Theophylline Derivatives. II. 8-Aralkyltheophyllines and Related Compounds

Adenosine receptors in brain membranes: binding of N6-cyclohexyl[3H]adenosine and 1,3-diethyl-8-[3H]phenylxanthine.

“…In a preliminary communication (7) and in the present paper, we describe the direct identification of A1 and A2 receptors in brain membranes by SH-labeled ligand binding techniques. Al receptors were labeled with N6-cyclohexyl thesized by modifications of standard methods (8,9). [3H]DPX (13.6 Ci/mmol; 1 Ci = 3.7 X 1010 becquerels) was produced by catalytic dehalogenation of p-bromo-DPX with tritium gas (New England Nuclear), and [3H]CHA (14.5 Ci/mmol) was produced from CHA by exchange (Amersham/Searle, Arlington Heights, IL).…”

Arylketones and Thiomorpholides in the Synthesis of 8-Substituted-Xanthines

“…A series of mono-and dihydroxybenzyltheophyllines and corresponding ethers was also prepared in order to study further the effect of electron-releasing groups on activity which was evident in the analogous 8-(4-aminobenzyl) -theophylline (1). The compound, 8-(~~-methoxybenzy1)-theophylline, was included for comparison with related compounds having the methoxyl group substituted in the ring.…”

“…The oil crystallized on standing and was recrystallized from absolute ethanol; white crystals, 1. (15) resulted in a 5% yield of 8-(4-aminobenzy1)-theophylline, m. p. 297-298" decompn., reported m. p. 297-298' (1). Increasing the proportion of phenylthioacetomorpholide or conducting the reaction in an evacuated system did not improve the yields.…”