Pyrrole-2,3,5-tricarboxylic acid

Base Information

• Chemical Name: Pyrrole-2,3,5-tricarboxylic acid
• CAS No.: 945-32-4
• Molecular Formula: C₇H₅NO₆
• Molecular Weight: 199.12
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID10241508
• Nikkaji Number: J846.216J
• Wikidata: Q83125022
• Mol file: 945-32-4.mol

Synonyms:2,3,5-PTCA;pyrrole-2,3,5-tricarboxylic acid

Chemical Property of Pyrrole-2,3,5-tricarboxylic acid

Chemical Property:

• Vapor Pressure: 1.72E-17mmHg at 25°C
• Boiling Point: 644.5°Cat760mmHg
• Flash Point: 343.6°C
• PSA: 127.69000
• Density: 1.89g/cm³
• LogP: 0.10930
• Storage Temp.: 2-8°C(protect from light)
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 0
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 199.01168688
• Heavy Atom Count: 14
• Complexity: 288

Purity/Quality:

99%, ^*data from raw suppliers

Pyrrole-2,3,5-tricarboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(NC(=C1C(=O)O)C(=O)O)C(=O)O
• Uses: The most characteristic degrdadation product of melanins The most characteristic degrdadation product of melanins. An important biomarker for Melatonin (M215000) metabolism.

Technology Process of Pyrrole-2,3,5-tricarboxylic acid

There total 4 articles about Pyrrole-2,3,5-tricarboxylic 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:

neuromelanin → pyrrole-2,3-dicarboxylic acid (1125-32-2) + thiazole-4,5-dicarboxylic acid (22358-80-1) + 1H-pyrrole-2,3,5-tricarboxylic acid (945-32-4) + thiazole-2,4,5-tricarboxylic acid

Guidance literature:

With dihydrogen peroxide; potassium carbonate; In water;

DOI:10.1111/jnc.13237

Reference yield:

1H-indole-5,6-diol (3131-52-0) → pyrrole-2,3-dicarboxylic acid (1125-32-2) + 1H-pyrrole-2,3,5-tricarboxylic acid (945-32-4)

Guidance literature:

With dihydrogen peroxide; potassium carbonate; at 25 ℃; Product distribution;

DOI:10.1016/0040-4020(95)00259-B

Reference yield:

5,5',6,6'-tetrahydroxy-2,7'-biindolyl (133991-51-2) → pyrrole-2,3-dicarboxylic acid (1125-32-2) + 1H-pyrrole-2,3,5-tricarboxylic acid (945-32-4)

Guidance literature:

With dihydrogen peroxide; potassium carbonate; at 25 ℃; Product distribution;

DOI:10.1016/0040-4020(95)00259-B

upstream raw materials:

1H-indole-5,6-diol

5,5',6,6'-tetrahydroxy-2,7'-biindolyl

5,5',6,6'-tetrahydroxy-2,4'-biindolyl

Downstream raw materials:

pyrrole-2,3,5-tricarboxylic acid trimethyl ester

Refernces

• 1、 Napolitano, Alessandra,Pezzella, Alessandro,Vincensi, M. Rosaria,Prota, Giuseppe. "Oxidative Degradation of Melanins to Pyrrole Acids: a Model Study.". . p. 5913 - 5920. Retrieved 2007/10/02.