4-Hydroxyquinoline
Synonym(s):4-Hydroxyquinoline
- CAS NO.:611-36-9
- Empirical Formula: C9H7NO
- Molecular Weight: 145.16
- MDL number: MFCD00006777
- EINECS: 210-268-2
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-11-07 13:31:19
What is 4-Hydroxyquinoline?
Description
4-Hydroxyquinoline is a quinoline alkaloid that has been found in Z. lotus honeys. It is a core component of alkyl-4-hydroxyquinoline quorum sensing molecules such as 2-heptyl-3-hydroxy-4(1H)-quinolone and 2-nonyl-3-hydroxy-4-quinolone. 4-Hydroxyquinoline has been used as a precursor in the synthesis of compounds with antibacterial activity. It has also been used as a fluorescent detection reagent for iron(III) in bovine liver samples.
Chemical properties
LIGHT BEIGE TO YELLOWISH CRYST. POWDER OR NEEDLES
The Uses of 4-Hydroxyquinoline
4-Hydroxyquinolineis a hydroxylated quinoline derivative with antimicrobial activity. 4-Hydroxyquinoline showed growth-inhibitory effects against intestinal bacteria. 4-Hydroxyquinoline act as sacrifi cial scavengers of the photogenerated oxygen species and has been shown to prevent the photodegradation of riboflavin.
The Uses of 4-Hydroxyquinoline
4-Hydroxyquinoline is a medical raw material.
Definition
ChEBI: A monohydroxyquinoline carrying a hydroxy group at position 4.
Synthesis Reference(s)
Journal of the American Chemical Society, 68, p. 1264, 1946 DOI: 10.1021/ja01211a038
General Description
4-Quinolinol (4-quinolone) is a quinolone compound which forms the core moiety of antibacterials such as norfloxacin, nalidixic acid, ciprofloxacin and cinoxacin.
Biological Activity
4-hydroxyquinoline is a hydroxylated quinoline derivative with antimicrobial activity. it shows growth-inhibitory effects against intestinal bacteria. it also can be used as sacrificial scavengers of the photogenerated oxygen species.
Properties of 4-Hydroxyquinoline
Melting point: | 200-202 °C(lit.) |
Boiling point: | 264.27°C (rough estimate) |
Density | 1.1555 (rough estimate) |
refractive index | 1.4500 (estimate) |
storage temp. | Sealed in dry,Room Temperature |
solubility | Soluble in methanol. |
form | Crystalline Powder or Needles |
pka | 2.23, 11.28(at 20℃) |
color | Light beige to yellow |
Water Solubility | 4.8g/L(15 ºC) |
BRN | 1524969 |
CAS DataBase Reference | 611-36-9(CAS DataBase Reference) |
NIST Chemistry Reference | 4-Quinolinol(611-36-9) |
Safety information for 4-Hydroxyquinoline
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H315:Skin corrosion/irritation 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. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for 4-Hydroxyquinoline
InChIKey | PMZDQRJGMBOQBF-UHFFFAOYSA-N |
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