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H43806

Sigma-Aldrich

4-Hydroxy-2-methylquinoline

98.5%

Synonym(s):

2-Methyl-4-quinolinol

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About This Item

Empirical Formula (Hill Notation):
C10H9NO
CAS Number:
607-67-0
Molecular Weight:
159.18
EC Number:
210-140-6
MDL number:
MFCD00006758
UNSPSC Code:
12352100
PubChem Substance ID:
24895640
NACRES:
NA.22

Quality Level

200

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

Related Categories

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
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCV9047
MKCV2462
MKCR0411
MKCQ7895
MKCP8742

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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)
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)
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)
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