Chemistry:Aminoxytriphene
From HandWiki
 | |
| Clinical data | |
|---|---|
| Other names | Amotriphene, Myordil, Win 5494, Rimalcor. |
| Identifiers | |
| |
| CAS Number | |
| PubChem CID | |
| ChemSpider | |
| UNII | |
| ChEBI | |
| ChEMBL | |
| Chemical and physical data | |
| Formula | C26H29NO3 |
| Molar mass | 403.522 g·mol−1 |
| 3D model (JSmol) | |
| |
| |
Amotriphene is a coronary vasodilator that was developed at Sterling Drug in the early 1960s.[1] It has selective binding to alpha-adrenergic receptors.[2]
As a triphenylethylene, it has a structure similar to chlorotrianisene, although it is not thought to function as a non-steroidal synthetic estrogen.
Its pharmacology has been studied.[3][4][5][6][7]
Synthesis
The literature procedure that was published involved Mannich reaction to desoxyanisoin followed by organometallic addition of anisyl magnesium bromide and dehydration of the resulting alcohol.[1]
References
- ↑ 1.0 1.1 Elpern Bill, U.S. Patent 3,010,965 & U.S. Patent 3,161,646 (1961 & 1964 both to Sterling Drug Inc).
- ↑ "Heterogeneity of biochemical actions among vasodilators". Journal of Pharmaceutical Sciences 71 (1): 94–100. January 1982. doi:10.1002/jps.2600710123. PMID 6276530.
- ↑ "Clinical evaluation of a new coronary vasodilator, 3-dimethylamino-1,1 2-tris (4-methoxyphenyl)-1-propene hydrochloride (WIN 5494)". American Heart Journal 59 (5): 718–22. May 1960. doi:10.1016/0002-8703(60)90512-3. PMID 14441425.
- ↑ "Antiaccelerator, coronary dilator and certain other pharmacologic actions of new poly-methoxyphenyl derivatives". Proceedings of the Society for Experimental Biology and Medicine 98 (1): 114–8. May 1958. doi:10.3181/00379727-98-23957. PMID 13554559.
- ↑ "Angina pectoris. A clinical note in the use of Myordil (Win 5494)". The Journal of the Kansas Medical Society 62: 143. April 1961. PMID 13720339.
- ↑ "Effects of erythrol tetranitrate and amotriphene on exercise tolerance tests in angina pectoris". Circulation 23 (5): 681–4. May 1961. doi:10.1161/01.cir.23.5.681. PMID 13744809.
- ↑ "Clinical observations of amotriphene hydrochloride". New York State Journal of Medicine 61: 4009–14. December 1961. PMID 13904871.
 |  |
