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| | 5-BROMO-2-METHOXY-NICOTINIC ACID Basic information |
| Product Name: | 5-BROMO-2-METHOXY-NICOTINIC ACID | | Synonyms: | 5-BROMO-2-METHOXY-3-PYRIDINECARBOXYLIC ACID;5-BROMO-2-METHOXY-NICOTINIC ACID;5-Bromo-2-methoxypyridine-3-carboxylic acid;5-Bromo-2-methoxynicotinic acid 98%;Zinc04352712;5-Bromo-2-methoxypyridine-3-carboxylic acid, 5-Bromo-3-carboxy-2-methoxypyridine;3-Pyridinecarboxylic acid, 5-bromo-2-methoxy-;5-BROMO-2-METHOXY-NICOTINIC ACID ISO 9001：2015 REACH | | CAS: | 54916-66-4 | | MF: | C7H6BrNO3 | | MW: | 232.03 | | EINECS: | | | Product Categories: | Carboxylic Acids;blocks;Bromides;Carboxes;Pyridines | | Mol File: | 54916-66-4.mol |  |
| | 5-BROMO-2-METHOXY-NICOTINIC ACID Chemical Properties |
| Melting point | 156-158 | | Boiling point | 324.8±42.0 °C(Predicted) | | density | 1.713 | | storage temp. | Inert atmosphere,Room Temperature | | form | solid | | pka | 2.97±0.10(Predicted) | | Appearance | White to off-white Solid | | InChI | InChI=1S/C7H6BrNO3/c1-12-6-5(7(10)11)2-4(8)3-9-6/h2-3H,1H3,(H,10,11) | | InChIKey | SJLXURQPRRMPIV-UHFFFAOYSA-N | | SMILES | C1(OC)=NC=C(Br)C=C1C(O)=O | | CAS DataBase Reference | 54916-66-4(CAS DataBase Reference) |
| Hazard Codes | Xi | | Safety Statements | 24/25 | | WGK Germany | nwg | | Hazard Note | Irritant/Keep Cold | | HazardClass | IRRITANT | | HS Code | 29333990 | | Storage Class | 13 - Non Combustible Solids |
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ALFA
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| | 5-BROMO-2-METHOXY-NICOTINIC ACID Usage And Synthesis |
| Uses | 5-Bromo-2-methoxy-nicotinic acid is used as an intermediate in pharmaceutical synthesis and can be employed to prepare RXFP1 receptor agonists. Its synthetic products can selectively activate the RXFP1 receptor for the treatment of heart failure, with an EC50 value of approximately 6.3nM. | | Synthesis | General procedure for the synthesis of 5-bromo-2-methoxynicotinic acid from 2-methoxynicotinic acid: 2-methoxynicotinic acid (20 g, 130.60 mmol) was dissolved in H2O (1500 mL) at room temperature, followed by slow addition of Br2 (20 mL, 375.45 mmol). The reaction mixture was stirred continuously at room temperature overnight. Upon completion of the reaction, the solid product was collected by filtration and washed thoroughly with deionized water and finally dried to afford 5-bromo-2-methoxynicotinic acid (25 g, 82% yield). The structure of the product was confirmed by 1H-NMR (DMSO-d6, 400 MHz) and mass spectrometry (MS): 1H-NMR δ 13.33 (br s, 1H), 8.47 (d, J = 2.4 Hz, 1H), 8.21 (d, J = 2.4 Hz, 1H), 3.90 (s, 3H); MS (M + H)+ m/z: 232/234. | | References | [1] Patent: WO2013/33971, 2013, A1. Location in patent: Page/Page column 144
[2] Patent: US2014/213571, 2014, A1. Location in patent: Paragraph 0572 |
| | 5-BROMO-2-METHOXY-NICOTINIC ACID Preparation Products And Raw materials |
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