Acid-catalysed conversion of triethyleneimine thiophosphoramide (thio-TEPA) to an SH compound
| Autor: | C. Benckhuijsen |
|---|---|
| Rok vydání: | 1968 |
| Předmět: |
Pyridines
Cysteamine chemistry.chemical_element Protonation Alkylation Benzoates Biochemistry Medicinal chemistry Catalysis chemistry.chemical_compound Hydrolysis Phenols Molecule Organic chemistry Cysteine Sulfhydryl Compounds Nitrobenzenes Pharmacology Ethyleneimine Ethylenes Hydrogen-Ion Concentration Sulfur chemistry Ethylmaleimide Intramolecular force Chromatography Thin Layer Imines Acids Thiotepa Derivative (chemistry) |
| Zdroj: | Biochemical Pharmacology. 17:55-64 |
| ISSN: | 0006-2952 |
| DOI: | 10.1016/0006-2952(68)90157-3 |
| Popis: | The behaviour of triethyleneimine thiophosphoramide (thio-TEPA) in acid medium has been studied. Evidence is presented of an intramolecular alkylation of the sulfur on protonation of the molecule. The five-membered ring formed in this way is hydrolyzed slowly in neutral solution at room temperature, liberating an SH group. In the SH derivative two ethyleneimine rings are retained, which were demonstrated to be more reactive towards water and sulfhydryl than were those of thio-TEPA. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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