An active metabolite of diclofenac
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5-hydroxy Diclofenac

Item No. 23369

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-[(2,6-dichlorophenyl)amino]-5-hydroxy-benzeneacetic acid
CAS Number
69002-84-2
Molecular Formula
C14H11Cl2NO3
Formula Weight
312.2
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Soluble
SMILES
ClC1=C(NC2=C(CC(O)=O)C=C(O)C=C2)C(Cl)=CC=C1
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)
InChi Key
VNQURRWYKFZKJZ-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $129

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    5 mg

    $510

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    Product Description

    5-hydroxy Diclofenac is an active metabolite of the non-steroidal anti-inflammatory drug (NSAID) and COX inhibitor diclofenac (Item Nos. 70680 | 22983).1,2 It is formed by the cytochrome P450 (CYP) isoforms CYP3A4, CYP2C9, CYP2C19, and CYP1A2.3 5-hydroxy Diclofenac is cytotoxic to HL-60 leukemia cells (IC50 = 661 µM).4 It induces apoptosis and increases caspase-3 activity in rat hepatocytes in a concentration-dependent manner.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sawchuk, R.J., Maloney, J.A., Cartier, L.L., et al. Analysis of diclofenac and four of its metabolites in human urine by HPLC. Pharm. Res. 12(5), 756-762 (1995).

    2. Gómez-Lechón, M.J., Ponsoda, X., O'Connor, E., et al. Diclofenac induces apoptosis in hepatocytes by alteration of mitochondrial function and generation of ROS. Biochem. Pharmacol. 66(11), 2155-2167 (2003).

    3. Bort, R., Macé, K., Boobis, A., et al. Hepatic metabolism of diclofenac: Role of human CYP in the minor oxidative pathways. Biochem. Pharmacol. 58(5), 787-796 (1999).

    4. Morgan, A.G.M., Babu, D., Michail, K., et al. An evaluation of myeloperoxidase-mediated bio-activation of NSAIDs in promyelocytic leukemia (HL-60) cells for potential cytotoxic selectivity. Toxicol. Lett. 280, 48-56 (2017).