Skip to Content
Merck
All Photos(3)

Documents

H43806

Sigma-Aldrich

4-Hydroxy-2-methylquinoline

98.5%

Synonym(s):

2-Methyl-4-quinolinol

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C10H9NO
CAS Number:
Molecular Weight:
159.18
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98.5%

SMILES string

Cc1cc(O)c2ccccc2n1

InChI

1S/C10H9NO/c1-7-6-10(12)8-4-2-3-5-9(8)11-7/h2-6H,1H3,(H,11,12)

InChI key

NWINIEGDLHHNLH-UHFFFAOYSA-N

Application

4-Hydroxy-2-methylquinoline can be used as an intermediate in the synthesis of a wide range of medicinally important compounds such as:
  • Synthesis of 2-(quinolin-4-yloxy)acetamides as potent antitubercular agents.
  • Synthesis of 2-arylethenylquinoline derivatives for the treatment of Alzheimer′s disease.
  • Synthesis of 1,10-diethoxy-1H-pyrano[4,3-b]quinolones as antibacterial agents.
  • Synthesis of phenylimidazole-pyrazolo[1,5-c]quinazolines as potent phophodiesterase 10A (PDE10A) inhibitors.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Design, synthesis, and biological evaluation of 2-arylethenylquinoline derivatives as multifunctional agents for the treatment of Alzheimer's disease.
Wang X Q, et al.
European Journal of Medicinal Chemistry, 89, 349-361 (2015)
Quinaldine derivatives: Preparation and biological activity.
Jampilek J, et al.
Medicinal Chemistry, 1(6), 591-599 (2005)
2-(Quinolin-4-yloxy) acetamides are active against drug-susceptible and drug-resistant Mycobacterium tuberculosis strains.
Pissinate K, et al.
ACS Medicinal Chemistry Letters, 7(3), 235-239 (2016)
Synthesis of new 1, 10-diethoxy-1H-pyrano [4, 3-b] quinolines and their antibacterial studies.
Dhanabal T, et al.
Indian J. Chem. B, 45B(02) (2006)
Synthesis and SAR study of new phenylimidazole-pyrazolo [1, 5-c] quinazolines as potent phosphodiesterase 10A inhibitors.
Asproni B, et al.
Bioorganic & Medicinal Chemistry, 19(1), 642-649 (2011)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service