The Chemistry of Synthetic Drugs

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n6 SYNTHETIC DRUGS with tin and hydrochloric acid, whereby 2-methyl-pheno mor- pholine is obtained CH 2 CO . CH 3 N0 2 O CH, NH , CH- CH 3 OH O CH, CH CH, NH Nitro-phenacetol is obtained by the action of a mono-halogen ketone on the sodium salt of o. -nitrophenol l ONa XCH 2 CO . CH 3 O y /\/\ 0.
= NaX + CH, J CO CH 3 In a similar way a naphtho-morpholine may be obtained from NO, OH On the other hand, Vahlen 2 differs from Knorr, and considers that it is the phenanthrene portion of the molecule
... which is of greatest importance in determining the physiological action of morphine. (Overton has shown that phenanthrene itself has a narcotic action on tadpoles. ) Vahlen considers that the " pharmacophore " of morphine is the grouping and he prepared the hydrochloride of 9-amino 10-hydroxy- phenanthrene J D. R. P. , 97, 242.
2 Vahlen, A. E. P. P. , 47, 1901, 368.
ALKALOIDS: MORPHINE AND ISOQUINOLINE GROUPS 117 OH NH 2, HC1 which he called " morphigenine, " and from this he obtained " epiosine "- o N N CH 3 CH by heating it with sodium acetate, alcohol, and methylamine under pressure.


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