Isoquinoline-3-carboxamide

Base Information

• Chemical Name: Isoquinoline-3-carboxamide
• CAS No.: 50458-77-0
• Molecular Formula: C10H8N2O
• Molecular Weight: 172.186
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID90565532
• Nikkaji Number: J1.992.869A
• Wikidata: Q82450674
• Mol file: 50458-77-0.mol

Synonyms:Isoquinoline-3-carboxamide;50458-77-0;SCHEMBL678365;DTXSID90565532;MFCD00160690;CS-0130015;J-521586

Chemical Property of Isoquinoline-3-carboxamide

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 213 °C
• Boiling Point: 440.862oC at 760 mmHg
• PKA: 14.84±0.30(Predicted)
• Flash Point: 220.426oC
• PSA: 56.97000
• Density: 1.271g/cm3
• LogP: 2.21790
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 172.063662883
• Heavy Atom Count: 13
• Complexity: 205

Purity/Quality:

NLT 98% ^*data from raw suppliers

Isoquinoline-3-carboxamide 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C=NC(=CC2=C1)C(=O)N

Technology Process of Isoquinoline-3-carboxamide

There total 10 articles about Isoquinoline-3-carboxamide 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%

methyl isoquinoline-3-carboxylate (27104-73-0) → isoquinoline-3(S)-carboxamide (50458-77-0)

Guidance literature:

With ammonia; Ambient temperature;

Reference yield: 81.0%

5-[1-(2-Diethoxymethyl-phenyl)-meth-(E)-ylidene]-imidazolidine-2,4-dione (663170-97-6) → isoquinoline-3(S)-carboxamide (50458-77-0)

Guidance literature:

With hydrogenchloride; In water; acetonitrile; at 20 ℃;

DOI:10.1016/j.tetlet.2003.10.200

Reference yield:

isoquinoline-3-carboxylic acid (6624-49-3) → isoquinoline-3(S)-carboxamide (50458-77-0)

Guidance literature:

With diazomethane; methanol; diethyl ether; Behandeln des Reaktionsprodukts in Methanol mit NH₃;

DOI:10.1021/ja01146a055

upstream raw materials:

isoquinoline-3-carboxylic acid

ethyl isoquinoline-3-carboxylate

3-carboxyisoquinoline N-oxide

methyl isoquinoline-3-carboxylate

Downstream raw materials:

isoquinolin-3-amine

3-cyanoisoquinoline

1-phenylhydrazono-1,2,3,4-tetrahydro-pyrido[1,2-b]isoquinolinylium; bromide

3-(aminomethyl)isoquinoline dihydrochloride

Refernces

• 1、 Vosswinkel, Michael,Lueerssen, Holger,Kvaskoff, David,Wentrup, Curt. "Interconversion of nitrenes, azirenes, and diradicals: Rearrangement of 3-isoquinolylnitrene to o-cyanophenylketenimine and 1-cyanoisoindole". body text. p. 1171 - 1178. Retrieved 2009/07/25.
• 2、 Langry, Kevin C.. "SYNTHESIS OF IMIDAZOQUINOLINES AND IMIDAZOISOQUINOLINES FROM AZANAPHTHALENE CARBOXYLIC ACIDS". . p. 429 - 438. Retrieved 2007/10/02.