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CAS No. :	1037184-44-3
Formula :	C₁₇H₁₃Cl₂NO₄
M.W :	366.20
SMILES Code :	O=C1NC2=C(C(Cl)=CC=C2Cl)C1(O)CC(C3=CC=C(OC)C=C3)=O
MDL No. :	MFCD18382120
InChI Key :	HLXSCTYHLQHQDJ-UHFFFAOYSA-N
Pubchem ID :	44632017

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302-H317
Precautionary Statements:	P280

KHM-5M	1 µM	16 hours	YK-4-279 treatment significantly reduced TERT promoter activity.	Front Oncol. 2021 Jun 16;11:649323
BCPAP	1 µM	24 hours	YK-4-279 treatment significantly inhibited TERT mRNA expression.	Front Oncol. 2021 Jun 16;11:649323
COS7 cells	3-10 µM	18 hours	Evaluate the effect of YK-4-279 on EWS-FLI1 transcriptional activity, results showed dose-dependent decrease	Nat Med. 2009 Jul;15(7):750-6
BTL695	5 µM	18 hours	To analyze the effect of YK-4-279 on TERT promoter activity. Results showed that YK-4-279 significantly downregulated the activity of the C228T TERT promoter.	Neuro Oncol. 2018 Nov 12;20(12):1584-1593
A4573 cells	3 µM YK-4-279 and 10 nM VCR	18 hours	To evaluate the apoptotic effects of YK-4-279 and VCR combination treatment, which significantly increased the proportion of apoptotic cells	Sci Signal. 2017 Oct 3;10(499):eaam8429
COS7 cells	0.35 µM (IC50 )	20 hours	Evaluate the inhibitory effect of YK-4-279 on EWS-FLI1 transcriptional activity in COS7 cells, showing an IC50 of 0.35μM.	J Med Chem. 2014 Dec 26;57(24):10290-303
BTL695	1.25 µM	24 and 48 hours	To analyze the effect of YK-4-279 on TERT mRNA expression. Results showed that YK-4-279 significantly downregulated TERT mRNA expression.	Neuro Oncol. 2018 Nov 12;20(12):1584-1593
HUVEC (static vs. flow conditions)	5 µM	24 hours	YK-4-279 reduced cell numbers and increased apoptosis under static conditions, but not under flow, suggesting flow protects ECs from apoptosis	Proc Natl Acad Sci U S A. 2020 Oct 20;117(42):26494-26502
Fibroblasts derived from diabetes mellitus wound (DMFBs)	0.3, 1, 3 µM	24 hours, 48 hours, 72 hours	To evaluate the effect of YK-4-279 on the migration ability and collagen production in DMFBs. Results showed that 1μM YK-4-279 significantly enhanced the migratory ability of DMFBs and upregulated the expression of Collagen I and α-SMA.	J Inflamm Res. 2024 Oct 16;17:7373-7388
CHP-100 cells	0.5-2 µM	3 days	Evaluate the effect of YK-4-279 on ESFT cells, results showed IC50 of 0.5-2 μM	Nat Med. 2009 Jul;15(7):750-6
A4573 cells	0.5-2 µM	3 days	Evaluate the effect of YK-4-279 on ESFT cells, results showed IC50 of 0.5-2 μM	Nat Med. 2009 Jul;15(7):750-6
TC71 cells	0.5-2 µM	3 days	Evaluate the effect of YK-4-279 on ESFT cells, results showed IC50 of 0.5-2 μM	Nat Med. 2009 Jul;15(7):750-6
GUES1 cells	8 µM	3 days	Evaluate the effect of YK-4-279 on primary ESFT cells, results showed IC50 of 8 μM	Nat Med. 2009 Jul;15(7):750-6
ES925 cells	1 µM	3 days	Evaluate the effect of YK-4-279 on primary ESFT cells, results showed IC50 of 1 μM	Nat Med. 2009 Jul;15(7):750-6
TC71 cells	0.5-2.0 µM (GI50 )	3 days	Evaluate the growth inhibitory effect of YK-4-279 on TC71 cells, showing a GI50 of 0.5-2.0μM.	J Med Chem. 2014 Dec 26;57(24):10290-303
TC32 cells	0.5-2.0 µM (GI50 )	3 days	Evaluate the growth inhibitory effect of YK-4-279 on TC32 cells, showing a GI50 of 0.5-2.0μM.	J Med Chem. 2014 Dec 26;57(24):10290-303
TC71 cells	0.88 µM (IC50 )	360 days	To investigate the resistance mechanisms of YK-4-279 in TC71 cells, results showed a 7-fold increase in IC50 value, but the resistance was not as stable as in A4573-R cells.	Mol Med Rep. 2020 Mar;21(3):1667-1675
MEL624	1 µM or 2 µM	48 hours	YK-4–279 significantly inhibited the growth and invasion of MEL624 cells and reduced MET expression.	Cancer Res. 2021 Apr 15;81(8):2071-2085
SKMEL28	1 µM or 2 µM	48 hours	YK-4–279 significantly inhibited the growth and invasion of SKMEL28 cells and reduced MET expression.	Cancer Res. 2021 Apr 15;81(8):2071-2085
A375	1 µM or 2 µM	48 hours	YK-4–279 significantly inhibited the growth and invasion of A375 cells and reduced MET expression.	Cancer Res. 2021 Apr 15;81(8):2071-2085
Human Umbilical Vein Endothelial Cells (HUVEC)	≥2.5 µM	48 hours	YK-4-279 induced HUVEC tube regression and apoptosis, with synergistic effects when combined with inflammatory cytokines	Proc Natl Acad Sci U S A. 2020 Oct 20;117(42):26494-26502
TC32 cells	3 µM YK-4-279	4-8 hours	To assess the effect of YK-4-279 on cell cycle, inducing G2-M arrest	Sci Signal. 2017 Oct 3;10(499):eaam8429
KTC-1	0.3 µM, 3 µM, 10 µM	5 days	YK-4-279 significantly inhibited thyroid cancer cell viability, with no significant difference in IC50 values between BRAF mutant and wild-type cell lines.	Front Oncol. 2021 Jun 16;11:649323
Rh41 FP-RMS cells	1 µM	5 hours	YK-4-279 reduced PAX3-FOXO1 levels on chromatin	Oncogene. 2025 Jan;44(1):19-29
Rh30 FP-RMS cells	1 µM	5 hours	YK-4-279 reduced PAX3-FOXO1 levels on chromatin	Oncogene. 2025 Jan;44(1):19-29
A4573 cells	0.54 µM (IC50 )	550 days	To investigate the resistance mechanisms of YK-4-279 in A4573 cells, results showed a nearly 30-fold increase in IC50 value in A4573-R cells.	Mol Med Rep. 2020 Mar;21(3):1667-1675
TC32 cells	900 nM	7 days	Evaluate the inhibitory effect of YK-4-279 on ESFT cell growth, results showed IC50 of 900 nM	Nat Med. 2009 Jul;15(7):750-6
Normal human fibroblasts and epithelial cell lines (NF-TERT, NF-730, RPE-1)	>20 µM (IC50 )	72 hours	Evaluate the effect of YK-4-279 on normal cells; results showed YK-4-279 had no significant inhibitory effect on normal cells	Cancer Lett. 2017 Sep 10;403:74-85
Neuroblastoma cell lines (SK-N-AS, SK-N-BE(2)-C, Kelly, etc.)	0.4 to 2 µM (IC50 )	72 hours	Evaluate the effect of YK-4-279 on neuroblastoma cell growth and apoptosis; results showed YK-4-279 inhibited cell growth and induced apoptosis	Cancer Lett. 2017 Sep 10;403:74-85
VM48, VM1, VM47, VM18 melanoma cells	0-50 µM	72 hours	To evaluate the effect of YK-4-279 on the viability of melanoma cells, results showed that p53/p21 non-responsive melanoma cells were more sensitive to YK-4-279.	Cancers (Basel). 2020 Oct 30;12(11):3205
FP-BH Ewing sarcoma cells	0-50 µM	72 hours	To evaluate the effect of YK-4-279 on the viability of FP-BH Ewing sarcoma cells, results showed that p53 wild-type FP-BH cells were less sensitive to YK-4-279.	Cancers (Basel). 2020 Oct 30;12(11):3205
HCT116 colon cancer cells	0-50 µM	72 hours	To evaluate the effect of YK-4-279 on the viability of HCT116 colon cancer cells, results showed that HCT116p53KO cells with p53 deletion were less sensitive to YK-4-279.	Cancers (Basel). 2020 Oct 30;12(11):3205
RKO colon cancer cells	0-50 µM	72 hours	To evaluate the effect of YK-4-279 on the viability of RKO colon cancer cells, results showed that RKOp53KO cells with p53 deletion were more sensitive to YK-4-279.	Cancers (Basel). 2020 Oct 30;12(11):3205
PC-3 cells	0.1 µM, 0.5 µM, 1.0 µM	72 hours	Evaluate the effect of YK-4-279 alone or in combination with docetaxel on the growth of PC-3 cells. Results showed that YK-4-279 alone and in combination with docetaxel inhibited the growth of PC-3 cells, with stronger effects in combination.	Int J Med Sci. 2017 Apr 7;14(4):356-366
LNCaP cells	0.1 µM, 0.5 µM, 1.0 µM	72 hours	Evaluate the effect of YK-4-279 alone or in combination with docetaxel on the growth of LNCaP cells. Results showed that YK-4-279 alone and in combination with docetaxel inhibited the growth of LNCaP cells, with stronger effects in combination.	Int J Med Sci. 2017 Apr 7;14(4):356-366
TC32 cells	3 µM	8 hours	To evaluate the effect of YK-4-279 on the RNA binding profile in the RHA-EWS-FLI1 complex, it was found that YK-4-279 altered the RNA binding profiles of both RHA and EWS-FLI1.	Nucleic Acids Res. 2015 Jan;43(2):1069-80
HeLa cells	1 nM	time-dependent	To evaluate the helicase activity of RHA, it was found that RHA unwinds double-stranded RNA into single strands in a time- and temperature-dependent manner.	Nucleic Acids Res. 2015 Jan;43(2):1069-80

Mice (C57BL/6J)	Neonatal murine hyaloid vessel regression model	Intravitreal injection	~1 µL, 10 μM	Single dose (injected at P5, analyzed at P7)	YK-4-279 enhanced hyaloid regression by 40%	Proc Natl Acad Sci U S A. 2020 Oct 20;117(42):26494-26502
Mice	BrafCA;Tyr-CreERT2;Ptenf/f transgenic mouse model	Continuous administration via osmotic pump	1.6 mg/kg	Continuous for 28 days	YK-4–279 significantly inhibited melanoma progression, reducing tumor thickness and invasion.	Cancer Res. 2021 Apr 15;81(8):2071-2085
Mice	BrafCA;Tyr-CreERT2;Ptenflox/flox transgenic mouse model	Intraperitoneal osmotic pump	1.6 mg/kg or 8 mg/kg	Continuous for 4 weeks	YK-4-279 significantly delayed or blocked melanoma progression. In female mice, the YK-4-279 delay group showed a significant increase in median progression-free survival time from 28 days in the MOCK group to 50 days. In male mice, 60% were progression-free in the YK-4-279 delay group.	Cancers (Basel). 2021 Dec 29;14(1):143
Mice	A4573 xenograft model	IP injection	10, 50 and 100 mg/kg	Once daily for 5 days	To evaluate the therapeutic effect of YK-4-279 on A4573 xenograft tumors, results showed significantly increased CD99 protein expression in all YK-treated groups.	Mol Med Rep. 2020 Mar;21(3):1667-1675
BALB/c nude mice	Xenograft mice model	Intraperitoneal injection	150 mg/kg	Daily until tumor volume reached 1 cm3	YK-4-279 significantly suppressed xenograft tumor growth and induced tumor cell apoptosis.	Front Oncol. 2021 Jun 16;11:649323
SCID/bg mice	ESFT xenograft model	Intraperitoneal injection	60-75 mg/kg	Three times per week for 14 days	Evaluate the effect of YK-4-279 on ESFT xenograft tumor growth, results showed significant inhibition of tumor growth	Nat Med. 2009 Jul;15(7):750-6
SCID/bg mice	A4573 or SKES xenograft model	Intraperitoneal injection	YK-4-279 (10-150 mg/kg) and VCR (1 mg/kg)	Once daily for 5 days on/2 days off or 7 days	To evaluate the effect of YK-4-279 and VCR combination therapy on tumor burden and survival, which significantly reduced tumor volume and increased survival	Sci Signal. 2017 Oct 3;10(499):eaam8429

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CAS No.: 1037184-44-3

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CAS No.: 1037184-44-3

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Preparing Stock Solutions		1mg	5mg	10mg
Preparing Stock Solutions	1 mM 5 mM 10 mM	2.73mL 0.55mL 0.27mL	13.65mL 2.73mL 1.37mL	27.31mL 5.46mL 2.73mL
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