The Vespiary

The Hive => Novel Discourse => Topic started by: Cyrax on September 12, 2002, 06:26:00 AM

Title: Levofacetoperane
Post by: Cyrax on September 12, 2002, 06:26:00 AM

The researchers of the Rhône Poulenc laboratories have discovered levofacetoperane (Lidepran) when they were searching for amphetamine like substances that don't have the indesirable sympathicotonic effects.
Lidepran is a CNS stimulant, it has a stimulant effect on animals that is not followed by a phase of depression.  It activates the mental faculties and the memory.
It reinforces the analgesic effects of morphine.
In combination with neuroleptics, it diminishes their toxicity and reinforces their action.
It can be used to combat depressions.

I wonder why it isn't available any more in France.  Mabey it 's too much fun.

The synthesis can be found in US patent 2,928,835
 

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Tabacco is bad for your health.  Smoke weed.  ;)

Title: What is the exact structure?
Post by: Rhodium on September 12, 2002, 06:39:00 AM

What is the exact structure? The ones in the patent looks almost exactly like Ritalin (methylphenidate) to me.

Title: Well, it's the reverse esther of ritaline.
Post by: Cyrax on September 12, 2002, 07:13:00 AM

Well, it's the reverse esther of ritaline.

Structure:

Ritaline: pip-CH(CO-O-CH3)-Ph
Levofacetoperane: pip-CH(O-CO-CH3)-Ph

with pip = 2-piperidyl

I have only the French chemical name: (-)-Acétate de [Phényl (pipéridyl-2) méthyle]-(R^* - R^*)

It's structure (III) of the patent.

My ref. for this molecule is: Dorvault, L' Officine, 23 th ed., p 996

Title: Registry Number: 24558-01-8 CA Index Name: ...
Post by: foxy2 on September 12, 2002, 08:15:00 AM

Registry Number:    24558-01-8

CA Index Name:    2-Piperidinemethanol, a-phenyl-, acetate (ester), (aR,2R)-rel-(-)- (9CI) 

Other Names:    2-Piperidinemethanol, a-phenyl-, acetate (ester), (R*,R*)-(-)-; Levofacetoperane; Levophacetoperane; Phacetoperane

Formula:    C14 H19 N O2

Some info in French here.

http://www.biam2.org/www/Sub30.html (http://www.biam2.org/www/Sub30.html)

FOREIGN PSYCHOPHARMACOLOGICAL DRUGS: LEVOFACETOPERANE (8228 RP).    
SABBATINI F   
MINERVA MEDICA  (1964 OCT 31),  55 3473-6. 
ISSN:0026-4806.  Italy  Journal  written in Italian.
  
Supplementary Terms
antidepressive agents; appetite depressants; pharmacology; psychopharmacology; sympathomimetics; toxicologic report