A synthetic intermediate
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4-Acetoxyindole

Item No. 46205

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1H-indol-4-ol, 4-acetate
CAS Number
5585-96-6
Molecular Formula
C10H9NO2
Formula Weight
175.2
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Soluble: ≥10 mg/mlEthanol: Soluble: ≥10 mg/ml
SMILES
CC(OC1=CC=CC2=C1C=CN2)=O
InChi Code
InChI=1S/C10H9NO2/c1-7(12)13-10-4-2-3-9-8(10)5-6-11-9/h2-6,11H,1H3
InChi Key
ZXDMUHFTJWEDEF-UHFFFAOYSA-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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    250 mg

    $59

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    500 mg

    $106

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    1 g

    $189

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    Product Description

    4-Acetoxyindole is a synthetic intermediate.1,2,3 It has been used in the synthesis of an antagonist of the prostaglandin E2 (PGE2; Item No. 14010) receptor subtype EP3 and Psilocybe tryptamines.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Singh, J., Zeller, W., Zhou, N., et al. Structure-activity relationship studies leading to the identification of (2E)-3-[l-[(2,4-dichlorophenyl)methyl]-5-fluoro-3-methyl-lH-indol-7-yl]-N-[(4,5-dichloro-2-thienyl)sulfonyl]-2-propenamide (DG-041), a potent and selective prostanoid EP3 receptor antagonist, as a novel antiplatelet agent that does not prolong bleeding. J. Med. Chem. 53, 18-36 (2010).

    2. Sherwood, A.M., Halberstadt, A.L., Klein, A.K., et al. Synthesis and biological evaluation of tryptamines found in hallucinogenic mushrooms: Norbaeocystin, baeocystin, norpsilocin, and aeruginascin. J. Nat. Prod. 83(2), 461-467 (2020).

    3. Fricke, J., Lenz, C., Wick, J., et al. Production options for psilocybin: Making of the magic. Chemistry 25(4), 897-903 (2019).