APIs & Intermediates

AZD5582 (CAS 1258392-53-8)

Cat. No. SC10014

⚠ This product is for research use only, not for human or veterinary use.

Chemical structure of AZD5582

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Specifications

CAS Number 1258392-53-8
IUPAC Name (2S)-1-[(2S)-2-cyclohexyl-2-[[(2S)-2-(methylamino)propanoyl]amino]acetyl]-N-[(1S,2R)-2-[6-[[(1S,2R)-1-[[(2S)-1-[(2S)-2-cyclohexyl-2-[[(2S)-2-(methylamino)propanoyl]amino]acetyl]pyrrolidine-2-carbonyl]amino]-2,3-dihydro-1H-inden-2-yl]oxy]hexa-2,4-diynoxy]-2,3-dihydro-1H-inden-1-yl]pyrrolidine-2-carboxamide
Synonyms (2S)-1-[(2S)-2-cyclohexyl-2-[[(2S)-2-(methylamino)propanoyl]amino]acetyl]-N-[(1S,2R)-2-[6-[[(1S,2R)-1-[[(2S)-1-[(2S)-2-cyclohexyl-2-[[(2S)-2-(methylamino)propanoyl]amino]acetyl]pyrrolidine-2-carbonyl]amino]-2,3-dihydro-1H-inden-2-yl]oxy]hexa-2,4-diynoxy]-2,3-dihydro-1H-inden-1-yl]pyrrolidine-2-carboxamide
Molecular Weight 1015.30 g/mol
Molecular Formula C58H78N8O8
PubChem CID 49847690
SMILES CC(C(=O)NC(C1CCCCC1)C(=O)N2CCCC2C(=O)NC3C(CC4=CC=CC=C34)OCC#CC#CCOC5CC6=CC=CC=C6C5NC(=O)C7CCCN7C(=O)C(C8CCCCC8)NC(=O)C(C)NC)NC
Purity >98%
Shipping Condition Shipped under ambient temperature as non-hazardous chemical.

Description

AZD5582 (CAS 1258392-53-8) is a dimeric Smac mimetic and potent antagonist of inhibitor of apoptosis proteins (IAPs), with molecular formula C₅₈H₇₈N₈O₈ and MW 1015.30 g/mol.

AZD5582 is reported to act as a bivalent IAP antagonist, simultaneously engaging the BIR3 domains of XIAP, cIAP1, and cIAP2 through its symmetric dimeric architecture. This dual engagement promotes cIAP1/2 autoubiquitination and proteasomal degradation, thereby relieving IAP-mediated suppression of caspase activity and enabling activation of both intrinsic and extrinsic apoptotic pathways.

  • IAP biology and apoptosis pathway research
  • Cancer cell death mechanism studies using in vitro and ex vivo models
  • Structure-activity relationship studies on dimeric Smac mimetics
  • Chemical biology probe for XIAP/cIAP1/cIAP2 functional profiling

Each batch is analyzed by HPLC and ¹H NMR, with a Certificate of Analysis provided on shipment. Available from milligram to kilogram scale, with flexible packaging to meet R&D and scale-up requirements.

Documentation

✓ Certificate of Analysis (CoA) ✓ ¹H NMR Spectrum ✓ HPLC Chromatogram ✓ LC-MS (on request) ✓ MSDS / SDS

All analytical documentation is provided free of charge with every order. Raw spectral data files (NMR, HPLC, LC-MS) are also available on request — just mention it in your enquiry.

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