Process for the preparation of 2-tetrahydrofurfuryl-6,7-benzomorphans

Novel 2-tetrahydrofurfuryl-6,7-benzomorphans of the formula I, in which R denotes methyl, ethyl or propyl; R denotes hydrogen, methyl or ethyl; R denotes hydrogen or methyl; and R denotes hydrogen, alkyl having 1 to 4 carbon atoms, or acyl having 2 to 5 carbon atoms are prepared by removing water fr...

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Main Authors GERHARD WALTHER, HERBERT MERZ, KLAUS STOCKHAUS, ADOLF LANGBEIN
Format Patent
LanguageEnglish
Published 28.11.1980
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Abstract Novel 2-tetrahydrofurfuryl-6,7-benzomorphans of the formula I, in which R denotes methyl, ethyl or propyl; R denotes hydrogen, methyl or ethyl; R denotes hydrogen or methyl; and R denotes hydrogen, alkyl having 1 to 4 carbon atoms, or acyl having 2 to 5 carbon atoms are prepared by removing water from appropriately substituted 2,5-dihydroxy-n-pentylbenzomorphans with closure of the tetrahydrofuran ring. The resulting bases of the formula I can then be converted into their acid addition salts. The compounds of the formula I and their acid addition salts are distinguished by a therapeutically utilisable action on the central nervous system. Particularly to be emphasised is their analgesic action, which frequently excels that of morphine, without the undesired side effects of morphine, e.g. the addictive action.
AbstractList Novel 2-tetrahydrofurfuryl-6,7-benzomorphans of the formula I, in which R denotes methyl, ethyl or propyl; R denotes hydrogen, methyl or ethyl; R denotes hydrogen or methyl; and R denotes hydrogen, alkyl having 1 to 4 carbon atoms, or acyl having 2 to 5 carbon atoms are prepared by removing water from appropriately substituted 2,5-dihydroxy-n-pentylbenzomorphans with closure of the tetrahydrofuran ring. The resulting bases of the formula I can then be converted into their acid addition salts. The compounds of the formula I and their acid addition salts are distinguished by a therapeutically utilisable action on the central nervous system. Particularly to be emphasised is their analgesic action, which frequently excels that of morphine, without the undesired side effects of morphine, e.g. the addictive action.
Author KLAUS STOCKHAUS
HERBERT MERZ
ADOLF LANGBEIN
GERHARD WALTHER
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Snippet Novel 2-tetrahydrofurfuryl-6,7-benzomorphans of the formula I, in which R denotes methyl, ethyl or propyl; R denotes hydrogen, methyl or ethyl; R denotes...
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SubjectTerms CHEMISTRY
HETEROCYCLIC COMPOUNDS
HUMAN NECESSITIES
HYGIENE
MEDICAL OR VETERINARY SCIENCE
METALLURGY
ORGANIC CHEMISTRY
PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS
Title Process for the preparation of 2-tetrahydrofurfuryl-6,7-benzomorphans
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