Accession Number : AD0046050


Title :   POTENTIAL CW AGENTS. TASK 3. ANALOGS OF TETRAHYDROCANNABINOL


Descriptive Note : Bimonthly progress rept. no. 6, Jun-Jul 1953


Corporate Author : SHELL DEVELOPMENT CO EMERYVILLE CA


Personal Author(s) : WINKLER, D E


Full Text : https://apps.dtic.mil/dtic/tr/fulltext/u2/046050.pdf


Report Date : Jul 1953


Pagination or Media Count : 15


Abstract : The preparation of Adams' most active tetrehydrocannabinol analog (Formula I, R=1,2-dimethylheptyl), and of synthetic tetrahydrocannabinol (I, R=n-anyl) have been completed. Work on the preparation of an analog having an amino group in the alkyl side chain (I, R=2-aminoethyl) is at the stage of beta-(3,5-dimethoxyphenyl) ethylanine. The pyrons related to tetrahydrocannabinol (II, R=n-amyl) has been reaction with aqueous ammonia to produce a high melting material which may be a phenanthridone. A satisfactory method has been developed for the conversion of amyl-3,5-dihydroxybenzene to 3-amino-5-amylphenol. An attempt will be made to condense this aminophenol with pulegone to give a nitrogen analog of tetrahydrocannabinol. The synthesis of pulegone from isopulegol has been accomplished.


Descriptors :   *CHEMICAL WARFARE AGENTS , *CANNABINOLS , SYNTHESIS(CHEMISTRY) , AMINES , CHEMICAL ANALOGS , ALKYL RADICALS , HYDROXIDES


Subject Categories : Chemical, Biological and Radiological Warfare
      Biochemistry


Distribution Statement : APPROVED FOR PUBLIC RELEASE