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CAS No. :	1260251-31-7
Formula :	C₄₂H₅₆F₂N₈O₆
M.W :	806.94
SMILES Code :	FC1=CC2=C(C=C1)C(C[C@H]3N(C([C@@H](NC([C@@H](NC)C)=O)CC)=O)C[C@@H](O)C3)=C(C(N4)=C(C[C@H]5N(C([C@@H](NC([C@@H](NC)C)=O)CC)=O)C[C@@H](O)C5)C6=C4C=C(F)C=C6)N2
Synonyms :	TL32711
MDL No. :	MFCD25976869
InChI Key :	PKWRMUKBEYJEIX-DXXQBUJASA-N
Pubchem ID :	49836020

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

IMR-90	2 μM	24 h	To identify genetic modifiers that enhance senescent cell death	PMC10597643
TNBC PDX tumor cells	1 μM	24 or 48 h	To evaluate the killing effect of Birinapant on TNBC PDX tumor cells, results showed that TNBC PDX tumor cells were sensitive to Birinapant	PMC7492458
MDA-MB-231 cells	1 μM	24 h	To evaluate the killing effect of Birinapant on MDA-MB-231 cells, results showed that MDA-MB-231 cells were sensitive to Birinapant	PMC7492458
MDA-MB-468 cells	1 μM	24 h	To evaluate the killing effect of Birinapant on MDA-MB-468 cells, results showed that MDA-MB-468 cells were sensitive to Birinapant	PMC7492458
IMR-90 normal human lung fibroblasts	2 μM	24 h	Screened for genetic modifiers of cell death, identified 14 hits passing 10% FDR threshold	PMC10597643
PANC-1 cells	100 nM	0, 6, 24, 48, 72 h	To investigate the effects of Birinapant in combination with gemcitabine on pancreatic cancer cells, the results showed synergistic effects involving cell cycle regulation and apoptosis signaling pathways.	PMC5827530
MDA-MB-468	4 μM	48 h	Birinapant significantly enhanced the immunotoxin-mediated killing of MDA-MB-468 cells, reducing the IC50 by 10-fold to 100-fold.	PMC10659127
A431	4 μM	48 h	Birinapant only modestly enhanced the immunotoxin-mediated killing of A431 cells, reducing the IC50 by only 5-fold.	PMC10659127
HT-29 cells	1 µM	4 h	Beclin 1-depleted HT-29 cells were more sensitive to TNF α-induced necroptosis	PMC7560833
Molm-13 cells	0.05 µM	10 h	Beclin 1-depleted Molm-13 cells were more sensitive to Smac mimetic and caspase inhibitor-induced necroptosis	PMC7560833
NALM6 leukemia cells	50 nM	16 to 30 h	To evaluate the effect of Birinapant and TNF combination on inducing extrinsic apoptosis in NALM6 leukemia cells, observing activation of caspase-8 and -9, and cleavage of effector caspase-3, -7, and -6.	PMC6669006
Jurkat leukemia cells	50 nM		To evaluate the effect of Birinapant and TNF combination on inducing extrinsic apoptosis in Jurkat leukemia cells, finding that cells lacking caspase-3 and -7 were resistant to ABT263 but remained sensitive to Birinapant and TNF-induced apoptosis.	PMC6669006
B16F10 cells	1, 5, 10, 20 μM	48 h	To test the effect of Birinapant on MHC-I and PD-L1 expression, results showed that Birinapant specifically upregulated MHC-I with minimal effect on PD-L1.	PMC8543117
CT26 cells	1, 5, 10, 20 μM	48 h	To test the effect of Birinapant on MHC-I and PD-L1 expression, results showed that Birinapant specifically upregulated MHC-I with minimal effect on PD-L1.	PMC8543117

Mice	CT-2A brain tumour model	Intraperitoneal injection	30 mg/kg	Not specified	Birinapant in combination with anti-PD-1 antibody significantly extended the survival of mice bearing intracranial CT-2A tumours.	PMC5330852
Mice	Bleomycin-induced pulmonary fibrosis model	Intraperitoneal injection	15 mg/kg	5 days	To evaluate the effect of the ABT-199 and birinapant combination in clearing senescent cells in vivo	PMC10597643
Mice	TNBC PDX models	Intraperitoneal injection	30 mg/kg	Three times per week for seven weeks	To evaluate the in vivo efficacy of Birinapant in TNBC PDX models, results showed that Birinapant significantly attenuated the growth of TNBC PDX models	PMC7492458
Mice	Bleomycin-induced pulmonary fibrosis model	Intraperitoneal injection	15 mg/kg	Once daily for 5 days	Evaluated the effect of ABT-199 and birinapant combination therapy on senescent cell markers in a pulmonary fibrosis model, showing significant reduction in p16INK4a, Il6, Col1a2, and SA-βgal expression	PMC10597643
Nude mice	MDA-MB-468 and A431 tumor xenograft models	Intraperitoneal injection	30 mg/kg	Once daily for 22 days	Combination therapy with birinapant and immunotoxin significantly inhibited the growth of MDA-MB-468 tumors, with complete regression in four out of five mice and 100% overall survival.	PMC10659127
BALB/c nude mice	Molm-13 cell xenograft model	Intraperitoneal injection	2 mg/kg	Every two days for two weeks	Beclin 1-depleted Molm-13 cells were more sensitive to birinapant and emricasan-induced necroptosis, leading to significant reduction in tumor growth	PMC7560833
Mice	B16F10 melanoma model	Intraperitoneal injection	600 μg/mouse	Every 3 days for a total of 3 times	To test the effect of Birinapant in combination with ICB treatment, results showed that Birinapant alone reduced tumor growth, and further reduced tumor progression when combined with ICB.	PMC8543117

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CAS No.: 1260251-31-7

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CAS No.: 1260251-31-7

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NCT01486784	Acute Myelogenous Leukemia	PHASE1\|PHASE2	TERMINATED	2025-04-15	Abramson Cancer Center of the ... More >>University of Pennsylvania, Philadelphia, Pennsylvania, 19104, United States Less <<
NCT01188499	Cancer	PHASE1\|PHASE2	COMPLETED	2025-03-14	Holy Cross Hospital, Fort Laud... More >>erdale, Florida, 33308, United States\|Barbara Ann Karmanos Cancer Center, Detroit, Michigan, 48201, United States\|Roswell Park Cancer Institute, Buffalo, New York, 14263, United States\|University of Pennsylvania Abramson Cancer Center, Philadelphia, Pennsylvania, 19104, United States\|Fox Chase Cancer Center, Philadelphia, Pennsylvania, 19111, United States\|Mary Crowley Cancer Research Center, Dallas, Texas, 75201, United States\|South Texas Accelerated Research Therapeutics (START), San Antonio, Texas, 78229, United States Less <<

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