4',5-Dihydroxydiclofenac

Base Information

• Chemical Name: 4',5-Dihydroxydiclofenac
• CAS No.: 69002-86-4
• Molecular Formula: C14H11 Cl2 N O4
• Molecular Weight: 328.152
• European Community (EC) Number: 809-835-2
• UNII: 6US4Q8M8J7
• DSSTox Substance ID: DTXSID70219061
• Nikkaji Number: J341.705K
• Wikidata: Q27225704
• Metabolomics Workbench ID: 66927
• ChEMBL ID: CHEMBL1032
• Mol file: 69002-86-4.mol

Synonyms:4',5-Dihydroxydiclofenac;69002-86-4;(2-(2,6-Dichloro-4-hydroxyanilino)-5-hydroxyphenyl)acetic acid;4',5-dihydroxy DCF;CHEBI:223401;BRN 4204964;UNII-6US4Q8M8J7;6US4Q8M8J7;2-[2-(2,6-dichloro-4-hydroxyanilino)-5-hydroxyphenyl]acetic acid;2-(2-((2,6-Dichloro-4-hydroxyphenyl)amino)-5-hydroxyphenyl)acetic acid;Benzeneacetic acid, 2-((2,6-dichloro-4-hydroxyphenyl)amino)-5-hydroxy-;Acetic acid, (2-(2,6-dichloro-4-hydroxyanilino)-5-hydroxyphenyl)-;(2-(2,6-DICHLORO-4-HYDROXY(PHENYLAMINO))-5-HYDROXYPHENYL)ACETIC ACID;{2-[(2,6-dichloro-4-hydroxyphenyl)amino]-5-hydroxyphenyl}acetic acid;Epitope ID:143246;CHEMBL1032;SCHEMBL7162002;4'''',5-Dihydroxy-Diclofenac;DTXSID70219061;4',5-DIHYDROXY-DICLOFENAC;4'',5-DIHYDROXY-DICLOFENAC;DIHYDROXYDICLOFENAC, 4',5-;BDBM50228770;SB83215;Q27225704;2-(2-((2,6-Dichloro-4-hydroxyphenyl)amino)-5-hydroxyphenyl)aceticacid

Chemical Property of 4',5-Dihydroxydiclofenac

Chemical Property:

• Vapor Pressure: 1.85E-09mmHg at 25°C
• Boiling Point: 465.4°C at 760 mmHg
• Flash Point: 235.2°C
• PSA: 89.79000
• Density: 1.611g/cm³
• LogP: 3.84830
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 327.0065132
• Heavy Atom Count: 21
• Complexity: 359

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1O)CC(=O)O)NC2=C(C=C(C=C2Cl)O)Cl
• Uses: 4'',5-Dihydroxy Diclofenac is a metabolite of Diclofenac (D436450), a nonsteroidal anti-inflammatory compound and decycloxygenase (COX) inhibitor.

Technology Process of 4',5-Dihydroxydiclofenac

There total 15 articles about 4',5-Dihydroxydiclofenac 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: 75.6%

1-(2,6-dichloro-4-hydroxyphenyl)-5-hydroxyoxindole (73328-72-0) → 4',5-Dihydroxydiclofenac (69002-86-4)

Guidance literature:

With potassium hydroxide; sodium hydroxide; In butan-1-ol; for 24h; Heating;

DOI:10.1021/jm00171a008

Reference yield:

diclofenac sodium (15307-79-6) → 1-(2,6-dichlorophenyl)indolin-2-one (15362-40-0) + carbazole-1-acetic acid (131023-43-3) + 2-[2-(phenylamino)phenyl]acetic acid (70172-33-7) + C13H7Cl2NO2 + 4',5-Dihydroxydiclofenac (69002-86-4) + (8-hydroxy-9H-carbazol-1-yl)acetic acid

Guidance literature:

With peracetic acid; In aq. phosphate buffer; pH=8.5; Reagent/catalyst; pH-value; Kinetics; UV-irradiation;

DOI:10.1039/d0ra00363h

Reference yield:

diclofenac sodium (15307-79-6) → C14H9Cl2NO3 + succinic acid (110-15-6) + 2,6-dichloro-1,4-benzenediol (20103-10-0) + C8H4O6 + C8H8O6 + C6H6O7 + C6H6O7 + C14H10ClNO3 + C7H6ClNO3 + C14H11Cl2NO5 + 4'-hydroxydiclofenac (64118-84-9) + 2-(2-((2,6-dichlorophenyl)amino)-5-hydroxyphenyl)acetic acid (69002-84-2) + 4',5-Dihydroxydiclofenac (69002-86-4) + acetic acid (64-19-7,77671-22-8) + (8-chloro-9H-carbazol-1-yl)acetic acid + 4-hydroxy-benzoic acid (99-96-7)

Guidance literature:

With sodium hydroxide; In water; for 8h; Electrochemical reaction;

DOI:10.1039/d1nj01117k

upstream raw materials:

1-(2,6-dichloro-4-hydroxyphenyl)-5-hydroxyoxindole

N-acetyl-N-(4-methoxyphenyl)-2,6-dichloro-4-methoxyaniline

1-bromo-4-methoxy-benzene

2,6-dichloro-4-methoxyaniline

Refernces

• 1、 Fu, Yongsheng,Liu, Yiqing,Zhang, Li. "Degradation kinetics and mechanism of diclofenac by UV/peracetic acid". . p. 9907 - 9916. Retrieved 2020/03/23.
• 2、 Koltsakidou, Anastasia,Terzopoulou, Zoi,Kyzas, George Z.,Bikiaris, Dimitrios N.,Lambropoulou, Dimitra A.. "Biobased Poly(ethylene furanoate) Polyester/TiO2 Supported Nanocomposites as Effective Photocatalysts for Anti-inflammatory/Analgesic Drugs". . . Retrieved 2019/02/24.