Structure of SU6656
CAS No.: 330161-87-0
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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.
SU6656 is an inhibitor of Src family kinases with IC50 values of 280, 20, 130, and 170 nM for Src, Yes, Lyn, and Fyn, respectively. It inhibits FAK phosphorylation at Y576/577, Y925, and Y861 sites, as well as p-AKT.
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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.
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.
Batch number can be found on the product's label following the word 'Batch'.
CAS No. : | 330161-87-0 |
Formula : | C19H21N3O3S |
M.W : | 371.45 |
SMILES Code : | O=S(C1=CC2=C(NC(/C2=C\C(N3)=CC4=C3CCCC4)=O)C=C1)(N(C)C)=O |
MDL No. : | MFCD10565928 |
InChI Key : | LOGJQOUIVKBFGH-YBEGLDIGSA-N |
Pubchem ID : | 5312137 |
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 |
A431-III cells | 10 µM | 24 hours | Reduced invasive ability | Antioxidants (Basel). 2019 Nov 15;8(11):557 |
SYF cells | 100 µM | 1 hour | SU6656 still activates AMPK and increases Thr172 phosphorylation in SYF cells lacking Src family kinases | Cell Chem Biol. 2017 Jul 20;24(7):813-824. e4 |
HeLa cells | 100 µM | 1 hour | SU6656 activates AMPK in HeLa cells but does not activate any AMPK-related kinases (ARKs) | Cell Chem Biol. 2017 Jul 20;24(7):813-824. e4 |
HEK293 cells | 1-100 µM | 1 hour | SU6656 activates AMPK and increases Thr172 phosphorylation, along with increased phosphorylation of downstream target ACC but not Raptor | Cell Chem Biol. 2017 Jul 20;24(7):813-824. e4 |
Bt-549 cells | 10 µM | 1 hour | Inhibition of c-Src activity significantly enhanced microtentacle formation | Oncogene. 2010 Dec 2;29(48):6402-8 |
MDA-MB-231 cells | 10 µM | 1 hour | Inhibition of c-Src activity significantly enhanced microtentacle formation while suppressing invadopodia | Oncogene. 2010 Dec 2;29(48):6402-8 |
Pulmonary artery smooth muscle cells (PASMCs) | 3 µM and 30 µM | 10 min | Inhibited hypoxic pulmonary vasoconstriction, particularly the sustained phase | Cardiovasc Res. 2008 Dec 1;80(3):453-62 |
Rat pulmonary artery smooth muscle cells | 30 µM | 10 minutes | Inhibited PGF2α-induced rho-kinase (ROCK-2) translocation | Cardiovasc Res. 2008 Feb 1;77(3):570-9 |
Human macrophages | 10 µM | 10 minutes | Inhibited macropinocytosis but not micropinocytosis | Arterioscler Thromb Vasc Biol. 2010 Oct;30(10):2022-31 |
C2C12 myotubes | 10 µM | 2 hours | To investigate the effect of SU6656 on LKB1 subcellular localization, results showed that SU6656 treatment caused redistribution of LKB1 from the nucleus to the cytoplasm. | Cell Metab. 2010 Feb 3;11(2):113-24 |
E13 rat commissural neurons | 0.5, 1, 2 µM | 2 hours | SU6656 inhibits Netrin-1-induced tyrosine phosphorylation of DCC | J Cell Biol. 2004 Nov 22;167(4):687-98. |
Rat oligodendrocytes | 20 µM | 24 hours | Inhibited Lyn kinase activity and restored apoptotic signaling in oligodendrocytes | Glia. 2010 Nov 15;58(15):1782-93 |
A431-III cells | 1, 5, 10 µM | 24 hours | Reduced protein levels of S100A7, p-Src, and p-Stat3 | Antioxidants (Basel). 2019 Nov 15;8(11):557 |
Lung cancer cells | 5 µM | 24, 48, 72 hours | Inhibition of Src activity increases FABP4 expression and reduces lipid droplet accumulation | EBioMedicine. 2019 Mar;41:134-145 |
CD34+ HPCs | 2.5 µM | 4 days | Increased megakaryocyte ploidy and size, reduced terminal injury and apoptosis | Blood Adv. 2018 Mar 27;2(6):597-606 |
Endothelial progenitor cells (EPCs) | 2 µM | 4 hours | Inhibited SDF-1-induced migration of EPCs | J Mol Cell Cardiol. 2015 Apr;81:49-53 |
Bone marrow mononuclear cells (BM MNCs) | 2 µM | 4 hours | Inhibited SDF-1-induced migration of BM MNCs | J Mol Cell Cardiol. 2015 Apr;81:49-53 |
Primary hepatocytes from male Wistar rats | 15 µM | 4 hours | To investigate the effect of SU6656 on fasting-induced triglyceride (TG) loss. Results showed that SU6656 significantly blocked fasting-induced TG loss in control hepatocytes but had minimal effect on hepatocytes from ethanol-fed rats, likely due to pre-existing impaired lipophagy. | Hepatol Commun. 2017 Aug;1(6):501-512 |
Human macrophages | 20 µM | 5 hours | Inhibited macrophage macropinocytosis, reducing LDL uptake and cholesterol accumulation by approximately 40% | Arterioscler Thromb Vasc Biol. 2010 Oct;30(10):2022-31 |
Mouse posterior cerebral artery smooth muscle cells | 10 µM | 50 minutes | Inhibition of Src kinases reduced SMC death from H2O2 exposure in PCAs from young males but had no significant effect in old males. | Aging Cell. 2024 May;23(5):e14110. |
Human pulmonary artery endothelial cells (HPAECs) | 3-6 µM | 6 hours | SU6656 partially attenuated KOdiA-PC–induced NF-κB phosphorylation and ICAM-1 expression, but more complete inhibition was achieved in cells coincubated with L37pA. | Am J Respir Cell Mol Biol. 2024 Jan;70(1):11-25 |
In Vivo:
Species
|
Animal Model
|
Administration | Dosage | Frequency | Description | References |
Sprague-Dawley rats | Pressure-natriuresis model | Intravenous infusion | 10 µmol/kg/min | 60 minutes | SU6656 inhibited cGMP-induced natriuresis, indicating that Src-family kinase plays an important role in the signaling pathway of cGMP-induced natriuresis. | Hypertension. 2011 Jul;58(1):107-13 |
Balb/c nude mice | Lung cancer xenograft model | Intraperitoneal injection | 20 mg/kg | Every other day for 23 days | Inhibition of Src activity reduces tumor growth and lipid droplet accumulation | EBioMedicine. 2019 Mar;41:134-145 |
C57BL/6J mice | Silicosis model | Intraperitoneal injection | 3 mg/kg/day | Once daily from day 8 to day 28 | SU6656 attenuated the activation of the PI3K/AKT pathway by inhibiting the phosphorylation of c-Src, thereby suppressing fibrosis in the silicosis model. | Int J Mol Sci. 2023 Jan 1;24(1):774 |
Rat | Isolated pulmonary artery rings | In vitro incubation | 3 μM and 30 μM | Single application, observed for 40-45 minutes | Inhibited PGF2α-induced Ca2+-sensitized contraction | Cardiovasc Res. 2008 Feb 1;77(3):570-9 |
Nude mice | Subcutaneous xenograft tumor model of A431/H9 or CA46 cells | Intraperitoneal injection | 300 μg | Three doses injected every other day | SU6656 combined with SS1P or HA22 showed synergistic antitumor effects in mouse xenograft tumor models | Mol Cancer Ther. 2014 Jan;13(1):82-9 |
C57BLK6/J mice | Wild type mice | Intraperitoneal injection | 4 mg/kg | Single injection, monitored for 12 hours | To investigate the effect of SU6656 on energy expenditure and fatty acid oxidation, results showed that SU6656 treatment increased energy expenditure and fatty acid oxidation, leading to reduced fat mass. | Cell Metab. 2010 Feb 3;11(2):113-24 |
Mice | Myocardial infarction model | Intraperitoneal injection | 6 mg/kg | Single dose | Reduced recruitment of BM PCs to ischemic myocardium | J Mol Cell Cardiol. 2015 Apr;81:49-53 |
Tags: SU6656 | SU 6656 | SU-6656 | FAK | Akt | PTK2 protein tyrosine kinase 2 | PTK2 | Focal adhesion kinase | PKB | Protein kinase B | inhibitor | 330161-87-0 |
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Code | Phrase |
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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. |
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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. |
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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 | |
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P402 | Store in a dry place. |
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P405 | Store locked up. |
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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 | |
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Physical hazards | |
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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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