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HomeProduct name list3,4-DIHYDROQUINOLIN-2(1H)-ONE

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

Synonym(s):Hydrocarbostyril

  • CAS NO.:553-03-7
  • Empirical Formula: C9H9NO
  • Molecular Weight: 147.17
  • MDL number: MFCD00016722
  • EINECS: 621-863-5
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2025-07-04 15:10:58
3,4-DIHYDROQUINOLIN-2(1H)-ONE Structural

What is 3,4-DIHYDROQUINOLIN-2(1H)-ONE?

Chemical properties

Off-white crystalline powder

The Uses of 3,4-DIHYDROQUINOLIN-2(1H)-ONE

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.

The Uses of 3,4-DIHYDROQUINOLIN-2(1H)-ONE

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

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

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)

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

Signal word Warning
Pictogram(s)
ghs
Skull and Crossbones
Acute Toxicity
GHS06
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H301:Acute toxicity,oral
H302:Acute toxicity,oral
H315:Skin corrosion/irritation
H317:Sensitisation, Skin
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405:Store locked up.

Computed Descriptors for 3,4-DIHYDROQUINOLIN-2(1H)-ONE

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