pirarubicin
Small moleculeexperimental
Pirarubicin (INN) is an anthracycline drug. An analogue of the anthracycline antineoplastic antibiotic doxorubicin. Pirarubicin intercalates into DNA and interacts with topoisomerase II, thereby inhibiting DNA replication and repair and RNA and protein synthesis. This agent is less cardiotoxic than doxorubicin and exhibits activity against some doxorubicin-resistant cell lines. — Wikipedia
Clinical trial activity
26 trials · 34 clinical orgs · 0 marketing orgs
Phase 1
1
Phase 2
15
Phase 3
6
Phase 4
5
Earliest trial started Sep 1, 2002 (NCT00131053)
Timeline
Indications
Approved for
Studied for
- Administration, Intravesical · Phase 2
- Breast Neoplasms · Phase 4
- Carcinoma, Hepatocellular · Phase 3
- Carcinoma, Transitional Cell · Phase 2
- Drug-Related Side Effects and Adverse Reactions · Phase 2/Phase 3
- Enteropathy-Associated T-Cell Lymphoma · Phase 4
- Lymphoma, B-Cell · Phase 4
- Lymphoma, Large-Cell, Anaplastic · Phase 4
- Lymphoma, T-Cell · Phase 4
- Medulloblastoma · Phase 4
- Multiple Myeloma · Phase 4
- Neoplasms, Germ Cell and Embryonal · Phase 4
- Nephroureterectomy · Phase 2
- Osteosarcoma · Phase 2
- Precursor Cell Lymphoblastic Leukemia-Lymphoma · Phase 2
- Progression-Free Survival · Phase 2/Phase 3
- Sarcoma · Phase 2
- Triple Negative Breast Neoplasms · Phase 2
- Urinary Bladder Diseases · Phase 2
- Wilms Tumor · Phase 4
Mechanism of action
- DNA topoisomerase IIINHIBITOR
DNA topoisomerase II inhibitor
Chemistry & pharmacology
Loading structure…
SMILES
COc1cccc2C(=O)c3c(O)c4C[C@](O)(C[C@H](O[C@H]5C[C@H](N)[C@H](O[C@H]6CCCCO6)[C@H](C)O5)c4c(O)c3C(=O)c12)C(=O)CO- Mol. weight
- 627.64 g/mol
- Lipinski Ro5
- 2 violation(s)
- Rule of 3
- No
- Chirality
- Single Stereoisomer
- Inorganic
- No
- Polymer
- No
Oral
No
Parenteral
No
Topical
No
Sources
- WikipediaPirarubicin ↗
- ChEMBLCHEMBL2354444 ↗
- ChEMBLCHEMBL1398373 ↗
Also known as
- 4'-o-tetrahydropyranyladriamycin
- 4'-o-tetrahydropyranyldoxorubicin
- 4'-o-tetrapyranyldoxorubicin
- 5,12-naphthacenedione, 10-((3-amino-2,3,6-trideoxy-4-o-(tetrahydro-2h-pyran-2-yl)-alpha-l-lyxo-hexopyranosyl)oxy)-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxy-, (8s-cis)-
- adriamycin, tetrahydropyranyl
- adriamycin, tetrahydropyranyl
- aventis brand of pirarubicin
- pinorubicin
- pirarubicin
- pirarubicin
- pirarubicin
- pirarubicin
- pirarubicin
- pirarubicin
- pirarubicin
- pirarubicin
- pirarubicin hydrochloride
- thepirubicin
- theprubicin
- theprubicin
- theprubicin
- théprubicine
- therarubicin
- therarubicin
- thp-adm
- thp-adm
- thp-adm
- thp-adriamycin
- thp-dox
- thp-doxorubicin
- thp-doxorubicin
- thp-doxorubicin
- thp-doxorubicin
Clinical trials
| NCT ID | Phase | Start date | Sponsor(s) |
|---|---|---|---|
| NCT07178171 | Phase 1 | Nov 6, 2025 | Qilu Pharmaceutical Co., Ltd., Xijing Hospital |
| NCT06904183 | Phase 2 | Apr 1, 2025 | Anqing Municipal Hospital, First People's Hospital of Foshan, Guangdong Medical University, Guangzhou Medical University, Huizhou People's Central Hospital, Jieyang People's Hospital, Xiamen University |
| NCT06714383 | Phase 2 | Nov 13, 2024 | Peking University |
| NCT05287308 | N/A | Mar 31, 2022 | Chinese Academy of Medical Sciences, Yiling Pharmaceutical Inc. |
| NCT05263219 | Phase 3 | Feb 10, 2022 | First People's Hospital of Foshan, Guangdong Medical University, Guangzhou Medical University, Hainan People's Hospital, Jiangmen Central Hospital, Maoming People's Hospital, Sun Yat-Sen University, Xiamen University |
| NCT04437160 | Phase 2 | Feb 1, 2020 | Chinese Academy of Medical Sciences |
| NCT04126811 | Phase 2 | Jun 1, 2019 | Tianjin Medical University |
| NCT03892330 | Phase 4 | Jun 1, 2019 | Shengjing Hospital |
| NCT03277716 | N/A | Dec 1, 2017 | Sun Yat-Sen University |
| NCT03342300 | Phase 2/Phase 3 (Phase 3) | Nov 6, 2017 | Chinese Academy of Medical Sciences, Peking University, People's Liberation Army of China, Xijing Hospital |
| NCT03121833 | Phase 2 | May 1, 2017 | Nanjing Medical University, Tianjin Medical University |
| NCT03030157 | Phase 2 | Jan 1, 2017 | Jiao Tong University, Ningxia Medical University |
| NCT02923557 | Phase 2 | Nov 1, 2016 | Peking University |
| NCT02903524 | Phase 4 | Sep 1, 2016 | Hebei University |
| NCT02740426 | Phase 2 | Aug 1, 2016 | Peking University |
| NCT02585479 | Phase 2/Phase 3 (Phase 3) | Oct 1, 2015 | Guangxi Medical University |
| NCT02875314 | Phase 4 | Sep 1, 2015 | Ohio State University, University of Southern California |
| NCT02547350 | Phase 2 | Sep 1, 2015 | Peking University |
| NCT02396043 | Phase 2 | Mar 1, 2015 | Sun Yat-Sen University |
| NCT02301091 | Phase 3 | Oct 1, 2014 | Sun Yat-Sen University |
Showing 20 of 26 trials
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Organizations
Research & Development (34)
| Organization | Org type | Trials | As lead sponsor | Phases | Earliest year |
|---|---|---|---|---|---|
| Peking University | Academic/Hospital | 6 | 5 | 3 | 2010 |
| Sun Yat-Sen University | Academic/Hospital | 6 | 4 | 4 | 2010 |
| Chinese Academy of Medical Sciences | Academic/Hospital | 4 | 2 | 4 | 2010 |
| People's Liberation Army of China | Government | 3 | 2 | 2 | 2009 |
| First People's Hospital of Foshan | Academic/Hospital | 2 | 0 | 2 | 2022 |
| Guangdong Medical University | Academic/Hospital | 2 | 0 | 2 | 2022 |
| Guangzhou Medical University | Academic/Hospital | 2 | 2 | 2 | 2022 |
| Jiao Tong University | Academic/Hospital | 2 | 2 | 2 | 2012 |
| Tianjin Medical University | Academic/Hospital | 2 | 1 | 1 | 2017 |
| Xiamen University | Academic/Hospital | 2 | 0 | 2 | 2022 |
| Xijing Hospital | Academic/Hospital | 2 | 1 | 2 | 2017 |
| Anqing Municipal Hospital | Academic/Hospital | 1 | 0 | 1 | 2025 |
| Central South University | Academic/Hospital | 1 | 0 | 1 | 2010 |
| Eastern Hepatobiliary Surgery Hospital | Academic/Hospital | 1 | 1 | 1 | 2012 |
| Fujian Medical University | Academic/Hospital | 1 | 0 | 1 | 2010 |
| Guangxi Medical University | Academic/Hospital | 1 | 1 | 1 | 2015 |
| Hainan People's Hospital | Academic/Hospital | 1 | 0 | 1 | 2022 |
| Harbin Medical University | Academic/Hospital | 1 | 0 | 1 | 2010 |
| Hebei University | Academic/Hospital | 1 | 1 | 1 | 2016 |
| Huizhou People's Central Hospital | Academic/Hospital | 1 | 0 | 1 | 2025 |
34 organizations
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