A secondary metabolite used in the synthesis of anti-inflammatory compounds
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Biochemicals
Natural Products

Research Area

6-Bromo-2-oxindole

Item No. 20041

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
6-bromo-1,3-dihydro-2H-indol-2-one
CAS Number
99365-40-9
Synonyms
  • 6-Bromooxindole
Molecular Formula
C8H6BrNO
Formula Weight
212.0
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 3 mg/mlEthanol: 10 mg/mlEthanol:PBS(pH 7.2) (1:1): 0.5 mg/ml
λmax
210, 250 nm
SMILES
BrC1=CC=C(CC(N2)=O)C2=C1
InChi Code
InChI=1S/C8H6BrNO/c9-6-2-1-5-3-8(11)10-7(5)4-6/h1-2,4H,3H2,(H,10,11)
InChi Key
JARRYVQFBQVOBE-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 mg

    $29

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    1 g

    $46

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    5 g

    $169

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    Product Description

    6-Bromo-2-oxindole is a secondary metabolite that has been isolated from the sea squirt (D. skoogi).1 It is cytotoxic to MDA-MB-231 breast cancer cells with an IC50 value of 74.41 µM. 6-Bromo-2-oxindole has been used in the synthesis of 1,3-disubstituted 2-oxindoles and indolin-2-one p38α inhibitors, which have anti-inflammatory activity.2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bromley, C.L., Parker-Nance, S., la Mare, J.-A., et al. Halogenated oxindole and indoles from the South African marine ascidian Distaplia skoogi. S. Afr. J. Chem. 66, 64-68 (2013).

    2. Kadin, S.B. 1,3-Disubstituted 2-oxindoles as analgesic and anti-inflammatory agents. (1988).

    3. Eastwood, P., González, J., González, E., et al. Indolin-2-one p38α inhibitors II: Lead optimisation. Bioorg. Med. Chem. Lett. 21(18), 5270-5273 (2011).