2-Oxo-1,2-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester
![2-Oxo-1,2-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester Structure](CAS/GIF/5174-90-3.gif)
- CAS No.
- 5174-90-3
- Chemical Name:
- 2-Oxo-1,2-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester
- Synonyms
- 3-ethoxycarbonyl-1,8-naphthyridin-2-olate;1,2-Dihydro-3-(ethoxycarbonyl)-2-oxo-1,8-naphthyridine;Ethyl 1,2-dihydro-2-oxo-1,8-naphthyridine-3-carboxylate;Ethyl 2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxylate;Ethyl 1,2-dihydro-2-oxo-1,8-naphthyridine-3-carboxylate 95+%;2-Oxo-1,2-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester;1,8-Naphthyridine-3-carboxylic acid, 1,2-dihydro-2-oxo-, ethyl ester
- CBNumber:
- CB1334450
- Molecular Formula:
- C11H10N2O3
- Molecular Weight:
- 218.21
- MDL Number:
- MFCD06659016
- MOL File:
- 5174-90-3.mol
- MSDS File:
- SDS
| Melting point | 214.8-215.0°C |
|---|---|
| storage temp. | Sealed in dry,Room Temperature |
| form | solid |
| InChI | 1S/C11H10N2O3/c1-2-16-11(15)8-6-7-4-3-5-12-9(7)13-10(8)14/h3-6H,2H2,1H3,(H,12,13,14) |
| InChIKey | PIHWQJBFCRABCQ-UHFFFAOYSA-N |
| SMILES | CCOC(=O)C1=Cc2cccnc2NC1=O |
| UNSPSC Code | 12352108 |
SAFETY
Risk and Safety Statements
| Hazard Codes | Xi |
|---|---|
| HazardClass | IRRITANT |
| HS Code | 2932209090 |
| Storage Class | 11 - Combustible Solids |
2-Oxo-1,2-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester price More Price(33)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | ADE000832 | 2-Oxo-1,2-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester Aldrich | 5174-90-3 | 1g | $230 | 2026-04-30 | Buy |
| Biosynth | FAA17490 | 2-Oxo-1,2-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester | 5174-90-3 | 2.5g | $354 | 2026-06-04 | Buy |
| Apolloscientific | OR61355 | Ethyl 1,2-dihydro-2-oxo-1,8-naphthyridine-3-carboxylate 95% | 5174-90-3 | 250mg | $56 | 2026-06-04 | Buy |
| Apolloscientific | OR61355 | Ethyl 1,2-dihydro-2-oxo-1,8-naphthyridine-3-carboxylate 95% | 5174-90-3 | 1g | $69 | 2026-06-04 | Buy |
| Apolloscientific | OR61355 | Ethyl 1,2-dihydro-2-oxo-1,8-naphthyridine-3-carboxylate 95% | 5174-90-3 | 5g | $282 | 2026-06-04 | Buy |
2-Oxo-1,2-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester Chemical Properties, Uses, Production
Synthesis
7521-41-7
105-53-3
![2-OXO-1,2-DIHYDRO-[1,8]NAPHTHYRIDINE-3-CARBOXYLIC ACID ETHYL ESTER](/CAS/GIF/5174-90-3.gif)
5174-90-3
General procedure for the synthesis of ethyl 2-oxo-1,2-dihydro-[1,8]naphthyridine-3-carboxylate from 2-amino-3-pyridinecarboxaldehyde and diethyl malonate: 2-amino-3-pyridinecarboxaldehyde (1.0 g, 8.19 mmol) was suspended in a screw-capped pressure tube containing diethyl malonate (6.2 mL, 41.0 mmol). The reaction tube was sealed by the addition of piperidine (1.6 mL, 16.4 mmol). The reaction mixture was heated to 120°C and the reaction was kept at a constant temperature for 3.0 hours. Upon completion of the reaction, the mixture was allowed to cool to room temperature. The precipitate formed was collected by filtration and washed with ether (Et2O) to afford ethyl 2-oxo-1,2-dihydro-[1,8]naphthyridine-3-carboxylate 1.62 g in 91% yield. The structure of the product was confirmed by 1H NMR (CD3OD): δ 8.64 (m, 1H), 8.62 (s, 1H), 8.22 (m, 1H), 7.32 (m, 1H), 4.38 (m, 2H), 1.40 (t, 3H).
References
[1] Patent: WO2010/97410, 2010, A1. Location in patent: Page/Page column 121
[2] Patent: US2012/40942, 2012, A1. Location in patent: Page/Page column 56
[3] Journal of Medicinal Chemistry, 2009, vol. 52, # 12, p. 3644 - 3651
[4] Archiv der Pharmazie, 2015, vol. 348, # 1, p. 34 - 45
[5] Chemical Biology and Drug Design, 2014, vol. 84, # 6, p. 721 - 731
2-Oxo-1,2-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Meryer (Shanghai) Chemical Technology Co., Ltd. | 4006356688 18621169109 | market03@meryer.com | China | 40202 | 62 |
| skychemical Co.Ltd | 021-20958197 20965099 | sales@skychemical.com | China | 1182 | 57 |
| Aloespharm Co., Ltd. | 021-20960837 | market@aloespharm.com | China | 1299 | 55 |
| skychemical Co.Ltd | 021-20960837,QQ1332204249 | sales@skychemical.com | China | 3338 | 55 |
| Amadis Chemical Company Limited | 571-89925085 | sales@amadischem.com | China | 131885 | 58 |
| Capot Chemical Co.,Ltd. | +86-（0）57185586718 +86-13336195806 | sales@capot.com | China | 29626 | 60 |
| Aikon International Limited | 025-58859352 19370895928 | sales01@aikonchem.com | China | 15078 | 58 |
| SHANGHAI FDC-CHEMICAL CO.,LTD | 021-61469567 13774476675 | sales@fdc-chemical.com | China | 9999 | 58 |
| Yujinpharma(Tianjin) Technology Co.,Ltd. | 13370351217 kungfu1217@1 | kungfu1217@163.com | China | 7994 | 58 |
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