ChemicalBook > CAS DataBase List > IKE

IKE

Product Name: IKE
CAS No.: 1801530-11-9
Chemical Name: IKE
Synonyms: IKE);PUN-30119;Ferroptosis inducer IKE;Imidazole ketone erastin;IKE(Imidazole ketone erastin);Imidazole ketone erastin (PUN30119);Imidazole ketone erastin, 10 mM in DMSO;Imidazole ketone erastin (PUN30119) ，S8877;Imidazole ketone erastin (Ferroptosis inducer IKE;IMIDAZOLE KETONE ERASTIN;FERROPTOSIS INDUCER IKE;IKE
CBNumber: CB04844901
Molecular Formula: C35H35ClN6O5
Formula Weight: 655.14
MOL File: 1801530-11-9.mol

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IKE Property

Boiling point:: 886.5±75.0 °C(Predicted)
Density: 1.34±0.1 g/cm3(Predicted)
storage temp.: 2-8°C
solubility: DMF: 10mg/mL,DMSO: 1mg/mL,DMSO:PBS (pH 7.2) (1:2): 0.25mg/mL
form: A crystalline solid
pka: 6.12±0.10(Predicted)
color: White to yellow
InChIKey: PSPXJPWGVFNGQI-UHFFFAOYSA-N
SMILES: N1C2=C(C=CC=C2)C(=O)N(C2=CC(C(CN3C=NC=C3)=O)=CC=C2OC(C)C)C=1CN1CCN(C(COC2=CC=C(Cl)C=C2)=O)CC1

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

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

Cayman Chemical

Product number: 27088
Product name: Imidazole Ketone Erastin
Purity: ≥98%
Packaging: 1mg
Price: $93
Updated: 2024/03/01

Cayman Chemical

Product number: 27088
Product name: Imidazole Ketone Erastin
Purity: ≥98%
Packaging: 5mg
Price: $298
Updated: 2024/03/01

Cayman Chemical

Product number: 27088
Product name: Imidazole Ketone Erastin
Packaging: 10mg
Price: $502
Updated: 2024/03/01

DC Chemicals

Product number: DC22092
Product name: Imidazoleketoneerastin（IKE）
Purity: >98%
Packaging: 100mg
Price: $700
Updated: 2021/12/16

DC Chemicals

Product number: DC22092
Product name: Imidazoleketoneerastin（IKE）
Purity: >98%
Packaging: 250mg
Price: $1200
Updated: 2021/12/16

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IKE Chemical Properties,Usage,Production

Description

Imidazole ketone erastin is an inducer of ferroptosis. It inhibits glutamate release in human CCF-STTG1 astrocytoma cells (IC₅₀ = 30 nM), indicating inhibition of the system x_c^- cystine/glutamate transporter. Imidazole ketone erastin increases production of lipid reactive oxygen species (ROS) in SUDHL6 diffuse large B cell lymphoma (DLBCL) cells in a concentration-dependent manner, as well as reduces glutathione (GSH) levels in these cells (IC₅₀ = 34 nM). It inhibits the growth of HT-1080 fibrosarcoma cells (GI₅₀ = 310 nM) as well as HRAS^G12V-overexpressing BJeLR cells (IC₅₀ = 3 nM). Imidazole ketone erastin (23 and 40 mg/kg) reduces tumor growth in an SUDHL6 mouse xenograft model.

Uses

PUN30119 is potent, metabolically stable inhibitor of system xc.

in vivo

IKE (23-40 mg/kg; i.p. once daily for 13 d) inhibits tumor growth in mice^[1].
IKE (50 mg/kg; a single i.p) depletes GSH significantly starting from 4 h, and increases in the relative abundance of free fatty acids, phospholipids, and diacylglycerols (DAG) in mice^[1].
IKE (50 mg/kg) exhibits half-life (1.82, 1.31, and 0.96 h) and C_max (19515, 11384, and 5203 ng/mL) following different administration (i.p., i.v., and p.o. respectively) in mice^[1].

Animal Model:	Male NCG mice bearing SUDHL6 subcutaneous xenografts^[1]
Dosage:	23, 40 mg/kg
Administration:	I.p. injection once daily for 13 days
Result:	Caused a significant decrease in tumor growth starting from day 9. Had a weight loss starting from day 9.

Animal Model:	NOD/SCID mice (12 weeks old; ~28 g weight)^[1]
Dosage:	50 mg/kg (Pharmacokinetic Analysis)
Administration:	A single i.p., i.v., and p.o. administration
Result:	I.p.: T_1/2=1.82 h, C_max=19515 ng/mL. I.v.: T_1/2=1.31 h, C_max=11384 ng/mL. P.o.: T_1/2=0.96 h, C_max=5203 ng/mL.

References

[1] YAN ZHANG . Imidazole Ketone Erastin Induces Ferroptosis and Slows Tumor Growth in a Mouse Lymphoma Model[J]. Cell Chemical Biology, 2019, 26 5: Pages 623-633.e9. DOI: 10.1016/j.chembiol.2019.01.008
[2] MARIE-HELENE LARRAUFIE . Incorporation of metabolically stable ketones into a small molecule probe to increase potency and water solubility[J]. Bioorganic & Medicinal Chemistry Letters, 2015, 25 21: Pages 4787-4792. DOI: 10.1016/j.bmcl.2015.07.018
[3] ZHIPENG LI. Ribosome stalling during selenoprotein translation exposes a ferroptosis vulnerability[J]. Nature chemical biology, 2022, 18 7: 751-761. DOI: 10.1038/s41589-022-01033-3

IKE Preparation Products And Raw materials

Raw materials

Preparation Products

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IKE Suppliers

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1801530-11-9, IKERelated Search:

Imidazole Ketone Erastin

IKE)

Imidazole ketone erastin (Ferroptosis inducer IKE

Ferroptosis inducer IKE

IMIDAZOLE KETONE ERASTIN;FERROPTOSIS INDUCER IKE;IKE

Imidazole ketone erastin

4(3H)-Quinazolinone, 2-[[4-[2-(4-chlorophenoxy)acetyl]-1-piperazinyl]methyl]-3-[5-[2-(1H-imidazol-1-yl)acetyl]-2-(1-methylethoxy)phenyl]-

3-(5-(2-(1H-Imidazol-1-yl)acetyl)-2-isopropoxyphenyl)-2-((4-(2-(4-chlorophenoxy)acetyl)piperazin-1-yl)methyl)quinazolin-4(3H)-one

PUN-30119

Imidazole ketone erastin (PUN30119)

Imidazole ketone erastin, 10 mM in DMSO

IKE(Imidazole ketone erastin)

Imidazole ketone erastin (PUN30119) ，S8877

1801530-11-9

C35H35ClN6O5