6-METHYLNICOTINAMIDE CAS 6960-22-1
6-METHYLNICOTINAMIDE Basic information
| Product Name: | 6-METHYLNICOTINAMIDE |
| Synonyms: | 6-METHYLPYRIDINE-3-CARBOXAMIDE;6-METHYLNICOTINAMIDE;5-CARBOXAMIDO-2-PICOLINE;6-Methylnicotinamide,98%;3-Pyridinecarboxamide, 6-methyl-;3-Pyridinecarboxamide,6-methyl-(9CI);6-METHYLPYRIDINE-3-CARBOXAMIDE (6-METHYLNICOTINAMIDE);Nicotinamide, 6-methyl- |
| CAS: | 6960-22-1 |
| MF: | C7H8N2O |
| MW: | 136.15 |
| EINECS: | 204-624-6 |
| Product Categories: | AMIDE;Pyridines;Aromatics;Heterocycles;Intermediates & Fine Chemicals;Nicotine Derivatives;Heterocyclic Compounds;C7 and C8;Heterocyclic Building Blocks;Pharmaceuticals |
| Mol File: | 6960-22-1.mol |
6-METHYLNICOTINAMIDE Chemical Properties
| Melting point | 197-199 °C(lit.) |
| Boiling point | 289.4±28.0 °C(Predicted) |
| density | 1.157±0.06 g/cm3(Predicted) |
| storage temp. | Sealed in dry,Room Temperature |
| solubility | water: soluble50mg/mL, clear to slightly hazy, colorless to light yellow |
| form | Solid |
| pka | 15.04±0.50(Predicted) |
| color | Plae Beige to Pale Orange |
| Water Solubility | water: soluble 50mg/mL, clear to slightly hazy, colorless to light yellow |
| BRN | 112050 |
| InChI | 1S/C7H8N2O/c1-5-2-3-6(4-9-5)7(8)10/h2-4H,1H3,(H2,8,10) |
| InChIKey | IJXDURUAYOKSIS-UHFFFAOYSA-N |
| SMILES | Cc1ccc(cn1)C(N)=O |
| CAS DataBase Reference | 6960-22-1(CAS DataBase Reference) |
Safety Information
| Hazard Codes | Xi |
| Risk Statements | 36/37/38 |
| Safety Statements | 26-36 |
| WGK Germany | 3 |
| HS Code | 29333990 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Eye Irrit. 2 Skin Irrit. 2 STOT SE 3 |
| Chemical Properties | White soild |
| Uses | A nicotinamide derivative that inhibits state 3 respiration in isolated rat liver mitochondria. It is toxic to rat B65 neuroblastoma cells and is used in studies associated with early symptoms of Parkinson''s disease. |
| Uses | 6-Methylpyridine-3-carboxamide may be used in chemical synthesis studies. |
| Uses | 6-Methylnicotinamide is a nicotinamide derivative that inhibits state 3 respiration in isolated rat liver mitochondria. It is toxic to rat B65 neuroblastoma cells and is used in studies associated with early symptoms of Parkinson's disease. |
| Synthesis | 3222-47-7 6960-22-1 To a stirred dichloromethane (DCM) solution of 6-methylpyridine-3-carboxylic acid (0.3 g, 2 mmol) was added ammonium chloride (0.7 g, 13 mmol), triethylamine (TEA, 2.7 mL, 19 mmol), and propylphosphoric anhydride (T3P, 4 mL, 6.5 mmol) sequentially at 0 °C. The reaction mixture was stirred at room temperature for 16 hours. Upon completion of the reaction, the reaction was quenched by the addition of saturated sodium bicarbonate (NaHCO3) solution and the reaction mixture was extracted with dichloromethane (DCM). The organic layer was separated, washed with saturated brine, dried over anhydrous sodium sulfate (Na2SO4) and concentrated under reduced pressure. The crude product was purified by Combiflash rapid chromatography system using 10% methanol (MeOH) in dichloromethane (DCM) solution as eluent to give white solid 6-methylnicotinamide (0.1 g, 33.6% yield). The product was confirmed by 1H NMR (DMSO-d6, 400 MHz): δ2.48 (s, 3H), 7.30 (d, J=8Hz, 1H), 7.44 (bs, 1H), 8.02 (bs, 1H), 8.07 (dd, J=2.4 Hz, J=2.4 Hz, 1H), 8.88 (s, 1H); mass spectra (ESI) m/z 137.1 ([M+H]+); HPLC analysis showed a purity of 98.97% at 264 nm. |
| References | [1] Bioorganic and Medicinal Chemistry Letters, 2018, vol. 28, # 5, p. 922 - 925 [2] Journal of Chemical Research, Miniprint, 1987, # 9, p. 2360 - 2384 |
6-METHYLNICOTINAMIDE Preparation Products And Raw materials
| Raw materials | Methyl 6-methylnicotinate-->6-Methylnicotinic acid-->Triethylamine-->Dichloromethane-->Ammonium chloride-->Propylphosphonic anhydride |
| Preparation Products | 5-Bromo-2-methylpyridine-->RARECHEM AL BW 0442-->5-Chloropyridine-2-carboxylic acid |
