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CAS No. :	1693758-51-8
Formula :	C₃₀H₂₄N₈O₂
M.W :	528.56
SMILES Code :	O=C(C1=C2N=CC=CN2N=C1N)N[C@H](C3=CC4=C(C(N3C5=CC=CC=C5)=O)C(C#CC6=CN(C)N=C6)=CC=C4)C
Synonyms :	IPI-549
MDL No. :	MFCD30533720
InChI Key :	XUMALORDVCFWKV-IBGZPJMESA-N
Pubchem ID :	91933883

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302-H315-H319-H335
Precautionary Statements:	P261-P305+P351+P338

DC2.4 cells	100 µL	3 hours	To observe the uptake of PMA-NeoV by DCs	J Immunother Cancer. 2022 Feb;10(2):e003564.
MDSCs	2 µg/mL	12 hours	To evaluate the inhibitory effect of LIC on MDSCs, results showed that LIC significantly reduced Arg-1 and ROS levels and promoted MDSCs apoptosis	Adv Sci (Weinh). 2021 Jul;8(14):e2100712.
M2 macrophages derived from RAW264.7 cells	5 µM	14 days	The combination of IPI-549 and PTX completely inhibited 3D MTC growth, while the combination of IPI-549 with other chemotherapeutic agents (doxorubicin and gemcitabine) did not show improvement compared to single drug treatment.	Sci Transl Med. 2022 May 4;14(643):eabl3649.
MiPS-LLCcm	14.6 µM	48 hours	Inhibited proliferation, self-renewal, migration, and invasion of miPS-LLCcm cells and induced apoptosis	Sci Rep. 2022 Jan 10;12(1):347.
MiPS-PK8cm	18.1 µM	48 hours	Inhibited proliferation, self-renewal, migration, and invasion of miPS-PK8cm cells and induced apoptosis	Sci Rep. 2022 Jan 10;12(1):347.
MiPS-T47Dcm	16.38 µM	48 hours	Inhibited proliferation, self-renewal, migration, and invasion of miPS-T47Dcm cells and induced apoptosis	Sci Rep. 2022 Jan 10;12(1):347.
Human PBMCs	1 µM	6 hours	To investigate the effect of Eganelisib on T cell activation, results showed that Eganelisib reduced the frequency of CD69+ cells.	Hemasphere. 2023 Feb 22;7(3):e840.
CT26 cells	0.8 µM	6 hours	To evaluate the cytotoxicity of LIC on CT26 cells, results showed that LIC significantly induced apoptosis under laser irradiation	Adv Sci (Weinh). 2021 Jul;8(14):e2100712.
Murine splenocytes	1 µM	72 hours	To investigate the effect of Eganelisib on T cell proliferation, results showed that Eganelisib reduced the proliferation rate of T cells.	Hemasphere. 2023 Feb 22;7(3):e840.
Adipose-derived stem cells (ADSCs)	100 nM	72 hours	To evaluate the effect of IPI-549 on the differentiation of adipose-derived stem cells, results showed that IPI-549 significantly reduced lipid accumulation and normalized it to the control level.	Front Immunol. 2022 Dec 20;13:1004609.
SW620/Ad300 cells	5 µM and 10 µM	72 hours	IPI-549 significantly sensitized SW620/Ad300 cells to ABCB1 substrates, increased the intracellular concentration of paclitaxel, and inhibited the efflux of paclitaxel.	Cancer Lett. 2019 Feb 1;442:91-103.
LLC-PK-MDR1 cells	2.5 µM and 5 µM	72 hours	IPI-549 significantly reduced the resistance of LLC-PK-MDR1 cells to ABCB1 substrate drugs.	Cancer Lett. 2019 Feb 1;442:91-103.
Bone marrow-derived macrophages (BMDMs)	5 µM		Enhanced M2 to M1 macrophage polarization, shown by increased M1 markers (TNF-α and IL-12) and decreased M2 markers (IL-10 and TGF-β).	Sci Transl Med. 2022 May 4;14(643):eabl3649.

C57BL/6J and Balb/c mice	4T1 breast cancer model, B16-GMCSF melanoma model	Oral gavage	15 mg/kg	Once daily for 14 days	To evaluate the inhibitory effect of IPI-549 on tumor growth and metastasis, the results showed that IPI-549 significantly inhibited tumor growth and reduced lung metastasis.	Nature. 2016 Nov 17;539(7629):443-447
C57BL/6 mice	Pancreatic cancer and melanoma models	Intravenous injection	15 mg/kg	Every three days, continuous treatment	IPI-549 NP significantly decreased tumor growth and prolonged host survival in both models, reshaping the suppressive tumor microenvironment by decreasing both suppressive myeloid and plasma cells in the tumor.	J Control Release. 2019 Sep 10;309:173-180
C57BL/6J mice	MC38 tumor model	Oral	225 µg	Daily for 2 weeks	To evaluate the tumor suppression effect of IPI-549 combined with PMA-NeoV on MC38 tumors	J Immunother Cancer. 2022 Feb;10(2):e003564.
Athymic mice	SW620/Ad300 xenograft tumor model	Intraperitoneal injection	3 mg/kg IPI-549 and 15 mg/kg paclitaxel	Every 3 days for a total of 4 doses	IPI-549 enhanced the anti-tumor effects of paclitaxel on ABCB1-overexpressing MDR SW620/Ad300 tumors.	Cancer Lett. 2019 Feb 1;442:91-103.
BALB/c mice	CT26 tumor model	Tail vein injection	3.0 mg/kg	Once every other day for 15 days	To evaluate the antitumor effect of LIC in vivo, results showed that LIC significantly inhibited tumor growth and enhanced immune response	Adv Sci (Weinh). 2021 Jul;8(14):e2100712.
BALB/c Nude mice	MiPS-LLCcm xenograft model	Intraperitoneal injection	5 mg/kg	Every other day for 12 days	Eganelisib significantly inhibited tumor growth, reduced tumor volume and weight, and induced tumor cell apoptosis	Sci Rep. 2022 Jan 10;12(1):347.
Mice	MMTV-PyMT transgenic mice and 4T1 orthotopic breast cancer model	Intravenous injection (IV)	PTX (10 mg/kg) and IPI-549 (5 mg/kg)	Once every 3 days for 5 doses	The combination of Nano-PI with α-PD1 achieved long-term tumor remission, eliminated lung metastasis, and significantly improved mouse survival in MMTV-PyMT transgenic mice.	Sci Transl Med. 2022 May 4;14(643):eabl3649.

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CAS No.: 1693758-51-8

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CAS No.: 1693758-51-8

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Preparing Stock Solutions		1mg	5mg	10mg
Preparing Stock Solutions	1 mM 5 mM 10 mM	1.89mL 0.38mL 0.19mL	9.46mL 1.89mL 0.95mL	18.92mL 3.78mL 1.89mL
Dissolving Methods	Animal experiment Please choose the appropriate dissolution scheme according to your animal administration guide.For the following dissolution schemes, clear stock solution should be prepared according to in vitro experiments, and then cosolvent should be added in turn: in order to ensure the reliability of the experimental results, the clarified stock solution can be properly preserved according to the storage conditions; The working fluid for in vivo experiment is recommended to be prepared now and used on the same day; The percentage shown in front of the following solvent refers to the volume ratio of the solvent in the final solution; If precipitation or precipitation occurs in the preparation process, it can be assisted by heating and/or ultrasound. Protocol 1 Protocol 2

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