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4-Hydroxyquinoline

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4-Hydroxyquinoline Basic information

Product Name:
4-Hydroxyquinoline
Synonyms:
  • QUINOLIN-4-OL
  • QUINOLIN-4(1H)-ONE
  • KYNURINE
  • 4-hydroxy-quinolin
  • 1H-Quinolin-4-one
  • Quinoline, 4-hydroxy-
  • 4-Hydroxyquinoline98%
  • 4-Quinolinol,4-Hydroxyquinoline
CAS:
611-36-9
MF:
C9H7NO
MW:
145.16
EINECS:
210-268-2
Product Categories:
  • Building Blocks
  • C8 to C10
  • Quinoline&Isoquinoline
  • Quinolines
  • Chemical Synthesis
  • Heterocyclic Building Blocks
  • Alcohols and Derivatives
  • Heterocycles
  • Quinolines, Quinazolines and derivatives
  • Heterocyclic Series
  • Hydroxyquinolines
  • quinoline
Mol File:
611-36-9.mol
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4-Hydroxyquinoline Chemical Properties

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
InChIKey
PMZDQRJGMBOQBF-UHFFFAOYSA-N
LogP
2.450 (est)
CAS DataBase Reference
611-36-9(CAS DataBase Reference)
NIST Chemistry Reference
4-Quinolinol(611-36-9)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36-37/39
WGK Germany 
3
RTECS 
VC4070000
HS Code 
29334900

MSDS

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4-Hydroxyquinoline Usage And Synthesis

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

Uses

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.

Uses

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.

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