4-Aminopyridine
 |
|
| Names | |
|---|---|
|
Preferred IUPAC name
Pyridin-4-amine
|
|
| Other names
4-Pyridinamine
4-Pyridylamine Fampridine |
|
| Identifiers | |
|
3D model (Jmol)
|
|
| ChEBI | |
| ChemSpider | |
| ECHA InfoCard | 100.007.262 |
| KEGG | |
| MeSH | 4-Aminopyridine |
|
PubChem CID
|
|
| UNII | |
|
|
|
|
| Properties | |
| C5H6N2 | |
| Molar mass | 94.1146 g/mol |
| Appearance | colourless solid |
| Melting point | 155 to 158 °C (311 to 316 °F; 428 to 431 K) |
| Boiling point | 273 °C (523 °F; 546 K) |
| polar organic solvents | |
| Pharmacology | |
| N07XX07 (WHO) | |
|
|
| Oral | |
| Pharmacokinetics: | |
| 96% | |
| Legal status |
|
|
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
|
|
 (what is   ?) |
|
| Infobox references | |
4-Aminopyridine (4-AP, INN fampridine, USAN dalfampridine) is an organic compound with the chemical formula C5H4N–NH2. The molecule is one of the three isomeric amines of pyridine. It is used as a research tool in characterizing subtypes of the potassium channel. It has also been used as a drug, to manage some of the symptoms of multiple sclerosis, and is indicated for symptomatic improvement of walking in adults with several variations of the disease. It was undergoing Phase III clinical trials as of 2008[update], and the U.S. Food and Drug Administration (FDA) approved the compound on January 22, 2010. Fampridine is also marketed as Ampyra (pronounced "am-PEER-ah," according to the maker's website) in the United States by Acorda Therapeutics and as Fampyra in Europe. In Canada, the medication has been approved for use by Health Canada since February 10, 2012.
4-Aminopyridine is prepared by the decarbonylation of pyridine-4-carboxamide using sodium hypochlorite via the Hofmann rearrangement. The pyridine carboxamide is generated from the corresponding nitrile, which in turn is obtained from ammoxidation of 4-methylpyridine.
The largest scale industrial application of 4-aminopyridine is as a precursor to the drug pinacidil, which affects potassium ion channels. The sequel to pinacidil, Naminidil was also derived from 4-aminopyridine. This is used as a hair growth stimulant.
...
Wikipedia