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CAS No. :	1009817-63-3
Formula :	C₂₂H₁₇N₃O₆
M.W :	419.39
SMILES Code :	O=C1/C(CN(C(C=C)=O)C/C1=C\C2=CC=C([N+]([O-])=O)C=C2)=C/C3=CC=C([N+]([O-])=O)C=C3
Synonyms :	NSC 687852
MDL No. :	MFCD26142662
InChI Key :	GFARQYQBWJLZMW-JYFOCSDGSA-N
Pubchem ID :	5351435

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

RT4	up to 2000 nM	24 hours	Induced ER stress and apoptosis	Mol Ther Oncolytics. 2022 Aug 5;26:387-398.
IMR-32	107.8 nM (IC50)	72 hours	Inhibits cell proliferation and induces apoptosis	Mol Cancer Ther. 2019 Jun;18(6):1045-1056.
LAN-6	127.8 nM (IC50)	72 hours	Inhibits cell proliferation and induces apoptosis	Mol Cancer Ther. 2019 Jun;18(6):1045-1056.
MelJuSo UbG76V-YFP cells	1 µM	1-3 hours	To study the effect of b-AP15 on proteasome function, it was found that b-AP15 inhibited proteasome function and led to cell death.	Antioxid Redox Signal. 2014 Dec 10;21(17):2271-85.
HeLa cells	10 µM	2 hours	Immunoblot analysis showed that b-AP15 induced the formation of high molecular weight complexes with USP14.	J Med Chem. 2020 Apr 9;63(7):3756-3762.
UMSCC1 cells	250 nM	24 hours	B-AP15 significantly inhibited the growth and colony formation capacity of UMSCC1 cells.	Cell Death Differ. 2023 May;30(5):1382-1396.
BFTC905	up to 2000 nM	24 hours	Induced ER stress and apoptosis	Mol Ther Oncolytics. 2022 Aug 5;26:387-398.
T24	up to 2000 nM	24 hours	Induced ER stress and apoptosis	Mol Ther Oncolytics. 2022 Aug 5;26:387-398.
T24/R	up to 2000 nM	24 hours	Induced ER stress and apoptosis	Mol Ther Oncolytics. 2022 Aug 5;26:387-398.
Monocyte-derived dendritic cells	10 nM, 100 nM, 500 nM, 1000 nM	24 hours	Comparative analysis of effects of bortezomib and b-AP15 on dendritic cell phenotype and function, finding that b-AP15 had no compromising effects on these DC features.	Neoplasia. 2019 Jul;21(7):653-664.
MCF-7	0.5, 1, 2, 5 µM	24, 48, 72 hours	To evaluate the effect of b-AP15 on the growth of ER+ breast cancer cells, results showed that b-AP15 significantly inhibited cell viability.	Oncogenesis. 2018 Sep 24;7(9):75.
T47D	0.5, 1, 2, 5 µM	24, 48, 72 hours	To evaluate the effect of b-AP15 on the growth of ER+ breast cancer cells, results showed that b-AP15 significantly inhibited cell viability.	Oncogenesis. 2018 Sep 24;7(9):75.
PK-15 cells	0–1 µM	24–48 hours	To evaluate the inhibitory effect of b-AP15 on PRV-GFP proliferation, results showed that b-AP15 significantly inhibited PRV-GFP proliferation.	Autophagy. 2022 Aug;18(8):1801-1821.
3D4/21 cells	0–1 µM	24–48 hours	To evaluate the inhibitory effect of b-AP15 on PRV-GFP proliferation, results showed that b-AP15 significantly inhibited PRV-GFP proliferation.	Autophagy. 2022 Aug;18(8):1801-1821.
HNSCC cells	250 nM	48 hours	B-AP15 significantly reduced the proliferation and survival of HNSCC cells and induced apoptosis.	Cell Death Differ. 2023 May;30(5):1382-1396.
SU-DHL-4	0.205 µM	48 hours	B-AP15 inhibited the proliferation and induced apoptosis in GCB-DLBCL cells.	J Exp Clin Cancer Res. 2019 Nov 6;38(1):453.
SU-DHL-2	0.296 µM	48 hours	B-AP15 inhibited the proliferation and induced apoptosis in ABC-DLBCL cells.	J Exp Clin Cancer Res. 2019 Nov 6;38(1):453.
RKO	1-5 µM	48 hours	B-AP15 significantly reduced the viability of RKO cells, with an IC50 value of 1.649 μM.	Acta Pharmacol Sin. 2023 Dec;44(12):2537-2548.
RKO-R	1-5 µM	48 hours	B-AP15 significantly reduced the viability of RKO-R cells, with an IC50 value of 0.987 μM.	Acta Pharmacol Sin. 2023 Dec;44(12):2537-2548.
HCT-15	1-5 µM	48 hours	B-AP15 significantly reduced the viability of HCT-15 cells, with an IC50 value of 1.453 μM.	Acta Pharmacol Sin. 2023 Dec;44(12):2537-2548.
HCT-15R	1-5 µM	48 hours	B-AP15 significantly reduced the viability of HCT-15R cells, with an IC50 value of 0.858 μM.	Acta Pharmacol Sin. 2023 Dec;44(12):2537-2548.
HCT116 colon carcinoma cells	1 µM	6 hours	To study the effect of b-AP15 on gene expression in HCT116 cells, it was found that b-AP15 induced the expression of genes related to oxidative stress, ER stress, and heat shock.	Antioxid Redox Signal. 2014 Dec 10;21(17):2271-85.
KMBC cells	13 nM	72 hours	Evaluate the sensitivity of b-AP15 in low BAP1 expressing cells, results showed increased sensitivity in KMBC cells with low BAP1 expression	Mol Cancer. 2017 Jan 25;16(1):22.
HuCCT1 cells	1.9 µM	72 hours	Evaluate the sensitivity of b-AP15 in high BAP1 expressing cells, results showed lower sensitivity in HuCCT1 cells with high BAP1 expression	Mol Cancer. 2017 Jan 25;16(1):22.
HAP1 BAP1 KO cells	9 nM	72 hours	Evaluate the sensitivity of b-AP15 in BAP1 knockout cells, results showed increased sensitivity in HAP1 BAP1 KO cells	Mol Cancer. 2017 Jan 25;16(1):22.
HAP1 WT cells	38 nM	72 hours	Evaluate the sensitivity of b-AP15 in wild-type cells, results showed lower sensitivity in HAP1 WT cells	Mol Cancer. 2017 Jan 25;16(1):22.
HeLa cells	20 mM		B-AP15 increased the levels of ubiquitinated proteins in cells and led to a 2- to 2.5-fold stimulation of proteasomal peptidase activity.	Proc Natl Acad Sci U S A. 2022 Jun 21;119(25):e2122482119.
HCT116 colon cancer cells	1 µM		Assess the cytotoxicity of b-AP15 on colon cancer cells	J Med Chem. 2020 Dec 24;63(24):15075-15093.

Nude mice	Colon cancer xenograft model	Intraperitoneal injection	100 mg/kg	Daily	Evaluate the antitumor activity of EF24 in colon cancer xenograft model	J Med Chem. 2020 Dec 24;63(24):15075-15093.
Nude mice	HNSCC tumor xenograft model	Subcutaneous injection	5 mg/kg	Multiple times per week for 2 weeks	B-AP15 as a monotherapy or in combination with radiation significantly delayed tumor growth and enhanced survival.	Cell Death Differ. 2023 May;30(5):1382-1396.
Nude mice	NGP and SH-SY5Y xenograft models	Intraperitoneal injection	5 mg/kg	Once daily for two weeks	Inhibits tumor growth and induces tumor cell apoptosis	Mol Cancer Ther. 2019 Jun;18(6):1045-1056.
Nude mice	SU-DHL-4 and SU-DHL-2 cell xenograft models	Intraperitoneal injection	5 mg/kg/day	Once daily for 11 days	B-AP15 significantly inhibited the growth of GCB- and ABC-DLBCL xenograft models.	J Exp Clin Cancer Res. 2019 Nov 6;38(1):453.
Nude mice	CML xenograft model	Intraperitoneal injection	5 mg/kg/day	Once daily until the tumor volume reached 1500 mm³	B-AP15 significantly inhibited tumor growth in the CML xenograft model and reduced tumor volume and weight.	Clin Transl Med. 2022 Sep;12(9):e1038
Mice	Subcutaneous xenograft model	Intraperitoneal injection	7.5 mg/kg	Thrice a week for 4 weeks	The combination of b-AP15 and cisplatin is superior to cisplatin monotherapy against UC in vivo	Mol Ther Oncolytics. 2022 Aug 5;26:387-398.
Mice	PRV infection model	Intraperitoneal injection	8 mg/kg	Every two days for 10 days	To evaluate the protective effect of b-AP15 on PRV infection in vivo, results showed that b-AP15 significantly reduced the mortality of PRV-infected mice and inhibited PRV replication.	Autophagy. 2022 Aug;18(8):1801-1821.
Nude mice	RKO and RKO-R xenograft models	Intraperitoneal injection	8 mg/kg/d	Once daily, continuous treatment	B-AP15 significantly suppressed the growth of RKO and RKO-R xenograft tumors without significantly affecting mouse body weight.	Acta Pharmacol Sin. 2023 Dec;44(12):2537-2548.

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CAS No.: 1009817-63-3

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CAS No.: 1009817-63-3

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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