I5605
Indoline
ReagentPlus®, 99%
Synonym(s):
1-Azaindan, 2,3-Dihydroindole
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25 G
RM 216.00
100 G
RM 659.00
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25 G
RM 216.00
100 G
RM 659.00
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
form:
liquid
Assay:
99%
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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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)
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
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.
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
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