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

Chemistry & pharmacology

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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

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 IDPhaseStart dateSponsor(s)
NCT07178171Phase 1Nov 6, 2025Qilu Pharmaceutical Co., Ltd., Xijing Hospital
NCT06904183Phase 2Apr 1, 2025Anqing 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
NCT06714383Phase 2Nov 13, 2024Peking University
NCT05287308N/AMar 31, 2022Chinese Academy of Medical Sciences, Yiling Pharmaceutical Inc.
NCT05263219Phase 3Feb 10, 2022First 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
NCT04437160Phase 2Feb 1, 2020Chinese Academy of Medical Sciences
NCT04126811Phase 2Jun 1, 2019Tianjin Medical University
NCT03892330Phase 4Jun 1, 2019Shengjing Hospital
NCT03277716N/ADec 1, 2017Sun Yat-Sen University
NCT03342300Phase 2/Phase 3 (Phase 3)Nov 6, 2017Chinese Academy of Medical Sciences, Peking University, People's Liberation Army of China, Xijing Hospital
NCT03121833Phase 2May 1, 2017Nanjing Medical University, Tianjin Medical University
NCT03030157Phase 2Jan 1, 2017Jiao Tong University, Ningxia Medical University
NCT02923557Phase 2Nov 1, 2016Peking University
NCT02903524Phase 4Sep 1, 2016Hebei University
NCT02740426Phase 2Aug 1, 2016Peking University
NCT02585479Phase 2/Phase 3 (Phase 3)Oct 1, 2015Guangxi Medical University
NCT02875314Phase 4Sep 1, 2015Ohio State University, University of Southern California
NCT02547350Phase 2Sep 1, 2015Peking University
NCT02396043Phase 2Mar 1, 2015Sun Yat-Sen University
NCT02301091Phase 3Oct 1, 2014Sun Yat-Sen University
Showing 20 of 26 trials
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Organizations

Research & Development (34)

OrganizationOrg typeTrialsAs lead sponsorPhasesEarliest year
Peking UniversityAcademic/Hospital6532010
Sun Yat-Sen UniversityAcademic/Hospital6442010
Chinese Academy of Medical SciencesAcademic/Hospital4242010
People's Liberation Army of ChinaGovernment3222009
First People's Hospital of FoshanAcademic/Hospital2022022
Guangdong Medical UniversityAcademic/Hospital2022022
Guangzhou Medical UniversityAcademic/Hospital2222022
Jiao Tong UniversityAcademic/Hospital2222012
Tianjin Medical UniversityAcademic/Hospital2112017
Xiamen UniversityAcademic/Hospital2022022
Xijing HospitalAcademic/Hospital2122017
Anqing Municipal HospitalAcademic/Hospital1012025
Central South UniversityAcademic/Hospital1012010
Eastern Hepatobiliary Surgery HospitalAcademic/Hospital1112012
Fujian Medical UniversityAcademic/Hospital1012010
Guangxi Medical UniversityAcademic/Hospital1112015
Hainan People's HospitalAcademic/Hospital1012022
Harbin Medical UniversityAcademic/Hospital1012010
Hebei UniversityAcademic/Hospital1112016
Huizhou People's Central HospitalAcademic/Hospital1012025
34 organizations
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