you might try pasting the german into babelfish to get a crude translation

http://babelfish.yahoo.com/

i was wondering if anyone had any phamacological data on this? i don't understand german all to well.

I heard that these were potent antagonists, but I haven't verified that.

Here are tests to 5HT2A receptor affinity in rat tails. The 2-OH derivate seems to be more interesting. So salicylaldehyde has to be used. This is better as it can be made from aspirin.  3 Times the potency of pure 5HT... but hard to compare as 5HT does not break through blood/brain barrier. Still someone has to play guinea pig I think
Can someone translate that to something I understand?

Salicylaldehyd can be obtained from aspirin by reaction with NaOH. Then reduction for example with NaBH4+H2SO4 in ether or THF to the alcohol and then oxidation to the aldehyde.

yeah it was heim's thesis i got to get off my lazy chair and crack that german to see what this is all about.

I can translate that thing for you tomorrow or the day after tomorrow , I also found it to be quite interesting.


Edit: Nevermind that, I didn´t think it was so much stuff, I can translate bits from the synthesis part though, if you are interested in something particular.

Synthesis and pharmacology of potent 5-HT2A -receptor agonists with N-2-methoxybenzyl- partial structure
- development of a new structure-activity-concept

Serotonin-2A(5-HT2A)-receptors play a central role in causing mental illnesses such as depression and shizophrenia. Additionally, the 5-HT2A-receptor subtype seems to have an important influence on modification of perception and emotion. Subtype-selective substances  are  important experimental tools in medical-pharmacoligical basic research for examination and  clarification of complex physiological and pathophysiological processes with involvement of the neurotransmitter serotonin(5-HT). 

Based on an unexpected partial agonist  effect of a molecular fragment of  the classic 5-HT2A-receptor agonist Ketanserin, a new structure-activity-concept for   5-HT2A-receptor agonists for the substance class of  3-(2-aminoethyl)-2,4(1H,3H)quinazolindiones  could be developed in this dissertation. This structure-activity-concept, according to which a N-2-methoxy- or N-2-hydroxybenzyl-function, respectively, gives 5-HT2A-receptor agonists with primary amine structure an exceptionally high activity, could satisfactorily be transferred to other substance classes like tryptamines and phenethylamines. 

The key step of the synthesis of N-substituted amines of the 3-(2-aminoethyl)-2,4-quinazolindion type is the nucleophilic ring opening of the tricycle 2,3-dihydro-5-oxo-5H-oxazolo-[2,3-b]-quinazolin (95) with several primary amines. The most potent representative of this class is the o-methoxybenzyl-derivative 169 (pEC50 = 6.58, Emax = 49 %), which exhibits more than a 250-fold increase  in partial agonist activity when compared to the basic structure  93 with primary amine function.

The synthesis of the N-benzylated  2-(1H-Indol-3-yl)ethylamin derivatives succeeded from tryptamine and 5-methoxytryptamine through indirect reductive alkylation. The sysnthesis of the N-2-methoxybenzyl-substituted phenethylamines of the DOB- and DOI-type, respectively, proceeded from 2,5-dimethoxybenzaldehyde with the sequenz: Henry-reaction, following reduction of the nitrostyrenes and final reductive alkylation of the primary amines.
An alternative synthesis route makes the direct introduction of a Cbz-protected aminoethyl-sidechain in an one-pot-reaction via hydroboration/Suzuki-coupling possible.

The most potent substances in the phenethylamine class are the compounds which are brominated/iodinated in the 4-position 230, 231 / 235, 236, which produced activity in in-vitro models of rat vessels even in nanomolecular concentrations. With pEC50-values between 9.58 (0.26 nmol × L-1) and 10.13 (74 pmol × L-1) the strength of activity of these partial agonists is 384- to 1350-fold higher than that of the reference agonist serotonin and almost 106-times higher than that of the basic structure 93. With the synthesis of the equally high potent tetrahydrobenzofurans 270 and 271 (pEC50 = 9.87 resp. 10.15) – rigidisated analogs of the 2,5-dimethoxyphenylethylamies  230 and 231 – important clues for the active binding conformation of these substances could be found.

For examining the stereoselectivity of the  5-HT2A-receptor binding site both enantiomeres of both the chiral Chinazolindions 298 and the chiral 2,5-Dimethoxyphenylethylamines 304 and 305 were synthesized in high optical purity(ee>99%). The synthesis of the necessary chiral key building block 1-(2-methoxyphenyl)ethylamine (288) suceeded through a highly diastereoselectiv reductive amination (d.r. = 97 : 3), which provides both enantiomers in excellent enantiomeric purity (ee > 99 %).


Additionally, a second synthesis route using enzyme-catalyzed kinetic racemical fission of the (±)-N-[1-(2-methoxyphenyl)ethyl]oxalic acid octylester (291) with immobilised Lipase B from the species Candida antarctica was pursued.