Monatepil
Jump to navigation
Jump to search
![]() | |
Names | |
---|---|
Preferred IUPAC name
N-(6,11-Dihydrodibenzo[b,e]thiepin-11-yl)-4-[4-(4-fluorophenyl)piperazin-1-yl]butanamide | |
Identifiers | |
3D model (JSmol)
|
|
ChemSpider | |
KEGG | |
PubChem CID
|
|
UNII | |
CompTox Dashboard (EPA)
|
|
| |
| |
Properties | |
C28H30FN3OS | |
Molar mass | 475.63 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
|
Monatepil is a calcium channel blocker and α1-adrenergic receptor antagonist used as an antihypertensive.[1]
Synthesis
Acylation of [1745-53-5] (1) with 4-chlorobutyryl chloride [4635-59-0] (2) then leads to the corresponding amide 4-Chloro-N-(5,11-dihydro-10-thia-dibenzo[a,d]cyclohepten-5-yl)-butyramide [103379-37-9] (3). Alkylation with para-Fluorophenylpiperazine [2252-63-3] (4) then completed the synthesis of monatepil (5).
References
- ^ Sugimoto T, Hosoki K, Karasawa T (July 1995). "Relative contribution of alpha 1-adrenoceptor blocking activity to the hypotensive effect of the novel calcium antagonist monatepil". Journal of Cardiovascular Pharmacology. 26 (1): 55–60. doi:10.1097/00005344-199507000-00009. PMID 7564365. S2CID 1548014.
- ^ Kurokawa, M., Sato, F., Fujiwara, I., Hatano, N., Honda, Y., Yoshida, T., Naruto, S., Mastumoto, J., Uno, H. (March 1991). "A new class of calcium antagonists. 2. Synthesis and biological activity of 11-[4-[4-(4-fluorophenyl)-1-piperazinyl]butyryl]amino]-6,11-dihydrodibenzo[b,e]thiepin maleate and related compounds". Journal of Medicinal Chemistry. 34 (3): 927–934. doi:10.1021/jm00107a009. PMID 2002473.
- ^ Hitoshi Uno, et al. U.S. Patent 4,749,703 (1988 to Dainippon Pharmaceutical Co Ltd).
Categories:
- Articles without EBI source
- Articles with changed ChemSpider identifier
- Articles with changed KEGG identifier
- Articles with changed InChI identifier
- Pages using collapsible list with both background and text-align in titlestyle
- Articles containing unverified chemical infoboxes
- Chembox image size set
- Articles with short description
- Short description matches Wikidata
- Alpha-1 blockers
- Calcium channel blockers
- Carboxamides
- Dibenzothiepines
- Fluoroarenes
- Phenylpiperazines
- All stub articles
- Cardiovascular system drug stubs