4-Hydroxy-7-methoxyquinoline-6-carboxamide

Base Information

• Chemical Name: 4-Hydroxy-7-methoxyquinoline-6-carboxamide
• CAS No.: 417724-81-3
• Molecular Formula: C₁₁H₁₀N₂O₃
• Molecular Weight: 218.212
• UNII: N26F8UDG8D
• Nikkaji Number: J3.044.556B
• Mol file: 417724-81-3.mol

Synonyms:7-Methoxy-4-oxo-1,4-dihydroquinoline-6-carboxamide;417724-81-3;4-Hydroxy-7-methoxyquinoline-6-carboxamide;N26F8UDG8D;4-Hydroxy-7-methoxy-6-quinolinecarboxamide;7-methoxy-4-oxo-1H-quinoline-6-carboxamide;6-Quinolinecarboxamide, 4-hydroxy-7-methoxy-;1,4-Dihydro-7-methoxy-4-oxo-6-quinolinecarboxamide;6-Quinolinecarboxamide, 1,4-dihydro-7-methoxy-4-oxo-;starbld0023769;UNII-N26F8UDG8D;SCHEMBL1896501;SCHEMBL14079163;MFCD24611822;SY198529;EN300-204183;A936302;2110414-05-4

Chemical Property of 4-Hydroxy-7-methoxyquinoline-6-carboxamide

Chemical Property:

• Boiling Point: 372.1±42.0 °C(Predicted)
• PKA: 15.36±0.20(Predicted)
• Density: 1.324±0.06 g/cm3(Predicted)
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 218.06914219
• Heavy Atom Count: 16
• Complexity: 340

Purity/Quality:

99% ^*data from raw suppliers

1,4-Dihydro-7-methoxy-4-oxo-6-quinolinecarboxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=C(C=C2C(=O)C=CNC2=C1)C(=O)N
• Uses: 1,4-Dihydro-7-methoxy-4-oxo-6-quinolinecarboxamide is a metabolite of Lenvatinib which is an orally active inhibitor of multiple receptor tyrosine kinases including VEGF, FGF and SCF receptors. 1,4-Dihydro-7-methoxy-4-oxo-6-quinolinecarboxamide is a metabolite of Lenvatinib (L329400) which is an orally active inhibitor of multiple receptor tyrosine kinases including VEGF, FGF and SCF receptors.

Technology Process of 4-Hydroxy-7-methoxyquinoline-6-carboxamide

There total 1 articles about 4-Hydroxy-7-methoxyquinoline-6-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: 93.0%

7-methoxy-4-oxo-1,4-dihydroquinoline-6-carboxylic acid methyl ester (205448-65-3) → 7-methoxy-4-oxo-1,4-dihydroquinoline-6-carboxamide (417724-81-3)

Guidance literature:

With ammonia; In water; at 70 ℃; for 2h; Large scale;

Reference yield: 89.0%

7-methoxy-4-oxo-1,4-dihydroquinoline-6-carboxamide (417724-81-3) → 7-Methoxy-4-oxo-1,4-dihydroquinoline-6-carbonitrile (417721-15-4)

Guidance literature:

With thionyl chloride; In N,N-dimethyl-formamide; at 60 ℃; for 5h; Reagent/catalyst; Solvent; Time; Large scale;

Reference yield: 82.2%

7-methoxy-4-oxo-1,4-dihydroquinoline-6-carboxamide (417724-81-3) + bis(3-chloro-4-aminophenyl)iodonium trifluoromethanesulfonate → 4?(4?amino?3?chlorophenoxy)?7?methoxyquinoline?6?carboxamide (417722-93-1)

Guidance literature:

With caesium carbonate; In dimethyl sulfoxide; at 80 ℃; for 1h; Temperature; Reagent/catalyst; Microwave irradiation;

upstream raw materials:

7-methoxy-4-oxo-1,4-dihydroquinoline-6-carboxylic acid methyl ester

Downstream raw materials:

{4-[(6-carbamoyl-7-methoxy-4-quinolyl)oxy]-2-chlorophenyl}amino-carboxylic acid phenyl ester

lenvatinib

4?(4?amino?3?chlorophenoxy)?7?methoxyquinoline?6?carboxamide

7-Methoxy-4-oxo-1,4-dihydroquinoline-6-carbonitrile

Refernces