4'-Hydroxydiclofenac

Base Information

• Chemical Name: 4'-Hydroxydiclofenac
• CAS No.: 64118-84-9
• Molecular Formula: C14H11Cl2NO3
• Molecular Weight: 312.152
• Hs Code.: 2922509090
• European Community (EC) Number: 626-698-2
• UNII: NJF5O599EF
• DSSTox Substance ID: DTXSID40214326
• Nikkaji Number: J341.698D
• Wikidata: Q26690136
• Metabolomics Workbench ID: 42550
• ChEMBL ID: CHEMBL1030
• Mol file: 64118-84-9.mol

Synonyms:4'-hydroxydiclofenac;4-hydroxy diclofenac

Chemical Property of 4'-Hydroxydiclofenac

Chemical Property:

• Appearance/Colour: Light Violet Solid
• Melting Point: 178-185 °C dec.
• Boiling Point: 432.7 °C at 760 mmHg
• PKA: 4.17±0.10(Predicted)
• Flash Point: 215.5 °C
• PSA: 69.56000
• Density: 1.52 g/cm³
• LogP: 4.14270
• Storage Temp.: −20°C
• Solubility.: Soluble in DMSO, ethanol or methanol
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 311.0115986
• Heavy Atom Count: 20
• Complexity: 330

Purity/Quality:

98%,99%, ^*data from raw suppliers

4′-Hydroxydiclofenac VETRANAL , analytical standard ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,N
• Hazard Codes: T,N,Xn,F
• Statements: 25-37/38-41-50/53-36-20/21/22-11
• Safety Statements: 26-39-45-60-61-36/37-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)CC(=O)O)NC2=C(C=C(C=C2Cl)O)Cl
• Description: 4-hydroxy Diclofenac is a CYP2C9 metabolite of the NSAID diclofenac . By inhibiting COX and subsequently suppressing PGE2 synthesis, it demonstrates anti-inflammatory and analgesic properties.
• Uses: A Cytochrome P450 2C9 (CYP2C9) metabolite of diclofenac

Technology Process of 4'-Hydroxydiclofenac

There total 27 articles about 4'-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: 90.0%

2-[2-(2',6'-dichloro-4'-hydroxyphenylamino)phenyl]-N,N-dimethylacetamide (698357-45-8) → 4'-hydroxydiclofenac (64118-84-9)

Guidance literature:

With copper(l) chloride; sodium hydroxide; In ethanol; at 90 ℃; for 24h; Inert atmosphere;

DOI:10.5012/bkcs.2010.31.10.3007

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

Reference yield: 8.0%

diclofenac sodium (15307-79-6) → 4'-hydroxydiclofenac (64118-84-9)

Guidance literature:

With glucose dehydrogenase; D-glucose; CYP₅₀₅X F₉₀V; oxygen; flavin-adenin dinucleotide, disodium salt; NADPH; sodium hydroxide; at 30 ℃; pH=7; aq. phosphate buffer; Enzymatic reaction;

DOI:10.1002/adsc.200900190

upstream raw materials:

1-[(2,6-Dichloro-4-hydroxy)phenyl]-1,3-dihydro-2H-indol-2-one

2-[2-(2',6'-dichloro-4'-hydroxyphenylamino)phenyl]-N,N-dimethylacetamide

diclofenac sodium

[2-(2,6-dichloroanilino)phenyl]acetic acid

Downstream raw materials:

1-[(2,6-Dichloro-4-hydroxy)phenyl]-1,3-dihydro-2H-indol-2-one

Refernces

• 1、 Sasabe, Hiroyuki,Koga, Toshihisa,Furukawa, Masayuki,Matsunaga, Masayuki,Sasahara, Katsunori,Hashizume, Kenta,Oozone, Yoshihiro,Amunom, Immaculate,Torii, Mikako,Umehara, Ken,Kashiyama, Eiji,Takeuchi, Kenji. "In vitro evaluations for pharmacokinetic drug-drug interactions of a novel serotonin-dopamine activity modulator, brexpiprazole". supporting information. p. 522 - 535. Retrieved 2021/03/19.
• 2、 Ferreira, M.,Figueiredo, J. L.,Fonseca, A. M.,Güney, S.,Ku?niarska-Biernacka, I.,Neves, I. C.,Parpot, P.,Pereira, M. F. R.,Soares, O. S. G. P.. "Electrochemical oxidation of diclofenac on CNT and M/CNT modified electrodes". . p. 12622 - 12633. Retrieved 2021/07/25.