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
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) |
![]() Skull and Crossbones Acute Toxicity GHS06 ![]() 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
3,4-DIHYDROQUINOLIN-2(1H)-ONE manufacturer
SAKEM LLP
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