Molecular Formula | C7H6N2O |
Molar Mass | 134.14 |
Density | 1.2296 (rough estimate) |
Melting Point | 293-295 °C (lit.) |
Boling Point | 247.23°C (rough estimate) |
Flash Point | 135°C |
Water Solubility | 2.38 g/L (20 ºC) |
Solubility | DMSO (Slightly), Methanol (Slightly) |
Vapor Presure | 0.00118mmHg at 25°C |
Appearance | Solid |
Color | White to Pale Yellow |
BRN | 120412 |
pKa | 9.03±0.10(Predicted) |
Storage Condition | Inert atmosphere,Room Temperature |
Refractive Index | 1.5880 (estimate) |
MDL | MFCD00006013 |
Risk Codes | R36/37/38 - Irritating to eyes, respiratory system and skin. R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. |
Safety Description | S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S22 - Do not breathe dust. S36 - Wear suitable protective clothing. |
UN IDs | 3276 |
WGK Germany | 3 |
TSCA | Yes |
Hazard Class | IRRITANT |
Packing Group | III |
EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
Introduction | 3-cyano-6-methyl-2 (1H)-pyridone is an intermediate of milrinone (Milirinone). The common name of Milrinone series 1, 6-dihydro-2-methyl-6-oxo-[3,4 'dipyridine]-5-nitrile. Milrinone is a phosphodiesterase III(PDEIII) inhibitor. It was launched in the United States in 1987 The second-generation dipyridine cardiotonic drug is a homolog of amrinone with the same mechanism of action. |
prepare | add 950ml tetrahydrofuran (THF) solution of 46.5g sodium methoxide into the reaction container, cool the ice bath to the internal temperature of 0~5 ℃, add 46.5g acetone and 59.6g ethyl formate solution dropwise within 1h, remove the ice bath after dropwise, slowly rise to room temperature within 1h, and concentrate under reduced pressure (no more than 50 ℃). The concentrate is transferred to a reaction vessel, 67g of 400ml aqueous solution of cyanoacetamide and piperidine acetic acid (condensation catalyst) are added, refluxed for 2h, cooled to room temperature, adjusted pH = 5 with acetic acid, let stand overnight at room temperature, cool in ice bath for 45min, filter by suction, wash with ice water for 3 times, vacuum dry at 80 ℃ overnight, the yellow solid 65.5g 3-cyano-6-methyl-2 (1H)-pyridone was prepared (yield 61.0%). |