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
- Molecular Weight:
- 219.19
- MDL Number:
- MFCD00024003
- MOL File:
- 28027-16-9.mol
- MSDS File:
- SDS
| 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 |
| InChI | 1S/C11H9NO4/c1-16-6-2-3-9-7(4-6)10(13)8(5-12-9)11(14)15/h2-5H,1H3,(H,12,13)(H,14,15) |
| InChIKey | YUXLPEGMXYHPCZ-UHFFFAOYSA-N |
| SMILES | O=C(O)C1=C(O)C2=C(C=CC(OC)=C2)N=C1 |
| CAS DataBase Reference | 28027-16-9(CAS DataBase Reference) |
| UNSPSC Code | 12352106 |
| NACRES | NA.21 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H302-H315-H319-H335 |
| Precautionary statements | P261-P305+P351+P338 |
| WGK Germany | WGK 3 |
| HS Code | 2933499090 |
| Storage Class | 11 - Combustible Solids |
4-Hydroxy-6-methoxyquinoline-3-carboxylic acid price More Price(44)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | BBO000704 | 4-Hydroxy-6-methoxyquinoline-3-carboxylic acid | 28027-16-9 | 1 g | $191 | 2026-04-30 | Buy |
| Apolloscientific | OR307977 | 4-Hydroxy-6-methoxyquinoline-3-carboxylic acid 97% | 28027-16-9 | 250mg | $25 | 2026-06-04 | Buy |
| Apolloscientific | OR307977 | 4-Hydroxy-6-methoxyquinoline-3-carboxylic acid 97% | 28027-16-9 | 1g | $44 | 2026-06-04 | Buy |
| Apolloscientific | OR307977 | 4-Hydroxy-6-methoxyquinoline-3-carboxylic acid 97% | 28027-16-9 | 5g | $52 | 2026-06-04 | Buy |
| Matrix Scientific | 200908 | 3-Carboxy-4-hydroxy-6-methoxyquinoline | 28027-16-9 | 1.00g | $137 | 2026-05-18 | Buy |
4-Hydroxy-6-methoxyquinoline-3-carboxylic acid Chemical Properties, Uses, 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
4-Hydroxy-6-methoxyquinoline-3-carboxylic acid Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
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