A synthetic intermediate of 2-phenylindolglyoxylamide derivatives
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TSPO Ligand-1

Item No. 45402

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
α-oxo-2-phenyl-1H-indole-3-acetyl chloride
CAS Number
4560-08-1
Synonyms
  • Translocator Protein Ligand-1
Molecular Formula
C16H10ClNO2
Formula Weight
283.7
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Soluble: ≥10 mg/mlEthanol: Soluble: ≥10 mg/ml
SMILES
O=C(C(Cl)=O)C1=C(C2=CC=CC=C2)NC3=CC=CC=C31
InChi Code
InChI=1S/C16H10ClNO2/c17-16(20)15(19)13-11-8-4-5-9-12(11)18-14(13)10-6-2-1-3-7-10/h1-9,18H
InChi Key
DREHVYWKTXGDBS-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    5 mg

    $45

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    10 mg

    $81

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    25 mg

    $169

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    50 mg

    $248

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    Product Description

    TSPO ligand-1 is an intermediate in the synthesis of 2-phenylindolglyoxylamide derivatives that bind translocator protein, formerly known as translocator protein (18 kDa) (TSPO).1 It has been used in the synthesis of fluorescent probes that are selective for translocator protein.2 TSPO ligand-1 has also been used in the synthesis of autophagy-targeting chimeras (AUTACs), bifunctional molecules that contain an autophagy degradation tag and a specific target-binding molecule, that increase mitophagy and reduce apoptosis.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Primofiore, G., Da Settimo, F., Taliani, S., et al. N,N-dialkyl-2-phenylindol-3-ylglyoxylamides. A new class of potent and selective ligands at the peripheral benzodiazepine receptor. J. Med. Chem. 47(7), 1852-1855 (2004).

    2. Taliani, S., Simorini, F., Sergianni, V., et al. New fluorescent 2-phenylindolglyoxylamide derivatives as probes targeting the peripheral-type benzodiazepine receptor: Design, synthesis, and biological evaluation. J. Med. Chem. 50(2), 404-407 (2007).

    3. Takahashi, D., Moriyama, J., Nakamura, T., et al. AUTACs: Cargo-specific degraders using selective autophagy. Mol. Cell 76(5), 797-810 (2019).