LAT1 ligands to bypass the BBB

[kyanite]

blah my bad
feeling really shitty right now

the conjugate might be stable enough if it were an amide, and not a salt. in which case it really might be transported as a conjugate. ibuprofen is pretty planar and pretty hydrophobic, minus that carboxyl group.

keep in mind that the ibuprofen has to be attached to the nitrogen thats not adjacent to the carboxyl group of the lysine. that amino acid portion has to be unaffected for transporter binding.

edit:
Nope, looks like it's a salt and not an amide.

NEOPROFEN is designated chemically as a-methyl-4-
(2-methyl propyl) benzeneacetic acid lysine salt.

link

 

[haribo1]

I read the papers on loperamide. If you make an ester from that bare -OH it does pass the BBB, but it's structure means it binds much better to periperal opiate receptors than central ones. if you make the propanoyl ester AND remove the -Cl then it's about the potency of codeine (but longer acting). That amide is also the wrong size. Check out dextromoramide and related compounds. Notice that they ALL use the cyclopentyl amide...

 

[morphiquet]

well, using a two-step synthesis, you could produce a couple of amounts that are at least stronger than codeine. harhar
ok, excuse me, im way too zopinated now. %)