Phacetoperane

drugbox
IUPAC_name = [("R")-Phenyl- [(2"R")-piperidin-2-yl] methyl] acetate



CAS_number = 24558-01-8
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PubChem = 65715
DrugBank =
C=14|H=19|N=1|O=2
molecular_weight = 233.31 g/mol
bioavailability =
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Phacetoperane (Levofacetoperane) is a stimulant drug. [Delbeke FT, Debackere M. Isolation and detection of methylphenidate, phacetoperane and some other sympatomimetic central nervous stimulants with special reference to doping. I. Gas chromatographic detection procedure with electron capture detection for some secondary amines. "Journal of Chromatography". 1975 Mar 26;106(2):412-7.] It is the reverse ester of the well known stimulant drug methylphenidate, which is used as a treatment for ADHD. The reverse esters of many drugs which contain an ester group in their structure such as pethidine and cocaine, show similar activity to the parent compound. [Janssen PAJ, Eddy NB. Compounds Related to Pethidine - IV. New General Chemical Methods of Increasing the Analgesic Activity of Pethidine. "Journal of Medicinal and Pharmaceutical Chemistry". 1960; 2(1): 31-45.]

Phacetoperane was researched for similar applications to methylphenidate, but was never marketed. The "levo"-isomer Levophacetoperane seems to have been more researched, but presumably the "dextro" isomer or racemic mix are also known. [Beaujard M, Revol E. Clinical tests of the activity of RP 8228 (phacetoperane) in an oligophrenic child. (French) "Pediatrie". 1960;15:310-6.]

References


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