114688-64-1

Basic information

• Product Name: 2-(2-nitro-4-chlorobenzyl)-1,2,3,4-tetrahydroisoquinoline
• CAS NO: 114688-64-1
• Molecular Weight: 302.76
• Mol File: 114688-64-1.mol

Chemical Properties

• CAS DataBase Reference: 2-(2-nitro-4-chlorobenzyl)-1,2,3,4-tetrahydroisoquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-nitro-4-chlorobenzyl)-1,2,3,4-tetrahydroisoquinoline(114688-64-1)
• EPA Substance Registry System: 2-(2-nitro-4-chlorobenzyl)-1,2,3,4-tetrahydroisoquinoline(114688-64-1)

Safety Data

• Hazardous Substances Data: 114688-64-1(Hazardous Substances Data)

Upstream product

• 91-21-4 1,2,3,4-tetrahydroisoquinoline 
• 52311-59-8 4-chloro-2-nitrobenzyl bromide 
• 89-59-8 4-chloro-2-nitrotoluene 

Relevant articles and documents

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.

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.