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
Beilstein:
111915
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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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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 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)
Jan Michael Schuller et al.
Journal of molecular biology, 422(1), 87-99 (2012-06-12)
Fungal indole prenyltransferases (PTs) typically act on specific substrates, and they are able to prenylate their target compounds with remarkably high regio- and stereoselectivity. Similar to several indole PTs characterized to date, the cyclic dipeptide N-prenyltransferase (CdpNPT) is able to
Fengtao Zhou et al.
Journal of the American Chemical Society, 134(35), 14326-14329 (2012-08-24)
The first highly enantioselective copper-catalyzed intramolecular Ullmann C-N coupling reaction has been developed. The asymmetric desymmetrization of 1,3-bis(2-iodoaryl)propan-2-amines catalyzed by CuI/(R)-BINOL-derived ligands led to the enantioselective formation of indolines in high yields and excellent enantiomeric excesses. This method was also
Shaolin Zhu et al.
Journal of the American Chemical Society, 134(26), 10815-10818 (2012-06-22)
An enantioselective arylation-cyclization cascade has been accomplished using a combination of diaryliodonium salts and asymmetric copper catalysis. These mild catalytic conditions provide a new strategy for the enantioselective construction of pyrroloindolines, an important alkaloid structural motif that is commonly found
Lei Zhao et al.
Organic letters, 14(8), 2066-2069 (2012-04-03)
An efficient construction of fused indolines with a 2-quaternary center through a palladium-catalyzed intramolecular Heck reaction of N-(2(2-halobenzoxyl)-2,3-disubstituted indoles is disclosed. This protocol provided a straightforward access to diverse fused indolines with good functional group tolerance.
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