ChemicalBook > CAS DataBase List > AZD-5582

AZD-5582

Product Name: AZD-5582
CAS No.: 1258392-53-8
Chemical Name: AZD-5582
Synonyms: ZD5582;CS-2673;AZD-5582;AZD5582 ，S7362;AZD5582;AZD-5582;AZD 5582;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];L-Prolinamide, 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-;(2S,2'S)-N,N'-((1S,1'S,2R,2'R)-(hexa-2,4-diyne-1,6-diylbis(oxy))bis(2,3-dihydro-1H-indene-2,1-diyl))bis(1-((S)-2-cyclohexyl-2-((S)-2-(methylamino)propanamido)acetyl)pyrrolidine-2-carboxamide);(2S,2'S)-N,N'-((1S,1'S,2R,2'R)-(hexa-2,4-diyne-1,6-diylbis(oxy))bis(2,3-dihydro-1H-indene-2,1-diyl))bis(1-((S)-2-cyclohexyl-2-((S)-2-(methylamino)propanamido)acetyl)pyrrolidine-2-carboxamide);(S,S,2S,2'S)-N,N'-((1S,1'S,2R,2'R)-(hexa-2,4-diyne-1,6-diylbis(oxy))bis(2,3-dihydro-1H-indene-2,1-diyl))bis(1-((S)-2-cyclohexyl-2-((S)-2-(methylamino)propanamido)acetyl)pyrrolidine-2-carboxamide)
CBNumber: CB52731019
Molecular Formula: C58H78N8O8
Formula Weight: 1015.29
MOL File: 1258392-53-8.mol

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AZD-5582 Property

Boiling point:: 1207.3±65.0 °C(Predicted)
Density: 1.26±0.1 g/cm3(Predicted)
storage temp.: 4°C, protect from light, stored under nitrogen
solubility: DMF: 30 mg/ml; DMSO: 15 mg/ml; Ethanol: 30 mg/ml
form: A crystalline solid
pka: 12.99±0.40(Predicted)
color: White to yellow
InChIKey: BRCXWBBDZROUEZ-WCMFYDHYSA-N

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: SML2900
Product name: AZD5582
Purity: ≥98% (HPLC)
Packaging: 5mg
Price: $121
Updated: 2025/07/31

Sigma-Aldrich

Product number: SML2900
Product name: AZD5582
Purity: ≥98% (HPLC)
Packaging: 25mg
Price: $489
Updated: 2025/07/31

TRC

Product number: A808300
Product name: AZD5582
Packaging: 1mg
Price: $165
Updated: 2021/12/16

Activate Scientific

Product number: AS117573
Product name: AZD5582
Purity: 98+%
Packaging: 5mg
Price: $177
Updated: 2021/12/16

Activate Scientific

Product number: AS117573
Product name: AZD5582
Purity: 98+%
Packaging: 1mg
Price: $88
Updated: 2021/12/16

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AZD-5582 Chemical Properties,Usage,Production

Uses

It is a novel class of dimeric Smac mimetics as potent IAP antagonists resulting in a clinical candidate for the treatment of cancer.

Biological Activity

AZD5582 is a divalent AVPI motif-based Smac (DIABLO) mimetic (SMC) th at acts a potent apoptosis protein repe at (BIR) domain-targeting antagonist against inhibitor of apoptosis proteins (IAPs) cIAP1/2 (BIR3 IC50 = 15/21 nM against 2.5 nM AbuRPFK-5FAM) and XIAP (BIR2/3 IC50 = 21/15 nM). AZD5582 abolishes cellular XIAP-caspase-9 interaction (1 μM, 4 hrs), induces cIAP1/2 degradation (EC50 = 0.1 nM, 1 hr) and apoptosis (GI50 <60 pM, 48 hrs) in MDA-MB-231 breast cancer cultures. AZD5582 causes substantial tumor regression by inducing cIAP1 degradation and apoptosis in tumor cells in MDA-MB-231 xenograft-bearing mice in vivo (3.0 mg/kg/wk i.v.).

in vivo

AZD5582 (intravenous injection; 0.1-3.0 mg/kg; once a week; 2 weeks) causes degradation of cIAP1 and caspase 3 cleavage in tumor cells, and after a two-week treatment, the tumors largely resolved; when the mice are given a medium dose (0.5 mg/kg) of AZD5582, cIAP1 degrades after administration, but it takes a while time to reach apoptosis-inducing effect^[1].

Animal Model:	MDA-MB-231 xenograft-bearing mice^[1]
Dosage:	0.1 mg/kg, 0.5 mg/kg, 3.0 mg/kg
Administration:	Intravenous injection; once a week; 2 weeks
Result:	Resulted in cIAP1 degradation and caspase-3 cleavage within tumor cells and causes substantial tumor regressions following two weekly doses of 3.0 mg/kg

IC 50

cIAP1: 15 nM (IC₅₀); cIAP2: 21 nM (IC₅₀); XIAP: 15 nM (IC₅₀)

AZD-5582 Preparation Products And Raw materials

Raw materials

Preparation Products

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AZD-5582 Suppliers

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1258392-53-8, AZD-5582Related Search:

(R)-4-((3-chloro-2-fluorophenyl)amino)-7-methoxyquinazolin-6-yl 2,4-dimethylpiperazine-1-carboxylate hydrochloride salt Angiontensin(1-7) AZD-4547 AZD5153 AZD 7762 hydrochloride 1626387-81-2 AZD2098 AZD5153 AZD-7594 1802148-05-5 AZD8186 ALK/IGF1R inhibitor AZD-0156 azd4635 AZD7986

AZD-5582

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]

AZD5582;AZD-5582;AZD 5582

CS-2673

(S,S,2S,2'S)-N,N'-((1S,1'S,2R,2'R)-(hexa-2,4-diyne-1,6-diylbis(oxy))bis(2,3-dihydro-1H-indene-2,1-diyl))bis(1-((S)-2-cyclohexyl-2-((S)-2-(methylamino)propanamido)acetyl)pyrrolidine-2-carboxamide)

L-Prolinamide, 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-

ZD5582

(2S,2'S)-1,1'-((S,2S,2'S)-2,2'-(((1S,1'S,2R,2'R)-(Hexa-2,4-diyne-1,6-diylbis(oxy))bis(2,3-dihydro-1H-indene-2,1-diyl))bis(cyclohexane-3,1-diyl))bis(2-((S)-2-(methylamino)propanamido)acetyl))bis(pyrrolidine-2-carboxamide)

(2S,2'S)-N,N'-((1S,1'S,2R,2'R)-(hexa-2,4-diyne-1,6-diylbis(oxy))bis(2,3-dihydro-1H-indene-2,1-diyl))bis(1-((S)-2-cyclohexyl-2-((S)-2-(methylamino)propanamido)acetyl)pyrrolidine-2-carboxamide)

AZD5582 ，S7362

1258392-53-8

C58H78N8O8