A metabolite of indomethacin
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O-Desmethyl-N-deschlorobenzoyl Indomethacin

Item No. 34581

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-hydroxy-2-methyl-1H-indole-3-acetic acid
CAS Number
50995-53-4
Molecular Formula
C11H11NO3
Formula Weight
205.2
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Ethanol: soluble
λmax
231, 230, 279 nm
SMILES
O=C(CC1=C(C)NC2=C1C=C(C=C2)O)O
InChi Code
InChI=1S/C11H11NO3/c1-6-8(5-11(14)15)9-4-7(13)2-3-10(9)12-6/h2-4,12-13H,5H2,1H3,(H,14,15)
InChi Key
FDADMESSMPJUJC-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $38

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    5 mg

    $165

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    10 mg

    $291

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    25 mg

    $634

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    Product Description

    O-Desmethyl-N-deschlorobenzoyl indomethacin is a metabolite of the non-steroidal anti-inflammatory drug (NSAID) and COX inhibitor indomethacin (Item No. 70270).1 It is formed from indomethacin in isolated rabbit hepatocytes. O-Desmethyl-N-deschlorobenzoyl indomethacin (600 µM) decreases the viability of HL-60 leukemia cells when cultured with glucose oxidase.2 It has also been used in the synthesis of prostaglandin D2 (PGD2; Item No. 12010) receptor antagonists.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Evans, M.A., Papazafiratou, C., Bhat, R., et al. Indomethacin metabolism in isolated neonatal and fetal rabbit hepatocytes. Pediatr. Res. 15(11), 1406-1410 (1981).

    2. 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).

    3. Torisu, K., Kobayashi, K., Iwahashi, M., et al. Discovery of new chemical leads for prostaglandin D2 receptor antagonists. Bioorg. Med. Chem. Lett. 14(17), 4557-4562 (2004).