114688-62-9

Upstream product

• 114688-75-4 10,11-dimethoxy-5,6,13,13a-tetrahydroisoquino<1,2-b>quinazolinium picrate 
• 61645-80-5 3,4-dihydroisoquinoline hydrochloride 
• 22608-87-3 2-amino-4,5-dimethoxybenzaldehyde 

Relevant academic research and scientific papers

2-(aminobenzyl)-1,2,3,4-tetrahydroisoquinolines: A new class of α2-adrenergic receptor antagonists

A new class of α2-adrenergic receptor antagonists, the 2-(aminobenzyl)-1,2,3,4-tetrahydroisoquinolines 4 and their derivatives, is described. Two synthetic routes are reported. An investigation of the structure-activity relationships including various substitutions of the isoquinoline moiety and the benzyl group is discussed. The affinity and selectivity for both α1- and α2-adrenoceptors was defined by studying the displacement of [3H]-prazosin (α1-sites) and [3H]-yohimbine (α2-sites) from rat brain membranes. The 2-(2-amino-3,4-dimethoxybenzyl)-6-methoxy-1,2,3,4- tetrahydroisoquinoline 4a presented affinity and selectivity close to yohimbine. In functional experiments the α-adrenoceptor blocking properties of 4a have been evaluated on isolated rat aorta and on the twitch responses of the isolated rat vas deferens.

SYNTHESIS OF ISOQUINOQUINAZOLINES BY CYCLOADDITION REACTION

The cycloaddition reaction of 3,4-dihydroisoquinolinium salts (2c,d) with 2-aminobenzaldehydes (1a,b) was a convenient way to obtain 5,6,13,13a-tetrahydro-8H-isoquinoquinazolinium salts (3a-d).The reduction, transposition and oxidation of these com

2-(2-AMINOBENZYL OR 2-NITROBENZYL)-1,2,3,4-TETRAHYDROISOQUINOLINE DERIVATIVES

Derivatives of 2-(2-aminobenzyl or 2-nitrobenzyl)-1,2,3,4-tetrahydroisoquinoline of the formula STR1 in which each of substituents R 1, R 2, R 3, R 4, R 5, R 6, R 7 or R 8 may represent either a hydrogen atom, a straight or branched chain alkyl group, a straight or branched chain alkoxy group, a hydroxy group or corresponding esters, a phenoxy group, a benzyloxy group, a methylenedioxy bridge (--O--CH 2--O--) when this substituent is connected with an adjacent carbon, a halogen, a nitro group, an amine function corresponding to primary or secondary or tertiary amine, or quarternary ammonium;each of substituents R 9 or R. sub.10 may represent either a hydrogen atom, a straight or branched chain alkyl group, an arylalkyl group, an amine function corresponding to primary or secondary or tertiary amine or quarternary ammonium, or may each be oxygen atoms;each of substituents R 11 or R. sub.12 may represent either a hydrogen atom, or a straight or branched chain alkyl group; R 11 and R 12 may also together form an oxygen atom; R 13 may represent either a hydrogen atom, or a straight or branched chain alkyl group. These compounds have α-adrenergic activity, and more particularly either α1 or α2 adrenergic specificity.