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| | 3-PYRIDINECARBOXAMIDE, 4-(2-METHYLPHENYL)-6-(4-METHYL-1-PIPERAZINYL)- Basic information | | Application |
| Product Name: | 3-PYRIDINECARBOXAMIDE, 4-(2-METHYLPHENYL)-6-(4-METHYL-1-PIPERAZINYL)- | | Synonyms: | 6-(4-METHYLPIPERAZIN-1-YL)-4-O-TOLYLNICOTINAMIDE;4-(2-Methylphenyl)-6-(4-methyl-1-piperazinyl)-3-pyridinecarboxamide;6-(4-Methylpiperazin-1-yl)-4-(2-methylphenyl)nicotinamide;3-PYRIDINECARBOXAMIDE, 4-(2-METHYLPHENYL)-6-(4-METHYL-1-PIPERAZINYL)-;4-(2-methylphenyl)-6-(4-methylpiperazin-1-yl)pyridine-3-carboxamide;3-PYRIDINECARBOXAMIDE, 4-(2-METHYLPHENYL)-6-(4-METHYL-1-PIPERAZINYL)-C32;4-(2-methylphenyl)-6-(4-methylpiperazinyl)-3-pyridinecarboxamide;Netupitant int5 | | CAS: | 342417-01-0 | | MF: | C18H22N4O | | MW: | 310.39 | | EINECS: | | | Product Categories: | | | Mol File: | 342417-01-0.mol |  |
| | 3-PYRIDINECARBOXAMIDE, 4-(2-METHYLPHENYL)-6-(4-METHYL-1-PIPERAZINYL)- Chemical Properties |
| Melting point | 164-165℃ | | Boiling point | 498.1±45.0 °C(Predicted) | | density | 1.165 | | storage temp. | 2-8°C | | pka | 15.82±0.50(Predicted) | | Appearance | White to off-white Solid | | InChI | InChI=1S/C18H22N4O/c1-13-5-3-4-6-14(13)15-11-17(20-12-16(15)18(19)23)22-9-7-21(2)8-10-22/h3-6,11-12H,7-10H2,1-2H3,(H2,19,23) | | InChIKey | UQTDFKWGXOVHFZ-UHFFFAOYSA-N | | SMILES | C1=NC(N2CCN(C)CC2)=CC(C2=CC=CC=C2C)=C1C(N)=O | | CAS DataBase Reference | 342417-01-0 |
| | 3-PYRIDINECARBOXAMIDE, 4-(2-METHYLPHENYL)-6-(4-METHYL-1-PIPERAZINYL)- Usage And Synthesis |
| Application | Netupitant is a selective antagonist of the human substance P/neurokine 1 (NK1) receptor. Panostron is a 5-HT3 receptor antagonist with a strong binding affinity for this receptor and low or no affinity for other receptors. 6-(4-methylpiperazin-1-yl)-4-(2-methylphenyl)nicotinamide is an organic synthesis intermediate and pharmaceutical intermediate used in laboratory research and development processes and chemical and pharmaceutical synthesis, primarily as an intermediate for netupitant. | | Synthesis | Step 3: 1.0 g (4.05 mmol) of 6-chloro-4-o-tolylnicotinamide was dissolved in 9.0 mL of N-methylpiperazine, heated to 100 °C and the reaction was maintained for 2 hours. Upon completion of the reaction, the excess N-methylpiperazine was removed by high vacuum distillation. The residue was purified by silica gel column chromatography using dichloromethane as eluent to give 1.2 g (95% yield) of the target compound, 6-(4-methylpiperazin-1-yl)-4-(o-tolyl)nicotinamide, the product was a pale yellow crystalline foam. Mass spectrometry (ISP): m/z 311 ([M+H]+, 100%), 254 (62%). | | References | [1] Patent: US8426450, 2013, B1. Location in patent: Page/Page column 25
[2] Patent: US9403772, 2016, B2. Location in patent: Page/Page column 30
[3] Journal of Organic Chemistry, 2006, vol. 71, # 5, p. 2000 - 2008
[4] Patent: JP2015/17121, 2015, A. Location in patent: Paragraph 0153 |
| | 3-PYRIDINECARBOXAMIDE, 4-(2-METHYLPHENYL)-6-(4-METHYL-1-PIPERAZINYL)- Preparation Products And Raw materials |
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