BE481528A - - Google Patents

Info

Publication number

BE481528A

BE481528A BE481528DA BE481528A BE 481528 A BE481528 A BE 481528A BE 481528D A BE481528D A BE 481528DA BE 481528 A BE481528 A BE 481528A

Authority

BE

Belgium

Prior art keywords

nicotinic acid

parts

chloroform

picolylamide

weight

Prior art date

Links

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• PVNIIMVLHYAWGP-UHFFFAOYSA-N Niacin Chemical compound OC(=O)C1=CC=CN=C1 PVNIIMVLHYAWGP-UHFFFAOYSA-N 0.000 claims description 29
• 235000001968 nicotinic acid Nutrition 0.000 claims description 14
• 239000011664 nicotinic acid Substances 0.000 claims description 14
• 229960003512 nicotinic acid Drugs 0.000 claims description 14
• 238000000034 method Methods 0.000 claims description 5
• 150000001408 amides Chemical class 0.000 claims description 3
• ATBIAJXSKNPHEI-UHFFFAOYSA-N pyridine-3-carbonyl chloride Chemical compound ClC(=O)C1=CC=CN=C1 ATBIAJXSKNPHEI-UHFFFAOYSA-N 0.000 claims description 3
• 239000007858 starting material Substances 0.000 claims 3
• YNBADRVTZLEFNH-UHFFFAOYSA-N methyl nicotinate Chemical compound COC(=O)C1=CC=CN=C1 YNBADRVTZLEFNH-UHFFFAOYSA-N 0.000 claims 2
• HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 18
• RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 12
• BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 12
• UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
• DFPAKSUCGFBDDF-UHFFFAOYSA-N Nicotinamide Chemical compound NC(=O)C1=CC=CN=C1 DFPAKSUCGFBDDF-UHFFFAOYSA-N 0.000 description 6
• 229910000027 potassium carbonate Inorganic materials 0.000 description 6
• 239000013078 crystal Substances 0.000 description 5
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
• IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
• 230000036772 blood pressure Effects 0.000 description 4
• 239000003610 charcoal Substances 0.000 description 4
• 239000002026 chloroform extract Substances 0.000 description 4
• 239000003208 petroleum Substances 0.000 description 4
• 238000001816 cooling Methods 0.000 description 3
• SWINCIBSAYTBMF-UHFFFAOYSA-N n-(pyridin-2-ylmethyl)pyridine-3-carboxamide Chemical compound C=1C=CN=CC=1C(=O)NCC1=CC=CC=N1 SWINCIBSAYTBMF-UHFFFAOYSA-N 0.000 description 3
• 235000005152 nicotinamide Nutrition 0.000 description 3
• 239000011570 nicotinamide Substances 0.000 description 3
• 238000002360 preparation method Methods 0.000 description 3
• 229920006395 saturated elastomer Polymers 0.000 description 3
• 239000002904 solvent Substances 0.000 description 3
• LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
• QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
• 238000009835 boiling Methods 0.000 description 2
• 150000001875 compounds Chemical class 0.000 description 2
• 229910052757 nitrogen Inorganic materials 0.000 description 2
• 230000000144 pharmacologic effect Effects 0.000 description 2
• 150000003839 salts Chemical class 0.000 description 2
• VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
• 150000001412 amines Chemical class 0.000 description 1
• 150000008064 anhydrides Chemical class 0.000 description 1
• 239000012141 concentrate Substances 0.000 description 1
• 239000003814 drug Substances 0.000 description 1
• 238000001035 drying Methods 0.000 description 1
• 230000000694 effects Effects 0.000 description 1
• 150000002148 esters Chemical class 0.000 description 1
• 238000001704 evaporation Methods 0.000 description 1
• 230000008020 evaporation Effects 0.000 description 1
• 230000001747 exhibiting effect Effects 0.000 description 1
• -1 for example Chemical class 0.000 description 1
• 230000001788 irregular Effects 0.000 description 1
• 231100000053 low toxicity Toxicity 0.000 description 1
• 238000004519 manufacturing process Methods 0.000 description 1
• 238000002844 melting Methods 0.000 description 1
• 230000008018 melting Effects 0.000 description 1
• 150000004702 methyl esters Chemical class 0.000 description 1
• 239000000203 mixture Substances 0.000 description 1
• 230000002093 peripheral effect Effects 0.000 description 1
• 150000003141 primary amines Chemical class 0.000 description 1
• 230000002035 prolonged effect Effects 0.000 description 1
• 238000000746 purification Methods 0.000 description 1
• TXQWFIVRZNOPCK-UHFFFAOYSA-N pyridin-4-ylmethanamine Chemical class NCC1=CC=NC=C1 TXQWFIVRZNOPCK-UHFFFAOYSA-N 0.000 description 1
• 238000010992 reflux Methods 0.000 description 1
• 230000002048 spasmolytic effect Effects 0.000 description 1