A TDO inhibitor
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680C91

Item No. 34823

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
6-fluoro-3-[(1E)-2-(3-pyridinyl)ethenyl]-1H-indole
CAS Number
163239-22-3
Molecular Formula
C15H11FN2
Formula Weight
238.3
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2) (1:3): 0.25 mg/mlEthanol: 15 mg/ml
λmax
227, 340 nm
SMILES
FC1=CC=C2C(/C=C/C3=CN=CC=C3)=CNC2=C1
InChi Code
InChI=1S/C15H11FN2/c16-13-5-6-14-12(10-18-15(14)8-13)4-3-11-2-1-7-17-9-11/h1-10,18H/b4-3+
InChi Key
YBSDQTBCNYWBMX-ONEGZZNKSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    5 mg

    $74

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    10 mg

    $140

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    25 mg

    $293

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    50 mg

    $548

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    Cayman Chemical
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    Product Description

    680C91 is an inhibitor of tryptophan 2,3-dioxygenase (TDO; IC50s = 1.46 and 0.28 µM for the mouse and human enzymes, respectively).1 It is selective for TDO over indoleamine 2,3-dioxygenase (IDO; IC50 = >80 µM for the mouse enzyme). 680C91 (40 µM) inhibits the migration of SK-MEL-28 melanoma cells induced by dexamethasone (Item No. 11015).2 It increases brain levels of tryptophan, serotonin (5-HT), and 5-hydroxy indole-3-acetic acid (5-HIAA) in rats in a dose-dependent manner.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Pilotte, L., Larrieu, P., Stroobant, V., et al. Reversal of tumoral immune resistance by inhibition of tryptophan 2,3-dioxygenase. Proc. Natl. Acad. Sci. USA 109(7), 2497-2502 (2012).

    2. Cecchi, M., Paccosi, S., Silvano, A., et al. Dexamethasone induces the expression and function of tryptophan-2-3-dioxygenase in SK-MEL-28 melanoma cells. Pharmaceuticals (Basel) 14(3), 211 (2021).

    3. Salter, M., Hazelwood, R., Pogson, C.I., et al. The effects of a novel and selective inhibitor of tryptophan 2,3-dioxygenase on tryptophan and serotonin metabolism in the rat. Biochem. Pharmacol. 49(10), 1435-1442 (1995).