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CAS No. :	877636-42-5
Formula :	C₁₇H₁₁N₃O₆S
M.W :	385.35
SMILES Code :	O=C1C=C(CSC2=NC=CC=N2)OC=C1OC(C3=CC=C([N+]([O-])=O)C=C3)=O
Synonyms :	ML221
InChI Key :	UASIRTUMPRQVFY-UHFFFAOYSA-N
Pubchem ID :	7217941

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

PLC5	100 µM	3 days	Evaluate the effect of ML221 on cell proliferation	Theranostics. 2019 Jul 9;9(18):5246-5260.
HepG2	100 µM	3 days	Evaluate the effect of ML221 on cell proliferation	Theranostics. 2019 Jul 9;9(18):5246-5260.
LO2	100 µM	3 days	Evaluate the effect of ML221 on cell proliferation	Theranostics. 2019 Jul 9;9(18):5246-5260.
OVCAR-4	15–50 µM	24–96 hours	ML221 suppressed apelin-13-induced cell proliferation.	Mol Cancer Res. 2019 Jun;17(6):1378-1390.
HKCI-10	100 µM	3 days	Evaluate the effect of ML221 on cell proliferation	Theranostics. 2019 Jul 9;9(18):5246-5260.
HKCI-2	100 µM	3 days	Evaluate the effect of ML221 on cell proliferation	Theranostics. 2019 Jul 9;9(18):5246-5260.
Human hepatic stellate cell lines (HHSteCs)	10 µM	24 hours	To evaluate the effect of ML221 on apelin-induced hepatic stellate cell proliferation and activation, results showed that ML221 pretreatment reduced apelin-induced hepatic stellate cell proliferation and activation.	Hepatology. 2021 Jun;73(6):2411-2428.
Human primary cholangiocyte cell line (HIBEpiCs)	10 µM	24 hours	To evaluate the effect of ML221 on apelin-induced cholangiocyte proliferation, results showed that ML221 pretreatment reduced apelin-induced cholangiocyte proliferation.	Hepatology. 2021 Jun;73(6):2411-2428.
TC-1 cells	10 µM	24 hours	ML221, a functional antagonist of apelin 13, was used to explore whether MLN protected against lung injury by modulating apelin 13 expression. ML221 inhibited the MLN-induced improvement in cell viability, increased ROS production, and blocked the beneficial effects of MLN on mitochondrial ATP content, cell apoptosis, and senescence.	Exp Mol Med. 2019 Jul 4;51(7):1-12.
SG231 cells	10 µM	24 hours	ML221 treatment decreased expression of Ki-67, as well as VEGF-A, VEGF-C, Ang-1 and Ang-2	Cancer Lett. 2017 Feb 1;386:179-188.
HuH-28 cells	10 µM	24 hours	ML221 treatment significantly decreased expression of Ki-67, as well as VEGF-A, VEGF-C, Ang-1 and Ang-2	Cancer Lett. 2017 Feb 1;386:179-188.
Mz-ChA-1 cells	7.5, 10, 15 µM	24 hours	ML221 treatment significantly decreased PCNA and Ki-67 expression	Cancer Lett. 2017 Feb 1;386:179-188.
BEnd.3 cells	0-30 µM	24 hours	ML221 suppressed endothelial cell proliferation dose-dependently by blocking apelin-APJ signaling without affecting VEGF/VEGFR2 expression.	Sci Rep. 2017 Nov 8;7(1):15062.
OVCAR-5	15–50 µM	24–96 hours	ML221 efficiently suppressed increased cell proliferation in APJ-overexpressing cells.	Mol Cancer Res. 2019 Jun;17(6):1378-1390.
Buffalo granulosa cells	10 µM	48 hours	To evaluate the effect of APLN on E2 and P4 secretion, ML221 significantly reduced the secretion of E2 and P4	Front Endocrinol (Lausanne). 2022 Mar 10;13:844360.
Raji cells	5 µM		To investigate the effect of apelin/APLNR axis on B cell migration and immune molecule expression. Results showed that apelin/APLNR promoted B cell migration and inflammatory cytokine expression.	Int J Med Sci. 2025 Jan 1;22(1):197-208.

Sprague-Dawley rats	Chronic constriction injury (CCI) model	Intrathecal injection	1, 3, 10 and 30 µg	Single injection or daily injections for 3 consecutive days	To evaluate the effect of ML221 on CCI-induced neuropathic pain. Results showed that ML221 alleviated mechanical allodynia and heat hyperalgesia in a dose-dependent manner.	Mol Med Rep. 2017 Aug;16(2):1223-1231
Balb/c nude mice	Subcutaneous xenograft model	Intraperitoneal injection	10 mg/kg	Every other day until the end of the experiment	Evaluate the effect of ML221 on HCC xenograft growth	Theranostics. 2019 Jul 9;9(18):5246-5260.
C57BL/6J mice	DOX-induced myocardial injury model	Tail vein injection	10 mg/kg	Once daily for 7 days	To investigate the protective effect of ELA-11 on DOX-induced myocardial injury, results showed that ELA-11 significantly improved cardiac function and reduced myocardial fibrosis and apoptosis.	Front Pharmacol. 2022 Sep 8;13:873614
Mice	Diabetic db/db mouse model	Intraperitoneal injection	10 mg/kg	For 7 consecutive days	To evaluate the effect of ML221 on the integrity of the blood-testis barrier and sperm quality in diabetic mice, it was found that ML221 significantly improved the integrity of the blood-testis barrier and improved sperm quality.	Nat Commun. 2022 Nov 28;13(1):7335
Mice	Bilateral renal ischemia-reperfusion injury model	Intraperitoneal injection	10 mg/kg	Administered every other day from the day of the injury until the end of the experiment	ML221 blocked the beneficial effects of ELA32 peptide on AKI but had no effect on the combination treatment of nor-NOHA and Paricalcitol	Theranostics. 2023 Jun 4;13(10):3387-3401
Mice	Oxygen-induced retinopathy (OIR) model	Intraperitoneal injection	10 mg/kg/day	Once daily for 5 days (P12 to P16)	ML221 significantly suppressed pathological retinal angiogenesis (reduced neovascular tufts) while promoting revascularization of ischemic areas (reduced avascular area), without altering VEGF/VEGFR2 expression. APJ was highly expressed in abnormal vascular endothelial cells but minimally detected in normal vessels.	Sci Rep. 2017 Nov 8;7(1):15062.
Mice	Bile duct ligation (BDL) model	Tail vein injection	150 μg/kg	3 times per week for 1 week	To evaluate the effect of ML221 on bile duct ligation-induced cholangiocyte proliferation and liver fibrosis, results showed that ML221 treatment reduced cholangiocyte proliferation and liver fibrosis.	Hepatology. 2021 Jun;73(6):2411-2428.
Nu/nu mice	Mz-ChA-1 xenograft model	Tail vein injection	150 μg/kg	3 times weekly for 4 weeks	ML221 treatment significantly decreased tumor growth	Cancer Lett. 2017 Feb 1;386:179-188.
C57BL/6 male mice	Bleomycin-induced pulmonary injury model	Intraperitoneal injection	150 μg/kg/day	Once daily for 3 weeks	ML221 was used to block the protective effect of MLN on lung injury by modulating apelin 13. Mice treated with ML221 showed blocked survival benefits induced by MLN and inhibited upregulation of E-cadherin expression.	Exp Mol Med. 2019 Jul 4;51(7):1-12.
Mice	Myocardial ischemia-reperfusion injury model	Langendorff perfusion	50 nM	Single dose, 20 minutes	To evaluate the protective effects of ML221 on ischemia-reperfusion hearts. Results showed that ML221 treatment partially restored left ventricular function, reduced myocardial infarct size, and synchronized the activation of the PI3K-AKT-mTOR signaling axis.	Front Pharmacol. 2023 Oct 24;14:1145413.
Sprague-Dawley rats	Chronic doxorubicin-induced cardiotoxicity model	Subcutaneous administration via osmotic pump	500 µg/kg b.w./day	Continuous for 28 days	To evaluate the effect of ML221 on doxorubicin-induced electrocardiographic abnormalities. Results showed prolongation of QT and QTc intervals in the ML221 group.	Biomedicines. 2025 Jan 3;13(1):94

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CAS No.: 877636-42-5

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CAS No.: 877636-42-5

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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