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Fenoverine

Fenoverine structure

CAS No:
37561-27-6
Formula:
C26H25N3O3S
Chemical Name:
Fenoverine
Synonyms:
Ethanone,2-[4-(1,3-benzodioxol-5-ylmethyl)-1-piperazinyl]-1-(10H-phenothiazin-10-yl)-;10H-Phenothiazine,10-[[4-(1,3-benzodioxol-5-ylmethyl)-1-piperazinyl]acetyl]-;2-[4-(1,3-Benzodioxol-5-ylmethyl)-1-piperazinyl]-1-(10H-phenothiazin-10-yl)ethanone;Fenoverine;Spasmopriv;2-(4-Benzo[1,3]dioxol-5-ylmethyl-piperazin-1-yl)-1-phenothiazin-10-yl-ethanone

Description

Fenoverine is a member of phenothiazines.|Fenoverine has been used in trials studying the treatment of Irritable Bowel Syndrome.

Fenoverine Basic Attributes

Molecular Weight：

459.56

Exact Mass：

459.56

EC Number：

253-552-1

UNII：

N274ZQ6PZJ

DSSTox ID：

DTXSID8046296

ATC Code：

A - Alimentary tract and metabolism

Characteristics

PSA：

70.55000

XLogP3：

4.30320

Density：

1.343g/cm3

Melting Point：

141.5 °C

Boiling Point：

671.8ºC

Flash Point：

360.1ºC

Refractive Index：

1.678

Toxicity：

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

Drug Information

MeSH：

Agents that inhibit the actions of the parasympathetic nervous system. The major group of drugs used therapeutically for this purpose is the MUSCARINIC ANTAGONISTS. (See all compounds classified as Parasympatholytics.)

MeSH Entry Terms：

10-((4-piperonyl-1-piperazinyl)acetyl)phenothiazine

Fenoverine Use and Manufacturing

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%.

Computed Properties

Molecular Weight:459.6
XLogP3:4.2
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:4
Exact Mass:459.16166284
Monoisotopic Mass:459.16166284
Topological Polar Surface Area:70.6
Heavy Atom Count:33
Complexity:666
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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Guide of Fenoverine

Description
Basic Attributes
Characteristics
Drug Information
Use and Manufacturing
Computed Properties

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