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4′-Hydroxydiclofenac

VETRANAL®, analytical standard

Synonym(s):

4′-Hydroxy Diclofenac, [2-(2,6-Dichloro-4-hydroxy-phenylamino)phenyl]acetic acid

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About This Item

Empirical Formula (Hill Notation):
C14H11Cl2NO3
CAS Number:
64118-84-9
Molecular Weight:
312.15
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
329754193
MDL number:
MFCD01671980
Beilstein/REAXYS Number:
4198042
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grade

analytical standard

Quality Level

100

product line

VETRANAL®

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

application(s)

forensics and toxicology
pharmaceutical (small molecule)

format

neat

storage temp.

2-8°C

SMILES string

OC(=O)Cc1ccccc1Nc2c(Cl)cc(O)cc2Cl

InChI

1S/C14H11Cl2NO3/c15-10-6-9(18)7-11(16)14(10)17-12-4-2-1-3-8(12)5-13(19)20/h1-4,6-7,17-18H,5H2,(H,19,20)

InChI key

KGVXVPRLBMWZLG-UHFFFAOYSA-N

General description

CYP2C9 metabolite of diclofenac.
4′-Hydroxydiclofenac is one of the metabolites of diclofenac, a nonsteroidal anti-inflammatory drug (NSAID) used in human and veterinary medicine.

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
4′-Hydroxydiclofenac may be used as an analytical reference standard for the determination of the analyte in rat serum by high performance liquid chromatograph/ultraviolet method.

Legal Information

VETRANAL is a registered trademark of Merck KGaA, Darmstadt, Germany

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Danger

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN1521
BCCL9419
BCCL0672
BCCJ0861
BCCH0375

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Efficient high performance liquid chromatograph/ultraviolet method for determination of diclofenac and 4?-hydroxydiclofenac in rat serum.
Kaphalia L, et al.
Journal of Chromatography. B, Biomedical Sciences and Applications, 830(2), 231-237 (2006)
Lian-Hua Xu et al.
Applied microbiology and biotechnology, 99(7), 3081-3091 (2014-10-25)
Diclofenac is a nonsteroidal anti-inflammatory drug. It undergoes hydroxylation by mammalian cytochrome P450 enzymes at 4'- and/or 5'-positions. A bacterial P450 enzyme, CYP105D7 from Streptomyces avermitilis, has been shown to catalyze hydroxylation of 1-deoxypentalenic acid and an isoflavone daidzein. Here
M-Y Lee et al.
The pharmacogenomics journal, 14(4), 343-349 (2013-12-11)
Cytochrome P450 2C9 (CYP2C9) metabolizes many clinically important drugs including warfarin and diclofenac. We have recently reported a new allelic variant, CYP2C9*35, found in a warfarin hypersensitive patient with Arg125Leu and Arg144Cys mutations. Here, we have investigated the molecular basis