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Structure of Pracinostat
CAS No.: 929016-96-6
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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
Pracinostat is a potent pan-HDAC inhibitor with IC50 of 40-140 nM with exception for HDAC6 and has no activity against the class III isoenzyme SIRT I.
Synonyms: SB939
4.5
*For Research Use Only !
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CAS No. : | 929016-96-6 |
Formula : | C20H30N4O2 |
M.W : | 358.48 |
SMILES Code : | O=C(NO)/C=C/C1=CC=C2C(N=C(CCCC)N2CCN(CC)CC)=C1 |
Synonyms : |
SB939
|
MDL No. : | MFCD17215206 |
InChI Key : | JHDKZFFAIZKUCU-ZRDIBKRKSA-N |
Pubchem ID : | 49855250 |
GHS Pictogram: |
![]() ![]() |
Signal Word: | Danger |
Hazard Statements: | H315-H319-H228 |
Precautionary Statements: | P240-P210-P241-P264-P280-P302+P352-P370+P378-P337+P313-P305+P351+P338-P362+P364-P332+P313 |
Class: | 4.1 |
UN#: | 1325 |
Packing Group: | Ⅱ |
Target |
|
In Vitro:
Cell Line
|
Concentration | Treated Time | Description | References |
FaDu cells | 0.2 µM | 15 days | Suppressed 3D spheroid growth of FaDu cells, significantly reducing spheroid volume when combined with X-ray irradiation | PMC11640432 |
LU505 cells | 125nM | 21 days | Pracinostat treatment resulted in increased E-CADHERIN expression and global H3K27Ac levels. | PMC6294438 |
32D murine myeloid cells | 125-500 nM | 24 hours | Pracinostat treatment decreased both pJAK2 (Y1007/08) and pSTAT5 (Y694) levels, and also total JAK2 and STAT5 protein in JAK2V617F mutant cells. | PMC3366067 |
HEL92.1.7 and SET-2 cells | 125-500 nM | 24 hours | Pracinostat treatment decreased both pJAK2 (Y1007/08) and pSTAT5 (Y694) levels, and also total JAK2 and STAT5 protein in JAK2V617F mutant cells. | PMC3366067 |
MV4-11 and MOLM-13 cells | 500 nM | 24 hours | Pracinostat treatment nearly completely ablated pFLT3 (Y591), accompanied by a decrease in total FLT3 and pSTAT5. | PMC3366067 |
HCT116 | 1 μM | 24 hours | Pracinostat significantly induced mitochondrial fragmentation in CRC cells, as evidenced by the elevated number of fragmented mitochondria, the decrease in tubular mitochondria and the ratio of rod/branch length. | PMC10657975 |
HT29 | 0–2 μM | 24 hours | Pracinostat increased the number of fragmented mitochondria. | PMC10657975 |
HEK293 cells | 1 µM | 48 hours | Confirming the effect of Pracinostat on BDNF mRNA expression, it was shown to significantly increase BDNF mRNA levels | PMC6429164 |
DLBCL cells | 250 nM | 6 hours or 72 hours | To evaluate the antiproliferative activity of Pracinostat on DLBCL cells, the results showed that Pracinostat exhibited robust activity across all lymphoma histotypes. | PMC8152508 |
FaDu cells | 1 µM | 7-14 days | Enhanced radiosensitivity of FaDu cells, significantly inhibiting clonogenic survival | PMC11640432 |
A253 cells | 1 µM | 7-14 days | Enhanced radiosensitivity of A253 cells, significantly inhibiting clonogenic survival | PMC11640432 |
UMSCC11b cells | 1 µM | 7-14 days | Enhanced radiosensitivity of UMSCC11b cells, significantly inhibiting clonogenic survival | PMC11640432 |
NCI-H1299 | 500 nM | 72 hours | To evaluate the effect of Pracinostat on NCI-H1299 cells, results showed that Pracinostat induced transcription of non-annotated transcription start sites (TINATs). | PMC6005702 |
BCR-DLBCL and OxPhos-DLBCL cells | 250 nM | 72 hours | To evaluate the apoptosis induction effect of Pracinostat on BCR-DLBCL and OxPhos-DLBCL cells, the results showed marked apoptosis induction in BCR-DLBCLs, while the percentage of apoptotic cells in OxPhos-DLBCLs was lower. | PMC8152508 |
AML cells | 100 nM | 96 hours | To evaluate the effect of Pracinostat on the growth of AML cells, results showed that Pracinostat inhibited the growth of AML cells | PMC8941473 |
Human Neural Progenitor Cells (HNPCs) | 1 µM | Screening for small compounds capable of modulating BDNF expression, Pracinostat was found to have a significant impact on BDNF expression | PMC6429164 |
In Vivo:
Species
|
Animal Model
|
Administration | Dosage | Frequency | Description | References |
Mice | AML model | 50 nM | Not specified | To evaluate the effect of Pracinostat on AML model mice, results showed that Pracinostat significantly suppressed the growth of AML cells | PMC8941473 | |
Mice | Neuroblastoma xenograft model | Intraperitoneal injection | 150 mg/kg | Once daily for 5 days | To evaluate the effect of Pracinostat on the neuroblastoma xenograft model, results showed that Pracinostat significantly increased transcription of LTR12C. | PMC6005702 |
Mice | Rb1/Trp53/Crebbp-deficient SCLC model | Oral | 100mg/kg | Daily, 5 days per week for 3 weeks | To evaluate the efficacy of Pracinostat in the Rb1/Trp53/Crebbp-deficient SCLC model, it was found that Pracinostat treatment significantly inhibited tumor growth, with some mice showing complete regression. | PMC6294438 |
BALB/c nude mice | MV4-11 xenograft model | Oral | 25 or 50 mg/kg | Daily for 21 days | Pracinostat significantly inhibited tumor growth (TGI), by 59% and 116%, respectively. Complete tumor regression was observed in 6 out of 10 animals at the end of the treatment after the 50-mg dose. | PMC3366067 |
BalB/c Nude mice | A549 xenograft model | Intraperitoneal injection | 20 mg/kg | Once daily for 21 days | To evaluate the antitumor efficacy of 3b in the A549 xenograft model, showing significant inhibition of tumor growth with negligible effect on mean body weight. | PMC10930102 |
NOD-SCID mice | DLBCL xenograft model | Oral gavage | 100 mg/kg | Once daily, 5 days per week for 11 days | To evaluate the antilymphoma activity of Pracinostat in the DLBCL xenograft model, the results showed that Pracinostat significantly delayed tumor growth in the TMD8 model and remained effective throughout the experiment. | PMC8152508 |
Nude mice | CRC xenograft model | Oral | 25 mg/kg | Every two days | Pracinostat significantly suppressed the growth of CRC tumors with high CDK5 expression. | PMC10657975 |
Clinical Trial:
NCT Number | Conditions | Phases | Recruitment | Completion Date | Locations |
NCT01184274 | Leukemia|Solid Tumours | PHASE1 | COMPLETED | 2014-01-16 | Alberta Children's Hospital, C... More >>algary, Alberta, T3B 6A8, Canada|Stollery Children's Hospital, Edmonton, Alberta, T6G 2B7, Canada|Children's and Women's Health Centre of BC Branch, Vancouver, British Columbia, V6H 3V4, Canada|CancerCare Manitoba, Winnipeg, Manitoba, R3E 0V9, Canada|Izaak Walton Killam (IWK) Health Centre, Halifax, Nova Scotia, B3K 6R8, Canada|Children's Hospital of Eastern Ontario, Ottawa, Ontario, K1H 8L1, Canada|Hospital for Sick Children, Toronto, Ontario, M5G 1X8, Canada|CHU Sainte-Justine, Montreal, Quebec, H3T 1C5, Canada Less << |
NCT01112384 | Metastatic Sarcoma | PHASE2 | COMPLETED | 2014-01-16 | Tom Baker Cancer Centre, Calga... More >>ry, Alberta, T2N 4N2, Canada|Cross Cancer Institute, Edmonton, Alberta, T6G 1Z2, Canada|BCCA - Vancouver Cancer Centre, Vancouver, British Columbia, V5Z 4E6, Canada|Juravinski Cancer Centre at Hamilton Health Sciences, Hamilton, Ontario, L8V 5C2, Canada|London Regional Cancer Program, London, Ontario, N6A 4L6, Canada|Ottawa Health Research Institute - General Division, Ottawa, Ontario, K1H 8L6, Canada|Univ. Health Network-Princess Margaret Hospital, Toronto, Ontario, M5G 2M9, Canada|McGill University - Dept. Oncology, Montreal, Quebec, H2W 1S6, Canada Less << |
NCT01200498 | Myeloproliferative Disorders | PHASE2 | COMPLETED | 2025-11-12 | UT MD Anderson Cancer Center, ... More >>Houston, Texas, 77030, United States Less << |
Bio Calculators | ||||
Preparing Stock Solutions | ![]() |
1mg | 5mg | 10mg |
1 mM 5 mM 10 mM |
2.79mL 0.56mL 0.28mL |
13.95mL 2.79mL 1.39mL |
27.90mL 5.58mL 2.79mL |
Tags: Pracinostat | SB939 | SB 939 | SB-939 | Beta-lactamase | HDAC Inhibitor | Apoptosis | β-lactamase | metallo-β-lactamase | histone deacetylase | MBLAC2 Inhibitor | Metallo-β-lactamase domain-containing protein 2 | 929016-96-6
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P221 | Take any precaution to avoid mixing with combustibles |
P222 | Do not allow contact with air. |
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P230 | Keep wetted |
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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. |
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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. |
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P302 + P352 | IF ON SKIN: wash with plenty of soap and water. |
P321 | |
P322 | |
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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. |
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P362 | Take off contaminated clothing and wash before reuse. |
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P372 | Explosion risk in case of fire. |
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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 | |
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P420 | Store away from other materials. |
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Code | Phrase |
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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 |
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H221 | Flammable gas |
H222 | Extremely flammable aerosol |
H223 | Flammable aerosol |
H224 | Extremely flammable liquid and vapour |
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H228 | Flammable solid |
H229 | Pressurized container: may burst if heated |
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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 |
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H290 | May be corrosive to metals |
Health hazards | |
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H301 | Toxic if swallowed |
H302 | Harmful if swallowed |
H303 | May be harmful if swallowed |
H304 | May be fatal if swallowed and enters airways |
H305 | May be harmful if swallowed and enters airways |
H310 | Fatal in contact with skin |
H311 | Toxic in contact with skin |
H312 | Harmful in contact with skin |
H313 | May be harmful in contact with skin |
H314 | Causes severe skin burns and eye damage |
H315 | Causes skin irritation |
H316 | Causes mild skin irritation |
H317 | May cause an allergic skin reaction |
H318 | Causes serious eye damage |
H319 | Causes serious eye irritation |
H320 | Causes eye irritation |
H330 | Fatal if inhaled |
H331 | Toxic if inhaled |
H332 | Harmful if inhaled |
H333 | May be harmful if inhaled |
H334 | May cause allergy or asthma symptoms or breathing difficulties if inhaled |
H335 | May cause respiratory irritation |
H336 | May cause drowsiness or dizziness |
H340 | May cause genetic defects |
H341 | Suspected of causing genetic defects |
H350 | May cause cancer |
H351 | Suspected of causing cancer |
H360 | May damage fertility or the unborn child |
H361 | Suspected of damaging fertility or the unborn child |
H361d | Suspected of damaging the unborn child |
H362 | May cause harm to breast-fed children |
H370 | Causes damage to organs |
H371 | May cause damage to organs |
H372 | Causes damage to organs through prolonged or repeated exposure |
H373 | May cause damage to organs through prolonged or repeated exposure |
Environmental hazards | |
Code | Phrase |
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H401 | Toxic to aquatic life |
H402 | Harmful to aquatic life |
H410 | Very toxic to aquatic life with long-lasting effects |
H411 | Toxic to aquatic life with long-lasting effects |
H412 | Harmful to aquatic life with long-lasting effects |
H413 | May cause long-lasting harmful effects to aquatic life |
H420 | Harms public health and the environment by destroying ozone in the upper atmosphere |
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