L. V. Spirikhin

Synthesis and immunotropic activity of pyrimidine derivatives. Part. IV. Synthesis and immunotropic and antiinflammatory activity of pyrimidine acyclonucleosides

Compounds I V (Table 1) were obtained by interaction of 6-methyluracil or 5-hydroxy-6-methylumcil with epichlorohydrin (ECI-I) in the presence of catalytic amounts of potassium carbonate in DMF at 7 0 80~ [ 4 9]. It was established that alkylation of 6-methyluracil by ECH leads to the formation, in addition to compound I, of 1-(2-hydroxy-3-chloropropyl)-6-methyluracil (I1) at a yield of 8%. The proposed positions of substituents were confirmed by the UV spectroscopic data: pH 1, L~n = 245 nm, Lmax = 257 nm; pH 7, ~min = 245 mat, Xmax = 260 nm; pH 12,. L~, = 247 nm, Xm~x = 265 rim. Insignificant variation of the absorption maximum in the UV spectrum of compound 1I, observed when the pH value is changed from 1 to 12, is indicative of the substitution at position I.

Synthesis and biological activity of new thebaine derivatives

The works of Bentley [4-7] marked the beginning of the search for medically promising thebaine derivatives [4-7]. The availability of this alkaloid, the impossibility of its direct use as a drug, as well as the unquestionable success of investigative searches in the last two decades, have stimulated the continual interest of chemists and pharmacologists in this compound. A whole series of extremely interesting preparations have been obtained based on converting products of the diene synthesis, formed by reacting thebaine with alkene and alkyne dienophiles.

Crystal and molecular structure of 7,8-α-(thiolane-4′-OH-1′,1′-dioxo)-6,14-endo-etheno-6,7,8,14-tetrahydrothebaine

The x-ray structure is solved for a tetrahydrothebaine derivative containing a C7,8-annelated thiolane dioxide fragment, the influence of which on the change of conformation of the morphine skeleton is examined.