132588-91-1

Basic information

• Product Name: 2,2-DIMETHYL-2,3-DIHYDRO-1H-QUINOLIN-4-ONE
• Synonyms: 2,2-DIMETHYL-2,3-DIHYDRO-1H-QUINOLIN-4-ONE;2,2-DiMethyl-2,3-dihydroquinolin-4(1H)-one;2,2-dimethyl-1,3-dihydroquinolin-4-one
• CAS NO: 132588-91-1
• Molecular Formula: C11H13NO
• Molecular Weight: 175.23
• Mol File: 132588-91-1.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,2-DIMETHYL-2,3-DIHYDRO-1H-QUINOLIN-4-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-DIMETHYL-2,3-DIHYDRO-1H-QUINOLIN-4-ONE(132588-91-1)
• EPA Substance Registry System: 2,2-DIMETHYL-2,3-DIHYDRO-1H-QUINOLIN-4-ONE(132588-91-1)

Safety Data

• Hazardous Substances Data: 132588-91-1(Hazardous Substances Data)

Usage

General Description

2,2-DIMETHYL-2,3-DIHYDRO-1H-QUINOLIN-4-ONE, also known as neocuproine, is an organic chemical compound with the molecular formula C14H15NO. It is a yellow crystalline powder and is commonly used as a chelating agent in analytical chemistry and biochemistry to bind and remove metal ions from solutions. Neocuproine is particularly effective in complexing with copper ions and is often employed in the determination of copper in various environmental and biological samples. Additionally, it has been studied for its potential applications in medical research, particularly in the fields of cancer treatment and metal-based drugs. The compound has also been investigated for its antioxidant properties and its ability to scavenge free radicals.

Upstream product

• 132588-66-0 N-(3'-chloro-1',1'-dimethylprop-2'-ynyl)aniline 
• 179898-87-4 1-tert-butoxycarbonyl-1,2,3,4-tetrahydro-2,2-dimethyl-4-quinolinone 
• 7471-09-2 3-methyl-3-phenylamino-1-butyne 
• 1296885-46-5 trifluoromethanesulfonic acid 2-acetylaminophenyl ester 
• 614-80-2 2-(acetylamino)phenol 
• 615-36-1 2-bromoaniline 
• 115-19-5 2-methyl-but-3-yn-2-ol 
• 157869-14-2 4-(2-amino-phenyl)-2-methyl-but-3-yn-2-ol 
• 615-43-0 2-iodophenylamine 
• 1111-97-3 3-chloro-3-methylbut-1-yne 

Downstream Products

• 20364-30-1 2,2-dimethyl-1,2,3,4-tetrahydroquinoline 
• 179899-22-0 7-amino-1,2,3,4-tetrahydro-2,2-dimethylquinoline 
• 201541-36-8 1,2,3,4-tetrahydro-2,2-dimethyl-7-nitroquinoline 

Relevant articles and documents

A simple synthesis of the debrominated analogue of veranamine

A facile synthesis of 4,5,5-trimethyl-5,6-dihydrobenzo[c][2,7]naphthyridine, the debrominated analogue of the marine alkaloid veranamine, has been achieved in three steps with a 38% overall yield. from the commercially available 2-bromoaniline. The key be

PYRANOPYRAZOLE AND PYRAZOLOPYRIDINE IMMUNOMODULATORS FOR TREATMENT OF AUTOIMMUNE DISEASES

Pyranoyrazoles and pyrazolopyridines of formula I or formula II are disclosed: (I), (II) These compounds inhibit Coagulation Factor Xlla in the presence of thrombin and other coagulation factors. They are useful to treat autoimmune diseases.

2-Substituted-2,3-dihydro-1 H -quinolin-4-ones via acid-catalyzed tandem rupe rearrangement-donnelly-farrell ring closure of 2-(3′-hydroxypropynyl) anilines

A range of 2-substituted 2,3-dihydro-1H-quinolin-4-ones have been synthesized from anilines by a two-step process involving Sonogashira coupling with a propargyl alcohol then acid-catalyzed cyclization of the resulting 2-(3′-hydroxypropynyl)anilines. The cyclization reaction appears to proceed via regioselective rearrangement of the propargyl alcohol to an α,β-unsaturated ketone (Rupe rearrangement) and then 6-endo-trig ring closure (Donnelly-Farrell cyclization). The isolation of the α,β-unsaturated ketone intermediate in one example supports this pathway. Georg Thieme Verlag Stuttgart.