5-Hydroxydiclofenac

Base Information

• Chemical Name: 5-Hydroxydiclofenac
• CAS No.: 69002-84-2
• Molecular Formula: C14H11Cl2NO3
• Molecular Weight: 312.152
• UNII: GS38436703
• DSSTox Substance ID: DTXSID00219059
• Nikkaji Number: J341.706I
• Wikidata: Q27126805
• Metabolomics Workbench ID: 60713
• ChEMBL ID: CHEMBL1031
• Mol file: 69002-84-2.mol

Synonyms:(2-((2,6-dichlorophenyl)amino)-5-hydroxyphenyl)acetic acid;5-hydroxydiclofenac

Chemical Property of 5-Hydroxydiclofenac

Chemical Property:

• Vapor Pressure: 1.08E-08mmHg at 25°C
• Melting Point: 175-178?C
• Refractive Index: 1.689
• Boiling Point: 444.8 °C at 760 mmHg
• Flash Point: 222.8 °C
• PSA: 69.56000
• Density: 1.52 g/cm³
• LogP: 4.14270
• Storage Temp.: Refrigerator
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 311.0115986
• Heavy Atom Count: 20
• Complexity: 332

Purity/Quality:

98%Min ^*data from raw suppliers

5-HydroxyDiclofenac ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)Cl)NC2=C(C=C(C=C2)O)CC(=O)O)Cl

Technology Process of 5-Hydroxydiclofenac

There total 25 articles about 5-Hydroxydiclofenac 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: 80.0%

2-[(2',6'-dichlorophenyl)amino]-5-hydroxyphenyl-N,N-dimethylacetamide (698357-97-0) → 2-(2-((2,6-dichlorophenyl)amino)-5-hydroxyphenyl)acetic acid (69002-84-2)

Guidance literature:

With sodium hydroxide; In ethanol; at 80 ℃; for 36h;

DOI:10.1021/jm030891w

Reference yield: 46.0%

[2-(2,6-dichloroanilino)phenyl]acetic acid (15307-86-5) → 2-(2-((2,6-dichlorophenyl)amino)-5-hydroxyphenyl)acetic acid (69002-84-2)

Guidance literature:

With sodium hydrogensulfite; In water; acetonitrile; Electrolysis;

DOI:10.1021/ml400316p

Reference yield: 34.0%

diclofenac sodium (15307-79-6) → 4'-hydroxydiclofenac (64118-84-9) + 2-(2-((2,6-dichlorophenyl)amino)-5-hydroxyphenyl)acetic acid (69002-84-2)

Guidance literature:

With glucose dehydrogenase; D-glucose; cytochrome P_450BM3 R₄₇L/Y₅₁F/F₈₁W/F₈₇V/E₂₆₇V/I₄₀₁P mutant; β-nicotinamide adenine dinucleotide phosphate sodium salt; In aq. phosphate buffer; ethanol; at 25 ℃; for 2h; pH=7.5; Enzymatic reaction;

DOI:10.1002/chem.201502020

upstream raw materials:

1-(2',6'-dichlorophenyl)-1,3-dihydro-5-hydroxyindol-2-one

2-[(2',6'-dichlorophenyl)amino]-5-hydroxyphenyl-N,N-dimethylacetamide

diclofenac sodium

2-(3-methoxyphenyl)-N,N-dimethylacetamide

Refernces

• 1、 Babakov, Vladimir N.,Bardin, Alexander A.,Gorbunov, Alexander Yu.,Keltsieva, Olga A.,Krasnov, Konstantin A.,Podolskaya, Ekaterina P.. "TiO2-modified MALDI target for in vitro modeling of the oxidative biotransformation of diclofenac". . p. 220 - 222. Retrieved 2020/05/25.
• 2、 Tavanti, Michele,Porter, Joanne L.,Sabatini, Selina,Turner, Nicholas J.,Flitsch, Sabine L.. "Panel of New Thermostable CYP116B Self-Sufficient Cytochrome P450 Monooxygenases that Catalyze C?H Activation with a Diverse Substrate Scope". . p. 1042 - 1051. Retrieved 2018/03/21.