98451-51-5

Usage

Chemical compound

2-amino-6-nitrobenzyl alcohol

Classification

Organic compound

Elements

Carbon, hydrogen, nitrogen, oxygen

Uses

Building block in organic synthesis, production of pharmaceuticals and specialty chemicals, potential for new drug development

Applications

Manufacturing of dyes, pigments, industrial products

Research

Potential biological and pharmacological properties

InChI:InChI=1/C7H8N2O3/c8-6-2-1-3-7(9(11)12)5(6)4-10/h1-3,10H,4,8H2

Upstream product

• 96839-34-8 2,6-dinitrobenzyl alcohol 
• 606-18-8 3-nitroanthranilic acid 
• 50573-74-5 6-nitroanthranilic acid 

Downstream Products

• 117847-40-2 (2-iodo-6-nitrophenyl)methanol 
• 1211525-48-2 2-(tert-Butyl-dimethyl-silanyloxymethyl)-3-nitro-phenylamine2-(tert-butyl-dimethyl-silanyloxymethyl)-3-nitro-phenylamine 
• 130133-53-8 2-amino-6-nitrobenzaldehyde 
• 1347719-48-5 N-{2,3-bis(2-methoxyethoxy)-8H-quinazolino[4,3-b]quinazoline}benzamide 
• 1347720-82-4 C₂₁H₂₄N₄O₇ 
• 117847-42-4 (E)-3-(2-iodo-6-nitrophenyl)-2-phenylpropenoic acid 
• 117847-43-5 5-iodo-3-phenylquinolin-2(1H)-one 
• 117847-41-3 2-iodo-6-nitrobenzaldehyde 

Relevant academic research and scientific papers

Synthesis of quinolinomorphinan derivatives as highly selective δ opioid receptor ligands

We have reported previously the novel δ opioid agonist KNT-127 which showed high affinity and selectivity for the δ receptor. Moreover, the analgesic effect of subcutaneously administered KNT-127 was more potent than that of a prototypical δ agonist (-)-TAN-67 in the acetic acid writhing test. This study of the structure-activity relationship of KNT-127 derivatives focused on the introduction of substituents onto the 5′-, 6′-, 7′- or 8′-position of the quinoline ring and revealed that many derivatives with 5′- or 8′-substituents showed high affinities and selectivities for the δ receptor. Especially, SYK-153 with an 8′-OH group showed the highest affinity and the most balanced and highest selectivity for the δ receptor among the synthesized compounds.

Phenanthrene-4,5-quinones: a Synthesis of Morphenol

Oxidation of 1,3,6,8-tetra-t-butil-9,10-dihydrophenanthrene-4,5-diol (8), gave the corresponding 4,5-quinone (9), isolated as its oxepine valence isomer (19).Oxidation of 1,3,6,8-tetra-t-butilphenanthrene-4,5-diol (3) gave an even less stable quinone (4) which rearranged via its arene oxide valence isomer (26) to an enone (22).Acid catalysed debutylation of this produced morphenol (24).The annelated analogue (27) of the phenanthrenequinone (4) showed no tendency to rearrange.