Imidazole ketone erastin (PUN30119) | Ferroptosis Inducer

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CAS No. :	1801530-11-9
Formula :	C₃₅H₃₅ClN₆O₅
M.W :	655.14
SMILES Code :	O=C1N(C2=CC(C(CN3C=CN=C3)=O)=CC=C2OC(C)C)C(CN4CCN(C(COC5=CC=C(Cl)C=C5)=O)CC4)=NC6=C1C=CC=C6
Synonyms :	Imidazole Ketone Erastin; PUN30119; IKE
MDL No. :	MFCD31813799
InChI Key :	PSPXJPWGVFNGQI-UHFFFAOYSA-N
Pubchem ID :	91824786

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302-H315-H319-H335
Precautionary Statements:	P280-P305+P351+P338

HT1080 cells	2 μM	10-14 hours	To study IKE-induced lipid peroxidation and cell death, results showed that IKE significantly increased ROS accumulation and cell death.	PMC11487270
HT-1080	150 nM	12 hours	To evaluate erastin2-induced ferroptosis, results showed HT-1080 cells were sensitive to erastin2, with accumulation of lipid peroxides and decreased cell confluence.	PMC11700874
H460	150 nM	12 hours	To evaluate erastin2-induced ferroptosis, results showed H460 cells were resistant to erastin2, with no significant accumulation of lipid peroxides or decrease in cell confluence.	PMC11700874
C6	150 nM	12 hours	To evaluate erastin2-induced ferroptosis, results showed C6 cells were highly sensitive to erastin2, with significant accumulation of lipid peroxides and decreased cell confluence.	PMC11700874
Rheumatoid arthritis synovial fibroblasts (RASFs)	1 μM	18 hours	To evaluate the ferroptosis-inducing effect of IKE on synovial fibroblasts, results showed that IKE significantly increased lipid ROS accumulation.	PMC8813949
LLC mouse lung carcinoma cell line	5 μM	24 hours	MI-EXO suppressed erastin-induced lipid-ROS accumulation and ferroptosis	PMC10040407
K7M2 mouse osteosarcoma cell line	20 μM	24 hours	MI-EXO suppressed erastin-induced lipid-ROS accumulation and ferroptosis	PMC10040407
NTC/T1 null cells	50 μM	24 hours	To evaluate the inhibitory effect of IKE on the growth of LSCC organoids, it was found that ERO1α depletion significantly enhanced the inhibitory effect of IKE.	PMC11015652
OS-RC-2 cells	2 μM	24-30 hours	To study IKE-induced lipid peroxidation and cell death, results showed that IKE significantly increased ROS accumulation and cell death.	PMC11487270
HT-1080 cells	0.5 μM	4 hours	To study the mechanism of RSL3-induced ferroptosis	PMC9809962
Calu-1 cells	0.5 μM	4 hours	To study the mechanism of RSL3-induced ferroptosis	PMC9809962
HepG2 cells	10 μM	4 hours	Measure the level of ferroptosis and analyze the expression of RB1CC1 and related proteins	PMC8882240
A549 cells	1 μM	4 hours	Evaluate the effect of drugs on stimulating RB1CC1 nuclear translocation	PMC8882240
T24 cells	2 μM	48 hours	USP52-depleted T24 cells exhibited heightened sensitivity to Erastin-induced ferroptosis	PMC11615784
HEK293T cells	25 nM	60 hours	Identified USP52 as a key regulator of xCT protein levels	PMC11615784
LLC	20 μM		To evaluate the inhibitory effect of IKE on LLC cell activity, the results showed that cell viability was reduced to 45% at 20 μM concentration.	PMC10754143
A549	20 μM		To evaluate the inhibitory effect of IKE on A549 cell activity, the results showed that cell viability was reduced to 52% at 20 μM concentration.	PMC10754143
H1299	20 μM		To evaluate the inhibitory effect of IKE on H1299 cell activity, the results showed that cell viability was reduced to 52% at 20 μM concentration.	PMC10754143
GBM cells	5 µM		GBM cells exhibit high resistance to IKE-induced ferroptosis, but co-treatment with IKE and DHAA significantly enhances their sensitivity.	PMC10522586
PCa cells	2 µM		PCa cells exhibit high resistance to IKE-induced ferroptosis, but co-treatment with IKE and DHAA significantly enhances their sensitivity.	PMC10522586
Human aortic smooth muscle cells (HASMCs)	2 μM		IKE induced ferroptosis in HASMCs, and overexpression of METTL3 accelerated IKE-induced ferroptosis, while knockdown of METTL3 inhibited IKE-induced ferroptosis.	PMC9274489

Mouse	Xenograft tumor model		30 mg/kg	Not used	MI significantly reduced the sensitivity of tumors to erastin or IKE-induced ferroptosis	PMC10040407
Nude mice	OS-RC-2 tumor model	intraperitoneal injection	40 mg/kg	every other day for 12 days	To study the inhibitory effect of IKE on tumor growth, results showed that IKE significantly inhibited tumor growth, and the effect was enhanced when combined with SAM.	PMC11487270
DBA/1 mice	Collagen-induced arthritis (CIA) model	Intraperitoneal injection	40 mg/kg	Once daily for 22 days	To evaluate the alleviating effect of IKE on joint inflammation and destruction in CIA model mice, results showed that IKE significantly reduced synovial inflammation and accelerated inflammation resolution.	PMC8813949
Nude mice	HT-1080 cell xenograft model	Intraperitoneal injection	40 mg/kg	Once every other day for 2 weeks	To evaluate the tumor suppression effect of IKE	PMC9809962
BALB/c Nude mice	Bladder cancer xenograft model	Intraperitoneal injection	40 mg/kg	Every other day for two weeks	Combination of USP52 depletion and IKE treatment significantly inhibited bladder cancer progression	PMC11615784
Nude mice	LSCC PDX model	Intraperitoneal injection	40 mg/kg	Once every other day, continuous treatment	To evaluate the inhibitory effect of combined ERO1α inhibition and IKE treatment on PDX tumor growth, it was found that the combined treatment significantly suppressed tumor growth.	PMC11015652
rats	C6 glioma model	intravenous injection	25 mg/kg	single dose, lasting 30 minutes	To evaluate the inhibition of system xc- by IKE in the C6 glioma model, results showed IKE significantly reduced [18F]hGTS13 uptake, indicating effective inhibition of system xc-.	PMC11700874
C57BL/6 mice	LLC-luc lung cancer model	IntratumOral injection	50 mg/kg	Every three days, for a total of three injections	To evaluate the efficacy of IKE combined with PDT in the LLC-luc lung cancer model, the results showed that the combination treatment significantly inhibited tumor growth, with an average tumor volume reduction of 88.0%.	PMC10754143
C57BL/6J mice	glioblastoma xenograft model	intracerebroventricular injection	650 ng	daily for 7 days	Co-treatment with IKE and DHAA significantly reduced tumor size and prevented tumor invasion and migration, demonstrating its efficacy in inducing ferroptosis in vivo.	PMC10522586
Mice	BAPN-induced aortic dissection model	Intraperitoneal injection	5 mg/kg	Once every 2 days in the first week and once a day in the second and third weeks, lasting for 3 weeks	Liproxstatin-1 significantly reduced the incidence and mortality of BAPN-induced aortic dissection and alleviated aortic degeneration.	PMC9274489
BALB/c Nude mice	ZR-75-1-TamR xenograft model	Intraperitoneal injection	40 mg/kg	Every three days until the end of the experiment	IKE in combination with Tamoxifen significantly inhibited the growth of ZR-75-1-TamR tumors and reduced the levels of SLC7A11 and Ki67 in tumor tissues, while increasing the levels of 4-HNE.	PMC11756422
C57BL/6 mice	hypercholesterolemic mice induced by high-cholesterol diet (HCD)	intraperitoneal injection	40 mg/kg	every other day for 1 month	To evaluate the effect of IKE on ferroptosis sensitivity of HSCs in hypercholesterolemic mice, the results showed that IKE significantly restored the maintenance and differentiation balance of HSCs.	PMC10025135
Mice	cell-derived xenograft (CDX) mouse models	daily administration	50 mg/kg	daily administration until the end of the experiment	Evaluate the inhibitory effect of IKE on tumor growth	PMC8882240

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CAS No.: 1801530-11-9

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CAS No.: 1801530-11-9

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Precautionary Statements-General
Code	Phrase
P101	If medical advice is needed,have product container or label at hand.
P102	Keep out of reach of children.
P103	Read label before use
Prevention
Code	Phrase
P201	Obtain special instructions before use.
P202	Do not handle until all safety precautions have been read and understood.
P210	Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
P211	Do not spray on an open flame or other ignition source.
P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P230	Keep wetted
P231	Handle under inert gas.
P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
P235	Keep cool
P240	Ground/bond container and receiving equipment.
P241	Use explosion-proof electrical/ventilating/lighting/equipment.
P242	Use only non-sparking tools.
P243	Take precautionary measures against static discharge.
P244	Keep reduction valves free from grease and oil.
P250	Do not subject to grinding/shock/friction.
P251	Pressurized container: Do not pierce or burn, even after use.
P260	Do not breathe dust/fume/gas/mist/vapours/spray.
P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
P271	Use only outdoors or in a well-ventilated area.
P272	Contaminated work clothing should not be allowed out of the workplace.
P273	Avoid release to the environment.
P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
P282	Wear cold insulating gloves/face shield/eye protection.
P283	Wear fire/flame resistant/retardant clothing.
P284	Wear respiratory protection.
P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
P307	IF exposed:
P308	IF exposed or concerned:
P309	IF exposed or if you feel unwell:
P310	Immediately call a POISON CENTER or doctor/physician.
P311	Call a POISON CENTER or doctor/physician.
P312	Call a POISON CENTER or doctor/physician if you feel unwell.
P313	Get medical advice/attention.
P314	Get medical advice/attention if you feel unwell.
P315	Get immediate medical advice/attention.
P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
P332	IF SKIN irritation occurs:
P333	If skin irritation or rash occurs:
P334	Immerse in cool water/wrap n wet bandages.
P335	Brush off loose particles from skin.
P336	Thaw frosted parts with lukewarm water. Do not rub affected area.
P337	If eye irritation persists:
P338	Remove contact lenses, if present and easy to do. Continue rinsing.
P340	Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
P353	Rinse skin with water/shower.
P360	Rinse immediately contaminated clothing and skin with plenty of water before removing clothes.
P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
P363	Wash contaminated clothing before reuse.
P370	In case of fire:
P371	In case of major fire and large quantities:
P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
P381	Eliminate all ignition sources if safe to do so.
P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
Code	Phrase
P401
P402	Store in a dry place.
P403	Store in a well-ventilated place.
P404	Store in a closed container.
P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed