A synthetic intermediate in the synthesis of AChE inhibitors
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6,9-Dichloro-1,2,3,4-tetrahydroacridine

Item No. 30502

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
CAS Number
5396-25-8
Synonyms
  • NSC 1227
Molecular Formula
C13H11Cl2N
Formula Weight
252.1
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 5 mg/mlDMF:PBS (pH 7.2) (1:2): 0.33 mg/mlDMSO: 1 mg/mlEthanol: 1 mg/ml
λmax
234 nm
SMILES
ClC1=C2C(CCCC2)=NC3=CC(Cl)=CC=C31
InChi Code
InChI=1S/C13H11Cl2N/c14-8-5-6-10-12(7-8)16-11-4-2-1-3-9(11)13(10)15/h5-7H,1-4H2
InChi Key
UPHWUTWIUIWUJB-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    25 mg

    $36

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    50 mg

    $68

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    100 mg

    $123

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    250 mg

    $268

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    Product Description

    6,9-Dichloro-1,2,3,4-tetrahydroacridine is a synthetic intermediate in the synthesis of tacrine-based acetylcholinesterase (AChE) inhibitors.1 It is also an intermediate in the synthesis of multifunctional tacrine hybrids that possess radical scavenging, amyloid-β aggregation inhibitory, and/or β-secretase 1 (BACE1) inhibitory activities in addition to their activity as AChE inhibitors.2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Recanatini, M., Cavalli, A., Belluti, F., et al. SAR of 9-amino-1,2,3,4-tetrahydroacridine-based acetylcholinesterase inhibitors: Synthesis, enzyme inhibitory activity, QSAR, and structure-based CoMFA of tacrine analogues. J. Med. Chem. 43(10), 2007-2018 (2000).

    2. Digiacomo, M., Chen, Z., Wang, S., et al. Synthesis and pharmacological evaluation of multifunctional tacrine derivatives against several disease pathways of AD. Bioorg. Med. Chem. Lett. 25(4), 807-810 (2015).

    3. Li, S.Y., Jiang, N., Xie, S.S., et al. Design, synthesis and evaluation of novel tacrine-rhein hybrids as multifunctional agents for the treatment of Alzheimer’s disease. Org. Biomol. Chem. 12(5), 801-814 (2014).