2,4-dihydroxyquinoline
2,4-quinolinediol
Identification
| Name | 2,4-dihydroxyquinoline |
| IUPAC | 4-hydroxy-1H-quinolin-2-one |
| CAS Number | 86-95-3 |
| EINECS | 201-711-0 |
| FDA UNII | N58HX8G9CN |
| Molecular Formula | C9 H7 N O2 |
| Molecular Weight | 161.16019000 |
| MDL Number | MFCD00006744 |
| Nikkaji Number | J3.897K |
| Beilstein | 0124854 |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 408.70 °C. @ 760.00 mm Hg (est) |
| Flash Point | 394.00 °F. TCC ( 201.00 °C. ) (est) |
| logP (o/w) | 1.020 (est) |
| Soluble in | water, 26 mg/L @ 20 °C (exp) |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | pharmaceuticals / chemical synthisis |
| Recommendation for 2,4-dihydroxyquinoline usage levels up to | not for fragrance use. |
| Recommendation for 2,4-dihydroxyquinoline flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
carbostyril, 4-hydroxy-
4-
hydroxy-1H-quinolin-2-one
4-
hydroxy-2-quinolinone
4-
hydroxy-2-quinolone
4-
hydroxycarbostyril
4-
hydroxyquinolin-2(1H)-one
2,4-
quinoline diol
quinoline-2,4-diol
2,4-
quinolinediol
2(1H)-
quinolinone, 4-hydroxy-
PubMed:
A Pseudomonas putida bioreporter for the detection of enzymes active on 2-alkyl-4(1H)-quinolone signalling molecules.
PubMed:
Synthesis and biotransformation of 2-alkyl-4(1H)-quinolones by recombinant Pseudomonas putida KT2440.
PubMed:
Structure of PqsD, a Pseudomonas quinolone signal biosynthetic enzyme, in complex with anthranilate.
PubMed:
PqsD is responsible for the synthesis of 2,4-dihydroxyquinoline, an extracellular metabolite produced by Pseudomonas aeruginosa.
PubMed:
A liquid chromatography-quadrupole time-of-flight (LC-QTOF)-based metabolomic approach reveals new metabolic effects of catechin in rats fed high-fat diets.
PubMed:
PqsA is required for the biosynthesis of 2,4-dihydroxyquinoline (DHQ), a newly identified metabolite produced by Pseudomonas aeruginosa and Burkholderia thailandensis.
PubMed:
Synthesis of 4-hydroxycoumarin and 2,4-quinolinediol derivatives and evaluation of their effects on the viability of HepG2 cells and human hepatocytes culture.
PubMed:
A new synthesis of 2,4-dihydroxyquinoline.