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
More
Less

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
More
Less

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.

More
Less

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
More
Less

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 xc- 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 HRASG12V-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 Cmax (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.: T1/2=1.82 h, Cmax=19515 ng/mL.
I.v.: T1/2=1.31 h, Cmax=11384 ng/mL.
P.o.: T1/2=0.96 h, Cmax=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

More
Less

IKE Suppliers

CHINA 75 United States 4 Global 79
TargetMol Chemicals Inc.
Tel
+1-781-999-5354; +17819995354
Email
marketing@targetmol.com
Country
United States
ProdList
32435
Advantage
58
InvivoChem
Tel
+1-708-310-1919 +1-13798911105
Fax
708-557-7486
Email
sales@invivochem.cn
Country
United States
ProdList
6391
Advantage
58
Aladdin Scientific
Tel
Email
tp@aladdinsci.com
Country
United States
ProdList
57505
Advantage
58
Cayman Chemical Company
Tel
--
Fax
--
Email
cayman@caymanchem.com
Country
United States
ProdList
6213
Advantage
81

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