AZD 5582 dihydrochloride

Name: AZD 5582 dihydrochloride
Brand: Tocris Bioscience
SKU: 5141
Rating: 5 (1 reviews)

Tocris Bioscience, part of Bio-Techne | Catalog # 5141

(1)

Citations (6)

COA / SDS

Dimeric Smac mimetic; potent IAP inhibitor

Key Product Details

Description:	Dimeric Smac mimetic; potent IAP inhibitor
Chemical Name:	3,3'-[2,4-Hexadiyne-1,6-diylbis[oxy[(1S,2R)-2,3-dihydro-1H-indene-2,1-diyl]]]bis[N-methyl-L-alanyl-(2S)-2-cyclohexylglycyl-L-prolinamide
Purity:	≥97% (HPLC)
Molecular Weight:	1088.21

View Full Technical Details for AZD 5582 dihydrochloride

Technical Data
Citations / Reviews (1)

Biological Activity for AZD 5582 dihydrochloride

AZD 5582 dihydrochloride is a dimeric Smac mimetic; potent inhibitor of X-linked (XIAP) and cellular (cIAP) inhibitor of apoptosis protein (IC₅₀ values are 15, 15 and 21 nM for XIAP, cIAP1 and cIAP2 respectively). Binds to the BIR3 domain of XIAP to prevent interaction with caspase-9. Causes degradation of cIAP1 and cIAP2 and induces apoptosis in MDA-MB-231 breast cancer cells. Causes tumor regression in MDA-MB-231 xenograft-bearing mice.

Licensing Information

Sold with the permission of AstraZeneca UK Ltd

Technical Data for AZD 5582 dihydrochloride

M. Wt	1088.21
Formula	C₅₈H₇₈N₈O₈.2HCl
Storage	Store at -20°C
Purity	≥97% (HPLC)
CAS Number	1883545-51-4
PubChem ID	90489014
InChi Key	DAILKFFMJFAUCE-GXSVUDMFSA-N
Smiles	CN[C@@H](C)C(N[C@@H]([C@H]1CCCCC1)C(N2[C@H]([C@](N[C@H]3C(C=CC=C5)=C5C[C@H]3OCC#CC#CCO[C@@H]4CC8=C(C=CC=C8)[C@@H]4N[C@@]([C@H](CCC7)N7C([C@H]([C@H]6CCCCC6)NC([C@H](C)NC)=O)=O)=O)=O)CCC2)=O)=O.Cl.Cl

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility for AZD 5582 dihydrochloride

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
	water	108.82	100
	DMSO	108.82	100

Preparing Stock Solutions for AZD 5582 dihydrochloride

The following data is based on the product molecular weight 1088.21.

Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	0.92 mL	4.59 mL	9.19 mL
5 mM	0.18 mL	0.92 mL	1.84 mL
10 mM	0.09 mL	0.46 mL	0.92 mL
50 mM	0.02 mL	0.09 mL	0.18 mL

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References for AZD 5582 dihydrochloride

References are publications that support the biological activity of the product.

Hennessy Discovery of a novel class of dimeric Smac mimetics as potent IAP antagonists resulting in a clinical candidate for the treatment of cancer (AZD5582). J.Med.Chem. 2013 PMID: 24320998