Aminoalkylamino Derivatives of 8-Aminoquinoline¹

Abstract

and dried to give 4.2 g. (64%). A single crystallization brought the melting point up to 217-219°. This material contained a persistent impurity, presumably R-36, and only after seven crystallizations was the melting point raised to 232°d ec., mixed melting point with the previous preparation (R-120) from trimethylene diamine and 8-(3 -chloropropylamino) -6 -methoxyquinoline was 232°.

Development of a New Class of Nonimidazole Histamine H3 Receptor Ligands with Combined Inhibitory Histamine N-Methyltransferase Activity

“…N -(10-Bromodecyl)phthalimide (3c). mp 62−63 °C. 1 H NMR ([D 6 ]DMSO): δ 7.82−7.88 (m, 4H, 4Phth-H), 3.56 (t, J = 7.1 Hz, 2H, CH 2 Phth), 3.50 (t, J = 6.7 Hz, 2H, BrCH 2 ), 1.77 (m, 2H, BrCH 2 C H 2 ), 1.58 (m, 2H, C H 2 CH 2 Phth), 1.24−1.37 (m, 12H, BrCH 2 CH 2 (C H 2 ) 6 ).…”

Potential Antiradiation Agents. I. Primary Aminoalkanethiosulfuric Acids

“…Chemistry.11 a-Bromoaikyl-u-phthalimides were made essentially by the method of Drake and Garman17 except t hat potassium phthalimide (1 mole) was added in one portion, rather titan in four, to a stirred and refluxing solution of an , -dibromoulkane (1.8 moles) in 2 1. of acetone. Following stirring and heating for an additional 24 hr, KBr was filtered off and washed with (14) W. J. Dixon and A. M. Mood. J.…”

Potential antitumor agents. 24. Dicationic analogs of the 4'-(9-acridinylamino)alkanesulfonanilides

“…Side-chain components for the peptide analogues [28][29][30][31][32] were prepared by the active ester method and employed the 4-nitrophenyl esters of the amino acids protected as their N-phthaloyl derivatives. Reaction of these protected active esters with amine 6 ( = 2) provided IV-phthaloyl derivatives of the required side-chain intermediates and following hydrazinolytic removal of the protective group provided analogues of 6 containing an amide function interposed into the alkane chain.…”

“…provided an active molecule while the more strongly basic ß-alanyl analogue 29 (predicted amine pKa = 9.67)21 proved inactive. Presumably these peptide analogues are active per se since in vivo cleavage of the amide bond would liberate the L1210 inactive amine 8.…”