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US 11,298,432 B2Granted
Method for preparing a marked purine derivative, said derivative and uses thereof
AssigneeCommissariat A L'energie Atomique Et Aux Energies Alternatives
InventorsLouisa Barre, Patrice Marchand
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Abstract
The present invention relates to a method for preparing a 2-fluoropurine marked with the radioisotope 18F comprising a fluorination step for a 2-nitropurine derivative. The present invention comprises a 2-fluoropurine derivative marked with the radioisotope 18F which can be obtained by or during a method according to the invention and its various uses.
Claims6
A method for performing PET imaging studies in a subject having chronic lymphoid leukemia or a related illness, comprising:
- synthesizing a 18F-labeled fludarabine corresponding to the formula (B) from a protected 2-nitropurine derivative having the formula (1c)
- in which
- R and R′ are identical or different protecting groups;
- R2 is hydrogen, an optionally substituted alkyl group, an optionally substituted aryl group, an optionally substituted furanose group, or an optionally substituted pyranose group;
- R3 is hydrogen, an optionally substituted alkyl group, an optionally substituted aryl group, a halogen, a —OR8 group or a —SR8 group, with R8 being hydrogen, an optionally substituted alkyl group or an optionally substituted aryl group,
- wherein said synthesizing includes the following successive steps of
- (i) reacting the protected 2-nitropurine derivative having the formula (1c) with a source of [18F] labeled fluoride ions in a solvent of CH3CN at a temperature between 55° C. and 60° C. for a duration of between 1 min and 30 min to obtain a protected 2-[18F] fluoropurine derivative and optionally a partially unprotected 2-[18F] fluoropurine derivative, and
- (ii) unprotecting said protected 2-[18F] fluoropurine derivative and said partially unprotective 2-[18F] fluoropurine derivative to obtain said 18F-labeled fludarabine corresponding to the formula (B) with a yield of 40-60%
- administering to the subject the 18F-labeled fludarabine of the formula (B) or one of its salts;
- and
- detecting said 18F-labeled fludarabine.
8 more elements
A method for performing PET imaging studies on a subject comprising:
- synthesizing a 18F-labeled fludarabine corresponding to the formula (B) from a protected 2-nitropurine derivative having the formula (1c)
- in which
- R and R′ are identical or different protecting groups;
- R2 is hydrogen, an optionally substituted alkyl group, an optionally substituted aryl group, an optionally substituted furanose group, or an optionally substituted pyranose group;
- R3 is hydrogen, an optionally substituted alkyl group, an optionally substituted aryl group, a halogen, a —OR8 group or a —SR8 group, with R8 being hydrogen, an optionally substituted alkyl group or an optionally substituted aryl group,
- wherein said synthesizing includes the following successive steps of
- (i) reacting the protected 2-nitropurine derivative having the formula (1c) with a source of [18F] labeled fluoride ions in a solvent of CH3CN at a temperature between 55° C. and 60° C. for a duration of between 1 min and 30 min to obtain a protected 2-[18F] fluoropurine derivative and optionally a partially unprotected 2-[18F] fluoropurine derivative, and
- (ii) unprotecting said protected 2-[18F] fluoropurine derivative and said partially unprotective 2-[18F] fluoropurine derivative to obtain said 18F-labeled fludarabine corresponding to the formula (B) with a yield of 40-60%
- administering to the subject the 18F-labeled fludarabine of the formula (B) or one of its salts;
- and
- detecting said 18F-labeled fludarabine,
- wherein said PET imaging studies are used for in vivo mapping of malignant hematopoietic cells.
9 more elements
Dependencies are inferred from the claim text.