ChemicalBook--->CAS DataBase List--->37561-27-6

37561-27-6

37561-27-6 Structure

37561-27-6 Structure
IdentificationBack Directory
[Name]

FENOVERINE
[CAS]

37561-27-6
[Synonyms]

FENOVERINE
Spasmopriv
Fenoverine D8
3-chloro-3-oxopropanoic acid ethyl ester
10-[(4-Piperonyl-1-piperazinyl)acetyl]-10H-phenothiazine
[EINECS(EC#)]

253-552-1
[Molecular Formula]

C26H25N3O3S
[MDL Number]

MFCD00865242
[MOL File]

37561-27-6.mol
[Molecular Weight]

459.56
Chemical PropertiesBack Directory
[Melting point ]

141-142°
[storage temp. ]

Hygroscopic, -20°C Freezer, Under inert atmosphere
[solubility ]

Chloroform (Slightly), Methanol (Slightly)
[form ]

Solid
[color ]

Pale Beige to Beige
Hazard InformationBack Directory
[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
Safety DataBack Directory
[Toxicity]

LD50 in mice (g/kg): ~1.50 orally, ~2.50 i.p. (Buzas, Pierre)
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