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HomeProduct name list4-Hydroxyquinoline

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
4-Hydroxyquinoline Structural

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)
ghs
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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