Methyl 4-hydroxy-1-oxo-1,2-dihydroisoquinoline-3-carboxylate

Base Information

• Chemical Name: Methyl 4-hydroxy-1-oxo-1,2-dihydroisoquinoline-3-carboxylate
• CAS No.: 13972-97-9
• Molecular Formula: C₁₁H₉NO₄
• Molecular Weight: 219.197
• European Community (EC) Number: 830-826-4
• Nikkaji Number: J461.904H
• ChEMBL ID: CHEMBL1523832
• Mol file: 13972-97-9.mol

Synonyms:13972-97-9;Methyl 4-hydroxy-1-oxo-1,2-dihydroisoquinoline-3-carboxylate;MLS000549933;SMR000113373;methyl 4-hydroxy-1-oxo-1,2-dihydro-3-isoquinolinecarboxylate;METHYL 4-HYDROXY-1-OXO-2H-ISOQUINOLINE-3-CARBOXYLATE;methyl 1,4-dihydroxyisoquinoline-3-carboxylate;3-Isoquinolinecarboxylic acid, 1,2-dihydro-4-hydroxy-1-oxo-, Methyl ester;Opera_ID_1931;ChemDiv2_000265;Oprea1_140519;Oprea1_291749;IFLab1_000940;SCHEMBL3580260;CHEMBL1523832;SCHEMBL14586393;BDBM70488;cid_6093506;JOURGLFWVLLAPY-UHFFFAOYSA-N;(3Z)-3-[hydroxy(methoxy)methylidene]isoquinoline-1,4-dione;HMS1369M01;HMS1414K16;HMS2297K19;AKOS005169782;CCG-103032;EN300-206753;F87108;methyl 1,4-dihydroxy-3-isoquinolinecarboxylate;A922279;AC-907/34108027;SR-01000388325;methyl 4-hydroxy-1 (2H)-isoquinolone-3-carboxylate;SR-01000388325-1;Z2832012629;(3Z)-3-[hydroxy(methoxy)methylene]isoquinoline-1,4-quinone;(3Z)-3-[methoxy(oxidanyl)methylidene]isoquinoline-1,4-dione;Methyl4-hydroxy-1-oxo-1,2-dihydroisoquinoline-3-carboxylate;3-Isoquinolinecarboxylic acid,1,2-dihydro-4-hydroxy-1-oxo-,Methyl ester

Chemical Property of Methyl 4-hydroxy-1-oxo-1,2-dihydroisoquinoline-3-carboxylate

Chemical Property:

• Melting Point: 217-219 °C(Solv: N,N-dimethylformamide (68-12-2))
• Boiling Point: 479.8±45.0 °C(Predicted)
• PKA: 4.50±1.00(Predicted)
• PSA: 79.39000
• Density: 1.435±0.06 g/cm3(Predicted)
• LogP: 1.02030
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 219.05315777
• Heavy Atom Count: 16
• Complexity: 361

Purity/Quality:

99% ^*data from raw suppliers

Methyl4-hydroxy-1-oxo-1,2-dihydroisoquinoline-3-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)C1=C(C2=CC=CC=C2C(=O)N1)O
• Uses: UA 45336 is a precursor to FG 2216 (F329000) which is an erythropoietic agent which is orally active prolyl-hydroxylase inhibitor which increases erythropoietin production in end-stage kidney disease.

Technology Process of Methyl 4-hydroxy-1-oxo-1,2-dihydroisoquinoline-3-carboxylate

There total 3 articles about Methyl 4-hydroxy-1-oxo-1,2-dihydroisoquinoline-3-carboxylate 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: 91.0%

phthalimidoacetic acid ethyl ester (6974-10-3) → 4-hydroxy-2-methyl-1(2H)-isoquinolone-3-carboxylic acid methyl ester (13972-97-9)

Guidance literature:

With sodium methylate; In methanol; for 24h; Reflux;

DOI:10.1055/s-2008-1067184

Reference yield:

sodium methylate (124-41-4) → methyl 1,4-dihydroxyisoquinoline (13972-97-9)

Guidance literature:

im geschlossenen Gefaess;

Reference yield:

→ 4-hydroxy-2-methyl-1(2H)-isoquinolone-3-carboxylic acid methyl ester (13972-97-9)

Guidance literature:

/BRN= 414063/, HCl;

DOI:10.1055/s-1978-24782

upstream raw materials:

sodium methylate

phthalimidoacetic acid ethyl ester

Downstream raw materials:

methyl 1-chloro-4-hydroxyisoquinoline-3-carboxylate

4-hydroxy-1(2H)-isoquinolinone

(1R,2S,4S)-2-isopropyl-4-methylcyclohexyl (3aR,4aS,10bR)-6-oxo-3,3a,4,4a-tetrahydro-2H-furo[2',3':2,3]cyclobuta[1,2-c]isoquinoline-5(6H)-carboxylate

4-(but-3-enyloxy)isoquinolin-1(2H)-one

Refernces