4-Methoxyquinoline-2-carboxylic acid

Base Information

• Chemical Name: 4-Methoxyquinoline-2-carboxylic acid
• CAS No.: 15733-83-2
• Molecular Formula: C11H9NO3
• Molecular Weight: 203.197
• Hs Code.: 2933499090
• European Community (EC) Number: 626-658-4
• DSSTox Substance ID: DTXSID20344130
• Nikkaji Number: J307.672E
• Wikidata: Q82115794
• ChEMBL ID: CHEMBL51773
• Mol file: 15733-83-2.mol

Synonyms:4-methoxyquinoline-2-carboxylic acid;15733-83-2;4-Methoxy-2-quinolinecarboxylic acid;2-Quinolinecarboxylic acid, 4-methoxy-;CHEMBL51773;4-Methoxy-quinoline-2-carboxylic acid;MFCD00012336;4-Methoxyquinaldic acid;SMR000037045;Oprea1_599887;2-carboxy-4-methoxyquinoline;4-methoxy-2-carboxyquinoline;MLS000080766;SCHEMBL297225;DTXSID20344130;HMS2166F04;HMS3310B09;4-methoxyquinoline-2-carboxylicacid;2-Quinolinecarboxylicacid,4-methoxy-;BBL023075;BDBM50004950;STK530194;AKOS005462860;BS-4128;SB71483;4-METHOXY-2-QUINOLINECARBOXYLICACID;4-Methoxy-2-quinolinecarboxylic acid, 95%;CS-0063817;FT-0637267;D73297;AB00401642-09;EN300-5308752;A809840;J-009406;Z1134163856

Chemical Property of 4-Methoxyquinoline-2-carboxylic acid

Chemical Property:

• Vapor Pressure: 1.76E-05mmHg at 25°C
• Melting Point: 197 °C (dec.)(lit.)
• Refractive Index: 1.648
• Boiling Point: 349.5 °C at 760 mmHg
• PKA: 1.08±0.30(Predicted)
• Flash Point: 165.1 °C
• PSA: 59.42000
• Density: 1.325 g/cm³
• LogP: 1.94160
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 203.058243149
• Heavy Atom Count: 15
• Complexity: 244

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Methoxyquinoline-2-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=NC2=CC=CC=C21)C(=O)O
• Uses: 4-Methoxy-2-quinolinecarboxylic acid was used in preparation of novel oxorhenium(V) complexes incorporating quinoline and isoquinoline carboxylic acid derivatives and 2,3-diaminopyridinium 4-methoxyquinoline-2-carboxylate.

Technology Process of 4-Methoxyquinoline-2-carboxylic acid

There total 9 articles about 4-Methoxyquinoline-2-carboxylic acid 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: 70.0%

4-methoxy quinoline-2-carboxylic acid methyl ester (67976-94-7) → 4-methoxyquinoline-2-carboxylic acid (15733-83-2)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; Ambient temperature;

DOI:10.1021/jm00088a014

Reference yield:

4-hydroxyquinoline-2-carboxylic acid methyl ester (5965-59-3) → 4-methoxyquinoline-2-carboxylic acid (15733-83-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaH / 1.) DMF, RT, 0.5 h, 2.) DMF, RT, overnight

2: 70 percent / aq. LiOH / tetrahydrofuran / Ambient temperature

With lithium hydroxide; sodium hydride; In tetrahydrofuran;

DOI:10.1021/jm00088a014

Reference yield:

→ 4-methoxyquinoline-2-carboxylic acid (15733-83-2)

Guidance literature:

With potassium permanganate; in neutraler Loesung;

upstream raw materials:

formaldehyd

4-methoxy-2-methyl-quinoline

2-cyano-4-methoxyquinoline

4-methoxy quinoline-2-carboxylic acid methyl ester

Refernces

• 1、 Salituro, Francesco G.,Harrison, Boyd L.,Baron, Bruce M.,Nyce, Philip L.,Stewart, Kenneth T.,et al.. "3-(2-Carboxyindol-3-yl)propionic Acid-Based Antagonists of the N-Methyl-D-aspartic Acid Receptor Associated Glycine Binding Site". . p. 1791 - 1799. Retrieved 2007/10/02.