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

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
3,4-DIHYDROQUINOLIN-2(1H)-ONE Structure
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
pKa14.76±0.20(Predicted)
color Off-white
Water Solubility Slightly soluble in water.
Sensitive Light Sensitive
Merck 13,4800
CAS DataBase Reference553-03-7(CAS DataBase Reference)
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 Information
ProviderLanguage
3,4-Dihydro-2(1H)-quinolinone English
SigmaAldrich English
3,4-DIHYDROQUINOLIN-2(1H)-ONE Usage And Synthesis
Chemical PropertiesOff-white crystalline powder
Uses3,4-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.
Uses3,4-Dihydro-2(1H)-quinolinone may be employed as medium supplement in the culture medium of Pseudomonas ayucida during enrichment culture experiments.
DefinitionChEBI: 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 DescriptionSeries 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
AURORA KA-6039 AURORA KA-5523 AURORA KA-4025 AURORA KA-5561 Isoquinoline Tetrahydro-4H-pyran-4-one 3,8-DICHLORO-3-PHENYL-1,2,3,4-TETRAHYDROQUINOLINE-2,4-DIONE Naringin dihydrochalcone 1-BUTYL-3-CHLORO-3-PHENYL-1,2,3,4-TETRAHYDROQUINOLINE-2,4-DIONE AURORA KA-3185 AURORA KA-3669 AURORA KA-4812 1,3-DIBENZYL-3-CHLORO-1,2,3,4-TETRAHYDROQUINOLINE-2,4-DIONE 1-BUTYL-3-CHLORO-3-METHYL-1,2,3,4-TETRAHYDROQUINOLINE-2,4-DIONE 6-Hydroxy-2(1H)-3,4-dihydroquinolinone 3-BENZYL-1-BUTYL-3-CHLORO-1,2,3,4-TETRAHYDROQUINOLINE-2,4-DIONE Quinhydrone AURORA KA-4020

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