Radiolabelled fluorobenzamide analogues, their synthesis and use in diagnostic imaging
View Patent ↗Fluoroalkoxybenzamide compounds which selectively bind Sigma-2 receptors are disclosed. These compounds, when labelled with 18 F, can be used as radiotracers for imaging of tumors by positron emission tomography (PET). In addition, these compounds, when labelled with 123 I, can be used as radiotracers for imaging of tumors by single photon emission computed tomography (SPECT). Methods for synthesis of these compounds are also disclosed.
1. A method for synthesizing a radiolabelled fluoroalkoxybenzamide compound of structure
the method comprising:
forming a mixture comprising i) an organic solvent, ii) a compound of structure
iii) 18 F/4,7,13,16,21,24-Hexaoxa-1,10-diazabicyclo[8.8.8]-hexacosane/K 2 CO 3 ; and
heating the mixture, wherein m is an integer from 1 to about 10, n is an integer from 1 to about 10, R 1 and R 2 are each independently selected from the group consisting of H, a halogen selected from the group consisting of Br, Cl and F, a C 1-4 alkoxy, a C 1-4 alkyl, a C 1-4 fluoroalkyl, a C 1-4 fluoroalkoxy, CF 3 , OCF 3 , SCH 3 , SCF 3 , and NH 2 .
2. A method for synthesizing a radiolabelled fluoroalkoxybenzamide compound in accordance with claim 1 , wherein m=2, n=4, R 1 is selected from the group consisting of H and OCH 3 , and R 2 is selected from the group consisting of CH 3 , Br and I.
3. A method for synthesizing a radiolabelled fluoroalkoxybenzamide compound in accordance with claim 1 , wherein m=2, n=4, R 1 is OCH 3 , and R 2 is I.
4. A method for synthesizing a radiolabelled fluoroalkoxybenzamide compound in accordance with claim 1 , wherein the organic solvent is dimethyl sulfoxide.
5. A method for synthesizing a radiolabelled fluoroalkoxybenzamide compound in accordance with claim 1 , wherein the organic solvent is acetonitrile.