FENOVERINE
FENOVERINE Basic information
- Product Name:
- FENOVERINE
- Synonyms:
-
- FENOVERINE
- 10-[(4-Piperonyl-1-piperazinyl)acetyl]-10H-phenothiazine
- Spasmopriv
- 3-chloro-3-oxopropanoic acid ethyl ester
- Fenoverine D8
- Ethanone, 2-[4-(1,3-benzodioxol-5-ylmethyl)-1-piperazinyl]-1-(10H-phenothiazin-10-yl)-
- CAS:
- 37561-27-6
- MF:
- C26H25N3O3S
- MW:
- 459.56
- EINECS:
- 253-552-1
- Mol File:
- 37561-27-6.mol
FENOVERINE Chemical Properties
- Melting point:
- 141-142°
- Boiling point:
- 671.8±55.0 °C(Predicted)
- Density
- 1.343±0.06 g/cm3(Predicted)
- storage temp.
- Hygroscopic, -20°C Freezer, Under inert atmosphere
- solubility
- Chloroform (Slightly), Methanol (Slightly)
- pka
- 6.47±0.10(Predicted)
- form
- Solid
- color
- Pale Beige to Beige
- Stability:
- Hygroscopic
FENOVERINE Usage And Synthesis
Originator
Spasmopriv,Paillusseau
Uses
Fenoverine is a colon-specific multi particulate drug. Also, it is an antispasmodic drug which inhibits contraction of smooth muscle. It is derived from Phenothiazine (P318040), which is a key component of antipsychotic and antihistaminic drugs.
Definition
ChEBI: Fenoverine is a member of phenothiazines.
Manufacturing Process
To a hot solution 199.3 g (0.1 mol) of phenothiazine in 2 L of dry benzene
was added a little quantity of bromine and then were added dropwise 136 g
(0.1 mol) of chloroacetyle chloride. Then a mixture was refluxed for 5 hours.
After cooling the mixture was concentrated in vacuo. Product was dissolved at
reflux in ethanol absolute and filtered. At room temperature was crystallized
chloracetyl-10-phenothiazine with 123°C; yield 242 g.
A mixture of 13.8 g (0.05 mol) of chloracetyl-10-phenothiazine, 11.8 g (0.05
mol) of piperonyl-1-piperazine and 3.9 g (0.05 mol) of pyridine in 200 ml of
dry toluene was refluxed for 3 hours. Then the solution was cooled and
filtered. The filtrate was concentrated. The crystals of 10-((4-piperonyl-1-
piperazinyl)acetyl)phenothiazine was recrystallized from isopropylic ether; M.P.
141-142°C; yield 67%.
Therapeutic Function
Spasmolytic
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