5-Hydroxydiclofenac | CAS# 69002-84-2 | Activator

MedKoo Cat#: 208392 | Name: 5-Hydroxydiclofenac

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Description:

WARNING: This product is for research use only, not for human or veterinary use.

5-Hydroxydiclofenac is a metabolic activator of diclofenac

Chemical Structure

5-Hydroxydiclofenac

CAS# 69002-84-2

Theoretical Analysis

MedKoo Cat#: 208392

Name: 5-Hydroxydiclofenac

CAS#: 69002-84-2

Chemical Formula: C14H11Cl2NO3

Exact Mass: 311.0116

Molecular Weight: 312.15

Elemental Analysis: C, 53.87; H, 3.55; Cl, 22.71; N, 4.49; O, 15.38

Price and Availability

Size	Price	Availability
5mg	USD 350.00	2 Weeks
10mg	USD 650.00	2 Weeks
25g	USD 1,150.00	2 Weeks

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Related CAS #

No Data

Synonym

5Hydroxydiclofenac, 5-OHDCF

IUPAC/Chemical Name

2-[2-(2,6-Dichloroanilino)-5-hydroxyphenyl]acetic acid

InChi Key

VNQURRWYKFZKJZ-UHFFFAOYSA-N

InChi Code

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

SMILES Code

O=C(O)CC1=CC(O)=CC=C1NC2=C(Cl)C=CC=C2Cl

Appearance

To be determined

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

To be determined

Shelf Life

>2 years if stored properly

Drug Formulation

To be determined

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 312.15 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

1: Kishida T, Onozato T, Kanazawa T, Tanaka S, Kuroda J. Increase in covalent binding of 5-hydroxydiclofenac to hepatic tissues in rats co-treated with lipopolysaccharide and diclofenac: involvement in the onset of diclofenac- induced idiosyncratic hepatotoxicity. J Toxicol Sci. 2012;37(6):1143-56. doi: 10.2131/jts.37.1143. PMID: 23208430. 2: Nakanishi K, Uehara S, Kusama T, Inoue T, Shimura K, Kamiya Y, Murayama N, Shimizu M, Uno Y, Sasaki E, Yamazaki H. In vivo and in vitro diclofenac 5-hydroxylation mediated primarily by cytochrome P450 3A enzymes in common marmoset livers genotyped for P450 2C19 variants. Biochem Pharmacol. 2018 Jun;152:272-278. doi: 10.1016/j.bcp.2018.04.002. Epub 2018 Apr 5. PMID: 29626440. 3: Shen S, Marchick MR, Davis MR, Doss GA, Pohl LR. Metabolic activation of diclofenac by human cytochrome P450 3A4: role of 5-hydroxydiclofenac. Chem Res Toxicol. 1999 Feb;12(2):214-22. doi: 10.1021/tx9802365. PMID: 10027801. 4: van der Marel CD, Anderson BJ, Rømsing J, Jacqz-Aigrain E, Tibboel D. Diclofenac and metabolite pharmacokinetics in children. Paediatr Anaesth. 2004 Jun;14(6):443-51. doi: 10.1111/j.1460-9592.2004.01232.x. PMID: 15153204. 5: Kaphalia L, Kaphalia BS, Kumar S, Kanz MF, Treinen-Moslen M. Efficient high performance liquid chromatograph/ultraviolet method for determination of diclofenac and 4'-hydroxydiclofenac in rat serum. J Chromatogr B Analyt Technol Biomed Life Sci. 2006 Jan 18;830(2):231-7. doi: 10.1016/j.jchromb.2005.10.045. Epub 2005 Nov 21. PMID: 16301007. 6: Klenk JM, Nebel BA, Porter JL, Kulig JK, Hussain SA, Richter SM, Tavanti M, Turner NJ, Hayes MA, Hauer B, Flitsch SL. The self-sufficient P450 RhF expressed in a whole cell system selectively catalyses the 5-hydroxylation of diclofenac. Biotechnol J. 2017 Mar;12(3). doi: 10.1002/biot.201600520. Epub 2017 Feb 8. PMID: 28098428. 7: Tian Y, Shehata MA, Gauger SJ, Ng CKL, Solbak S, Thiesen L, Bruus-Jensen J, Krall J, Bundgaard C, Gibson KM, Wellendorph P, Frølund B. Discovery and Optimization of 5-Hydroxy-Diclofenac toward a New Class of Ligands with Nanomolar Affinity for the CaMKIIα Hub Domain. J Med Chem. 2022 May 12;65(9):6656-6676. doi: 10.1021/acs.jmedchem.1c02177. Epub 2022 May 2. PMID: 35500061. 8: Miura T, Uehara S, Shimizu M, Murayama N, Utoh M, Suemizu H, Yamazaki H. Different Roles of Human Cytochrome P450 2C9 and 3A Enzymes in Diclofenac 4'- and 5-Hydroxylations Mediated by Metabolically Inactivated Human Hepatocytes in Previously Transplanted Chimeric Mice. Chem Res Toxicol. 2020 Feb 17;33(2):634-639. doi: 10.1021/acs.chemrestox.9b00446. Epub 2019 Dec 31. PMID: 31854189. 9: Bort R, Macé K, Boobis A, Gómez-Lechón MJ, Pfeifer A, Castell J. Hepatic metabolism of diclofenac: role of human CYP in the minor oxidative pathways. Biochem Pharmacol. 1999 Sep 1;58(5):787-96. doi: 10.1016/s0006-2952(99)00167-7. PMID: 10449188. 10: Sein MM, Zedda M, Tuerk J, Schmidt TC, Golloch A, Von Sonntag C. Oxidation of diclofenac with ozone in aqueous solution. Environ Sci Technol. 2008 Sep 1;42(17):6656-62. doi: 10.1021/es8008612. PMID: 18800545.