Chelidamic acid

Base Information

• Chemical Name: Chelidamic acid
• CAS No.: 138-60-3
• Molecular Formula: C7H5NO5
• Molecular Weight: 183.12
• Hs Code.: 29333990
• European Community (EC) Number: 205-335-8,696-564-6
• NSC Number: 3983
• UNII: 1A59BH8SXE
• DSSTox Substance ID: DTXSID00160451
• Nikkaji Number: J28.108E,J713.292A
• Wikidata: Q2667856
• ChEMBL ID: CHEMBL252909
• Mol file: 138-60-3.mol

Synonyms:chelidamic acid

Chemical Property of Chelidamic acid

Chemical Property:

• Appearance/Colour: Pale yellow powder.
• Vapor Pressure: 1.56E-08mmHg at 25°C
• Melting Point: 267 °C (dec.)(lit.)
• Boiling Point: 428.3 °C at 760 mmHg
• PKA: 0.12±0.40(Predicted)
• Flash Point: 212.8 °C
• PSA: 107.46000
• Density: 1.726 g/cm³
• LogP: -0.22870
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 183.01677226
• Heavy Atom Count: 13
• Complexity: 320

Purity/Quality:

98% ^*data from raw suppliers

Chelidamic Acid Monohydrate >95.0%(T) ^*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=C(NC(=CC1=O)C(=O)O)C(=O)O
• Uses: Chelidamic acid hydrate has been used in eluent solution as a complexing additive in high-performance chelation ion chromatography (HPCIC) for speciation of iron. It has also been used as an organic ligand for the polyoxometalate (POM)-based lanthanoid hybrid compounds.

Technology Process of Chelidamic acid

There total 2 articles about Chelidamic 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: 98.0%

chelidonic acid (99-32-1) → chelidamic acid (138-60-3)

Guidance literature:

With ammonia; In water; at 20 ℃; for 48h;

DOI:10.1016/j.tet.2015.06.015

Reference yield:

→ chelidamic acid (138-60-3)

Guidance literature:

Reference yield: 76.0%

chelidamic acid (138-60-3) + N-methyl(p-nitroaniline) (100-15-2) → 4-bromo-N2,N6-dimethyl-N2,N6-bis(2-nitrophenyl)pyridine-2,6-dicarboxamide

Guidance literature:

chelidamic acid; With phosphorus pentabromide; at 90 ℃; for 3h; Schlenk technique; Inert atmosphere;

N-methyl(p-nitroaniline); With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 50 ℃; for 16h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.inorgchem.9b03163

upstream raw materials:

chelidonic acid

Downstream raw materials:

dimethyl 4-methoxypyridine-2,6-dicarboxylate

dimethyl 4-chloro-2,6-pyridinedicarboxylate

4-oxo-1,4-dihydro-pyridine-2,6-dicarboxylic acid dimethyl ester

4-chloropyridine-2,6-dicarbonyl dichloride

Refernces

• 1、 Rasheed,McDouall,Muryn,Raftery,Vitorica-Yrezabal,Quayle. "The assembly of "s3N"-ligands decorated with an azo-dye as potential sensors for heavy metal ions". . p. 5229 - 5239. Retrieved 2017/04/27.
• 2、 Horváth, Gy?rgy,Rusa, Cristian,K?nt?s, Zoltán,Gerencsér, János,Huszthy, Péter. "A new efficient method for the preparation of 2,6-pyridinedimethyl ditosylates from dimethyl 2,6-pyridinedicarboxylates". . p. 3719 - 3731. Retrieved 2007/10/03.