ChemicalBook > CAS DataBase List > 4-HYDROXY-6-METHOXYQUINOLINE-3-CARBOXYLIC ACID

4-HYDROXY-6-METHOXYQUINOLINE-3-CARBOXYLIC ACID

Product Name
4-HYDROXY-6-METHOXYQUINOLINE-3-CARBOXYLIC ACID
CAS No.
28027-16-9
Chemical Name
4-HYDROXY-6-METHOXYQUINOLINE-3-CARBOXYLIC ACID
Synonyms
Nsc80675;AKOS BB-8879;BUTTPARK 20\09-62;3-CARBOXY-4-HYDROXY-6-METHOXYQUINOLINE;6-methoxy-4-oxo-1H-quinoline-3-carboxylic acid;4-HYDROXY-6-METHOXYQUINOLINE-3-CARBOXYLIC ACID;4-hydroxy-6-methoxy-3-quinoline carboxylic acid;3-Quinolinecarboxylic acid, 4-hydroxy-6-methoxy-
CBNumber
CB4294728
Molecular Formula
C11H9NO4
Formula Weight
219.19
MOL File
28027-16-9.mol
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4-HYDROXY-6-METHOXYQUINOLINE-3-CARBOXYLIC ACID Property

Melting point:
278-279 °C (decomp)
Boiling point:
418.6±45.0 °C(Predicted)
Density 
1.444±0.06 g/cm3(Predicted)
storage temp. 
Inert atmosphere,Room Temperature
form 
solid
pka
0.74±0.30(Predicted)
Appearance
Off-white to light yellow Solid
CAS DataBase Reference
28027-16-9(CAS DataBase Reference)
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Safety

HS Code 
2933499090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
BBO000704
Product name
4-Hydroxy-6-methoxyquinoline-3-carboxylic acid
Packaging
1 g
Price
$179
Updated
2025/07/31
TRC
Product number
H617780
Product name
4-Hydroxy-6-methoxyquinoline-3-carboxylicAcid
Packaging
500mg
Price
$90
Updated
2021/12/16
Biosynth Carbosynth
Product number
FC150897
Product name
3-Carboxy-4-hydroxy-6-methoxyquinoline
Packaging
250mg
Price
$150
Updated
2021/12/16
AK Scientific
Product number
2704AB
Product name
4-Hydroxy-6-methoxyquinoline-3-carboxylicacid
Packaging
500mg
Price
$71
Updated
2021/12/16
Biosynth Carbosynth
Product number
FC150897
Product name
3-Carboxy-4-hydroxy-6-methoxyquinoline
Packaging
100mg
Price
$76
Updated
2021/12/16
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4-HYDROXY-6-METHOXYQUINOLINE-3-CARBOXYLIC ACID Chemical Properties,Usage,Production

Synthesis

77156-78-6

28027-16-9

General procedure for the synthesis of 4-hydroxy-6-methoxyquinoline-3-carboxylic acid from ethyl 4-hydroxy-6-methoxyquinoline-3-carboxylate: ethyl 4-hydroxy-6-methoxyquinoline-3-carboxylate (17.8 g, 72 mmol) was suspended in 170 mL of aqueous 2 N sodium hydroxide solution, heated to 90 °C, and the reaction was maintained for 1.5 h. The mixture was cooled to room temperature and slowly poured into ice water. Upon completion of the reaction, the mixture was cooled to room temperature, slowly poured into ice water and the pH was adjusted to 5 with 2 N hydrochloric acid.The precipitated solid was collected by filtration, washed with cold water and dried to give 4-hydroxy-6-methoxyquinoline-3-carboxylic acid (15.8 g, 72 mmol, 99% yield). The product was characterized by 1H-NMR (DMSO-d6): δ= 3.91 (s, 3H), 7.53 (dd, 1H), 7.64 (d, 1H), 7.82 (d, 1H), 8.80 (d, 1H), 13.63 (bs, 1H), 15.55 (s, 1H).Results of LC-MS analysis: retention time (Rt) = 1.20 min; Mass spectrum (MS): m/z = 220 [M+H]+.

References

[1] Tetrahedron Letters, 2017, vol. 58, # 8, p. 794 - 796
[2] Journal of the American Chemical Society, 1946, vol. 68, p. 1204,1206
[3] Organic Syntheses, 1955, vol. Coll. Vol. III, p. 272
[4] Journal of the American Chemical Society, 1947, vol. 69, p. 1659,1660
[5] Journal of the Chemical Society, 1946, p. 1033,1035

4-HYDROXY-6-METHOXYQUINOLINE-3-CARBOXYLIC ACID Preparation Products And Raw materials

Raw materials

Preparation Products

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4-HYDROXY-6-METHOXYQUINOLINE-3-CARBOXYLIC ACID Suppliers

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