I5605
Indoline
ReagentPlus®, 99%
Synonym(s):
1-Azaindan, 2,3-Dihydroindole
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About This Item
Empirical Formula (Hill Notation):
C8H9N
CAS Number:
Molecular Weight:
119.16
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
207-816-8
Beilstein/REAXYS Number:
111915
MDL number:
Product Name
Indoline, ReagentPlus®, 99%
InChI key
LPAGFVYQRIESJQ-UHFFFAOYSA-N
InChI
1S/C8H9N/c1-2-4-8-7(3-1)5-6-9-8/h1-4,9H,5-6H2
SMILES string
C1Cc2ccccc2N1
product line
ReagentPlus®
assay
99%
form
liquid
refractive index
n20/D 1.592 (lit.)
bp
220-221 °C (lit.)
density
1.063 g/mL at 25 °C (lit.)
Quality Level
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Related Categories
Application
Reactant 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
Legal Information
ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
199.4 °F - closed cup
flash_point_c
93 °C - closed cup
ppe
Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
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Matej Baláž et al.
Molecules (Basel, Switzerland), 24(18) (2019-09-22)
Performing solution-phase oximation reactions with hydroxylamine hydrochloride (NH2OH·HCl) carries significant risk, especially in aqueous solutions. In the present study, four N-substituted indole-3-carboxaldehyde oximes were prepared from the corresponding aldehydes by solvent-free reaction with NH2OH·HCl and a base (NaOH or Na2CO3)
Gang He et al.
Organic letters, 14(12), 2944-2947 (2012-06-08)
An efficient method has been developed for the synthesis of indoline compounds from picolinamide (PA)-protected β-arylethylamine substrates via palladium-catalyzed intramolecular amination of ortho-C(sp(2))-H bonds. These reactions feature high efficiency, low catalyst loadings, mild operating conditions, and the use of inexpensive
Oktay Talaz et al.
Bioorganic & medicinal chemistry, 21(6), 1477-1482 (2012-11-06)
Several 1,4-bis(indolin-1-ylmethyl)benzene-based compounds containing substituents such as five, six and seven cyclic derivatives on indeno part (9a-c) were prepared and tested against two members of the pH regulatory enzyme family, carbonic anhydrase (CA). The inhibitory potencies of the compounds at
Toshiharu Noji et al.
Organic letters, 15(8), 1946-1949 (2013-04-04)
A benzyne-mediated synthesis of substituted indolines and carbazoles was developed. The reaction includes generation of benzyne using Mg(TMP)2·2LiCl as a base, cyclization, and trapping the resulting organomagnesium intermediate with an electrophile to provide a series of substituted indolines and carbazoles
Ke Chen et al.
Organic & biomolecular chemistry, 10(32), 6600-6606 (2012-07-17)
A palladacycle-catalyzed tandem Heck-intramolecular aza-Michael reaction protocol has been developed for the one-pot synthesis of 1-substituted isoindolines from N-unprotected 2-bromobenzylamines and acrylates with high yields.
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