A derivative of LCL-161 and a PROTAC synthetic intermediate
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LCL-161, phenol

Item No. 40358

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[(1S)-2-[[(1S)-1-cyclohexyl-2-[(2S)-2-[4-(3-hydroxybenzoyl)-2-thiazolyl]-1-pyrrolidinyl]-2-oxoethyl]amino]-1-methyl-2-oxoethyl]-N-methyl-carbamic acid, 1,1-dimethylethyl ester
CAS Number
2095244-42-9
Synonyms
  • cIAP1 Ligand 1
Molecular Formula
C31H42N4O6S
Formula Weight
598.8
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Sparingly soluble: 1-10 mg/mlEthanol: Sparingly soluble: 1-10 mg/ml
SMILES
O=C(N1CCC[C@H]1C2=NC(C(C3=CC(O)=CC=C3)=O)=CS2)[C@@H](NC([C@@H](N(C)C(OC(C)(C)C)=O)C)=O)C4CCCCC4
InChi Code
InChI=1S/C31H42N4O6S/c1-19(34(5)30(40)41-31(2,3)4)27(38)33-25(20-11-7-6-8-12-20)29(39)35-16-10-15-24(35)28-32-23(18-42-28)26(37)21-13-9-14-22(36)17-21/h9,13-14,17-20,24-25,36H,6-8,10-12,15-16H2,1-5H3,(H,33,38)/t19-,24-,25-/m0/s1
InChi Key
SPXBMEKMIPOEMC-LQGLAIQGSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    10 mg

    $138

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    25 mg

    $310

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    50 mg

    $550

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    100 mg

    $963

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    Product Description

    LCL-161, phenol is a tert-butyloxycarbonyl derivative of the inhibitor of cellular inhibitor of apoptosis (cIAP) family proteins LCL-161 (Item No. 22420) and an intermediate in the synthesis of proteolysis-targeted chimeras (PROTACs).1 It has been used in the synthesis of PROTACs that drive degradation of androgen receptors.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Shibata, N., Nagai, K., Morita, Y., et al. Development of protein degradation inducers of androgen receptor by conjugation of androgen receptor ligands and inhibitor of apoptosis protein ligands. J. Med. Chem. 61(2), 543-575 (2018).