Structure of Emricasan
CAS No.: 254750-02-2
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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.
Emricasan (PF 03491390) is an orally active and irreversible pan-caspase inhibitor that inhibits Zika virus (ZIKV)-induced increases in caspase-3 activity and protects human cortical neural progenitors.
Synonyms: IDN-6556; PF 03491390
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CAS No. : | 254750-02-2 |
Formula : | C26H27F4N3O7 |
M.W : | 569.50 |
SMILES Code : | O=C(O)C[C@H](NC([C@@H](NC(C(NC1=CC=CC=C1C(C)(C)C)=O)=O)C)=O)C(COC2=C(F)C(F)=CC(F)=C2F)=O |
Synonyms : |
IDN-6556; PF 03491390
|
MDL No. : | MFCD11840420 |
InChI Key : | SCVHJVCATBPIHN-SJCJKPOMSA-N |
Pubchem ID : | 12000240 |
GHS Pictogram: |
![]() ![]() ![]() |
Signal Word: | Danger |
Hazard Statements: | H302-H319-H372-H410 |
Precautionary Statements: | P260-P264-P273-P301+P312-P305+P351+P338-P314 |
Class: | 9 |
UN#: | 3077 |
Packing Group: | Ⅲ |
Target |
|
In Vitro:
Concentration | Treated Time | Description | References |
Molm-13 cells | 1 µM | 10 h | To investigate the effect of Emricasan on necroptosis in Molm-13 cells, results showed that Beclin 1 depletion enhanced Smac mimetic- and caspase inhibitor-induced necroptosis. | PMC7560833 |
Molm13 cells | 1 μM | To investigate the effect of Emricasan in combination with birinapant on necroptosis in Molm13 cells, results showed that MYC depletion sensitized cells to necroptosis | PMC7443878 | |
hepatocytes | 50 μM | 24 h | Emricasan directly improved the phenotype of hepatocytes and ameliorated nonparenchymal cells through a paracrine mechanism | PMC6601324 |
N/TERT cells | 5 µM | 3 h | Emricasan was used to inhibit cell death, including caspase-1-driven pyroptosis, to study the effects of nigericin on translation. | PMC10786283 |
Primary keratinocytes | 5 µM | 3 h | Emricasan was used to inhibit cell death, including caspase-1-driven pyroptosis, to study the effects of nigericin on translation. | PMC10786283 |
HT1080 cells | 20 µM | 20 to 40 h | To detect whether dexamethasone induces cell death, results showed that dexamethasone did not cause detectable cell death. | PMC8809683 |
non-ciliated kidney cells | 10 µM | 16 h | To study the effect of Emricasan on cell death, results showed that Emricasan significantly enhanced necroptotic death in non-ciliated cells. | PMC9718801 |
ciliated kidney cells | 10 µM | 16 h | To study the effect of Emricasan on cell death, results showed that Emricasan had no significant effect on the viability of ciliated cells. | PMC9718801 |
RAW-Lucia ISG cells | 1 µM | 24 h | To evaluate the effect of Emricasan on the production of type I IFNs in RAW-Lucia ISG cells, the results showed that Emricasan alone did not effectively induce the production of type I IFNs, but significantly enhanced the production of type I IFNs when combined with other drugs. | PMC10711858 |
MC38 cells | 10 µM | 24 h | To evaluate the effect of Emricasan combined with luminespib on the expression of IFN-β in MC38 cells, the results showed that the combination significantly enhanced the expression of IFN-β. | PMC10711858 |
HT29 cells | 10 µM | 24 h | To evaluate the effect of Emricasan combined with luminespib on the expression of IFN-β mRNA in HT29 cells, the results showed that the combination significantly enhanced the expression of IFN-β mRNA. | PMC10711858 |
In Vivo:
Administration | Dosage | Frequency | Description | References |
Balb/c nude mice | Subcutaneous tumor xenograft model | Intraperitoneal injection | 1 mg/kg | Every two days for two weeks | To investigate the effect of Emricasan on necroptosis in Beclin 1-depleted Molm-13 cells in vivo, results showed that Beclin 1 depletion significantly enhanced the inhibitory effect of birinapant and emricasan combination therapy on tumor growth. | PMC7560833 |
Mice | Humanized mouse model | Intraperitoneal injection | 10 mg/kg | Daily, until day 10 post-infection | Inhibition of necroptosis did not affect the progression of tuberculosis | PMC5943269 |
nude mice | subcutaneous tumor xenograft model | intraperitoneal injection | 1 mg/kg | every 2 days for 2 weeks | To investigate the effect of Emricasan in combination with birinapant on MYC-depleted Molm13 cell xenograft tumors, results showed that MYC depletion significantly inhibited tumor growth | PMC7443878 |
rats | cirrhosis model | oral | 10 mg/kg | once daily for 7 days | Emricasan significantly reduced portal pressure, improved liver function and fibrosis, and decreased hepatic cell death | PMC6601324 |
C57BL/6J mice | MC38 tumor model | Intratumoral injection | 10 mg/kg | Daily for 7 days | To evaluate the effect of Emricasan combined with luminespib on tumor growth inhibition in the MC38 tumor model, the results showed that the combination significantly inhibited tumor growth and enhanced anti-tumor immune responses. | PMC10711858 |
Clinical Trial:
NCT Number | Conditions | Phases | Recruitment | Completion Date | Locations |
NCT00088140 | Hepatitis C, Chronic | Phase 2 | Completed | - | United States, Arizona ... More >> Mayo Clinic Hospital Phoenix, Arizona, United States, 85054 United States, California Scripps Clinic La Jolla, California, United States, 92067 California Pacific Medical Center San Francisco, California, United States, 94115 University of California, San Francisco San Francisco, California, United States, 94143 United States, Florida University of Miami Miami, Florida, United States, 33136 United States, Indiana Indiana University School of Medicine Indianapolis, Indiana, United States, 46202 United States, Massachusetts Beth Israel Deaconness Medical Center Boston, Massachusetts, United States, 02215 United States, Michigan Henry Ford Hospital Detroit, Michigan, United States, 48202 United States, Minnesota The Mayo Clinic Rochester, Minnesota, United States, 55905 United States, New York Mt. Sinai School of Medicine New York City, New York, United States, 10029 United States, North Carolina University of North Carolina Chapel Hill, North Carolina, United States, 27599 Duke University Medical Center Durham, North Carolina, United States, 27715 United States, Ohio University of Cincinnati Cincinnati, Ohio, United States, 45267 Metrohealth Medical Center Cleveland, Ohio, United States, 44109 United States, Virginia Medical College of Virginia Richmond, Virginia, United States, 23298 Less << |
NCT00080236 | Liver Transplantation ... More >> Hepatitis Cholestasis Carcinoma, Hepatocellular Less << | Phase 2 | Completed | - | United States, Arizona ... More >> Mayo Clinic Scottsdale Phoenix, Arizona, United States, 85054 United States, California University of California Los Angeles Los Angeles, California, United States, 90095 University of California San Francisco San Francisco, California, United States, 94143 United States, Indiana Indiana University Medical Center Indianapolis, Indiana, United States, 46202 United States, Louisiana Tulane University Hospital and Clinic New Orleans, Louisiana, United States, 70112 United States, Minnesota Mayo Clinic Rochester Rochester, Minnesota, United States, 55905 United States, New York Mount Sinai School of Medicine New York City, New York, United States, 10029 United States, Ohio University of Cincinnati Cincinnati, Ohio, United States, 45267 United States, Texas Baylor Regional Transplant Institute, Baylor University Medical Center Dallas, Texas, United States, 75246 The University of Texas Health Science Center at San Antonio San Antonio, Texas, United States, 78229 Germany Oberarzt der Klinik für Allgemein-, Viszeral- und Transplantationschirurgie Charité-Virchow Berlin, Germany, D-13353 Klinik für Viszeral- und Transplantationschirurgie Medizinische Hochschule Hannover Hannover, Germany, D-30623 Abteilung für Transplantationschirurgie Johannes Gutenberg-Universität Mainz Mainz, Germany, 55101 Less << |
NCT01937130 | Acute on Chronic Hepatic Failu... More >>re Acute Liver Failure Liver Cirrhosis Acute Alcoholic Hepatitis Less << | Phase 2 | Terminated(Data needs met) | - | United States, Alabama ... More >> University of Alabama at Birmingham Birmingham, Alabama, United States, 35294 United States, California Scripps Clinic La Jolla, California, United States, 92037 VA San Diego Healthcare System San Diego, California, United States, 92161 Sutter Pacific Medical Foundation San Francisco, California, United States, 94115 United States, District of Columbia Georgetown University Hospital Washington, District of Columbia, United States, 20007 United States, Kansas University of Kansas Medical Center Kansas City, Kansas, United States, 66160 United States, Kentucky Univerisity of Louisville Liver Research Center Louisville, Kentucky, United States, 40202 United States, Mississippi University of Mississippi Medical Center Jackson, Mississippi, United States, 39216 United States, New York Montefiore Medical Center Bronx, New York, United States, 10467 United States, Utah University of Utah Salt Lake City, Utah, United States, 84132 United States, Washington University of Washington Harborview Medical Center Seattle, Washington, United States, 98104 United Kingdom Singleton Hospital Swansea, Wales, United Kingdom, SA2 8QA Basildon and Thurrock University Hospital Basildon, United Kingdom, SS16 5NL Blackpool Victoria Hospital Blackpool, United Kingdom, FY3 8NR Bristol Royal Infirmary Bristol, United Kingdom, BS2 8HW Ninewells Hospital Dundee, United Kingdom, DD1 9SY Glasgow Royal Infirmary Glasgow, United Kingdom Leicester Royal Infirmary Leicester, United Kingdom, LE1 5WW Royal Liverpool University Hospital Liverpool, United Kingdom, L7 8XP University College London, Royal Free Hospital London, United Kingdom, NW3 2PF Royal London Hospital London, United Kingdom Central Manchester University Hospitals NHS Trust Manchester, United Kingdom, M13 9WL Freeman Hospital Newcastle upon tyne, United Kingdom, NE7 7DN Nottingham University Hospitals NHS Trust Nottingham, United Kingdom, NG7 2UH Derriford Hospital Plymouth, United Kingdom Queen Alexandra Hospital Portsmouth, United Kingdom, PO6 3LY Less << |
NCT01937130 | - | Terminated(Data needs met) | - | - | |
NCT02121860 | Hepatic Impairment|Liver Disea... More >>ses|Digestive System Diseases Less << | PHASE1 | COMPLETED | 2025-07-14 | Avail Clinical Research, DeLan... More >>d, Florida, 32720, United States|University of Miami, Miami, Florida, 33136, United States|Orlando Clinical Research Center, Orlando, Florida, 32809, United States Less << |
NCT02121860 | Hepatic Impairment|Liver Disea... More >>ses|Digestive System Diseases Less << | PHASE1 | COMPLETED | 2025-07-14 | Avail Clinical Research, DeLan... More >>d, Florida, 32720, United States|University of Miami, Miami, Florida, 33136, United States|Orlando Clinical Research Center, Orlando, Florida, 32809, United States Less << |
NCT02039817 | Renal Impairment|Renal Insuffi... More >>ciency|Kidney Disease|Kidney Diseases Less << | PHASE1 | COMPLETED | 2025-04-14 | Avail Clinical Research, DeLan... More >>d, Florida, 32720, United States|University of Miami, Miami, Florida, 33136, United States Less << |
NCT02138253 | Liver Fibrosis ... More >> Hepatic Fibrosis Liver Cirrhosis Hepatic Cirrhosis Less << | Phase 2 | Completed | - | - |
NCT02230670 | Liver Cirrhosis ... More >> Hepatic Cirrhosis Less << | Phase 2 | Completed | - | - |
NCT01912404 | Alcoholic Hepatitis | Phase 2 | Terminated(Due to concern for ... More >>high systemic drug levels that could exceed levels in toxicology studies.) Less << | - | United States, Indiana ... More >> Indiana University Indianapolis, Indiana, United States, 46202 United States, Minnesota Mayo Clinic Rochester, Minnesota, United States, 55905 United States, Virginia Virginia Commonwealth University Richmond, Virginia, United States, 23298 Less << |
NCT02230670 | - | Completed | - | - | |
NCT02039817 | Renal Impairment|Renal Insuffi... More >>ciency|Kidney Disease|Kidney Diseases Less << | PHASE1 | COMPLETED | 2025-04-14 | Avail Clinical Research, DeLan... More >>d, Florida, 32720, United States|University of Miami, Miami, Florida, 33136, United States Less << |
NCT01653899 | Diabetes | PHASE1|PHASE2 | COMPLETED | 2025-06-16 | University of Alberta, Edmonto... More >>n, Alberta, Canada Less << |
NCT02077374 | Nonalcoholic Steatohepatitis ... More >> Non-alcoholic Fatty Liver Disease Less << | Phase 2 | Completed | - | United States, Florida ... More >> University of Miami Miami, Florida, United States, 33136 United States, Indiana Indiana University Indianapolis, Indiana, United States, 46202 United States, Michigan Henry Ford Hospital Detroit, Michigan, United States, 48202 United States, Minnesota Mayo Clinic Rochester Rochester, Minnesota, United States, 55905 United States, Missouri Kansas City Research Institute Kansas City, Missouri, United States, 64131 United States, Virginia Mary Immaculate Hospital Newport News, Virginia, United States, 23602 Bon Secours St. Mary's Hospital Richmond, Virginia, United States, 23226 Less << |
NCT02077374 | - | Completed | - | - | |
NCT02960204 | Cirrhosis Por... More >>tal Hypertension Non-alcoholic Steatohepatitis Less << | Phase 2 | Active, not recruiting | April 2019 | - |
NCT03479125 | - | Enrolling by invitation | May 31, 2022 | United States, California ... More >> Inland Empire Liver Foundation Rialto, California, United States, 92377 United States, Oklahoma Options Health Research, LLC Tulsa, Oklahoma, United States, 74104 United States, Tennessee Gastro One Germantown, Tennessee, United States, 38138 Less << | |
NCT01912404 | - | Terminated(Due to concern for ... More >>high systemic drug levels that could exceed levels in toxicology studies.) Less << | - | - | |
NCT02230683 | Liver Cirrhosis|Hepatic Cirrho... More >>sis|Portal Hypertension Less << | PHASE2 | COMPLETED | 2025-06-15 | VA Connecticut Healthcare Syst... More >>em, West Haven, Connecticut, 06516, United States|Johns Hopkins Sibley Memorial Hospital, Washington, District of Columbia, 20016, United States|University of Miami, Miami, Florida, 33136, United States|Johns Hopkins Hospital, Baltimore, Maryland, 21287, United States|University of Mississippi Medical Center, Jackson, Mississippi, 39216, United States|Rutgers New Jersey Medical School, Newark, New Jersey, 07103, United States|North Shore University Hospital, Manhasset, New York, 11030, United States|New York University Lagone Medical Center, NYC, New York, 10016, United States|University of Pennsylvania, Philadelphia, Pennsylvania, 19104, United States|Albert Einstein Medical Center, Philadelphia, Pennsylvania, 19141, United States|St. Luke's Health Baylor College of Medicine, Houston, Texas, 77030, United States|University of Texas Health Science Center at Houston, Houston, Texas, 77030, United States|University of Utah Hospital, Salt Lake City, Utah, 84132, United States|Bon Secours Mary Immaculate Hospital, Newport News, Virginia, 23602, United States|Bon Secours St. Mary's Hospital, Richmond, Virginia, 23226, United States|McGuire DVAMC, Richmond, Virginia, 23249, United States Less << |
NCT02686762 | Non-alcoholic Steatohepatitis ... More >> Fibrosis Liver Diseases Less << | Phase 2 | Active, not recruiting | January 2019 | - |
NCT03205345 | Decompensated Cirrhosis | Phase 2 | Recruiting | August 2019 | - |
NCT02230683 | Liver Cirrhosis|Hepatic Cirrho... More >>sis|Portal Hypertension Less << | PHASE2 | COMPLETED | 2025-06-15 | VA Connecticut Healthcare Syst... More >>em, West Haven, Connecticut, 06516, United States|Johns Hopkins Sibley Memorial Hospital, Washington, District of Columbia, 20016, United States|University of Miami, Miami, Florida, 33136, United States|Johns Hopkins Hospital, Baltimore, Maryland, 21287, United States|University of Mississippi Medical Center, Jackson, Mississippi, 39216, United States|Rutgers New Jersey Medical School, Newark, New Jersey, 07103, United States|North Shore University Hospital, Manhasset, New York, 11030, United States|New York University Lagone Medical Center, NYC, New York, 10016, United States|University of Pennsylvania, Philadelphia, Pennsylvania, 19104, United States|Albert Einstein Medical Center, Philadelphia, Pennsylvania, 19141, United States|St. Luke's Health Baylor College of Medicine, Houston, Texas, 77030, United States|University of Texas Health Science Center at Houston, Houston, Texas, 77030, United States|University of Utah Hospital, Salt Lake City, Utah, 84132, United States|Bon Secours Mary Immaculate Hospital, Newport News, Virginia, 23602, United States|Bon Secours St. Mary's Hospital, Richmond, Virginia, 23226, United States|McGuire DVAMC, Richmond, Virginia, 23249, United States Less << |
Bio Calculators | ||||
Preparing Stock Solutions | ![]() |
1mg | 5mg | 10mg |
1 mM 5 mM 10 mM |
1.76mL 0.35mL 0.18mL |
8.78mL 1.76mL 0.88mL |
17.56mL 3.51mL 1.76mL |