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2-[((2',6'-DICHLORO-4'-HYDROXY)PHENYL)AMINO]BENZENEACETIC ACID

Product Name2-[((2',6'-DICHLORO-4'-HYDROXY)PHENYL)AMINO]BENZENEACETIC ACID
CAS64118-84-9
MFC14H11Cl2NO3
MW312.15
EINECS626-698-2
MOL File64118-84-9.mol

Chemical Properties

Melting point	178-185°C dec.
Boiling point	432.7±45.0 °C(Predicted)
Density	1.520±0.06 g/cm3(Predicted)
Flash point	2℃
storage temp.	-20°C
solubility	Soluble in DMSO, ethanol or methanol
pka	4.17±0.10(Predicted)
form	Solid
color	White to off-white
BRN	4198042
Stability	Light Sensitive
Major Application	clinical testing
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)
InChIKey	KGVXVPRLBMWZLG-UHFFFAOYSA-N
SMILES	OC(=O)Cc1ccccc1Nc2c(Cl)cc(O)cc2Cl

Safety Information

Hazard Codes	T,N,Xn,F
Risk Statements	25-37/38-41-50/53-36-20/21/22-11
Safety Statements	26-39-45-60-61-36/37-16
RIDADR	UN 2811 6.1/PG 3
WGK Germany	3
RTECS	AG6542800
HazardClass	6.1
Storage Class	3 - Flammable liquids
Hazard Classifications	Acute Tox. 4 Dermal Acute Tox. 4 Inhalation Acute Tox. 4 Oral Eye Irrit. 2 Flam. Liq. 2

MSDS

Provider	Language
SigmaAldrich	English

Usage And Synthesis

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.

Chemical Properties

Light Violet Solid

Uses

A Cytochrome P450 2C9 (CYP2C9) metabolite of diclofenac

Uses

A metabolite of Diclofenac, a nonsteroidal inflammatory compound and cyclooxygenase (COX) inhibitor.

Uses

A metabolite of Diclofenac, a nonsteroidal anti-inflammatory compound and cyclooxygenase (COX) inhibitor

Definition

ChEBI: An monocarboxylic acid that is the 4'-hydroxylated metabolite of diclofenac.

General Description

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

References

[1] R J SAWCHUK. Analysis of diclofenac and four of its metabolites in human urine by HPLC.[J]. Pharmaceutical Research, 1995, 12 5: 756-762. DOI: 10.1023/a:1016276012891
[2] ü. YAAR. The role of CYP2C9 genotype in the metabolism of diclofenac in vivo and in vitro[J]. European Journal of Clinical Pharmacology, 2001, 57 1: 729-735. DOI: 10.1007/s00228-001-0376-7
[3] R YAMAZAKI. Hydrolytic activity is essential for aceclofenac to inhibit cyclooxygenase in rheumatoid synovial cells.[J]. Journal of Pharmacology and Experimental Therapeutics, 1999, 289 2: 676-681.
[4] FENG ZHANG. Inhibition of drug-metabolizing enzymes by Jingyin granules: implications of herb–drug interactions in antiviral therapy[J]. Acta Pharmacologica Sinica, 2021, 43 4: 1072-1081. DOI: 10.1038/s41401-021-00697-2

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