Lobenzarit

Base Information

• Chemical Name: Lobenzarit
• CAS No.: 63329-53-3
• Molecular Formula: C14H10ClNO4
• Molecular Weight: 291.691
• UNII: 915EE91P39
• DSSTox Substance ID: DTXSID20212709
• Nikkaji Number: J10.658E
• Wikipedia: Lobenzarit
• Wikidata: Q6663655
• NCI Thesaurus Code: C83889
• ChEMBL ID: CHEMBL1986706
• Mol file: 63329-53-3.mol

Synonyms:2-((2-carboxyphenyl)amino)-4-chlorobenzoic acid;4-chloro-2,2'-iminodibenzoic acid;CCA lobenzarit;disodium 4-chloro-2,2'-iminodibenzoate;lobenzarit;lobenzarit disodium;lobenzarit sodium;lobenzarit, disodium salt;lobenzart;N-(2-carboxyphenyl)-4-chloroanthranilic acid

Chemical Property of Lobenzarit

Chemical Property:

• Vapor Pressure: 4.62E-10mmHg at 25°C
• Melting Point: 64-66°C(lit.)
• Refractive Index: 1.699
• Boiling Point: 481 °C at 760 mmHg
• PKA: 3.46±0.36(Predicted)
• Flash Point: 244.7 °C
• PSA: 86.63000
• Density: 1.515 g/cm³
• LogP: 3.55300
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 291.0298355
• Heavy Atom Count: 20
• Complexity: 376

Purity/Quality:

98% or more ^*data from raw suppliers

Lobenzarit ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C(=O)O)NC2=C(C=CC(=C2)Cl)C(=O)O
• Uses: Antirheumatic. Lobenzarit is an immunomodulator, which is most frequently used to treat arthritis. Its chemical scaffold has also been repurposed to target tryptophan biosynthesis in Mycobacterium tuberculosis

Technology Process of Lobenzarit

There total 4 articles about Lobenzarit 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: 83.0%

anthranilic acid (118-92-3,159201-01-1,50816-84-7,80206-34-4,104809-47-4) + 2-Amino-4-chlorobenzoic acid (89-77-0) → lobenzarit (63329-53-3)

Guidance literature:

With nickel; ethylenediamine; In diethyl ether; for 9h; Concentration; Reflux;

Reference yield: 58.5%

2,4 dichlorobenzoic acid (50-84-0) + anthranilic acid (118-92-3,159201-01-1,50816-84-7,80206-34-4,104809-47-4) → lobenzarit (63329-53-3)

Guidance literature:

With copper; potassium carbonate; In N,N-dimethyl-formamide; at 130 ℃;

DOI:10.1016/j.ejmech.2015.02.003

Reference yield:

i-Amyl alcohol (123-51-3) + 2,4 dichlorobenzoic acid (50-84-0) + pyrographite (7440-44-0) + anthranilic acid (118-92-3,159201-01-1,50816-84-7,80206-34-4,104809-47-4) → lobenzarit (63329-53-3)

Guidance literature:

With iodine; copper; potassium carbonate; In tetrahydrofuran; methanol; ethanol; water;

upstream raw materials:

2,4 dichlorobenzoic acid

anthranilic acid

i-Amyl alcohol

pyrographite

Downstream raw materials:

Carfenil

methyl-4-chloro-2-[2-(methoxycarbonyl)phenylamino]benzoate

4-chloro-N'-(3,4-dimethoxybenzylidene)-2-{2-[2-(3,4-dimethoxybenzylidene)hydrazinecarbonyl]phenylamino}benzohydrazide

4-chloro-N'-(2,4,6-trimethoxybenzylidene)-2-{2-[2-(2,4,6-trimethoxybenzylidene)hydrazinecarbonyl]phenylamino}benzohydrazide

Refernces

• 1、 -. "Method for synthesizing N-o-carboxypnenyl-4-chloro-2-aminobenzoic acid serving as intermediate of lobenzarit medicine". Paragraph 0013; 0014. . Retrieved 2016/11/17.
• 2、 Eissa, Amal Abdel Haleem Mohamed,Soliman, Gamal Abd El-Hakeem,Khataibeh, Moayad Hussein. "Design, synthesis and anti-inflammatory activity of structurally simple anthranilic acid congeners devoid of ulcerogenic side effects". . p. 1290 - 1300,11. Retrieved 2020/09/14.