Kenpaullone (9-Bromopaullone) | CDK1/GSK-3β Inhibitor

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CAS No. :	142273-20-9
Formula :	C₁₆H₁₁BrN₂O
M.W :	327.18
SMILES Code :	O=C(NC1=CC=CC=C12)CC3=C2NC4=C3C=C(Br)C=C4
Synonyms :	NSC-664704; 9-Bromopaullone; 1-azakenpaullone
MDL No. :	MFCD02683595
InChI Key :	QQUXFYAWXPMDOE-UHFFFAOYSA-N
Pubchem ID :	3820

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

Mouse embryonic fibroblasts (MEFs)	5 μM	10 days	To functionally replace Klf4 in reprogramming, activating Nanog expression and inducing iPS cell formation	PMC2690053
ReNcell VM cells	2 μM	15 days	To study the effect of kenpaullone on the differentiation of ReNcell VM cells, results showed that kenpaullone promoted neurite extension and neural differentiation.	PMC6380223
Mouse cochlear explants	5 µM	24 hours	Evaluating the protective effect of kenpaullone against cisplatin-induced hair cell death, results showed kenpaullone significantly reduced hair cell loss.	PMC5881471
SOD1G93A/HB9::GFP mouse motor neurons	0.1 μM, 1 μM, 10 μM	72 hours	Promoted motor neuron survival and preserved cell morphology	PMC3707511
HB9::GFP mouse motor neurons	0.1 μM, 1 μM, 10 μM	72 hours	Promoted motor neuron survival and preserved cell morphology	PMC3707511
Neural progenitor cells (NPCs)	5 μM	8 days	To replace Klf4 in the presence of Oct4 and c-Myc, inducing NPCs reprogramming into iPS cells	PMC2690053
Primary cortical neurons	0.25–2 μM	36 hours	KEN enhanced ADAM10 protein levels	PMC10953581
HT22 cells	0.25–2 μM	36 hours	KEN enhanced ADAM10 protein levels	PMC10953581
HEK293 cells	0.25–2 μM	36 hours	KEN enhanced ADAM10 protein levels	PMC10953581
SH-SY5Y cells	0.25–2 μM	36 hours	KEN significantly increased m-ADAM10 protein levels	PMC10953581
Mouse embryonic fibroblasts (MEFs)	5 μM	10 days	Activate Nanog expression, replace Klf4 in reprogramming	PMC2690053
Mouse cochlear explants	5 µM	24 hours	Evaluating the protective effect of Kenpaullone against cisplatin-induced hair cell death, results showed Kenpaullone significantly reduced hair cell loss.	PMC5881471
Neural progenitor cells (NPCs)	5 μM	8 days	Replace Klf4 to induce iPS cell formation in the presence of Oct4 and c-Myc	PMC2690053
Chick embryonic atrial myocytes	2-5 μmol/L	24 hours	Kenpaullone, by inhibiting GSK3β activity, increases the expression of nSREBP-1 and GIRK4, thereby modulating the response of atrial myocytes to parasympathetic stimulation.	PMC4030105
Adult human skin fibroblasts	1 µM	treatment starting at 14 dpi and continued	Kenpaullone significantly promoted the survival of ALS-hiMNs, enhanced dendritic outgrowth, and restored soma size. Electrophysiological recordings showed that Kenpaullone completely normalized the excitability of ALS-hiMNs and restored their ability to form neuromuscular junctions and control muscle activity.	PMC4706770
P3 mouse cochlear explants	0.150 μM	24 hours	To evaluate the protective effect of Kenpaullone against cisplatin-induced damage in cochlear explants, results showed Kenpaullone significantly protected outer hair cells from cisplatin toxicity.	PMC6443376
HEI-OC1 cells	0.349 μM	22 hours	To evaluate the protective effect of Kenpaullone against cisplatin-induced cytotoxicity, results showed Kenpaullone significantly reduced cisplatin-induced caspase-3/7 activity.	PMC6443376
SGHPL-4 cells	20 and 50 nM	6 hours	To investigate the effect of 1-azakenpaullone on SGHPL-4 cell motility, results showed that activation of β-catenin alone was insufficient to stimulate cell motility.	PMC2733823
ReNcell VM cells	2 μM	15 days	To study the effect of kenpaullone on the differentiation of ReNcell VM cells, results showed that kenpaullone accelerated neural differentiation and promoted neurite extension and branching.	PMC6380223
HEI-OC1 cells	8 µM	22 hours	Screening for protective compounds, Kenpaullone showed protective effects against cisplatin-induced apoptosis.	PMC5881471
SOD1G93A mutant mouse motor neurons (SOD1G93A/HB9::GFP)	0.1 μM, 1 μM, 10 μM	72 hours	Kenpaullone significantly prolonged the healthy survival of both wild-type and mutant motor neurons, attributed to its dual inhibition of GSK3 and HGK kinases.	PMC3707511
Wild-type mouse motor neurons (HB9::GFP)	0.1 μM, 1 μM, 10 μM	72 hours	Kenpaullone significantly prolonged the healthy survival of both wild-type and mutant motor neurons, attributed to its dual inhibition of GSK3 and HGK kinases.	PMC3707511
BHK cells	10 μM	48 hours	Flow cytometry detected increased cell-surface /H9004F508-CFTR expression in Kenpaullone-treated groups.	PMC3434788
HEK293 MSR GripTite cells	10 μM	48 hours	Evaluated correction of /H9004F508-CFTR function via Cellomics halide exchange assay, showing fluorescence intensity difference ≥0.10, indicating partial rescue of trafficking defect by Kenpaullone.	PMC3434788
Human primary fetal cortical neurons	50, 100, 400 nM	2-4 days	Dose-dependently enhanced KCC2 mRNA expression	PMC8551327
Rat primary cortical neurons	10-1000 nM	48 hours	Enhanced Kcc2 gene expression and function	PMC8551327
4T1 cells	5 µg KEN	24 hours	Kenpaullone combined with Paclitaxel significantly reduced tumor volume and induced cell death	PMC6283862

Nude mice	Breast cancer xenograft model	Intratumoral injection	200 µg KEN per mouse	Every five days	To evaluate the therapeutic effect of KLF4 inhibitor Kenpaullone on breast cancer xenograft model	PMC6283862
Zebrafish	Zebrafish lateral-line neuromasts	Water bath exposure	30–50 µM	20 hours	Evaluating the protective effect of Kenpaullone against cisplatin-induced hair cell loss in zebrafish, results showed Kenpaullone provided 30–50% protection.	PMC5881471
Mice	APP/PS1 mouse model	Intraperitoneal injection	7 mg/kg	Every other day for 2 months	KEN promoted ADAM10 expression and improved cognitive functions	PMC10953581
Mice	Nerve constriction injury and bone cancer pain models	Intraperitoneal or intrathecal injection	10 or 30 mg/kg	Daily injections for 7 days	KP exhibited analgesic effects in nerve constriction injury and bone cancer pain models	PMC8551327
Nude mice	Breast cancer xenograft model	Intratumoral injection	200 µg per mouse	Every five days, continuous treatment	Combination therapy of Kenpaullone and Paclitaxel significantly improved survival and reduced lung metastasis	PMC6283862

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CAS No.: 142273-20-9

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CAS No.: 142273-20-9

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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