[F-18]-labeled L-glutamic acid, [F-18]-labeled L-glutamine, derivatives thereof and use thereof and processes for their preparation
The compounds and the synthesis of [F-18]-labeled L-glutamic acid, [F-18]-labeled L-glutamate, their derivatives as set forth in formula (I) and their uses are described.
1. A compound of the formula:
2. A process for the preparation of compounds of claim 1 , comprising
reacting a precursor compound of the formula (II)
Wherein
A′ represents hydroxyl, or NH 2 ,
G′ represents hydroxyl,
R 2 represents hydrogen,
R 1 represents unbranched E-C 1 or E-C 3 alkyl, or
unbranched E-C 2 -C 3 alkoxy,
E represents
a) chloro,
b) bromo,
c) mesyloxy,
d) trifluoromesyloxy,
e) nonafluorobutyloxy, or
f) tosyloxy,
Q represents
a) N(H)-tert-butoxycarbonyl,
b) N(H)-allyloxycarbonyl,
c) N(H)-benzyloxycarbonyl,
d) N(H)-ethoxycarbonyl,
e) N(H)-methoxycarbonyl,
f) N(H)-propoxycarbonyl,
g) N(H)-2,2,2-trichloroethoxycarbonyl,
h) N(H)-1,1-dimethylpropynyl,
i) N(H)-1-methyl-1-phenylethoxycarbonyl,
j) N(H)-1-methyl-1-(4-biphenylyl)ethoxycarbonyl,
k) N(H)-cyclobutylcarbonyl,
l) N(H)-1-methylcyclobutylcarbonyl,
m) N(H)-vinylcarbonyl,
n) N(H)-allylcarbonyl,
o) N(H)-adamantylcarbonyl,
p) N(H)-diphenylmethylcarbonyl,
q) N(H)-cinnamylcarbonyl,
r) N(H)-formyl,
s) N(H)-benzoyl,
t) N(H)-trityl,
u) N(H)-p-methoxyphenyldiphenylmethyl,
v) N(H)-di(p-methoxyphenyl)phenylmethyl,
w)
or
x) N-(tert-butoxycarbonyl) 2 ,
X′ and X″ independently of one another represent
a) branched or unbranched C 1 -C 5 alkyl,
b) substituted or unsubstituted aryl or
c) aralkyl,
or diastereomers or enantiomers thereof,
with a F-18 fluoride.
3. A method for the diagnosis of tumors, comprising imaging a patient to whom a compound according to claim 1 has been administered.
4. A compound as claimed in claim 1 , that is suitable for PET diagnostics in a dose range of 37-600 MBq.
5. A compound as claimed in claim 4 , that is suitable in a dose range of 150 MBq-370 MBq.
6. The compound according to claim 1 , of the formula:
7. The compound according to claim 1 , of the formula:
8. The compound according to claim 1 , of the formula: