Monatepil
Chemical compound
![]() |
|
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 | |
C 28 H 30 F N 3 O S | |
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 α 1 -adrenergic receptor antagonist used as an antihypertensive . [1]
Synthesis
![](http://upload.wikimedia.org/wikipedia/commons/thumb/2/27/Monatepil_synthesis.svg/700px-Monatepil_synthesis.svg.png)
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).
Sympatholytics
(antagonize α-adrenergic vasoconstriction ) |
|
||||
---|---|---|---|---|---|
Other antagonists |
|
||||
|
Calcium |
|
||||||||||||||||||||||||
---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
Potassium |
|
||||||||||||||||||||||||
Sodium |
|
||||||||||||||||||||||||
Chloride |
|
||||||||||||||||||||||||
Others |
|
||||||||||||||||||||||||
α 1 |
|
||||
---|---|---|---|---|---|
α 2 |
|
||||
β |
|
||||
Classes | |
---|---|
Antidepressants
( Tricyclic antidepressants (TCAs) ) |
|
Antihistamines |
|
Antipsychotics |
|
Anticonvulsants | |
Anticholinergics | |
Others |
|
![]() |
This drug article relating to the cardiovascular system is a stub . You can help Wikipedia by expanding it . |