CAS No. :	213261-59-7
Formula :	C₁₄H₁₂O₃S₂
M.W :	292.37
SMILES Code :	OCC1=CC=C(C2=CC=C(C3=CC=C(CO)S3)O2)S1
Synonyms :	NSC 652287; 2,5-bis(5-hydroxymethyl-2-thienyl) Furan; Reactivation of p53 and Induction of Tumor Cell Apoptosis
MDL No. :	MFCD03235294
InChI Key :	KZENBFUSKMWCJF-UHFFFAOYSA-N
Pubchem ID :	374536

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302
Precautionary Statements:	P280-P305+P351+P338

HCT116 p53+/+	500 nM	16 hours	Induces p53-dependent apoptosis and DNA damage response	Cell Death Dis. 2011 May 19;2(5):e160.
P53-/- HCT116 cells	1 µM	16 hours	RITA did not affect HIF-1α levels.	Mol Cell Biol. 2009 Apr;29(8):2243-53.
MCF-7	1 µM	20 min	Induces DNA damage	Cell Death Dis. 2011 May 19;2(5):e160.
OVCAR4	1 µM	48 hours	Induction of cell death	Cell Death Dis. 2014 Jul 10;5(7):e1318.
Saos-2	500 nM	16 hours	No significant apoptotic or DNA damage response observed	Cell Death Dis. 2011 May 19;2(5):e160.
OVCAR3	1 µM	48 hours	Induction of cell death	Cell Death Dis. 2014 Jul 10;5(7):e1318.
OVCAR5	1 µM	48 hours	Induction of cell death	Cell Death Dis. 2014 Jul 10;5(7):e1318.
H460	1 µM	48 hours	Induction of cell death	Cell Death Dis. 2014 Jul 10;5(7):e1318.
HCT116 p53-/-	500 nM	16 hours	No significant apoptotic or DNA damage response observed	Cell Death Dis. 2011 May 19;2(5):e160.
P53+/+ HCT116 cells	1 µM	16 hours	RITA blocked HIF-1α induction in hypoxia and significantly inhibited VEGF expression.	Mol Cell Biol. 2009 Apr;29(8):2243-53.
MDA-MB-231 cells	1 µM	16 hours	RITA did not induce p53 expression or affect HIF-1α levels.	Mol Cell Biol. 2009 Apr;29(8):2243-53.
MCF-7 cells	1 µM	16 hours	RITA induced p53 expression in both normoxia and hypoxia and blocked hypoxia-induced HIF-1α accumulation.	Mol Cell Biol. 2009 Apr;29(8):2243-53.
HCT116 cells	1.0 µM	24 hours	To study the effects of RITA on cell cycle and apoptosis	Cell Death Differ. 2012 Jun;19(6):980-9.
Mel202 cells	0.25 µM	24 hours	To study RITA-induced Chk2 phosphorylation and its role in apoptosis	Cell Death Differ. 2012 Jun;19(6):980-9.
MCF10A-HRASV12 cells	1 µM	24 hours	To assess the role of Pin1 in RITA-induced apoptosis in RAS-transformed cells, results showed that Pin1 expression levels are a key determinant of cancer cell sensitivity to RITA.	Cell Death Differ. 2013 Feb;20(2):198-208.
HCT116 p53+/+ cells	1 µM	24 hours	To study RITA-induced mitochondrial accumulation of p53 and transcription-independent apoptosis, results showed that RITA treatment caused accumulation of endogenous p53 in the mitochondrial fraction.	Cell Death Differ. 2013 Feb;20(2):198-208.
NTERA-2D1	1 µM	48 hours	Induction of cell death	Cell Death Dis. 2014 Jul 10;5(7):e1318.
HN4-ritaR	5 µM	72 hours	RITA failed to significantly induce apoptosis in HN4-ritaR cells, with sustained autophagy-related protein expression	Redox Biol. 2017 Oct;13:219-227.
HN4-cisR	5 µM	72 hours	RITA failed to significantly induce apoptosis in HN4-cisR cells, with sustained autophagy-related protein expression	Redox Biol. 2017 Oct;13:219-227.
AMC-HN7	5 µM	72 hours	RITA failed to significantly induce apoptosis in AMC-HN7 cells, with sustained or increased autophagy-related protein expression	Redox Biol. 2017 Oct;13:219-227.
AMC-HN6	5 µM	72 hours	RITA failed to significantly induce apoptosis in AMC-HN6 cells, with sustained or increased autophagy-related protein expression	Redox Biol. 2017 Oct;13:219-227.
AMC-HN9	5 µM	72 hours	RITA induced apoptosis in AMC-HN9 cells and decreased autophagy-related protein expression	Redox Biol. 2017 Oct;13:219-227.
AMC-HN4	5 µM	72 hours	RITA induced apoptosis in AMC-HN4 cells and decreased autophagy-related protein expression	Redox Biol. 2017 Oct;13:219-227.
RKO ARID1AOE	129.7 µM and 73.4 µM (IC50)	72 hours	Evaluate the inhibitory effect of RITA on RKO ARID1A-overexpressing cells	Cell Death Dis. 2024 May 29;15(5):375.
RKO ARID1A−/−	18.2 µM (IC50)	72 hours	Evaluate the inhibitory effect of RITA on RKO ARID1A-deficient cells	Cell Death Dis. 2024 May 29;15(5):375.
HCT116 ARID1A−/−	2.0 µM and 3.4 µM (IC50)	72 hours	Evaluate the inhibitory effect of RITA on ARID1A-deficient cells	Cell Death Dis. 2024 May 29;15(5):375.
HCT116 ARID1A+/+	16.7 µM (IC50)	72 hours	Evaluate the inhibitory effect of RITA on ARID1A wild-type cells	Cell Death Dis. 2024 May 29;15(5):375.
HCT116 cells	1 µM	8 hours	RITA treatment promotes the formation of covalently linked TrxR1 oligomers, correlating with cell death	Cell Death Dis. 2015 Jan 22;6(1):e1616.
MCF7 cells	1 µM	8 hours	Analysis of p53 genomic occupancy and gene expression to identify novel p53 target genes	Cell Death Differ. 2012 Dec;19(12):1992-2002.
184A1	1 µM	8 hours	In untransformed cells, RITA treatment did not affect HdmX protein levels.	Cell Death Differ. 2011 Nov;18(11):1736-45.
MCF10A	1 µM	8 hours	In untransformed cells, RITA treatment did not affect HdmX protein levels.	Cell Death Differ. 2011 Nov;18(11):1736-45.
NHDF	1 µM	8 hours	In untransformed cells, RITA treatment did not affect HdmX protein levels.	Cell Death Differ. 2011 Nov;18(11):1736-45.
Saos-2	1 µM	8 hours	In p53-null cells, RITA treatment did not affect HdmX protein levels.	Cell Death Differ. 2011 Nov;18(11):1736-45.
H1299	1 µM	8 hours	In p53-null cells, RITA treatment did not affect HdmX protein levels.	Cell Death Differ. 2011 Nov;18(11):1736-45.
HCT116 TP53-/-	1 µM	8 hours	In p53-null cells, RITA treatment did not affect HdmX protein levels.	Cell Death Differ. 2011 Nov;18(11):1736-45.
H460	0.25 µM		Evaluate the antiproliferative activity of RITA on H460 cells	Nat Chem Biol. 2016 Jan;12(1):22-8.
HCT116	0.25 µM		Evaluate the antiproliferative activity of RITA on HCT116 cells	Nat Chem Biol. 2016 Jan;12(1):22-8.
MCF7	1 µM	8 hours	RITA treatment led to a decrease in HdmX protein levels, while nutlin3a or DMSO control treatment had no such effect.	Cell Death Differ. 2011 Nov;18(11):1736-45.
HCT116	1 µM	8 hours	RITA treatment led to a decrease in HdmX protein levels, while nutlin3a or DMSO control treatment had no such effect.	Cell Death Differ. 2011 Nov;18(11):1736-45.
UKF-NB-3rRITA10μM cells	10 µM		To study the effects of RITA on p53 activation and apoptosis, results showed RITA induced p53 activation and apoptosis	Cell Death Dis. 2012 Apr 5;3(4):e294.

SCID mice	HCT116 and HCT116 TP53-/- xenograft tumors	Intra-tumoral injection	1 mg/kg	Not specified	In p53-positive HCT116 xenograft tumors, RITA treatment led to a decrease in HdmX protein levels, while no such effect was observed in p53-null HCT116 TP53-/- xenograft tumors.	Cell Death Differ. 2011 Nov;18(11):1736-45.
BALB/c nude mice	HCT116 ARID1A+/+ and ARID1A−/− xenograft model	Intravenous injection	10 mg/kg	Daily for 17 days	Evaluate the therapeutic effect of RITA in ARID1A-deficient tumors	Cell Death Dis. 2024 May 29;15(5):375.
BALB/c mice	HCT116 cell-derived tumor xenografts	Intraperitoneal injection	10 mg/kg	Single dose, analyzed after 24 hours	RITA induced p53 and γH2AX phosphorylation in vivo and reduced HIF-1α and VEGF expression.	Mol Cell Biol. 2009 Apr;29(8):2243-53.
Mice	Pin1 knockout mice	Intraperitoneal injection	20 mg/kg	Single dose, sacrificed after 3 hours	To evaluate the effect of Pin1 on doxorubicin-induced mitochondrial accumulation of p53, results showed absence of p53 mitochondrial accumulation in Pin1-deficient cardiac tissues.	Cell Death Differ. 2013 Feb;20(2):198-208.
BALB/c nude mice	HN4-cisR xenograft model	Intraperitoneal injection	RITA 10 mg/kg, 3-MA 25 mg/kg	Once daily for 35 days	RITA plus 3-MA significantly inhibited HN4-cisR tumor growth, increasing oxidative stress and DNA damage	Redox Biol. 2017 Oct;13:219-227.

Bio Calculators
Preparing Stock Solutions		1mg	5mg	10mg
Preparing Stock Solutions	1 mM 5 mM 10 mM	3.42mL 0.68mL 0.34mL	17.10mL 3.42mL 1.71mL	34.20mL 6.84mL 3.42mL
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

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CAS No.: 213261-59-7

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CAS No.: 213261-59-7

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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