The difference between a dl- & a d/l- (racemic & racemic racemate?)

[Nagelfar]

I recently read that there is a difference between drugs prefixed as dl- (racemic) and d/l- (racemic racemate?) what is this difference exactly?

 

[fastandbulbous]

An oblique slash! There's no difference, just two ways of saying the same thing

 

[Nagelfar]

An oblique slash! There's no difference, just two ways of saying the same thing

That's what I thought, but someone at a discussion page at Wikipedia had said:

"You are wrong. Adderall is d/l-amphetamine racemic while Benzedrine is dl-amphetamine (a racemic racemate.) They all are different and (especially the difference between racemic amphetamine and dextro-amphetamine) each article gives the specifics for their differences."

Which made me wonder if there was indeed a difference.

 

[MurphyClox]

The term "racemic racemate" is pointless.

 

[fastandbulbous]

"You are wrong. Adderall is d/l-amphetamine racemic while Benzedrine is dl-amphetamine (a racemic racemate.) They all are different and (especially the difference between racemic amphetamine and dextro-amphetamine) each article gives the specifics for their differences."

Wikipedia strikes again! That's why it's not treated as a valid source for information

 

[Hammilton]

not just pointless, but pointless/aimless whose meaning varies by how you decide to punctuate it.

 

[Jamshyd]

"Racemic racemate"??

Let's add another related but unnecessary word: pleonasm.

 

[vecktor]

what wikipedia says is almost correct:

there are of course d l mixtures which are not 50:50 they are not optically inactive and are not racemic mixtures. A racemic mixture is a 1:1 mixture of the two enantiomers, any other ratio and it is not racemic by definition.

adderrall is a mixture of racemic dl amphetamine and d amphetamine, they are added separately. Aderall is Not racemic dl amphetamine
so adderall is strictly d amphetamine, l amphetamine mixture not dl-amphetamine and is not racemic. this could be said to be non racemic d/l amphetamine.

there is a difference between dl-amphetamine and d/l-Amphetamine the implication is that the former is racemic 1:1 ratio, the latter may or may not be racemic.


it makes a significant difference if the two enantiomers have different ADME or activity.

http://www.adderallxr.com/assets/pdf/prescribing_information.pdf

he he Bluelight as an info source 8) wikipedia with egos

 

[fastandbulbous]

it makes a significant difference if the two enantiomers have different ADME or activity.

Like the two optical isomers of MDA (what does ADME stand for?)

 

[vecktor]

Like the two optical isomers of MDA (what does ADME stand for?)

absorbtion distribution metabolism and excretion,
pharmacokinetics' PK's new sexy name

 

[Jamshyd]

That still doesn't justify the poor usage of language that scientists so often employ!

"Racemic mixture" definitely sounds better .

 

[fastandbulbous]

absorbtion distribution metabolism and excretion,
pharmacokinetics' PK's new sexy name

It seems so obvious now I feel like a right fool! :D

 

[MurphyClox]

I knew it as LADME... L for liberation, if you include pharmacokinetics of the formulation itself.

 

[Nagelfar]

Wikipedia strikes again! That's why it's not treated as a valid source for information

Wikipedia is only as correct as you choose to make it ;-) but it wasn't in an article it was on a discussion page, so don't judge it by that.

there is a difference between dl-amphetamine and d/l-Amphetamine the implication is that the former is racemic 1:1 ratio, the latter may or may not be racemic.

So the "slash" means it isn't exactly half & half but it contains both levo & dextro, and the "dl" without a slash is proper 50% of each? Ah, thanks.