5-Aminoisoquinoline

Base Information

• Chemical Name: 5-Aminoisoquinoline
• CAS No.: 1125-60-6
• Molecular Formula: C9H8N2
• Molecular Weight: 144.176
• Hs Code.: 29334900
• European Community (EC) Number: 214-408-3
• NSC Number: 46880
• UNII: LDJ0JLN1Y7
• DSSTox Substance ID: DTXSID80150077
• Nikkaji Number: J80.182H
• Wikipedia: 5-aminoisoquinoline
• Wikidata: Q27095343
• Metabolomics Workbench ID: 149044
• ChEMBL ID: CHEMBL216973
• Mol file: 1125-60-6.mol

Synonyms:5-Amino-isoquinoline;Isoquinoline, 5-amino- (8CI);5-Isoquinolinamine;isoquinolin-5-amine;Isoquinoline, 5-amino-;Isoquinol-5-ylamine;5-Amino Isoquinoline;

Chemical Property of 5-Aminoisoquinoline

Chemical Property:

• Appearance/Colour: yellow to brown crystalline powder
• Vapor Pressure: 0.000977mmHg at 25°C
• Melting Point: 127-130 °C
• Refractive Index: 1.673
• Boiling Point: 335.7 °C at 760 mmHg
• PKA: 5.67±0.13(Predicted)
• Flash Point: 183.3 °C
• PSA: 38.91000
• Density: 1.21g/cm³
• LogP: 2.39820
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Light Sensitive
• Solubility.: Chloroform, Ethyl Acetate, 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

5-Aminoisoquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 38-20/21/22-36/37/38
• Safety Statements: 36/37/39-26-37/39-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=CN=C2)C(=C1)N
• Uses: 5-Aminoisoquinoline is used for synthesis of Rho kinase inhibitors. 5-Aminoisoquinoline (5AIQ) was used to study the effect of addition of β-cyclodextrin on the absorption and emission properties of 5AIQ.

Technology Process of 5-Aminoisoquinoline

There total 20 articles about 5-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: 99.2%

5-nitroisoquinoline (607-32-9) → isoquinolin-5-ylamine (1125-60-6)

Guidance literature:

With indium; ammonium chloride; In ethanol; for 1h; Heating;

DOI:10.1055/s-1998-1837

Reference yield: 99.0%

5-bromoisoquinoline (34784-04-8) → isoquinolin-5-ylamine (1125-60-6)

Guidance literature:

With 2-((dicyclohexylphosphino)methyl)-1,3-bis(2,6-diisopropylphenyl)-4,5-dimethyl-1H-imidazol-3-ium iodide; ammonia; palladium diacetate; sodium t-butanolate; In 1,4-dioxane; at 120 ℃; for 24h; under 7500.75 Torr; Autoclave; Inert atmosphere;

DOI:10.1002/chem.201100984

Reference yield: 97.8%

5-Nitroisoquinoline N-Oxide (57554-78-6) → isoquinolin-5-ylamine (1125-60-6)

Guidance literature:

With titanium(III) chloride; In acetic acid; at 18 ℃; for 0.116667h;

upstream raw materials:

5-amino-1-chloroisoquinoline

5-nitroisoquinoline

5-Nitroisoquinoline N-Oxide

5-hydroxyisoquinoline

Downstream raw materials:

N-(3-acetamido-2,6-dichlorobenzylidene)-4-aminoisoquinoline

3-[5'-isoquinolinylamino]cyclohex-2-en-1-one

2-(5-isoquinolineamino)-3-nitrobenzoic acid

5-iodoisoquinoline

Refernces

• 1、 Mellor, John M.,Merriman, Glynn D.. "Synthesis of novel intranuclear diazasteroids". . p. 693 - 698. Retrieved 1995.
• 2、 Joseph,Joullie. "-". . p. 801. Retrieved 1964.
• 3、 Kalola, Anirudhdha G.,Prasad, Pratibha,Mokariya, Jaydeep A.,Patel, Manish P.. "A mild and selective Cu(II) salts-catalyzed reduction of nitro, azo, azoxy, N-aryl hydroxylamine, nitroso, acid halide, ester, and azide compounds using hydrogen surrogacy of sodium borohydride". supporting information. p. 3565 - 3589. Retrieved 2021/10/12.
• 4、 -. "Method for reducing aromatic nitro into arylamine". Paragraph 0205-0208; 0257-0260. . Retrieved 2020/07/15.