23707-37-1

Basic information

• Product Name: 7-Aminoisoquinoline
• Synonyms: 7-Isoquinolinamine(9CI);Isoquinolin-7-ylamine;7-amine-isoquinoline;7-Isoquinolinamine;7-Aminoisoquinoline;7-aminoisoquinoline ,97%
• CAS NO: 23707-37-1
• Molecular Formula: C₉H₈N₂
• Molecular Weight: 144.17
• EINECS: -0
• Product Categories: VARIOUSAMINE;PYRIDINE;Building Blocks;Isoquinoline
• Mol File: 23707-37-1.mol
• Article Data: 9

Chemical Properties

• Melting Point: 204 °C
• Boiling Point: 343.107 °C at 760 mmHg
• Flash Point: 188.082 °C
• Appearance: /
• Density: 1.211 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.708
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 6.18±0.10(Predicted)
• CAS DataBase Reference: 7-Aminoisoquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 7-Aminoisoquinoline(23707-37-1)
• EPA Substance Registry System: 7-Aminoisoquinoline(23707-37-1)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 23707-37-1(Hazardous Substances Data)

Usage

Chemical Properties

Tan powder

InChI:InChI=1/C9H8N2/c10-9-2-1-7-3-4-11-6-8(7)5-9/h1-6H,10H2

Upstream product

• 855736-55-9 8-chloro-isoquinolin-7-ol 
• 91-21-4 1,2,3,4-tetrahydroisoquinoline 
• 58794-09-5 7-bromoisoquinoline 
• 42923-79-5 7-nitro-1,2,3,4-tetrahydroisoquinoline 
• 13058-73-6 7-nitroisoquinoline 
• 7651-83-4 isoquinolin-7-ol 
• 62541-59-7 7-nitro-3,4-dihydroisoquinoline 
• 3230-65-7 3,4-dihydroisoquinoline 

Downstream Products

• 959931-85-2 C₂₄H₁₆N₂ 
• 959931-86-3 C₂₁H₁₄N₄ 
• 959931-87-4 C₂₂H₁₉N₃O 
• 959931-84-1 C₁₈H₁₂N₂ 
• 1205543-20-9 phenyl isoquinolin-7-ylcarbamate 
• 1425782-76-8 N-(4-isopropyl-3-methylphenyl)-2-(isoquinolin-7-ylamino)nicotinamide 
• 875002-69-0 N-(4-isopropyl-3-methylphenyl)-2-(isoquinolin-7-ylamino)nicotinamide 
• 875002-19-0 2-(isoquinolin-7-ylamino)-N-(4-pentafluoroethyl-phenyl)-nicotinamide 
• 645418-86-6 2-(isoquinolin-7-ylamino)-benzoic acid ethyl ester 
• 218301-40-7 7-azidoisoquinoline 
• 35317-84-1 2-Hydroxythiazolo<4,5-h>isochinolin 
• 35317-81-8 2-chloro-thiazolo[4,5-h]isoquinoline 
• 35317-82-9 Thiazolo<4,5-h>isochinolin 
• 218301-12-3 5-methyl-2-(2-oxy-isoquinolin-7-yl)-2H-pyrazole-3-carboxylic acid (2'-tert-butylsulfamoyl-biphenyl-4-yl)-amide 

Relevant articles and documents

Development of versatile and potent monoquaternary reactivators of acetylcholinesterase

To date, the only treatments developed for poisoning by organophosphorus compounds, the most toxic chemical weapons of mass destruction, have exhibited limited efficacy and versatility. The available causal antidotes are based on reactivation of the enzyme acetylcholinesterase (AChE), which is rapidly and pseudo-irreversibly inhibited by these agents. In this study, we developed a novel series of monoquaternary reactivators combining permanently charged moieties tethered to position 6- of 3-hydroxypyridine-2-aldoxime reactivating subunit. Highlighted representatives (21, 24, and 27; also coded as K1371, K1374, and K1375, respectively) that contained 1-phenylisoquinolinium, 7-amino-1-phenylisoquinolinium and 4-carbamoylpyridinium moieties?as peripheral anionic site ligands, respectively, showed efficacy superior or comparable to that of the clinically used standards. More importantly, these reactivators exhibited wide-spectrum efficacy and were minutely investigated via determination of their reactivation kinetics in parallel with molecular dynamics simulations to study their mechanisms of reactivation of the tabun-inhibited AChE conjugate. To further confirm the potential applicability of these candidates, a mouse in vivo assay was conducted. While K1375 had the lowest acute toxicity and the most suitable pharmacokinetic profile, the oxime K1374 with delayed elimination half-life was the most effective in ameliorating the signs of tabun toxicity. Moreover, both in vitro and in vivo, the versatility of the agents was substantially superior to that of clinically used standards. Their high efficacy and broad-spectrum capability make K1374 and K1375 promising candidates that should be further investigated for their potential as nerve agents and insecticide antidotes.

Pyrrole inhibitors of S-nitrosoglutathione reductase as therapeutic agents

The present invention is directed to inhibitors of S-nitrosoglutathione reductase (GSNOR), pharmaceutical compositions comprising such GSNOR inhibitors, and methods of making and using the same.

Scalable synthesis of cortistatin A and related structures

Full details are provided for an improved synthesis of cortistatin A and related structures as well as the underlying logic and evolution of strategy. The highly functionalized cortistatin A-ring embedded with a key heteroadamantane was synthesized by a simple and scalable five-step sequence. A chemoselective, tandem geminal dihalogenation of an unactivated methyl group, a reductive fragmentation/trapping/elimination of a bromocyclopropane, and a facile chemoselective etherification reaction afforded the cortistatin A core, dubbed "cortistatinone". A selective δ16-alkene reduction with Raney Ni provided cortistatin A. With this scalable and practical route, copious quantities of cortistatinone, δ16-cortistatin A (the equipotent direct precursor to cortistatin A), and its related analogues were prepared for further biological studies.