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CAS No. :	56396-35-1
Formula :	C₁₈H₁₂N₂O₂
M.W :	288.30
SMILES Code :	O=C(O)/C(C#N)=C/C1=CN(C2=CC=CC=C2)C3=C1C=CC=C3
Synonyms :	PF-1005023
MDL No. :	MFCD19443867
InChI Key :	BIZNHCWFGNKBBZ-JLHYYAGUSA-N
Pubchem ID :	6438504

GHS Pictogram:
Signal Word:	Danger
Hazard Statements:	H302+H312-H315-H318-H411
Precautionary Statements:	P264-P270-P273-P280-P301+P312+P330-P302+P352+P312-P305+P351+P338+P310-P332+P313-P391-P501
Class:	9
UN#:	3077
Packing Group:	Ⅲ

Lgr5-EGFP+ cells	10 µM	16 hours	UK-5099 treatment significantly increased the percentage of GFP positive cells, indicating that MPC inhibition enhances stem cell function.	Nat Cell Biol. 2017 Sep;19(9):1027-1036.
T315I-Bcr-Abl-32D cells	25 µM	16 hours	UK-5099 treatment reduced GSH levels in T315I-Bcr-Abl cells and induced replication stress, making these cells more sensitive to JMF4073.	Commun Biol. 2024 Jul 10;7(1):843.
4T1 cells	10 µM	24 hours	Exposure to UK-5099 induced a decrease in extracellular pH and oxygen consumption rate (OCR)	Free Radic Biol Med. 2024 Mar;213:11-18.
MCF10A cells	10 µM	24-30 hours	To evaluate the ability of analogues to promote cellular lactate production, results showed that several analogues significantly increased lactate production rate.	J Med Chem. 2021 Feb 25;64(4):2046-2063.
Human T cells	10 µM	3 hours	To assess the cellular target engagement selectivity of UK-5099 for MPC2, showing sub-μM IC50 values for selective MPC2 engagement	Angew Chem Int Ed Engl. 2020 Mar 2;59(10):3896-3899.
MDA-MB-231 cells	10 µM	30 minutes	To assess the importance of mitochondrial pyruvate metabolism in MDA-MB-231 cells, results showed that UK-5099 significantly reduced mitochondrial respiration in persistent cells.	Neoplasia. 2023 Dec;46:100949.
HCT116 cells	3 mM	40 minutes	UK5099 treatment blocked the generation of all observed metabolites as well as the consumption of pyruvate, indicating that these metabolites were produced by mitochondrial enzymes in intact mitochondria.	Proc Natl Acad Sci U S A. 2018 Apr 17;115(16):4152-4157.
H661	20 µM	48 hours	The combination of UK-5099 and Syrosingopine significantly inhibited the proliferation of NSCLC cells and induced cell cycle arrest and apoptosis.	Cell Death Dis. 2024 Jun 19;15(6):431.
PC-9	20 µM	48 hours	The combination of UK-5099 and Syrosingopine significantly inhibited the proliferation of NSCLC cells and induced cell cycle arrest and apoptosis.	Cell Death Dis. 2024 Jun 19;15(6):431.
PDAC PDOs (pancreatic ductal adenocarcinoma patient-derived organoids)	5 µM	48 hours	To investigate the effect of UK-5099 on the metabolic activity of PDAC PDOs. Results showed that UK-5099 treatment increased glycolytic activity in basal-like tumor PDOs and reduced maximal respiration, indicating that basal-like tumor PDOs are more sensitive to MPC1 inhibition.	Cancer Metab. 2024 Oct 3;12(1):28.
3T3L1 adipocytes	5 µM	6 hours	Treatment with UK5099 led to a ~50% reduction in pyruvate incorporation into the total lipid pool, indicating that UK5099 inhibits the function of the mitochondrial pyruvate carrier (MPC), thereby affecting lipid synthesis in adipocytes.	Mol Metab. 2024 Oct;88:102005.
Raji cells	50 µM	72 hours	Blockade of pyruvate mitochondrial transport, enhancing the efficacy of AZD3965, leading to increased cell death	Cancer Res. 2017 Nov 1;77(21):5913-5924.
Hut78 cells	50 µM	72 hours	Blockade of pyruvate mitochondrial transport, enhancing the anti-proliferative effects of AZD3965, increasing cell death	Cancer Res. 2017 Nov 1;77(21):5913-5924.
MDA-MB-231 cells	10 µM	96 hours	To evaluate the effect of UK-5099 combined with chemotherapeutic drugs on cell growth, results showed that UK-5099 synergistically inhibited the growth of persistent cells with chemotherapeutic drugs.	Neoplasia. 2023 Dec;46:100949.
Human colon crypts	10 µM		UK-5099 treatment promoted human colon organoid colony formation and growth.	Nat Cell Biol. 2017 Sep;19(9):1027-1036.

C3H/HeNCrNarl mice	T315I-Bcr-Abl-32D cell-induced leukemia model	Intraperitoneal injection	10 mg/kg	Every 24 hours for 14 days	UK-5099 monotherapy did not significantly affect the survival of T315I leukemia mice, but combination therapy with JMF4073 significantly prolonged survival and reduced the burden of leukemia cells.	Commun Biol. 2024 Jul 10;7(1):843.
Mice	Patient-derived xenograft tumor model	Oral	10 mg/kg twice daily or 100 mg/kg/day daily	Daily treatment for 3 weeks	UK-5099 slowed the growth of patient-derived xenograft (PDX) tumors in mice without severe loss of animal body weight	EBioMedicine. 2017 May;19:31-38
C57BL/6J mice	Hair loss model	Topical administration	20 μM	Every other day for 3 weeks	To evaluate the ability of analogues to promote hair growth in mice, results showed that several analogues significantly accelerated hair growth.	J Med Chem. 2021 Feb 25;64(4):2046-2063.
C57BL/6J animals	C57BL/6J mice	Topical administration	20μM	48 hours	Topical treatment with UK-5099 accelerated the activation of hair follicle stem cells (HFSCs) and the hair cycle, and increased lactate levels in HFSCs.	Nat Cell Biol. 2017 Sep;19(9):1017-1026
BALB/cAnNRj mice	4T1 breast cancer model	Intraperitoneal injection	3 mg/kg	Once daily for 4 days	UK-5099 treatment induced a significant decrease in tumor pH, but no significant change in tumor oxygenation was observed	Free Radic Biol Med. 2024 Mar;213:11-18.
Balb/c Nude mice	Subcutaneous tumor model	Intraperitoneal injection	3 mg/kg	Continuously for 14 days	The combination of UK-5099 and Syrosingopine significantly inhibited the growth of subcutaneous tumors without significant toxic side effects.	Cell Death Dis. 2024 Jun 19;15(6):431.
BALB/c JNRj mice	4T1 breast cancer model	Intraperitoneal injection	3 mg/kg	Daily for four days	To evaluate the impact of MPC inhibitor UK-5099 on tumor extracellular pH, results showed a significant decrease in tumor pHe of 0.22 units	Cancers (Basel). 2021 Aug 25;13(17):4278

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CAS No.: 56396-35-1

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CAS No.: 56396-35-1

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Product Details of UK-5099

Safety of UK-5099

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Biological Activity

Protocol

References

Historical Records

Categories

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

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Preparing Stock Solutions		1mg	5mg	10mg
Preparing Stock Solutions	1 mM 5 mM 10 mM	3.47mL 0.69mL 0.35mL	17.34mL 3.47mL 1.73mL	34.69mL 6.94mL 3.47mL
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