AZD5582
Modify Date: 2025-08-22 16:47:09
AZD5582 structure
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Common Name | AZD5582 | ||
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| CAS Number | 1258392-53-8 | Molecular Weight | 1015.289 | |
| Density | 1.3±0.1 g/cm3 | Boiling Point | 1207.3±65.0 °C at 760 mmHg | |
| Molecular Formula | C58H78N8O8 | Melting Point | N/A | |
| MSDS | N/A | Flash Point | 683.9±34.3 °C | |
Use of AZD5582AZD5582 is a novel class of dimeric Smac mimetics as potent IAP antagonist; binds potently to the BIR3 domains of cIAP1, cIAP2, and XIAP (IC50 = 15, 21, and 15 nM, respectively). IC50 value: 15/21/15 nM (cIAP1/cIAP2/XIAP) [1]Target: IAPs inhibitorAZD5582 causes cIAP1 degradation and induces apoptosis in the MDA-MB-231 breast cancer cell line at subnanomolar concentrations in vitro. When administered intravenously to MDA-MB-231 xenograft-bearing mice, AZD5582 results in cIAP1 degradation and caspase-3 cleavage within tumor cells and causes substantial tumor regressions following two weekly doses of 3.0 mg/kg. Antiproliferative effects are observed with AZD5582 in only a small subset of the over 200 cancer cell lines examined, consistent with other published IAP inhibitors [1]. AZD5582 significantly enhanced apoptosis induced by the death receptor (DR) agonist tumour necrosis factor-related apoptosis-inducing ligand (TRAIL). Importantly, killing by TRAIL plus AZD5582 was independent of adverse prognostic features including TP53 deletion which is strongly associated with chemoresistance in CLL [2]. |
| Name | (2S,2'S)-N,N'-{2,4-Hexadiyne-1,6-diylbis[oxy(1S,2R)-2,3-dihydro-1H-indene-2,1-diyl]}bis{1-[(2S)-2-cyclohexyl-2-{[(2S)-2-(methylamino)propanoyl]amino}acetyl]-2-pyrrolidinecarboxamide} (non-preferred name) |
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| Synonym | More Synonyms |
| Description | AZD5582 is a novel class of dimeric Smac mimetics as potent IAP antagonist; binds potently to the BIR3 domains of cIAP1, cIAP2, and XIAP (IC50 = 15, 21, and 15 nM, respectively). IC50 value: 15/21/15 nM (cIAP1/cIAP2/XIAP) [1]Target: IAPs inhibitorAZD5582 causes cIAP1 degradation and induces apoptosis in the MDA-MB-231 breast cancer cell line at subnanomolar concentrations in vitro. When administered intravenously to MDA-MB-231 xenograft-bearing mice, AZD5582 results in cIAP1 degradation and caspase-3 cleavage within tumor cells and causes substantial tumor regressions following two weekly doses of 3.0 mg/kg. Antiproliferative effects are observed with AZD5582 in only a small subset of the over 200 cancer cell lines examined, consistent with other published IAP inhibitors [1]. AZD5582 significantly enhanced apoptosis induced by the death receptor (DR) agonist tumour necrosis factor-related apoptosis-inducing ligand (TRAIL). Importantly, killing by TRAIL plus AZD5582 was independent of adverse prognostic features including TP53 deletion which is strongly associated with chemoresistance in CLL [2]. |
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| Related Catalog | |
| References |
| Density | 1.3±0.1 g/cm3 |
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| Boiling Point | 1207.3±65.0 °C at 760 mmHg |
| Molecular Formula | C58H78N8O8 |
| Molecular Weight | 1015.289 |
| Flash Point | 683.9±34.3 °C |
| Exact Mass | 1014.594238 |
| LogP | 9.22 |
| Vapour Pressure | 0.0±0.3 mmHg at 25°C |
| Index of Refraction | 1.622 |
| InChIKey | WLMCRYCCYXHPQF-ZVMUOSSASA-N |
| SMILES | CNC(C)C(=O)NC(C(=O)N1CCCC1C(=O)NC1c2ccccc2CC1OCC#CC#CCOC1Cc2ccccc2C1NC(=O)C1CCCN1C(=O)C(NC(=O)C(C)NC)C1CCCCC1)C1CCCCC1 |
| Storage condition | 2-8℃ |
| (2S,2'S)-N,N'-{2,4-Hexadiyne-1,6-diylbis[oxy(1S,2R)-2,3-dihydro-1H-indene-2,1-diyl]}bis{1-[(2S)-2-cyclohexyl-2-{[(2S)-2-(methylamino)propanoyl]amino}acetyl]-2-pyrrolidinecarboxamide} (non-preferred name) |
| 2-Pyrrolidinecarboxamide, N,N'-[2,4-hexadiyne-1,6-diylbis[oxy[(1S,2R)-2,3-dihydro-1H-indene-2,1-diyl]]]bis[1-[(2S)-2-cyclohexyl-2-[[(2S)-2-(methylamino)-1-oxopropyl]amino]acetyl]-, (2S,2'S)- |
| AZD5582 |