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CAS No. :	1229582-33-5
Formula :	C₂₇H₂₇N₅
M.W :	421.54
SMILES Code :	CN1CCN(CC2=CC=C(C3=CN=C(NC=C4C5=CC6=C(NC=C6)C=C5)C4=C3)C=C2)CC1
MDL No. :	MFCD28168077
InChI Key :	QKKIWEILHCXECO-UHFFFAOYSA-N
Pubchem ID :	54764565

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

HeLa cells	200 nM	48 hours	URMC-099 enhanced ZIKV infection	J Virol. 2019 Aug 28;93(18):e00758-19.
Huh7 cells	200 nM	48 hours	URMC-099 enhanced ZIKV infection	J Virol. 2019 Aug 28;93(18):e00758-19.
BEnd.3 cells	200 nM	1 hour	To evaluate the preventive effect of URMC-099 on barrier integrity and inflammation in bEnd.3 monolayers. Results showed that URMC-099 pretreatment significantly reduced barrier damage and inflammatory responses induced by COVID-QDs or Spike protein.	ACS Appl Nano Mater. 2023 Aug 7;6(16):15094-15107.
Human monocyte-derived macrophages (MDMs)	400 ng/ml	1, 3, 5 days	Evaluate the ability of URMC-099 to affect the anti-HIV activity of nanoformulated ARVs, results showed that URMC-099 co-administered with 1 μM nanoATV reduced virion production by 4-fold	J Clin Invest. 2017 Mar 1;127(3):857-873.
BV-2 cells	100 nM	12 hours	URMC-099 significantly reduced the phagocytic activity of Tat-activated BV-2 cells.	J Neurosci. 2013 Jun 12;33(24):9998-10010.
Human monocyte-derived macrophages	1 µM	14 days	To evaluate the effect of URMC-099 on autophagy markers such as LC3B and p62, results showed that URMC-099 significantly increased autophagosome formation and drug retention in autophagosomes.	Nanomedicine (Lond). 2018 Sep;13(17):2139-2154.
Human monocyte-derived macrophages (MDM)	10 ng/mL	16 hours	To evaluate the effect of URMC-099 on HIV-1 infection, results showed URMC-099 enhanced the antiviral activity of nanoATV	Nanomedicine. 2016 Jan;12(1):109-22.
Primary rat hippocampal neurons	100 nM	18 hours	URMC-099 protected neuronal axons from destruction by Tat-activated microglia.	J Neurosci. 2013 Jun 12;33(24):9998-10010.
HEK293 cells	5 µM and 10 µM	24 hours	To evaluate the effect of MLK3 overexpression on AP-1 activity, results showed that MLK3 overexpression significantly increased AP-1-mediated luciferase activity.	Int J Mol Sci. 2022 Sep 17;23(18):10874.
Mouse N9 microglia cells	0.20 µM (EC50)	24 hours	To assess the inhibitory effect of URMC-099 on TNFα secretion in LPS-stimulated microglia, results showed URMC-099 significantly and dose-dependently decreased TNFα secretion	Cell Chem Biol. 2019 Dec 19;26(12):1703-1715.e37.
Bend.3 cells	300 nM	30 min pretreatment followed by 16 hours stimulation	To evaluate the inhibitory effect of URMC-099 on IL-1β-induced brain endothelial cell activation. Results showed URMC-099 pretreatment virtually abolished the IL-1β-induced increase in VCAM-1 immunoreactivity and reduced basal PECAM-1 immunoreactivity.	FASEB J. 2022 Jun;36(6):e22343.
Murine microglia	100 nM	30 minutes	URMC-099 inhibited phosphorylation of MKK3/MKK4 and p38/JNK in Aβ42-stimulated microglia, reduced the expression of pro-inflammatory cytokines IL-1β, IL-6, and TNF-α, and induced the expression of anti-inflammatory cytokines IL-4 and IL-13.	J Neuroinflammation. 2016 Jul 11;13(1):184.
BV-2 cells	100 nM	30 minutes	URMC-099 significantly reduced Tat-induced JNK phosphorylation but had minimal effect on p38 MAPK phosphorylation.	J Neurosci. 2013 Jun 12;33(24):9998-10010.
BV-2 cells	100 nM	4, 8, 12 hours	URMC-099 significantly decreased the production of TNFα, IL-6, and MCP-1 but had no effect on IL-10 expression.	J Neurosci. 2013 Jun 12;33(24):9998-10010.
U-118 MG	3 µM	48 hours	Evaluate the inhibitory effect of URMC-099 on glioblastoma cell proliferation, results showed that URMC-099 significantly inhibited cell proliferation	Cancer Cell Int. 2021 Jan 6;21(1):24.
U-87 MG	3 µM	48 hours	Evaluate the inhibitory effect of URMC-099 on glioblastoma cell proliferation, results showed that URMC-099 significantly inhibited cell proliferation	Cancer Cell Int. 2021 Jan 6;21(1):24.
SNB-19 cells	200 nM	48 hours	URMC-099 significantly enhanced ZIKV infection in a dose-dependent manner	J Virol. 2019 Aug 28;93(18):e00758-19.
RAW264.7 cells	10 µM	5-60 minutes	To evaluate the effect of LPS stimulation on inflammatory gene expression in RAW264.7 cells, results showed that LPS significantly increased the mRNA levels of COX-2 and CCL-12.	Int J Mol Sci. 2022 Sep 17;23(18):10874.
Human motor neurons	0.6 µM	72 hours	To evaluate the neuroprotective effects of URMC-099 against ER-stress-mediated neurodegeneration, results showed URMC-099 restored survival to 90% at 0.6 μM	Cell Chem Biol. 2019 Dec 19;26(12):1703-1715.e37.
Primary human monocytes	100, 300, 1000 nM	8 hours	Inhibition of HIV-1 Tat-induced cytokine release	J Med Chem. 2013 Oct 24;56(20):8032-48.
Mouse microglial BV-2 cells	100, 300, 1000 nM	8 hours	Inhibition of LPS-induced TNF-α release	J Med Chem. 2013 Oct 24;56(20):8032-48.

Mice	BALB/cJ mice and humanized NSG mice	Intraperitoneal injection	10 mg/kg	Twice daily for 21 days	Assess the effect of URMC-099 on autophagy induction and pharmacokinetics of nanoformulated ARVs in vivo, results showed URMC-099 treatment increased plasma DTG levels by 52.3-fold	J Clin Invest. 2017 Mar 1;127(3):857-873.
Mice	HIV-1 Tat injection model	Intraperitoneal injection	10 mg/kg	Every 12 hours, total of 3 doses before Tat injection and 2 doses post injection	Inhibition of HIV-1 Tat-induced JNK signaling pathway activation	J Med Chem. 2013 Oct 24;56(20):8032-48.
APPSwDI/mNos2−/− AD mice	Orthopedic surgery model (tibial fracture/fixation)	Intraperitoneal injection	10 mg/kg	Three doses at 12-hour intervals before surgery, with the last dose immediately prior to surgery.	To evaluate the prophylactic effect of URMC-099 on hippocampal vascular vulnerability and synaptic damage following orthopedic surgery. Results showed URMC-099 prophylaxis reduced cerebrovascular VCAM-1 expression, prevented BBB breakdown and synapse loss, and inhibited microglial activation.	FASEB J. 2022 Jun;36(6):e22343.
Mice	HIV-1 Tat exposure model	Intraperitoneal injection	10 mg/kg	Every 12 hours throughout the experiment	URMC-099 reduced Tat-induced inflammatory cytokine production, protected neuronal architecture, and altered the morphologic and ultrastructural response of microglia to HIV-1 Tat exposure.	J Neurosci. 2013 Jun 12;33(24):9998-10010.
NOD/SCID/IL2R γc−/− mice	HIV-1-infected humanized mouse model	Intraperitoneal injection	10 mg/kg	Daily for three weeks	To evaluate the antiviral effect of URMC-099 in combination with nanoATV/r, results showed combined treatment significantly reduced viral load and infected cell numbers	Nanomedicine. 2016 Jan;12(1):109-22.
Mice	APP/PS1 double-transgenic mice	Intraperitoneal injection	10 mg/kg	Daily for 3 weeks	URMC-099 inhibited MAPK3/4-mediated activation, attenuated β-amyloidosis, restored synaptic integrity and hippocampal neurogenesis	J Neuroinflammation. 2018 May 5;15(1):137
Mice	Orthopedic surgery model	Intraperitoneal injection	10 mg/kg	Three injections, 12 hours apart, last injection one hour before surgery	Prevent surgery-induced neuroinflammation and cognitive impairment	J Neuroinflammation. 2019 Oct 28;16(1):193
Mice	MLK3 knockout mice	Intraperitoneal injection	10 mg/kg	Twice daily for 14 days	To evaluate the effect of MLK3 kinase inhibition on left ventricular function	JCI Insight. 2021 Sep 22;6(18):e149075
Balb/C nude mice	Subcutaneous glioblastoma xenograft model	Intraperitoneal injection	3 mg/kg	Once daily for 7 days	Evaluate the inhibitory effect of URMC-099 on glioblastoma xenograft growth, results showed that URMC-099 combined with AZD6482 significantly inhibited tumor growth	Cancer Cell Int. 2021 Jan 6;21(1):24.
BALB/c mice	ZIKV infection model	Intracerebral injection	5 mg/kg	Single dose, observed for 3 days	URMC-099 significantly increased ZIKV E protein levels and viral RNA load in mouse brains	J Virol. 2019 Aug 28;93(18):e00758-19.
Mice	Breast cancer model	Intraperitoneal injection	7.5 mg/kg	Once daily for 3 weeks	Evaluate the effect of MLK3 inhibition on T cell activation and cytotoxicity, results showed increased CD8+ GZMB+ T cell population	Proc Natl Acad Sci U S A. 2020 Apr 7;117(14):7961-7970

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CAS No.: 1229582-33-5

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CAS No.: 1229582-33-5

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Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

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Preparing Stock Solutions		1mg	5mg	10mg
Preparing Stock Solutions	1 mM 5 mM 10 mM	2.37mL 0.47mL 0.24mL	11.86mL 2.37mL 1.19mL	23.72mL 4.74mL 2.37mL
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