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3,4-DIHYDROQUINOLIN-2(1H)-ONE

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3,4-DIHYDROQUINOLIN-2(1H)-ONE Basic information

Product Name:
3,4-DIHYDROQUINOLIN-2(1H)-ONE
Synonyms:
  • HYDROCARBOSTYRIL
  • DIHYDROCARBOSTYRIL
  • 3,4-DIHYDRO-2(H)-QUINOLINE
  • 3,4-DIHYDRO-2(1H)-QUINOLINONE
  • 3,4-DIHYDRO-2(1H)-QUINOLONE
  • 3,4-DIHYDRO-1H-QUINOLIN-2-ONE
  • 1,2,3,4-Tetrahydroquinolin-2-one
  • 2-OXO-1,2,3,4-TETRAHYDROQUINOLINE
CAS:
553-03-7
MF:
C9H9NO
MW:
147.17
EINECS:
621-863-5
Product Categories:
  • Quinolines, Isoquinolines & Quinoxalines
  • Heterocycles
  • pharmacetical
  • API intermediates
Mol File:
553-03-7.mol
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3,4-DIHYDROQUINOLIN-2(1H)-ONE Chemical Properties

Melting point:
165-167 °C (lit.)
Boiling point:
267.28°C (rough estimate)
Density 
1.1135 (rough estimate)
refractive index 
1.5200 (estimate)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
DMF: 30 mg/ml,DMSO: 30 mg/ml,DMSO:PBS (pH 7.2) (1:6): 0.14 mg/ml
form 
Crystalline Powder
pka
14.76±0.20(Predicted)
color 
Off-white
Water Solubility 
Slightly soluble in water.
Sensitive 
Light Sensitive
Merck 
13,4800
CAS DataBase Reference
553-03-7(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xn,Xi
Risk Statements 
22-36/37/38-43
Safety Statements 
26-36/37
RIDADR 
2811
WGK Germany 
2
Hazard Note 
Irritant
HazardClass 
6.1(b)
PackingGroup 
III
HS Code 
29337900

MSDS

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3,4-DIHYDROQUINOLIN-2(1H)-ONE Usage And Synthesis

Chemical Properties

Off-white crystalline powder

Uses

3,4-Dihydro-2-(1H)-quinolinone may be employed as medium supplement in the culture medium of Pseudomonas ayucida during enrichment culture experiments. It is used to prepare potent bicyclic peptide deformylase inhibitors with antibacterial effects. It is also used to synthesize substituted iminopiperidines as inhibitors of human nitric oxide synthase isoforms.

Uses

3,4-Dihydro-2(1H)-quinolinone may be employed as medium supplement in the culture medium of Pseudomonas ayucida during enrichment culture experiments.

Definition

ChEBI: 3,4-Dihydro-2(1H)-quinolinone is a member of quinolines.

Synthesis Reference(s)

Journal of the American Chemical Society, 89, p. 7131, 1967 DOI: 10.1021/ja01002a061
Tetrahedron Letters, 36, p. 125, 1995 DOI: 10.1016/0040-4039(94)02191-D

General Description

Series of 3,4-dihydro-2(1H)-quinolinone derivatives having sigma-1 receptor (σ1R) antagonist activity have been synthesized. 3,4-dihydro-2((1)H)-quinolinones have been synthesized using N-(1′-alkoxy)cyclopropyl-2-haloanilines as starting reagent. Cyclopropane ring expansion in the presence of palladium catalyst is the major step involved in the synthesis. Library of 3,4-dihydro-2(1H)-quinolinones have been synthesized through the rearrangement of β-lactam intermediates on the solid-phase

3,4-DIHYDROQUINOLIN-2(1H)-ONE Preparation Products And Raw materials

Preparation Products

3,4-DIHYDROQUINOLIN-2(1H)-ONESupplier

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