Synthesis of 7-chloro-1,3,-dihydro-3-hydroxy-1-methyl-5-phenyl-2h-1,4-benzodiazepin-2-one-2-14c (2-14C-temazepam)
| Autor: | Jeremy G. Dain |
|---|---|
| Rok vydání: | 1987 |
| Předmět: |
Organic Chemistry
Sulfuric acid Biochemistry Chloride Analytical Chemistry chemistry.chemical_compound Acetic anhydride Hydrolysis Thionyl chloride Hydroxylamine chemistry Amide Yield (chemistry) mental disorders Drug Discovery medicine Organic chemistry Radiology Nuclear Medicine and imaging Spectroscopy medicine.drug |
| Zdroj: | Journal of Labelled Compounds and Radiopharmaceuticals. 24:499-504 |
| ISSN: | 0362-4803 |
| DOI: | 10.1002/jlcr.2580240504 |
| Popis: | Temazepam-2-14C, 7-Chloro-1,3,-dihydro-3-hydroxy-1-methyl-5-phenyl-2H-1,4-benzodiazepin-2-one-2-14C, was prepared in a five-step synthesis. Chloroacetic-1-14C acid was converted to the acid chloride with thionyl chloride. The acid chloride was allowed to react with 2-methylamino-5-chloro-benzophenone to form the amide. The amide was reacted with hydroxylamine and directly cyclized to the benzodiazepine N-oxide which was converted to the acetate with acetic anhydride. The acetate was hydrolyzed with concentrated sulfuric acid to give the final product (3.8% radiochemical yield at 52. mCi/mmol). This procedure provides temazepam with the radiolabel in a metabolically stable position. |
| Databáze: | OpenAIRE |
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