4-Aminoisoquinoline

Base Information

• Chemical Name: 4-Aminoisoquinoline
• CAS No.: 23687-25-4
• Molecular Formula: C9H8N2
• Molecular Weight: 144.176
• Hs Code.: 2933499090
• European Community (EC) Number: 245-823-8
• NSC Number: 170840
• UNII: EX5SYG47SP
• DSSTox Substance ID: DTXSID20178351
• Nikkaji Number: J88.188K
• Wikidata: Q72486531
• Mol file: 23687-25-4.mol

Synonyms:4-Aminoisoquinoline;isoquinolin-4-amine;23687-25-4;4-Isoquinolinamine;4-Isoquinolylamine;4-Amino-isoquinoline;Isoquinoline, 4-amino-;4-AMINO ISOQUINOLINE;isoquinolin-4-ylamine;MFCD00034752;EX5SYG47SP;EINECS 245-823-8;NSC-170840;Nc1cncc2ccccc12;NSC170840;isoquinolin-4-yl-amine;UNII-EX5SYG47SP;4-Aminoisoquinoline, 97%;SCHEMBL1325881;DTXSID20178351;AB1274;AKOS006345437;CS-W008059;NSC 170840;PS-4545;AC-24179;SY020016;AM20070002;FT-0600553;EN300-115319;AE-842/31875006;W-206846

Chemical Property of 4-Aminoisoquinoline

Chemical Property:

• Vapor Pressure: 2.29E-05mmHg at 25°C
• Melting Point: 108.0 to 112.0 °C
• Refractive Index: 1.708
• Boiling Point: 360 °C at 760 mmHg
• PKA: 6.29±0.10(Predicted)
• Flash Point: 198.9 °C
• PSA: 38.91000
• Density: 1.21 g/cm³
• LogP: 2.39820
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: soluble in Methanol
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 144.068748264
• Heavy Atom Count: 11
• Complexity: 136

Purity/Quality:

99% ^*data from raw suppliers

4-AminoIsoquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi:
• Statements: 22-36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=NC=C2N
• Uses: 4-Isoquinolylamine can be used for synthesis of Rho kinase inhibitors.

Technology Process of 4-Aminoisoquinoline

There total 10 articles about 4-Aminoisoquinoline 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: 98.0%

4-bromoisoquinoline (1532-97-4) → 4-aminoisoquinoline (23687-25-4)

Guidance literature:

With ammonium hydroxide; copper(II) sulfate; In water; at 165 - 170 ℃; for 24h;

DOI:10.1081/SCC-120027247

Reference yield: 97.0%

N-(diphenylmethylene)-isoquinolin-4-amine (1421429-90-4) → 4-aminoisoquinoline (23687-25-4)

Guidance literature:

With hydrogenchloride; water; In tetrahydrofuran; ethanol; at 0 - 23 ℃; for 3h;

Reference yield: 97.0%

4-nitro-isoquinoline (36073-93-5) → 4-aminoisoquinoline (23687-25-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 5h; under 3750.3 Torr;

DOI:10.1002/jhet.5570380114

upstream raw materials:

4-bromoisoquinoline

4-azidoisoquinoline

ethanethiol

4-nitro-isoquinoline

Downstream raw materials:

4-acetamidoisoquinoline

N-(isoquinolin-4-yl)benzamide

N-acetyl-sulfanilic acid-[4]isoquinolylamide

5,6,7,8-tetrahydro-[4]isoquinolylamine

Refernces

• 1、 -. "HETEROCYCLIC CARBOXYLIC ACID AMIDE LIGAND AND APPLICATIONS THEREOF IN COPPER CATALYZED COUPLING REACTION OF ARYL HALOGENO SUBSTITUTE". Paragraph 0266-0267. . Retrieved 2019/05/15.
• 2、 Sun, Wei,Kim, Hyo-Shin,Lee, Sunho,Jung, Aeran,Kim, Sung-Eun,Ann, Jihyae,Yoon, Suyoung,Choi, Sun,Lee, Jin Hee,Blumberg, Peter M.,Frank-Foltyn, Robert,Bahrenberg, Gregor,Schiene, Klaus,Stockhausen, Hannelore,Christoph, Thomas,Frormann, Sven,Lee, Jeewoo. "6,6-Fused heterocyclic ureas as highly potent TRPV1 antagonists". . p. 803 - 806. Retrieved 2015/02/19.