Structure of FLLL32
CAS No.: 1226895-15-3
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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
FLLL32 is a potent JAK2/STAT3 inhibitor with IC50 of < 5 μM.
Synonyms: JAK2 Inhibitor X
4.5
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Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
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CAS No. : | 1226895-15-3 |
Formula : | C28H32O6 |
M.W : | 464.55 |
SMILES Code : | O=C(C1(C(/C=C/C2=CC=C(OC)C(OC)=C2)=O)CCCCC1)/C=C/C3=CC=C(OC)C(OC)=C3 |
Synonyms : |
JAK2 Inhibitor X
|
MDL No. : | MFCD27976793 |
InChI Key : | NQDROBVIYYEMDQ-WFYKWJGLSA-N |
Pubchem ID : | 68019246 |
GHS Pictogram: |
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Signal Word: | Warning |
Hazard Statements: | H302-H315-H319-H335 |
Precautionary Statements: | P261-P305+P351+P338 |
Target |
|
In Vitro:
Cell Line
|
Concentration | Treated Time | Description | References |
PBMCs | 5 μM | 24 hours | FLLL32 did not affect the viability and function of PBMCs. | PMC2902420 |
MDA-MB-453 breast cancer cells | 20 μM | Inhibited IL-6-induced STAT3 phosphorylation | PMC2936338 | |
MDA-MB-453 breast cancer cells | 10 µM | 2 hours pretreatment, 30 minutes IFNα or IL-6 stimulation | Inhibited IFNα and IL-6 induced STAT3 phosphorylation | PMC2843552 |
HEP3B liver cancer cells | 2.5-10 μM | 24 hours | Inhibited STAT3 phosphorylation, decreased STAT3 downstream target genes, and increased cleavage of caspase-3 and PARP | PMC2936338 |
SNU449 liver cancer cells | 2.5-10 μM | 24 hours | Inhibited STAT3 phosphorylation, decreased STAT3 downstream target genes, and increased cleavage of caspase-3 and PARP | PMC2936338 |
U266 multiple myeloma cells | 2.5-10 μM | 24 hours | Inhibited STAT3 phosphorylation, decreased STAT3 downstream target genes, and increased cleavage of caspase-3 and PARP | PMC2936338 |
U87 glioblastoma cells | 2.5-10 μM | 24 hours | Inhibited STAT3 phosphorylation, decreased STAT3 downstream target genes, and increased cleavage of caspase-3 and PARP | PMC2936338 |
HCT-116 colorectal cancer cells | 2.5-10 μM | 24 hours | Inhibited STAT3 phosphorylation, decreased STAT3 downstream target genes, and increased cleavage of caspase-3 and PARP | PMC2936338 |
SW480 colorectal cancer cells | 2.5-10 μM | 24 hours | Inhibited STAT3 phosphorylation, decreased STAT3 downstream target genes, and increased cleavage of caspase-3 and PARP | PMC2936338 |
PANC-1 pancreatic cancer cells | 2.5 and 5 µM | 24 hours | Inhibited STAT3 phosphorylation, reduced STAT3 DNA-binding activity, induced caspase-3 cleavage | PMC2843552 |
MDA-MB-231 breast cancer cells | 2.5 and 5 µM | 24 hours | Inhibited STAT3 phosphorylation, reduced STAT3 DNA-binding activity, induced caspase-3 cleavage | PMC2843552 |
SG | 16 μM | 24 hours | FLLL32 treatment only reduced the viability of SG cells by approximately 20%. | PMC8584525 |
SCC-9 | 0, 1, 2, 4, 8, 16 μM | 24 hours | FLLL32 significantly inhibited the viability of SCC-9 cells, with approximately 90% reduction in cell viability after 24 h treatment with 16 μM. | PMC8584525 |
HSC-3 | 0, 1, 2, 4, 8, 16 μM | 24 hours | FLLL32 significantly inhibited the viability of HSC-3 cells, with approximately 90% reduction in cell viability after 24 h treatment with 16 μM. | PMC8584525 |
CD44+/CD24+ pancreatic cancer cells | 5 µM | 24 hours | Inhibited STAT3 phosphorylation, reduced cell viability and tumorsphere formation | PMC5118001 |
ALDH+ pancreatic cancer cells | 5 µM | 24 hours | Inhibited STAT3 phosphorylation, reduced cell viability and tumorsphere formation | PMC5118001 |
MPNST cell lines | 200 nM | 4 days | FLLL32 decreased cell survival in 5/5 tested cell lines | PMC3923530 |
Hs294T | 1.9-2.8 μM (IC 50) | 48 hours | FLLL32 induced apoptosis in Hs294T cells and inhibited STAT3 phosphorylation. | PMC2902420 |
A375 | 1.3 μM (IC 50) | 48 hours | FLLL32 induced apoptosis in A375 cells and inhibited STAT3 phosphorylation. | PMC2902420 |
Pancreatic stellate cells (PSC) | 6 μM | 48 hours | FLLL32 treatment of PSC inhibited STAT3 phosphorylation, reduced IL-6 production, and decreased cell viability | PMC3785672 |
TE13 | 5 μM | 48 hours | Inhibit JAK2/STAT3 signaling pathway and detect IL-6 secretion | PMC4946714 |
TE1 | 5 μM | 48 hours | Inhibit JAK2/STAT3 signaling pathway and detect IL-6 secretion | PMC4946714 |
Eca109 | 5 μM | 48 hours | Inhibit JAK2/STAT3 signaling pathway and detect IL-6 secretion | PMC4946714 |
Peripheral blood mononuclear cells (PBMC) | 6 μM | 7 days | FLLL32 abrogated PSC supernatant or IL-6/GM-CSF-induced MDSC differentiation, indicating this process is STAT3-dependent | PMC3785672 |
T84 intestinal epithelial cells | 50 µM | 72 hours | To evaluate the effect of FLLL32 on inflammation-induced paracellular permeability. FLLL32 pretreatment ameliorated IL-6-induced reduction in TEER at 24, 48, and 72 hours, indicating superior barrier protection compared to curcumin in vitro. | PMC5476581 |
Normal human Schwann cells | 0.5 μM | Did not affect viability of normal human Schwann cells | PMC3923530 |
In Vivo:
Species
|
Animal Model
|
Administration | Dosage | Frequency | Description | References |
Nude mice | MPNST xenograft model | Intraperitoneal injection | 200 mg/kg | Daily for 23 days | FLLL32 significantly delayed MPNST xenograft formation | PMC3923530 |
Mice | Neurofibroma model | Not specified | 200 mg/kg/day | Once daily for 60 days | FLLL32 inhibited STAT3-Y705 phosphorylation, reduced neurofibroma volume and macrophage numbers, and suppressed cell proliferation. | PMC6461477 |
CD-1 mice | Necrotizing enterocolitis (NEC) model | Oral gavage | 25 mg/kg | Once daily for 6 days (P9 to P14) | To assess the protective effects of FLLL32 on intestinal inflammation and injury in the NEC model. FLLL32 pretreatment reduced intestinal injury scores, NEC incidence, improved intestinal permeability, and decreased proinflammatory cytokines (TNF-α, IL-6, IL-1β, and GRO-α) levels. | PMC5476581 |
NOD/SCID mice | MDA-MB-231 breast cancer xenografts | Intraperitoneal | 50 mg/kg | Daily for 18 days | Suppressed tumor growth | PMC2936338 |
Nude mice | MDA-MB-231 breast cancer xenograft model | Intraperitoneal injection | 50 mg/kg | Once daily for 19 days | Inhibited tumor growth, reduced tumor volume | PMC2843552 |
MRL/lpr mice | Diffuse proliferative lupus nephritis (DPLN) model | Intraperitoneal injection | 50 mg/kg | Once daily for 4 weeks | FLLL32 combined with methylprednisolone therapy significantly inhibited STAT3 activation, improved acute kidney damage, reduced interstitial infiltration of inflammatory cells, and decreased AKI incidence in MRL/lpr mice. | PMC11136473 |
Tags: FLLL32 | FLLL 32 | FLLL-32 | STAT | STAT3 inhibitor | JAK | Apoptosis | Janus kinase | Signal Transducer and Activator of Transcription 3 | cell growth | cell survival | cell differentiation | immune response | SH2 domain | curcumin analog | JAK2 inhibitor | 1226895-15-3
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 |
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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 |
H304 | May be fatal if swallowed and enters airways |
H305 | May be harmful if swallowed and enters airways |
H310 | Fatal in contact with skin |
H311 | Toxic in contact with skin |
H312 | Harmful in contact with skin |
H313 | May be harmful in contact with skin |
H314 | Causes severe skin burns and eye damage |
H315 | Causes skin irritation |
H316 | Causes mild skin irritation |
H317 | May cause an allergic skin reaction |
H318 | Causes serious eye damage |
H319 | Causes serious eye irritation |
H320 | Causes eye irritation |
H330 | Fatal if inhaled |
H331 | Toxic if inhaled |
H332 | Harmful if inhaled |
H333 | May be harmful if inhaled |
H334 | May cause allergy or asthma symptoms or breathing difficulties if inhaled |
H335 | May cause respiratory irritation |
H336 | May cause drowsiness or dizziness |
H340 | May cause genetic defects |
H341 | Suspected of causing genetic defects |
H350 | May cause cancer |
H351 | Suspected of causing cancer |
H360 | May damage fertility or the unborn child |
H361 | Suspected of damaging fertility or the unborn child |
H361d | Suspected of damaging the unborn child |
H362 | May cause harm to breast-fed children |
H370 | Causes damage to organs |
H371 | May cause damage to organs |
H372 | Causes damage to organs through prolonged or repeated exposure |
H373 | May cause damage to organs through prolonged or repeated exposure |
Environmental hazards | |
Code | Phrase |
H400 | Very toxic to aquatic life |
H401 | Toxic to aquatic life |
H402 | Harmful to aquatic life |
H410 | Very toxic to aquatic life with long-lasting effects |
H411 | Toxic to aquatic life with long-lasting effects |
H412 | Harmful to aquatic life with long-lasting effects |
H413 | May cause long-lasting harmful effects to aquatic life |
H420 | Harms public health and the environment by destroying ozone in the upper atmosphere |
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