A quinoline alkaloid
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4-Hydroxyquinoline

Item No. 35064

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-quinolinol
CAS Number
611-36-9
Synonyms
  • Kynurine
  • NSC 3183
  • 4-Quinolone
Molecular Formula
C9H7NO
Formula Weight
145.2
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 2 mg/mlDMSO: 5 mg/mlEthanol: 5 mg/mlPBS (pH 7.2): 1 mg/ml
λmax
232, 317, 330 nm
SMILES
OC1=C(C=CC=C2)C2=NC=C1
InChi Code
InChI=1S/C9H7NO/c11-9-5-6-10-8-4-2-1-3-7(8)9/h1-6H,(H,10,11)
InChi Key
PMZDQRJGMBOQBF-UHFFFAOYSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Cayman Chemical
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    Product Description

    4-Hydroxyquinoline is a quinoline alkaloid that has been found in Z. lotus honeys.1 It is a core component of alkyl-4-hydroxyquinoline quorum sensing molecules such as 2-heptyl-3-hydroxy-4(1H)-quinolone (Item No. 29186) and 2-nonyl-3-hydroxy-4-quinolone (Item No. 9002699).2 4-Hydroxyquinoline has been used as a precursor in the synthesis of compounds with antibacterial activity.3 It has also been used as a fluorescent detection reagent for iron(III) in bovine liver samples.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Khallouki, F., Akdad, M., Bouddine, T., et al. HPLC-ESI-MS and GC-EI-MS identification and quantitation of polyphenolics and alkaloids in Moroccan jujube honeys. J. Apic. Sci. 64(2), 287-299 (2020).

    2. Heeb, S., Fletcher, M.P., Chhabra, S.R., et al. Quinolones: From antibiotics to autoinducers. FEMS Microbiol. Rev. 35(2), 247-274 (2011).

    3. Kayirere, M.-G., Mahamoud, A., Chevalier, J., et al. Synthesis and antibacterial activity of new 4-alkoxy, 4-aminoalkyl and 4-alkylthioquinoline derivatives. Eur. J. Med. Chem. 33(1), 55-63 (1998).

    4. Ragos, G.C., Demertzis, M.A., and Issopoulos, P.B. A high-sensitive spectrofluorimetric method for the determination of micromolar concentrations of iron(III) in bovine liver with 4-hydroxyquinoline. Farmaco 53(8-9), 611-616 (1998).