62368-29-0

Basic information

• Product Name: 1-ACETYL-6-AMINOINDOLINE
• Synonyms: 1-(6-Aminoindolin-1-yl)ethanone;1-Acetyl-6-amino-2,3-dihydro-1H-indole, 1-Acetyl-2,3-dihydro-1H-indol-6-amine;Ethanone, 1-(6-aMino-2,3-dihydro-1H-indol-1-yl)-;1-(6-Amino-2,3-dihydro-indol-1-yl)ethanone;1-Acetyl-6-amino-2,3-dihydroindole;6-Amino-N-acetylindoline;NSC 87623;1-(6-amino-1-indolinyl)ethanone
• CAS NO: 62368-29-0
• Molecular Formula: C₁₀H₁₂N₂O
• Molecular Weight: 176.22
• Product Categories: Building Blocks;Heterocyclic Compounds;Building Blocks;Heterocyclic Building Blocks;Indoles
• Mol File: 62368-29-0.mol
• Article Data: 7

Chemical Properties

• Melting Point: 182 °C
• Boiling Point: 453.2 °C at 760 mmHg
• Flash Point: 227.9 °C
• Appearance: yellow to tan/powder
• Density: 1.231 g/cm³
• Vapor Pressure: 2.11E-08mmHg at 25°C
• Refractive Index: 1.628
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1-ACETYL-6-AMINOINDOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-ACETYL-6-AMINOINDOLINE(62368-29-0)
• EPA Substance Registry System: 1-ACETYL-6-AMINOINDOLINE(62368-29-0)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 22
• WGK Germany: 3
• Hazardous Substances Data: 62368-29-0(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 62368-29-0 differently. You can refer to the following data:
1. Reactant for preparation of:Transient receptor potential cation channel V1 (TRPV1) antagonistsInhibitor of the human immunodeficiency virus (HIV) envelope glycoprotein gp120 binding to the cluster of differentiation 4 (CD4) receptorAntiproliferative agentsSerotonin 5-HT2C/2B receptor antagonists
2. 1-Acetyl-6-aminoindoline is a reactant in the synthesis of anilines, phenols, and heterocycles with aryl iodides.

InChI:InChI=1/C10H12N2O/c1-7(13)12-5-4-8-2-3-9(11)6-10(8)12/h2-3,6H,4-5,11H2,1H3

Upstream product

• 19727-83-4 6-nitroindoline 
• 4769-96-4 6-nitroindole 
• 496-15-1 1-indoline 
• 108-24-7 acetic anhydride 
• 22949-08-2 1-acetyl-6-nitro-2,3-dihydroindole 

Downstream Products

• 115666-43-8 1-acetyl-2,3-dihydro-6-iodoindole 
• 4770-34-7 1-acetyl-6-hydroxy-2,3-dihydroindole 
• 849355-51-7 methyl N-(1-acetylindolin-6-yl)-2-sulfamoyl benzoate 
• 848951-83-7 1-[6-(1-Benzyl-piperidin-3-ylamino)-2,3-dihydro-indol-1-yl]-ethanone 
• 214614-94-5 6-dimethylaminoindoline 
• 214615-14-2 6-(4-fluorobenzenesulfonylamino)indoline 
• 214615-13-1 thiazolo[5.4-f]indoline 
• 209482-07-5 6-(4-methylpiperazin-1-yl)-2,3-dihydro-1H-indole 
• 115666-46-1 6-iodo-2,3-dihydro-1H-indole 
• 115666-47-2 6-iodo-1 H-indole 
• 872876-95-4 (R,R)-3-{6-[3-(N-tert-butoxycarbonyl-2-methoxycarbonylmethylamino)-5-iodo-6-methoxyphenyl]indol-3-yl}-2-carbobenzyloxyaminopropionic acid tert-butyl ester 
• 872876-83-0 (R,R)-(6'-iodo-N-carbobenzyloxytryptophyl)-3',5'-dichloro-4'-hydroxyphenylglycine tert-butyl ester 
• 872877-18-4 (R)-6-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)-N-carbobenzyloxy-6'-iodotryptophan tert-butyl ester 
• 872877-20-8 (R)-6-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)-N-carbobenzyloxytryptophan 

Relevant articles and documents

Synthesis of Pyranocyclopentaindolines Representing the Western Sections of Janthitrem B, JBIR-137, and Shearinine G

The synthesis of the ABCD tetracyclic partial structures of the fungal indole diterpenes janthitrem B, JBIR-137, and shearinine G is reported. The route starts from 5-formylated indoline that is coupled to a dihydropyran moiety, followed by Prins cyclization. A diene was obtained that was oxygenated in a divergent manner. The hydroxylated tetracyclic western half of janthitrem B was obtained in eight steps and 10 % overall yield. We also share our experience with alternative approaches passing via alkynylated precursors. This includes the gold-catalyzed cycloisomerization of a 6-ethynyl-5-prenylindoline.

Synthesis of linear tripeptides for right-hand segments of complestatin

This paper concerns a synthetic study of the right-hand segment of complestatin, an inhibitor of gp120-CD4 receptor. The effective synthesis of four important precursors for the right-hand segment of complestatin is described. Two of them are the precurso

Synthesis of substituted benzoindolinothiazepines using 5- And 6-nitroindolines

The synthesis of benzoindolothiazepine compounds was investigated using Friedel-Crafts reactions conditions from indolines. The amine function of indolinic identity was protected to avoid an alkylation of this function by methyl iodide. It was observed that the treatment of the desired amines with commercially available methyl chlorosulfanoylbenzonate resulted in the formation of sulfonamide compounds. It was also observed that the cyclization of the carboxylic acid under Friedel-Crafts conditions resulted in the formation of the desired tetracycles.