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)

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

• Language:English Provider:4-Quinolinol
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

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 is a raw material in medical research, 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.

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.

References

[1] F. KHALLOUKI. HPLC-ESI-MS and GC-EI-MS Identification and Quantitation of Polyphenolics and Alkaloids in Moroccan Jujube Honeys[J]. Journal of Apicultural Science, 2020, 64 1: 287-299. DOI: 10.2478/jas-2020-0029
[2] STEPHAN HEEB. Quinolones: from antibiotics to autoinducers[J]. FEMS microbiology reviews, 2011, 35 2: 247-274. DOI: 10.1111/j.1574-6976.2010.00247.x
[3] MARIE-GRATIA KAYIRERE . Synthesis and antibacterial activity of new 4-alkoxy, 4-aminoalkyl and 4-alkylthioquinoline derivatives[J]. European Journal of Medicinal Chemistry, 1998, 33 1: Pages 55-63. DOI: 10.1016/s0223-5234(99)80076-2
[4] GEORGE C. RAGOS  Prodromos B I  Mavroudis A Demertzis. A high-sensitive spectrofluorimetric method for the determination of micromolar concentrations of iron(III) in bovine liver with 4-hydroxyquinoline[J]. Farmaco (Societa chimica italiana?: 1989), 1998, 53 8: Pages 611-616. DOI: 10.1016/s0014-827x(98)00070-6

4-Hydroxyquinoline(611-36-9)Related Product Information

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