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ODM-201 is a competitive inhibitor of androgen receptor with IC50 value of 26 nM and inhibits AR nuclear translocation with Ki value of 11 nM.
Synonyms: ODM-201; BAY-1841788; Nubeqa.
4.5
*For Research Use Only !
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Search for reports by entering the product batch number.
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CAS No. : | 1297538-32-9 |
Formula : | C19H19ClN6O2 |
M.W : | 398.85 |
SMILES Code : | O=C(C1=NNC(C(O)C)=C1)N[C@@H](C)CN2N=C(C3=CC=C(C#N)C(Cl)=C3)C=C2 |
Synonyms : |
ODM-201; BAY-1841788; Nubeqa.
|
MDL No. : | MFCD29472270 |
InChI Key : | BLIJXOOIHRSQRB-PXYINDEMSA-N |
Pubchem ID : | 67171867 |
GHS Pictogram: |
![]() |
Signal Word: | Warning |
Hazard Statements: | H302-H315-H319-H335 |
Precautionary Statements: | P280-P305+P351+P338 |
Target |
|
In Vitro:
Cell Line
|
Concentration | Treated Time | Description | Reference |
LNCaP cells | 10 μM | 24 hours | Darolutamide significantly induces ferroptosis in AR+ PCa cells by downregulating SREBP1, which inhibits FASN transcription, thereby modulating phospholipid remodeling and inducing ferroptosis. | PMC11414384 |
C4-2 cells | 50 μM | 24 hours | Darolutamide significantly induces ferroptosis in AR+ PCa cells by downregulating SREBP1, which inhibits FASN transcription, thereby modulating phospholipid remodeling and inducing ferroptosis. | PMC11414384 |
LNCaP cells | 36.6 nM –37.5 μM | 4 days | Evaluate the synergistic antiproliferative activity of PSMA-TTC with darolutamide, showing synergistic effects (combination index of 0.47) | PMC9401501 |
VCaP cells | 36.6 nM –37.5 μM | 4 days | Evaluate the synergistic antiproliferative activity of PSMA-TTC with darolutamide, showing synergistic effects (combination index of 0.36) | PMC9401501 |
C4-2 | 10-100 μM | 48 hours | To evaluate the effect of Darolutamide on prostate cancer cell sensitivity, results showed that downregulation of circRBM33 increased prostate cancer cell sensitivity to Darolutamide | PMC10086746 |
22Rv1 | 10-100 μM | 48 hours | To evaluate the effect of Darolutamide on prostate cancer cell sensitivity, results showed that downregulation of circRBM33 increased prostate cancer cell sensitivity to Darolutamide | PMC10086746 |
LNCaP cells | 7.72 μM | 6 days | To evaluate the suppressive effect of darolutamide and radium-223 on LNCaP cell proliferation, showing moderate synergism. | PMC11677307 |
LNCaP | 5,260 ± 2,510 nM (IC50) | 6 days | To evaluate the effect of Darolutamide on prostate cancer cell viability. Results showed that Darolutamide significantly inhibited LNCaP cell viability. | PMC6766977 |
LAPC-4 | 500 ± 220 nM (IC50) | 6 days | To evaluate the effect of Darolutamide on prostate cancer cell viability. Results showed that Darolutamide significantly inhibited LAPC-4 cell viability. | PMC6766977 |
VCaP | 410 ± 150 nM (IC50) | 6 days | To evaluate the effect of Darolutamide on prostate cancer cell viability. Results showed that Darolutamide significantly inhibited VCaP cell viability. | PMC6766977 |
DU145 | 11.0 μM (IC 50) | 72 hours | To evaluate the in vitro efficacy of darolutamide against castration-resistant prostate cancer, showing DU145 cells were sensitive to darolutamide with an IC50 of 11.0 μM. | PMC11711516 |
PC3 | 32.3 μM (IC 50) | 72 hours | To evaluate the in vitro efficacy of darolutamide against castration-resistant prostate cancer, showing PC3 cells were sensitive to darolutamide with an IC50 of 32.3 μM. | PMC11711516 |
LNCaP | 33.8 μM (IC 50) | 72 hours | To evaluate the in vitro efficacy of darolutamide against castration-resistant prostate cancer, showing LNCaP cells were sensitive to darolutamide with an IC50 of 33.8 μM. | PMC11711516 |
22RV1 | 46.6 μM (IC 50) | 72 hours | To evaluate the in vitro efficacy of darolutamide against castration-resistant prostate cancer, showing 22RV1 cells were sensitive to darolutamide with an IC50 of 46.6 μM. | PMC11711516 |
LAPC4 cells | 500 nM (low) or 2 μM (high) | 8 or 22 hours | To characterize the effects of darolutamide on the PCa transcriptome, it was observed that darolutamide strongly antagonized genome-wide AR binding and inhibited androgen-dependent gene regulation. | PMC7463324 |
VCaP cells | 500 nM (low) or 2 μM (high) | 8 or 22 hours | To characterize the effects of darolutamide on the PCa transcriptome, it was observed that darolutamide strongly antagonized genome-wide AR binding and inhibited androgen-dependent gene regulation. | PMC7463324 |
LAPC4 cells | 500 nM or 2 μM | 8 or 22 hours | To study the impact of Darolutamide on the PCa transcriptome, it was found that Darolutamide significantly inhibited R1881-induced AR signaling and blocked AR-driven transcriptional signaling. | PMC7463324 |
VCaP cells | 500 nM or 2 μM | 8 or 22 hours | To study the impact of Darolutamide on the PCa transcriptome, it was found that Darolutamide significantly inhibited R1881-induced AR signaling and blocked AR-driven transcriptional signaling. | PMC7463324 |
In Vivo:
Species
|
Animal Model
|
Administration | Dosage | Frequency | Description | Reference |
NOD.scid mice | LNCaP prostate cancer bone metastasis model | Oral (Darolutamide), Intravenous (Radium-223) | 100 mg/kg | Darolutamide twice daily for 41 days; Radium-223 every four weeks for two doses | To evaluate the antitumor efficacy of darolutamide in combination with radium-223, showing significant reduction in serum PSA levels and tumor-induced abnormal bone formation. | PMC11677307 |
CB17-Scid mice | VCaP prostate cancer xenograft model | Orally | 100 mg/kg | Twice daily for 23 days | Evaluate the in vivo synergistic antitumor efficacy of PSMA-TTC with darolutamide, showing significant tumor growth inhibition (T/C values of 0.56 and 0.55) and increased PSMA expression | PMC9401501 |
CB17-SCID male mice | LAPC-4 cell line-derived xenograft model | Oral | 100 mg/kg (bi-daily) or 200 mg/kg (once daily) | Once or twice daily for 56 days | Evaluate the inhibitory effect of Darolutamide on tumor growth in the LAPC-4 xenograft model | PMC6766977 |
CB17-SCID male mice | LAPC-4 cell line-derived xenograft model | Oral | 100 mg/kg (bi-daily) or 200 mg/kg (once daily) | Once or twice daily for 56 days | To evaluate the effect of Darolutamide on tumor growth in the LAPC-4 xenograft model. Results showed that oral Darolutamide significantly inhibited tumor growth. | PMC6766977 |
NOD.scid mice | LNCaP prostate cancer bone metastasis model | Oral (Darolutamide), Intravenous (Radium-223) | 100 mg/kg (Darolutamide), 330 kBq/kg (Radium-223) | Twice daily (Darolutamide), Every four weeks (Radium-223), for 41 days | To evaluate the antitumor efficacy of darolutamide in combination with radium-223, showing significant reduction in serum PSA levels and tumor-induced abnormal bone formation. | PMC11677307 |
NOD.scid mice | LNCaP prostate cancer bone metastasis model | Oral (Darolutamide), Intravenous (Radium-223) | 100 mg/kg (Darolutamide), 330 kBq/kg (Radium-223) | Darolutamide twice daily for 41 days; Radium-223 every four weeks for two doses | To evaluate the antitumor efficacy of darolutamide in combination with radium-223, showing significant reduction in serum PSA levels and tumor-induced abnormal bone formation. | PMC11677307 |
BALB/c nude mice | Prostate cancer xenograft model | Intraperitoneal injection | 20 mg/kg | Once daily for 14 days | Combination therapy of darolutamide with ferroptosis inducers (RSL-3) significantly inhibited prostate cancer tumor growth by inducing ferroptosis through the SREBP1-FASN axis. | PMC11414384 |
BALB/c nude mice | Prostate cancer xenograft model | Oral | 50 mg/kg | Once daily for 28 days | To evaluate the effect of Darolutamide on prostate cancer xenograft model, results showed that downregulation of circRBM33 enhanced the antitumor activity of Darolutamide | PMC10086746 |
Male athymic mice | 22RV1-LUC xenograft model | Oral gavage | 50 mg/kg or 100 mg/kg | Twice weekly for 6 weeks | To evaluate the anti-tumor efficacy of ONC201 in combination with darolutamide in the 22RV1 CRPC xenograft model, demonstrating therapeutic effects. | PMC11711516 |
Clinical Trial:
NCT Number | Conditions | Phases | Recruitment | Completion Date | Locations |
NCT01429064 | Prostate Cancer | PHASE2 | COMPLETED | 2025-11-15 | The Urology Center of Colorado... More >>, Wheat Ridge, Colorado, 80211, United States|Eastern CT Hematology and Oncology Associates, Norwich, Connecticut, 06360, United States|Cleveland Clinic, Cleveland, Ohio, 44195, United States|Carolina Urologic Research Center, Myrtle Beach, South Carolina, 29572, United States|Klinika onkologie a radioterapie LFUK a FN, Hradec Králové, Czech Republic|East-Tallinn Central Hospital, Tallinn, Estonia|Helsinki University Central Hospital, Helsinki, Finland|Kuopio University Hospital, Kuopio, Finland|Oulu University Hospital, Oulu, Finland|Tampere University Hospital, Tampere, Finland|Turku University Hospital, Turku, Finland|Saint Louis Hospital, Paris, France|Institut Gustave Roussy, Villejuif, France|Queen Elizabeth Hospital, Birmingham, United Kingdom|Velindre Cancer Centre, Cardiff, United Kingdom|Christie Hospital, Manchester, United Kingdom|Churchill Hospital, Oxford, United Kingdom Less << |
NCT01317641 | Prostate Cancer | PHASE1|PHASE2 | COMPLETED | 2025-07-13 | The Urology Center of Colorado... More >>, Wheat Ridge, Colorado, 80211, United States|Eastern CT Hematology and Oncology Associates, Norwich, Connecticut, 06360, United States|Urology Health Team PLLC, Ocala, Florida, 34474, United States|Chesapeake Urology Research Associates, Baltimore, Maryland, 21327, United States|Delaware Valley urology, LLC, Voorhees, New Jersey, 08043, United States|Brooklyn Urology Research Group, Brooklyn, New York, 11215, United States|Cleveland Clinic, Cleveland, Ohio, 44195, United States|Carolina Urologic Research Center, Myrtle Beach, South Carolina, 29572, United States|Klinika onkologie a radioterapie LFUK a FN, Hradec Králové, Czech Republic|Fakultni Nemonicnice Olomouc, Olomouc, Czech Republic|Oddeleni Radiacni a Klinicke Onkologie Nemocnice Znojmo, Znojmo, Czech Republic|East-Tallinn Central Hospital, Talinn, Estonia|Helsinki University Central Hospital, Helsinki, Finland|Kuopio University Hospital, Kuopio, Finland|Oulu University Hospital, Oulu, Finland|Tampere University Hospital, Tampere, Finland|Turku University Hospital, Turku, Finland|Saint Louis Hospital, Paris, France|Institut Gustave Roussy, Villejuif, France|Queen Elizabeth Hospital, Birmingham, United Kingdom|Velindre Cancer Centre, Cardiff, United Kingdom|Christie Hospital, Manchester, United Kingdom|Churchill Hospital, Oxford, United Kingdom Less << |
Tags: Darolutamide | ODM-201 | BAY-1841788 | ODM201 | ODM 201 | BAY1841788 | BAY 1841788 | BAY-1841788 | Androgen Receptor | 1297538-32-9
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Code | Phrase |
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P240 | Ground/bond container and receiving equipment. |
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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. |
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Code | Phrase |
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P305 | IF IN EYES: |
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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. |
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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. |
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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: |
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P371 + P380 + P375 | In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion. |
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P410 + P403 | Protect from sunlight. Store in a well-ventilated place. |
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Disposal | |
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H200 | Unstable explosive |
H201 | Explosive; mass explosion hazard |
H202 | Explosive; severe projection hazard |
H203 | Explosive; fire, blast or projection hazard |
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H228 | Flammable solid |
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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 |
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H302 | Harmful if swallowed |
H303 | May be harmful if swallowed |
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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 |
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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 |
H400 | Very toxic to aquatic life |
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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