Amiquinsin

Base Information

• Chemical Name: Amiquinsin
• CAS No.: 13425-92-8
• Molecular Formula: C₁₁H₁₂N₂O₂
• Molecular Weight: 204.228
• Hs Code.: 2933499090
• UNII: 85HK85C137
• DSSTox Substance ID: DTXSID20158613
• Nikkaji Number: J8.111F
• Wikidata: Q27269641
• NCI Thesaurus Code: C79900
• ChEMBL ID: CHEMBL2110601
• Mol file: 13425-92-8.mol

Synonyms:4-amino-6,7-dimethoxyquinoline hydrochloride, monohydrate;amiquinsin;amiquinsin hydrochloride;U-935

Chemical Property of Amiquinsin

Chemical Property:

• Boiling Point: 387.4 °C at 760 mmHg
• PKA: 9.43±0.50(Predicted)
• Flash Point: 188.1 °C
• PSA: 57.37000
• Density: 1.222 g/cm³
• LogP: 2.41540
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 204.089877630
• Heavy Atom Count: 15
• Complexity: 213

Purity/Quality:

99% ^*data from raw suppliers

6,7-Dimethoxyquinolin-4-amine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(C=CN=C2C=C1OC)N
• Uses: Antihypertensive.

Technology Process of Amiquinsin

There total 4 articles about Amiquinsin which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 83.0%

tert-butyl (6,7-dimethoxyquinolin-4-yl)carbamate → 4-Amino-6,7-dimethoxychinolin (13425-92-8)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; dichloromethane; at 20 ℃; for 5h;

Reference yield: 35.0%

C11H10INO2 (1582788-20-2) → 4-Amino-6,7-dimethoxychinolin (13425-92-8)

Guidance literature:

With (2-hydroxyethyl)(methyl)amine; copper(l) iodide; formamide; at 80 ℃; for 2.5h; Sealed tube;

DOI:10.1039/c4nj00046c

Reference yield:

6,7-dimethoxy-4-chloroquinoline (35654-56-9) → 4-Amino-6,7-dimethoxychinolin (13425-92-8)

Guidance literature:

Multi-step reaction with 2 steps

1: caesium carbonate; XPhos; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / toluene / 16 h / 100 °C / Inert atmosphere

2: hydrogenchloride / dichloromethane; 1,4-dioxane / 5 h / 20 °C

With hydrogenchloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; XPhos; In 1,4-dioxane; dichloromethane; toluene;

upstream raw materials:

C₁₁H₁₀INO₂

6,7-dimethoxy-4-chloroquinoline