CAS No. :	36951-72-1
Formula :	C₇₂H₆₆N₈O₁₂S₄
M.W :	1363.60
SMILES Code :	O=S([O-])(C1=CC=C(C)C=C1)=O.C[N+](C=C2)=CC=C2C(C3=CC=C(C(C4=CC=[N+](C)C=C4)=C5N=C(C(C6=CC=[N+](C)C=C6)=C7C=CC(N7)=C8C9=CC=[N+](C)C=C9)C=C5)N3)=C%10C=CC8=N%10.O=S([O-])(C%11=CC=C(C)C=C%11)=O.O=S([O-])(C%12=CC=C(C)C=C%12)=O.O=S([O-])(C%13=CC=C(C)C=C%13)=O
Synonyms :	TMP 1363; TMPyP4 (tosylate); TMP-1363 tetratosylate
MDL No. :	MFCD00013468

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

HEK293T cells	100 µM	48 hours	TMPyP4 significantly inhibits SARS-CoV-2 RNA replication.	Cell Discov. 2022 Sep 6;8(1):86
SAOS-2 cells	10 µM	48 hours	Induced G-quadruplex formation and inhibited ALT activity	Cell Prolif. 2021 Sep;54(9):e13101
U2OS cells	10 µM	48 hours	Induced G-quadruplex formation and inhibited ALT activity	Cell Prolif. 2021 Sep;54(9):e13101
A549, U2OS	0.25 µM	72 hours	TMPyP4 significantly increased cancer cell migration	Sci Rep. 2016 May 25;6:26592
42WT cells	50 µM	24 hours	Minimal effects on cell cycle and slight decrease in growth	Sci Adv. 2022 Jun 24;8(25):eabn3471
T98G cells	50 µM	24 hours	Induced G2/M arrest and decreased cell proliferation	Sci Adv. 2022 Jun 24;8(25):eabn3471
A549	2 µM	3 days	High dose of TMPyP4 induced cancer cell apoptosis	Sci Rep. 2016 May 25;6:26592
A549	0.5 µM	2 days	To evaluate the effect of TMPyP4 on gene expression in cancer cells, finding that 27.67% of the genes were related to cell adhesion and migration	Sci Rep. 2016 May 25;6:26592
Yeast cells	0, 20, 30, 40 µM	2 hours	To evaluate the effect of TMPyP4 on yeast cell survival, results showed that vid22Δ mutants exhibited significantly increased sensitivity to TMPyP4.	Nucleic Acids Res. 2021 Dec 16;49(22):12785-12804
HeLa cells	50 µM and 100 µM	24 hours	To investigate the effect of TMPyP4 on the disruption of the M3Q G-quadruplex structure and its impact on translation efficiency. Results showed that 50 μM TMPyP4 increased translation activity by 15±4%, and 100 μM TMPyP4 increased translation activity by 35±2%.	Nucleic Acids Res. 2012 May;40(9):4137-45
Normal skin fibroblasts from human CCD-1070Sk cell line	0.1, 0.25, 0.5, 0.75, 1 µg/mL	24 hours	To assess the photodynamic activity of TMPyP4/TiO2 complex under blue light irradiation, showing that the photodynamic effect was higher in melanoma cells than the effect observed in the non-tumor cell line, demonstrating a promising potential for cancer-selectivity in PDT of melanoma.	Pharmaceutics. 2023 Apr 9;15(4):1194
Human cutaneous melanoma cells, Mel-Juso	0.1, 0.25, 0.5, 0.75, 1 µg/mL	24 hours	To assess the photodynamic activity of TMPyP4/TiO2 complex under blue light irradiation, showing that the complexes presented cytotoxicity only after activation by blue light mediated by the intracellular production of ROS in a dose-dependent manner.	Pharmaceutics. 2023 Apr 9;15(4):1194
HEK293 cells	20 µM	24 hours	TMPyP4 enhanced the translation efficiency of reporter firefly (FL) mRNA containing (CGG)99 repeats.	Nucleic Acids Res. 2009 May;37(8):2712-22
Human pancreatic cancer MIA PaCa-2 cells	10 µM	24 hours	To evaluate the effect of TMPyP4 on PDGF-A promoter activity, results showed that 10 μM TMPyP4 reduced the activity of the basal promoter of PDGF-A by ~40%	Nucleic Acids Res. 2007;35(22):7698-713
Human normal cervical cells	1, 5, 10, 20 µM	24 hours	TMPyP4 had minimal cytotoxic effects on human normal cervical cells	Biol Res. 2017 Jul 3;50(1):24
Human cervical cancer cells	1, 5, 10, 20 µM	24 hours	TMPyP4 significantly inhibited cell proliferation and induced apoptosis in a dose-dependent manner	Biol Res. 2017 Jul 3;50(1):24
42R cells	50 µM	24 hours	Induced G2/M arrest, decreased cell proliferation, and increased sub-G1 fraction	Sci Adv. 2022 Jun 24;8(25):eabn3471
Vero cells	0.04–25 µM	24 hours	Evaluate the antiviral activity of TMPyP4 against HSV-1. Results showed that TMPyP4 almost completely inhibited the release of infectious particles at concentrations higher than 1 μM (EC50=500 nM).	Viruses. 2021 Jan 28;13(2):196
MCF-12A cells	10-100 µM	24, 48, 72 hours	To evaluate the effect of TMPyP4 on non-cancerous MCF-12A cell survival. Results showed that TMPyP4 reduced cell survival (no more than 40%) after 72 hours of incubation.	Int J Mol Sci. 2019 May 30;20(11):2670
MDA-MB-231 cells	10-100 µM	24, 48, 72 hours	To evaluate the effect of TMPyP4 on MDA-MB-231 cell survival. Results showed that TMPyP4 significantly reduced cell survival (approximately 75%) after 72 hours of incubation.	Int J Mol Sci. 2019 May 30;20(11):2670
MCF7 cells	10-100 µM	24, 48, 72 hours	To evaluate the effect of TMPyP4 on MCF7 cell survival. Results showed that TMPyP4 significantly reduced cell survival (approximately 75%) after 72 hours of incubation.	Int J Mol Sci. 2019 May 30;20(11):2670
A549, U2OS	0.125 µM, 0.25 µM	3 days	TMPyP4 increased the transferability of cancer cells	Sci Rep. 2016 May 25;6:26592
Ramos cells	5 µM	4 hours	Evaluate the selective phototoxicity of TMPyP4-G4-sgc8-NMOFs nanosystem on Ramos cells. Results showed that Ramos cells maintained about 40% cell viability at the same concentration.	Theranostics. 2018 Jul 30;8(16):4332-4344
CEM cells	5 µM	4 hours	Evaluate the selective phototoxicity of TMPyP4-G4-sgc8-NMOFs nanosystem on CEM cells. Results showed that TMPyP4-G4-sgc8-NMOFs induced 90.1% cell death in CEM cells.	Theranostics. 2018 Jul 30;8(16):4332-4344
HeLa cells	5 µM	4 hours	Evaluate the selective phototoxicity of TMPyP4-G4-sgc8-NMOFs nanosystem on HeLa cells. Results showed that TMPyP4-G4-sgc8-NMOFs induced 91.3% cell death in HeLa cells.	Theranostics. 2018 Jul 30;8(16):4332-4344
Mycobacterium smegmatis MC2155	4 µM	4 hours	To study the transcriptomic effects of TMPyP4 on Mycobacterium smegmatis MC2155. Results showed that TMPyP4 treatment led to significant changes in the expression levels of 680 genes (339 upregulated, 341 downregulated).	Front Microbiol. 2022 Mar 4;13:817024
SW620	4 µM or 8 µM	48 hours	To evaluate the effect of TMPyP4 on apoptosis, results showed that TMPyP4 significantly increased the proportion of apoptotic SW620 cells.	Cell Death Dis. 2024 Nov 11;15(11):816
OCI-AML3 cells	50 µM	48 hours	Evaluate the effect of TMPyP4 on OCI-AML3 cells, results show NPM1 is completely displaced from the nucleoli, fibrillarin and nucleolin are also displaced, fibrillarin is completely degraded.	Cell Death Dis. 2014 Sep 25;5(9):e1427
OCI-AML2 cells	50 µM	48 hours	Evaluate the effect of TMPyP4 on OCI-AML2 cells, results show NPM1 is completely displaced from the nucleoli, fibrillarin and nucleolin are also displaced, fibrillarin is completely degraded.	Cell Death Dis. 2014 Sep 25;5(9):e1427
Vero cells	1 µM	5 and 24 hours	Assess the effect of TMPyP4 on HSV-1 gene expression. Results showed that at 5 h.p.i., expression of all proteins was mildly stimulated; at 24 h.p.i., ICP22 was further stimulated, UL30 was downmodulated, and UL36 and ICP34.5 showed no variation compared to untreated infected cells.	Viruses. 2021 Jan 28;13(2):196
Vero cells	1 µM, 10 µM, and 100 µM	72 and 96 hours	To evaluate the inhibitory effect of TMPyP4 on ZIKV growth, results showed significant reduction in virus yield at 10 μM concentration.	Mol Ther Nucleic Acids. 2021 Jan 5;23:691-701
Vero E6 cells	8.87 µM (EC50)	72 hours	Evaluate the inhibitory effect of TMPyP4 on SARS-CoV-2 replication, showing that TMPyP4 significantly reduces viral RNA copies and viral titers, with antiviral activity superior to remdesivir.	Cell Discov. 2022 Sep 6;8(1):86
OCI-AML3 cells	100 µM	72 hours	Evaluate the effect of TMPyP4 on OCI-AML3 cells, results show growth arrest but no significant increase in cell death.	Cell Death Dis. 2014 Sep 25;5(9):e1427
OCI-AML2 cells	100 µM	72 hours	Evaluate the effect of TMPyP4 on OCI-AML2 cells, results show growth arrest and increased cell death after 96 hours.	Cell Death Dis. 2014 Sep 25;5(9):e1427

Yeast	Yeast vid22Δ mutants	Culture medium treatment	0, 20, 30, 40 μM	Single treatment, lasting 2 hours	To evaluate the effect of TMPyP4 on yeast cell survival, results showed that vid22Δ mutants exhibited significantly increased sensitivity to TMPyP4.	Nucleic Acids Res. 2021 Dec 16;49(22):12785-12804
Nude mice	Cervical cancer model	Intratumoral injection	10 mg/kg	10 days	TMPyP4 significantly inhibited cervical tumor growth without any injury to the skin and internal organs	Biol Res. 2017 Jul 3;50(1):24
Syrian hamsters	SARS-CoV-2 infection model	Intranasal administration	15 mg/kg or 30 mg/kg	Once daily for 3 consecutive days	Evaluate the antiviral efficacy of TMPyP4 in vivo, showing that intranasal administration of TMPyP4 significantly reduces viral loads and ameliorates lung lesions without observable toxicity.	Cell Discov. 2022 Sep 6;8(1):86
Nude mice	HeLa subcutaneous xenograft tumor model	Intratumoral injection	2 mg/mL	Injected on day 0 and day 5, followed by 30-minute laser irradiation 2 hours after each injection	Evaluate the in vivo photodynamic therapeutic efficacy of TMPyP4-G4-sgc8-NMOFs nanosystem. Results showed that the TMPyP4-G4-sgc8-NMOFs group maintained more than 76% tumor growth inhibition throughout the experimental period.	Theranostics. 2018 Jul 30;8(16):4332-4344
BALB/c mice	SW620 subcutaneous xenograft model	Intraperitoneal injection	30 mg/kg	Three times a week	To evaluate the effect of TMPyP4 on tumor growth, results showed that TMPyP4 significantly inhibited the growth of SW620 tumors.	Cell Death Dis. 2024 Nov 11;15(11):816

Bio Calculators
Preparing Stock Solutions		1mg	5mg	10mg
Preparing Stock Solutions	1 mM 5 mM 10 mM	0.73mL 0.15mL 0.07mL	3.67mL 0.73mL 0.37mL	7.33mL 1.47mL 0.73mL
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 The prepared working fluid is recommended to be prepared now and used up as soon as possible in a short period of time. 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

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CAS No.: 36951-72-1

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CAS No.: 36951-72-1

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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