Homoquinolinic acid

Base Information

• Chemical Name: Homoquinolinic acid
• CAS No.: 490-75-5
• Molecular Formula: C8H7 N O4
• Molecular Weight: 181.148
• European Community (EC) Number: 637-173-2
• DSSTox Substance ID: DTXSID70197658
• Nikkaji Number: J996.615C
• Wikipedia: Homoquinolinic_acid
• Wikidata: Q19597516
• ChEMBL ID: CHEMBL280828
• Mol file: 490-75-5.mol

Synonyms:homoquinolinate;homoquinolinic acid

Chemical Property of Homoquinolinic acid

Chemical Property:

• Vapor Pressure: 2.07E-08mmHg at 25°C
• Melting Point: 182-183 °C
• Boiling Point: 437°Cat760mmHg
• PKA: 0.98±0.50(Predicted)
• Flash Point: 218.1°C
• PSA: 87.49000
• Density: 1.477g/cm³
• LogP: 0.40690
• Storage Temp.: Store at RT
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 181.03750770
• Heavy Atom Count: 13
• Complexity: 216

Purity/Quality:

98%Min ^*data from raw suppliers

HomoquinolinicAcid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(N=C1)C(=O)O)CC(=O)O
• Uses: Homoquinolinic Acid is a NMDA receptor agonist and potent neurotoxic agent.

Technology Process of Homoquinolinic acid

There total 3 articles about Homoquinolinic 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:

(2-methoxycarbonyl-[3]pyridyl)-acetic acid methyl ester (807361-96-2) → Homoquinolinic acid (490-75-5)

Guidance literature:

With sodium hydroxide;

DOI:10.1002/hlca.194102401174

Reference yield:

methyl 3-(chloroformyl)pyridine-2-carboxylate (81335-71-9) → Homoquinolinic acid (490-75-5)

Guidance literature:

Multi-step reaction with 3 steps

1: CH₂Cl₂

2: Ag₂O

3: aqueous NaOH

With sodium hydroxide; dichloromethane; silver(l) oxide;

DOI:10.1002/hlca.194102401174

Reference yield:

3-diazoacetyl-pyridine-2-carboxylic acid methyl ester (87052-73-1) → Homoquinolinic acid (490-75-5)

Guidance literature:

Multi-step reaction with 2 steps

1: Ag₂O

2: aqueous NaOH

With sodium hydroxide; silver(l) oxide;

DOI:10.1002/hlca.194102401174

upstream raw materials:

(2-methoxycarbonyl-[3]pyridyl)-acetic acid methyl ester

methyl 3-(chloroformyl)pyridine-2-carboxylate

3-diazoacetyl-pyridine-2-carboxylic acid methyl ester

Downstream raw materials:

pyridyl-3-yl-acetic acid

3-Methylpyridine