19727-90-3

Basic information

• Product Name: 1H-Indole, 2,3-dihydro-6-(phenylmethoxy)-
• Synonyms: 6-benzyloxyindoline;6-(benzyloxy)indoline;6-Benzyloxy-2,3-dihydro-1H-indole;6-benzyloxy-indoline
• CAS NO: 19727-90-3
• Molecular Formula: C15H15NO
• Molecular Weight: 225.28600
• Mol File: 19727-90-3.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 387.2±31.0 °C(Predicted)
• Density: 1.130±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 1H-Indole, 2,3-dihydro-6-(phenylmethoxy)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole, 2,3-dihydro-6-(phenylmethoxy)-(19727-90-3)
• EPA Substance Registry System: 1H-Indole, 2,3-dihydro-6-(phenylmethoxy)-(19727-90-3)

Safety Data

• Hazardous Substances Data: 19727-90-3(Hazardous Substances Data)

Usage

Molecular structure

A derivative of indole with a dihydroindole ring and a phenylmethoxy group at the 6-position.

Type of compound

Heterocyclic aromatic compound.

Natural occurrence

Commonly found in many natural products.

Potential applications

Building block for the synthesis of various bioactive molecules and pharmaceuticals.

Research status

Properties and uses are still being researched.

Industries of interest

Pharmaceutical and chemical industries.

Reasons for interest

Unique structure and potential biological activities.

Upstream product

• 15903-94-3 6-benzyloxy-1H-indole 
• 153805-86-8 3-Benzyloxy-6-(2-pyrrolidinylvinyl)nitrobenzene 

Downstream Products

• 1070956-17-0 N-(6-benzyloxy-2,3-dihydro-indole-1-carbothioyl)-benzamide 

Relevant articles and documents

CYANOQUINOLINE DERIVATIVES

Disclosed is a compound of formula I, a stereoisomer thereof, a cis-trans-isomer thereof, a tautomer thereof, or a mixture thereof, or a pharmaceutically acceptable salt thereof, a solvate thereof or a prodrug thereof, wherein R1, R2, R3 and R4 are each as defined in the present application.

Design and synthesis of indole, 2,3-dihydro-indole, and 3,4-dihydro-2H-quinoline-1-carbothioic acid amide derivatives as novel HCV inhibitors

An efficient synthetic methodology to provide indole, 2,3-dihydro-indole, and 3,4-dihydro-2H-quinoline-1-carbothioic acid amide derivatives is described. These conformationally restricted heterobicyclic scaffolds were evaluated as a novel class of HCV inhibitors. Introduction of an acyl group at the NH2 of the thiourea moiety has been found to enhance inhibitory activity. The chain length and the position of the alkyl group on the indoline aromatic ring markedly influenced anti-HCV activity. The indoline scaffold was more potent than the corresponding indole and tetrahydroquinoline scaffolds and analogue 31 displayed excellent activity (EC50 = 510 nM) against HCV without significant cytotoxicity (CC50 >50 μM).

Highly chemoselective reduction using a Rh/C-Fe(OAc)2 system: Practical synthesis of functionalized indoles

Here, we report a highly effective and chemoselective method of preparing substituted indoles from (E)-2-nitropyrrolidinostyrenes via hydrogenation in the presence of a rhodium catalyst doped by additives such as Ni(NO 3)2·6H2O, Fe(OAc)2 or Co(acac)3. These hydrogenation conditions may also be applied to other substrates. Aromatic nitro compounds and olefins can be selectively reduced in the presence of aromatic benzyl ethers, aromatic halides and aromatic aldehydes.