10333-11-6

Basic information

• Product Name: 3,4,5,6,7,8-HEXAHYDRO-2(1H)-QUINOLINONE
• Synonyms: 3,4,5,6,7,8-HEXAHYDRO-2(1H)-QUINOLINONE;3,4,5,6,7,8-Hexahydro-1H-quinolin-2-one;3,4,5,6,7,8-Hexahydro-2(1H)-quinolinone 97%
• CAS NO: 10333-11-6
• Molecular Formula: C₉H₁₃NO
• Molecular Weight: 151.21
• Product Categories: Building Blocks;Heterocyclic Building Blocks;Quinolines
• Mol File: 10333-11-6.mol
• Article Data: 14

Chemical Properties

• Melting Point: 143-146 °C(lit.)
• Boiling Point: 361ºC at 760 mmHg
• Flash Point: 211ºC
• Appearance: /
• Density: 1.09g/cm3
• Vapor Pressure: 2.13E-05mmHg at 25°C
• Refractive Index: 1.533
• CAS DataBase Reference: 3,4,5,6,7,8-HEXAHYDRO-2(1H)-QUINOLINONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4,5,6,7,8-HEXAHYDRO-2(1H)-QUINOLINONE(10333-11-6)
• EPA Substance Registry System: 3,4,5,6,7,8-HEXAHYDRO-2(1H)-QUINOLINONE(10333-11-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• Hazardous Substances Data: 10333-11-6(Hazardous Substances Data)

Usage

Uses

3,4,5,6,7,8-Hexahydro-2(1H)-quinolinone may be used in chemical synthesis.

InChI:InChI=1/C9H13NO/c11-9-6-5-7-3-1-2-4-8(7)10-9/h1-6H2,(H,10,11)

Upstream product

• 108-94-1 cyclohexanone 
• 79-06-1 2-propenamide 
• 1125-99-1 1-(1-Cyclohexen-1-yl)pyrrolidine 
• 33050-94-1 ethyl β-(2-ethylene ketal-cyclohexyl)propionate 
• 107-13-1 acrylonitrile 
• 612-41-9 2-nitrocinnamic acid 
• 165263-20-7 3-(2,2-ethylenedioxycyclohexyl)propionamide 
• 4095-02-7 3-(2-oxocyclohexyl)propionic acid ethyl ester 
• 4594-78-9 cyclohexanone-2-propionitrile 
• 634-93-5 2,4,6-trichloroaniline 
• 54802-19-6 5,6,7,8-tetrahydro-1H-quinolin-2-one 
• 1132-38-3 N-cyclohexylidenebenzenamine 
• 693779-05-4 3-(2-oxo-cyclohexyl)-propionic acid amide 

Downstream Products

• 10343-99-4 decahydroquinoline 
• 4169-27-1 2-azabicyclo-[4.4.0]-decane-3-one 
• 767-92-0 trans-decahydroquinoline 
• 4169-27-1 cis-3,4,4a,5,6,7,8,8a-Octahydro-2(1H)-quinolinone 
• 59224-99-6 trans-3,4,4a,5,6,7,8,8a-Octahydro-2(1H)-quinolinone 

Relevant articles and documents

Catalytic Kinetic Resolution of Disubstituted Piperidines by Enantioselective Acylation: Synthetic Utility and Mechanistic Insights

The catalytic kinetic resolution of cyclic amines with achiral N-heterocyclic carbenes and chiral hydroxamic acids has emerged as a promising method to obtain enantio-enriched amines with high selectivity factors. In this report, we describe the catalytic kinetic resolution of disubstituted piperdines with practical selectivity factors (s, up to 52) in which we uncovered an unexpected and pronounced conformational effect resulting in disparate reactivity and selectivity between the cis- and trans-substituted piperidine isomers. Detailed experimental and computational studies of the kinetic resolution of various disubstituted piperidines revealed a strong preference for the acylation of conformers in which the α-substituent occupies the axial position. This work provides further experimental and computational support for the concerted 7-member transition state model for acyl transfer reagents and expands the scope and functional group tolerance of the secondary amine kinetic resolution.

PREPARATION OF TRANDOLAPRIL

A process for preparing trandolapril, (2S,3aR,7aS)-1-[(S)-N-[(S)-1-Carboxy-3-phenylpropyl]alanyl]hexahydro-2-indolinecarboxylic acid, 1-ethyl ester, and intermediates that are useful in the process.

METHODS AND COMPOUNDS FOR INHIBITING MRP1

-