference6872-06-6(CAS DataBase Reference)
NIST Chemistry Reference2-Methylindoline(6872-06-6)
EPA Substance Registry System1H-Indole, 2,3-dihydro-2-methyl- (6872-06-6)
Safety Information
Hazard Codes Xi,Xn
Risk Statements 36/37/38-52/53-22
Safety Statements 26-36/37/39-60-57
WGK Germany 3
RTECS NM1926350
Hazard Note Irritant
HS Code 29349990
MSDS Information
ProviderLanguage
2-Methylindoline English
ACROS English
SigmaAldrich English
2-Methylindoline Usage And Synthesis
Chemical PropertiesCLEAR YELLOW TO BROWN LIQUID
Uses2-Methylindoline is an intermediate in the production of various indole derivatives
UsesReactant for preparation of:
  • Inhibitors of NOD1-induced nuclear factor-κB activation
  • Red fluorescent dyes for organic light-emitting diodes
  • Norepinephrine reuptake inhibitors
  • MT2-selective melatonin receptor antagonists
  • Protease-activated receptor-1 antagonists
  • Diuretic agent indapamide
  • Dopamine D2/D4 receptor antagonists
  • Antitumor agents
DefinitionChEBI: 2-Methylindoline is a member of indoles.
Synthesis Reference(s)Journal of the American Chemical Society, 111, p. 4108, 1989 DOI: 10.1021/ja00193a056
Chemical and Pharmaceutical Bulletin, 26, p. 108, 1978 DOI: 10.1248/cpb.26.108
Poly(methylhydrosiloxane) 1,3,3-TRIMETHYLINDOLINO-8'-METHOXYBENZOPYRYLOSPIRAN 1-Methylindole 2-Methylindole 3-Methylindole Isoindoline Tetramethylammonium hydroxide Benzyltrimethylammonium hydroxide cis-Octahydroisoindole 1',3',3'-TRIMETHYLSPIRO-8-NITRO(2H-1-BENZOPYRAN)-2',2'-INDOLINE Indoline 1,3,3-TRIMETHYLINDOLINO-6'-NITROBENZOPYRYLOSPIRAN Indoline-2-carboxylic acid 2-Methylindoline Methylhexahydrophthalic anhydride BRUCINE SULFATE Methyl tetrahydrophthalic anhydride 5-Methylindole

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