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| | bupicomide Basic information |
| Product Name: | bupicomide | | Synonyms: | bupicomide;5-Butyl-2-pyridinecarboxamide;5-Butylpyridine-2-carboxamide;Fusaramide;Sch-10595;5-butyl-pyridine-2-carboxylic acid amide;2-Pyridinecarboxamide, 5-butyl- | | CAS: | 22632-06-0 | | MF: | C10H14N2O | | MW: | 178.234 | | EINECS: | 2451431 | | Product Categories: | | | Mol File: | 22632-06-0.mol |  |
| | bupicomide Chemical Properties |
| Melting point | 128 °C | | Boiling point | 338.6±30.0 °C(Predicted) | | density | 1.066±0.06 g/cm3(Predicted) | | pka | 15.28±0.50(Predicted) |
| | bupicomide Usage And Synthesis |
| Originator | Bupicomide,ZYF Pharm Chemical | | Uses | Antihypertensive. | | Definition | ChEBI: Bupicomide is an organothiophosphorus compound and a phosphoramide. | | Manufacturing Process | 3-n-Butyl-6-methyl-3,4-dihydro-1,2-pyran was obtained and isolated from the
reaction mixture by fractional distillation in vacuum to separate a by-product
formed by cyclodimerisation of methyl vinylketone. The yield of the3-n-butyl-
6-methyl-3,4-dihydro-1,2-pyran was 47% (boiling point 106-107°C.
The saponification of the 3-n-butyl-6-methyl-3,4-dihydro-1,2-pyran was
accomplished by heating for 0.5 h in a mixture with acetic acid. The 1-methyl-
4-n-butyl-1,5-dicarbonyl acid formed not isolated from the reaction mixture
was added to hydroxylamine. The reaction with hydroxylamine was carried out
by gradual addition of acetic acid solution of 1,5-dicarbonyl compound to the
stirring refluxing suspension of hydroxylamine in glacial acetic acid. By usual
treatment was fractionned in vacuum to yield 37.5% of 2-methyl-5-nbutylpyridine,
boiling point 105°C.
The 2-methyl-5-n-butylpyridine was oxidated by selenium dioxide in pyridine
to 5-n-butyl-2-pyridine carboxylic (fusarinic) acid, melting point 100-101°C.
25.0 g of the 5-n-butyl-2-pyridine carboxylic (fusarinic) acid and 25 ml of
thionyl chloride were mixed; after all of the acid is dissolved, concentrate (in
vacuo) the mixture and take up the mixture in 500 ml of anhydrous benzene;
with cooling add the mixture to a solution of excess ammonia in 1 l of
benzene, concentrate (in vacuo) the resulting mixture; add water and
potassium carbonate and extract the amide with ether; dry and concentrate
the ether extract and 5-n-butyl-2-pyridine carboxamide was obtained
(recrystallize from acetonitrile). | | Therapeutic Function | Antihypertensive |
| | bupicomide Preparation Products And Raw materials |
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