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Ethylphenidate isomers/stereochemistry?

188thStreet

Greenlighter
Joined
Dec 8, 2013
Messages
30
Location
the City
Looking for information on the stereoisomers of ethylphenidate. Everything i've read seems to say that the D (dextro) stereoisomer of ethylphenidate is the more active isomer. My neighbor told me that he should be getting some ethylphenidate in the future and that it is stated CAS#19716-79-1.

Which isomer is this? The limited information available seems to suggest 19716-79-1 this is the S-isomer. I am confused on whether the S-isomer or the R-isomer is the dextrorotary (sp) isomer. Sometimes drugs are also listed as (+) or (-) isomers also?

Also when I search for ethylphenidate the most common CAS number for ethylphenidate is 57413-43-1. Is this one the racemate?

This molecule [ethylphenidate] also seems to contain 2 chiral centers which would mean there would be four possible isomers much like pseudoephedrine or could be a mix of all these isomers.

I am hoping someone can clear this up. Which isomer are these CAS#s, and which isomer did my neighbor order?:?
 
Please someone help shed some light on this. I can't seem to find much information about the CAS # in question and the IUPAC names are a bit confusing to me when there's more than one stereocenter involved. I am aware that the isomers have different potency which would affect the dosage needed?

Anyone know?
 
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