I5605
Indoline
ReagentPlus®, 99%
Synonym(s):
1-Azaindan, 2,3-Dihydroindole
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All Photos(2)
About This Item
Empirical Formula (Hill Notation):
C8H9N
CAS Number:
Molecular Weight:
119.16
Beilstein:
111915
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Recommended Products
Quality Level
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.)
SMILES string
C1Cc2ccccc2N1
InChI
1S/C8H9N/c1-2-4-8-7(3-1)5-6-9-8/h1-4,9H,5-6H2
InChI key
LPAGFVYQRIESJQ-UHFFFAOYSA-N
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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 Code
10 - Combustible liquids
WGK
WGK 3
Flash Point(F)
199.4 °F - closed cup
Flash Point(C)
93 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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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)
Manas K Ghorai et al.
The Journal of organic chemistry, 78(8), 3867-3878 (2013-04-04)
A practical approach for the synthesis of 3-substituted indolines via regio- and stereoselective SN2-type ring-opening of 2-(2-halophenyl)-N-tosylaziridines with heteroatomic nucleophiles (O, N, and S) followed by palladium-catalyzed intramolecular C-N cyclization is reported in excellent yields (up to >99%) and enantiomeric
Tanguy Saget et al.
Organic letters, 15(6), 1354-1357 (2013-03-05)
The synthesis of cyclopropyl spiroindolines is described using an intramolecular palladium(0)-catalyzed C-H functionalization of a methine C(sp(3))-H bond. This transformation can be coupled with intermolecular Suzuki couplings or direct arylations of heteroaromatics to access functionalized indoline scaffolds in a single
A diversity-oriented approach to spiroindolines: post-Ugi gold-catalyzed diastereoselective domino cyclization.
Sachin G Modha et al.
Angewandte Chemie (International ed. in English), 51(38), 9572-9575 (2012-08-22)
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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