entinostat
Small moleculeexperimental
Entinostat, also known as SNDX-275 and MS-275, is a benzamide histone deacetylase inhibitor undergoing clinical trials for treatment of various cancers. — Wikipedia
Clinical trial activity
73 trials · 49 clinical orgs · 0 marketing orgs
Phase 1
44
Phase 2
45
Phase 3
2
Phase 4
0
Earliest trial started Feb 1, 2001 (NCT00015925)
Timeline
Indications
Studied for
- Alphapapillomavirus · Phase 1/Phase 2
- Anemia, Refractory · Phase 2
- Anus Neoplasms · Phase 1/Phase 2
- Brain Neoplasms · Phase 1
- Brain Stem Neoplasms · Phase 1
- Breast Diseases · Phase 1
- Breast Neoplasms · Phase 3
- Breast Neoplasms, Male · Phase 2
- Bronchial Neoplasms · Phase 1
- Burkitt Lymphoma · Phase 1
- Carcinoma, Non-Small-Cell Lung · Phase 2
- Carcinoma, Ovarian Epithelial · Phase 1/Phase 2
- Carcinoma, Renal Cell · Phase 2
- Cholangiocarcinoma · Phase 2
- Colonic Neoplasms · Phase 2
- Colorectal Neoplasms · Phase 2
- Digestive System Neoplasms · Phase 1
- Drug Interactions · Phase 1
- Endocrine Gland Neoplasms · Phase 1
- Endometrial Neoplasms · Phase 2
- Epigenetic Repression · Phase 2
- Esophageal Neoplasms · Phase 1/Phase 2
- Fallopian Tube Neoplasms · Phase 1/Phase 2
- Glioma · Phase 1
- Hamartoma · Phase 1/Phase 2
- Head and Neck Neoplasms · Phase 1/Phase 2
- Healthy Volunteers · Phase 1
- Hodgkin Disease · Phase 2
- Human papillomavirus 16 · Phase 1/Phase 2
- Intraocular Lymphoma · Phase 1
- Kidney Failure, Chronic · Phase 1
- Kidney Neoplasms · Phase 1/Phase 2
- Leukemia · Phase 1
- Leukemia, Eosinophilic, Acute · Phase 1
- Leukemia, Lymphocytic, Chronic, B-Cell · Phase 1
- Leukemia-Lymphoma, Adult T-Cell · Phase 1
- Leukemia, Monocytic, Acute · Phase 2
- Leukemia, Myelogenous, Chronic, BCR-ABL Positive · Phase 1/Phase 2
- Leukemia, Myeloid, Acute · Phase 2
- Leukemia, Myeloid, Chronic, Atypical, BCR-ABL Negative · Phase 1
- Leukemia, Myeloid, Chronic-Phase · Phase 1
- Leukemia, Myelomonocytic, Acute · Phase 2
- Leukemia, Myelomonocytic, Chronic · Phase 2
- Lung Diseases · Phase 1
- Lung Neoplasms · Phase 1
- Lymphoma · Phase 2
- Lymphoma, B-Cell, Marginal Zone · Phase 1
- Lymphoma, Follicular · Phase 1
- Lymphoma, Large B-Cell, Diffuse · Phase 1
- Lymphoma, Large-Cell, Anaplastic · Phase 1
- Lymphoma, Large-Cell, Immunoblastic · Phase 1
- Lymphoma, Mantle-Cell · Phase 1
- Lymphoma, Non-Hodgkin · Phase 1/Phase 2
- Lymphoma, Primary Cutaneous Anaplastic Large Cell · Phase 1
- Lymphoma, T-Cell · Phase 1
- Lymphomatoid Granulomatosis · Phase 1
- Melanoma · Phase 2
- Multiple Myeloma · Phase 1
- Myelodysplastic-Myeloproliferative Diseases · Phase 1
- Myelodysplastic Syndromes · Phase 2
- Myeloproliferative Disorders · Phase 2
- Neoplasm Metastasis · Phase 2
- Neoplasms · Phase 1/Phase 2
- Neoplasms by Histologic Type · Phase 1
- Neoplasms, Glandular and Epithelial · Phase 1
- Neuroendocrine Tumors · Phase 2
- Oropharyngeal Neoplasms · Phase 1/Phase 2
- Ovarian Diseases · Phase 1/Phase 2
- Ovarian Neoplasms · Phase 1/Phase 2
- Pancreatic Neoplasms · Phase 2
- Penile Neoplasms · Phase 1/Phase 2
- Precursor B-Cell Lymphoblastic Leukemia-Lymphoma · Phase 2
- Prostatic Neoplasms · Phase 1
- Respiratory Tract Neoplasms · Phase 1
- Sezary Syndrome · Phase 1
- Small Cell Lung Carcinoma · Phase 1
- Thoracic Neoplasms · Phase 1
- Thrombocytopenia · Phase 2
- Triple Negative Breast Neoplasms · Phase 2
- Urinary Bladder Neoplasms · Phase 2
- Uterine Cervical Neoplasms · Phase 1/Phase 2
- Vaginal Neoplasms · Phase 1/Phase 2
- Volunteers · Phase 1
- Vulvar Neoplasms · Phase 1/Phase 2
- Waldenstrom Macroglobulinemia · Phase 1
Mechanism of action
- Histone deacetylaseINHIBITOR
Histone deacetylase inhibitor
- Histone deacetylase 1 (HDAC1) ↗
- Histone deacetylase 3 (HDAC3) ↗
- Histone deacetylase 6 (HDAC6) ↗
- Histone deacetylase 2 (HDAC2) ↗
- Histone deacetylase 5 (HDAC5) ↗
- Histone deacetylase 7 (HDAC7) ↗
- Histone deacetylase 8 (HDAC8) ↗
- Histone deacetylase 11 (HDAC11) ↗
- Histone deacetylase 4 (HDAC4) ↗
- Histone deacetylase 9 (HDAC9) ↗
- Histone deacetylase 10 (HDAC10) ↗
- Histone deacetylase 8
- Histone deacetylase 10
- Histone deacetylase 2
- Histone deacetylase 3
- Histone deacetylase 4
- Histone deacetylase 6
- Histone deacetylase 9
- Histone deacetylase 11
- Histone deacetylase 5
- Histone deacetylase 7
- Histone deacetylase 1
- Histone deacetylase (HDAC1 and HDAC2)
- Histone deacetylase 1/3/5/8
- Histone deacetylase 1/2/3/6
- Histone deacetylase 1/2/3
- Histone deacetylase 1/8
- Histone deacetylase 1/6
- Class 1 histone deacetylase
- Histone deacetylase 6/3
Chemistry & pharmacology
Loading structure…
SMILES
Nc1ccccc1NC(=O)c1ccc(CNC(=O)OCc2cccnc2)cc1- Mol. weight
- 376.42 g/mol
- Lipinski Ro5
- Pass
- Rule of 3
- No
- Chirality
- Achiral Molecule
- Inorganic
- No
- Polymer
- No
Oral
No
Parenteral
No
Topical
No
Sources
- WikipediaEntinostat ↗
- ChEMBLCHEMBL27759 ↗
Also known as
- carbamic acid, n-((4-(((2-aminophenyl)amino)carbonyl)phenyl)methyl)-, 3- pyridinylmethyl ester
- entinostat
- entinostat
- entinostat
- entinostat
- entinostat
- ms 27-275
- ms-27-275
- ms 275
- ms-275
- ms-275
- ms-275
- ms-275
- n-(2-aminophenyl)-4-(n-(pyridin-3-ylmethoxycarbonyl)aminomethyl)benzamide
- sndx-275
- sndx-275
- sndx-275
- sndx-275
Clinical trials
| NCT ID | Phase | Start date | Sponsor(s) |
|---|---|---|---|
| NCT07235618 | Phase 2 | Jan 5, 2026 | Sun Yat-Sen University |
| NCT07261592 | Phase 1/Phase 2 (Phase 2) | Dec 1, 2025 | Nanjing University |
| NCT05898828 | Phase 1/Phase 2 (Phase 2) | Jan 3, 2024 | National Cancer Institute (NCI) |
| NCT05053971 | Phase 1/Phase 2 (Phase 2) | Mar 11, 2022 | National Cancer Institute (NCI), Yale University |
| NCT04708470 | Phase 1/Phase 2 (Phase 2) | Oct 5, 2021 | National Cancer Institute (NCI) |
| NCT04631029 | Phase 1 | Feb 1, 2021 | Johns Hopkins University, National Cancer Institute (NCI) |
| NCT04296942 | Phase 1 | Apr 23, 2020 | National Cancer Institute (NCI) |
| NCT03925428 | Phase 1 | Sep 1, 2019 | National Cancer Institute (NCI), Yale University |
| NCT03924245 | Phase 1/Phase 2 (Phase 2) | Aug 15, 2019 | AstraZeneca, Syndax Pharmaceuticals, Vanderbilt University |
| NCT03760614 | Phase 1 | Jul 31, 2019 | Syndax Pharmaceuticals, University of Pennsylvania |
| NCT03978624 | Phase 2 | Jun 30, 2019 | University of North Carolina at Chapel Hill |
| NCT03838042 | Phase 1/Phase 2 (Phase 2) | May 15, 2019 | German Cancer Research Center, University of Heidelberg |
| NCT03829930 | Phase 1 | May 1, 2019 | George Washington University |
| NCT03765229 | Phase 2 | Mar 22, 2019 | Syndax Pharmaceuticals, University of North Carolina at Chapel Hill |
| NCT03473639 | Phase 1 | Sep 30, 2018 | Syndax Pharmaceuticals, University of Virginia |
| NCT03552380 | Phase 2 | Aug 31, 2018 | Bristol-Myers Squibb, Hoosier Cancer Research Network, Indiana University, Syndax Pharmaceuticals |
| NCT03501381 | Phase 2 | May 24, 2018 | Clinigen, Inc., Hoosier Cancer Research Network, Indiana University, Syndax Pharmaceuticals |
| NCT03538171 | Phase 3 | May 15, 2018 | EddingPharm Oncology Co., LTD. |
| NCT03361800 | Early Phase 1 (Phase 1) | Jan 22, 2018 | National Cancer Institute (NCI), Syndax Pharmaceuticals, University of North Carolina at Chapel Hill |
| NCT03211988 | Phase 2 | Dec 23, 2017 | Columbia University |
Showing 20 of 73 trials
Page 1 / 4
Organizations
Research & Development (49)
| Organization | Org type | Trials | As lead sponsor | Phases | Earliest year |
|---|---|---|---|---|---|
| National Cancer Institute (NCI) | Government | 30 | 26 | 3 | 2001 |
| Syndax Pharmaceuticals | For profit | 30 | 18 | 2 | 2007 |
| Johns Hopkins University | Academic/Hospital | 15 | 4 | 2 | 2001 |
| Indiana University | Academic/Hospital | 4 | 1 | 2 | 2008 |
| Merck | For profit | 4 | 0 | 2 | 2015 |
| Celerion | For profit | 3 | 0 | 1 | 2016 |
| State University of New York, Buffalo | Academic/Hospital | 3 | 0 | 2 | 2008 |
| University of North Carolina at Chapel Hill | Academic/Hospital | 3 | 3 | 2 | 2018 |
| Yale University | Academic/Hospital | 3 | 0 | 2 | 2017 |
| Bristol-Myers Squibb | For profit | 2 | 0 | 1 | 2017 |
| ECOG-ACRIN Cancer Research Group | Academic/Hospital | 2 | 0 | 2 | 2006 |
| EddingPharm Oncology Co., LTD. | For profit | 2 | 2 | 2 | 2016 |
| Harvard University | Academic/Hospital | 2 | 0 | 1 | 2015 |
| Hoosier Cancer Research Network | Academic/Hospital | 2 | 2 | 1 | 2018 |
| Roche | For profit | 2 | 1 | 1 | 2016 |
| SCRI Development Innovations | For profit | 2 | 0 | 1 | 2008 |
| University of Pennsylvania | Academic/Hospital | 2 | 2 | 2 | 2017 |
| AstraZeneca | For profit | 1 | 0 | 1 | 2019 |
| Bayer | For profit | 1 | 1 | 1 | 2004 |
| Baylor University | Academic/Hospital | 1 | 0 | 1 | 2007 |
49 organizations
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