65836-82-0

Basic information

• Product Name: 1-benzyl-5-methoxy-2,3-dihydro-1H-indol-2-one
• Synonyms: 1-benzyl-5-methoxy-2,3-dihydro-1H-indol-2-one;1-benzyl-5-methoxy-1,3-dihydro-2H-indol-2-one
• CAS NO: 65836-82-0
• Molecular Formula: C₁₆H₁₅NO₂
• Molecular Weight: 253.2958
• Mol File: 65836-82-0.mol
• Article Data: 15

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-benzyl-5-methoxy-2,3-dihydro-1H-indol-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-benzyl-5-methoxy-2,3-dihydro-1H-indol-2-one(65836-82-0)
• EPA Substance Registry System: 1-benzyl-5-methoxy-2,3-dihydro-1H-indol-2-one(65836-82-0)

Safety Data

• Hazardous Substances Data: 65836-82-0(Hazardous Substances Data)

Usage

Description

1-benzyl-5-methoxy-2,3-dihydro-1H-indol-2-one is an indolone derivative with a molecular formula of C16H17NO2. It features a benzyl group attached to the nitrogen atom and a methoxy group at the 5-position of the indole ring. 1-benzyl-5-methoxy-2,3-dihydro-1H-indol-2-one has potential pharmaceutical applications and has been studied for its anti-inflammatory, analgesic, and neuroprotective properties.

Uses

Used in Pharmaceutical Applications:
1-benzyl-5-methoxy-2,3-dihydro-1H-indol-2-one is used as a potential therapeutic agent for various conditions due to its anti-inflammatory and analgesic properties. It may be beneficial in the treatment of pain and inflammation-related disorders.
Used in Neurological Applications:
1-benzyl-5-methoxy-2,3-dihydro-1H-indol-2-one is used as a potential treatment for psychiatric disorders and neurological conditions, given its neuroprotective properties. It may help alleviate symptoms and improve the quality of life for individuals suffering from such conditions.
Used in Organic Synthesis:
1-benzyl-5-methoxy-2,3-dihydro-1H-indol-2-one is used as a versatile chemical intermediate in organic synthesis, allowing for the development of new compounds with potential applications in various industries.
Used in Medicinal Chemistry Research:
As a compound with potential therapeutic applications, 1-benzyl-5-methoxy-2,3-dihydro-1H-indol-2-one is used in medicinal chemistry research to explore its properties and develop new drugs with improved efficacy and safety profiles.

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Downstream Products

• 289906-69-0 1-benzyl-5-methoxy-1'-methyl-1H-spiro[indole-3,3'-pyrrolidin]-2-one 
• 1338805-99-4 (1R,2S)-(E)-2-(3-(4-((dimethylamino)methyl)styryl)-1H-indazol-6-yl)-5'-methoxyspiro[cyclopropane-1,3'-indolin]-2'-one hydrochloride 
• 1247002-44-3 (1R,2S)-5'-methoxy-2-(3-(4-(morpholinomethyl)styryl)-1H-indazol-6-yl)spiro[cyclopropane-1,3'-indolin]-2'-one hydrochloride 
• 1338806-73-7 (1R,2S)-(E)-2-(3-(4-((cis-2,6-dimethylmorpholino)methyl)styryl)-1H-indazol-6-yl)-5‘-methoxyspiro[cyclopropane-1,3’-indolin]-2-one 
• 1338806-07-7 (1R,2S)-(E)-5'-methoxy-2-(3-(4-(piperidin-1-ylmethyl)styryl)-1H-indazol-6-yl)spiro[cyclopropane-1,3'-indolin]-2'-one 2,2,2-trifluoroacetate 
• 1616420-30-4 (1R,2S)-(E)-2-(3-(4-(cis-2,6-dimethylmorpholinomethyl)styryl)-1H-indazol-6-yl)-5'-methoxyspiro[cyclopropane-1,3'-indolin]-2'-one fumarate 
• 1373010-81-1 (1R,2S)-5'-methoxy-2-(3-((E)-4-(((2R,6S)-2,4,6-trimethylpiperazin-1-yl)methyl)styryl)-1H-indazol-6-yl)spiro[cyclopropane-1,3'-indolin]-2'-one 2,2,2-trifluoroacetate 
• 1247001-87-1 (1R,2S)-1'-benzyl-2-(1-benzyl-1H-indazol-6-yl)-5'-methoxyspiro[cyclopropane-1,3'-indolin]-2'-one 
• 1354971-43-9 3-acetyl-1-benzyl-5-methoxy-3-methylindolin-2-one 

Relevant articles and documents

Candida antarctica lipase-B-catalyzed kinetic resolution of 1,3-dialkyl-3-hydroxymethyl oxindoles

Candida antarctica (CAL-B) lipase-catalyzed resolution of 1,3-dialkyl-3-hydroxymethyl oxindoles has been performed to obtain (R)-1,3-dialkyl-3-acetoxymethyl oxindoles with up to 99% ee and (S)-1,3-dialkyl-3-hydroxymethyl oxindoles with up to 78% ee using vinyl acetate as acylating agent and acetonitrile as solvent transforming (S)-3-allyl-3-hydroxymethyl oxindole to (3S)-1′-benzyl-5-(iodomethyl)-4,5-dihydro-2H-spiro[furan-3,3′-indolin]-2′-one. The optically active 3-substituted-3-hydroxymethyl oxindoles and spiro-oxindoles are among the key synthons in the synthesis of potentially biologically active molecules.

Palladium-catalysed ring-opening [3 + 2]-annulation of spirovinylcyclopropyl oxindole to diastereoselectively access spirooxindoles

A novel palladium-catalysed ring-opening [3 + 2]-annulation of spirovinylcyclopropyl oxindole with α,β-unsaturated nitroalkenes is reported. A series of spirooxindole derivatives were synthesized in high yields and good to excellent diastereoselectivities. This developed protocol offers a new and efficient pathway for the assembly of spirooxindoles.

Synthesis of 3,3-Disubstituted 2-Oxindoles by Deacylative Alkylation of 3-Acetyl-2-oxindoles

An innovative and efficient monoalkylation and nonsymmetrical 3,3-dialkylation of oxindoles has been achieved. First, the monoalkylation of 3-acetyl-2-oxindoles can be performed in good yields under mild reaction conditions using alkyl halides and benzylt