Pirarubicin

  • CAT Number: A000632
  • CAS Number: 72496-41-4
  • Molecular Formula: C32H37NO12
  • Molecular Weight: 627.64
  • Purity: ≥95%
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Pirarubicin 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.

Catalog Number A000632
CAS Number 72496-41-4
Molecular Formula

C32H37NO12

Purity 95%
Target Topoisomerase
Solubility >7.65mg/mL in DMSO
Storage -20°C
InChIKey KMSKQZKKOZQFFG-HSUXVGOQSA-N
Reference

1: Miyamoto K, Ito A, Wakabayashi M, Eba J, Arai Y, Nishiyama H, Sugimoto M,
Yamashita R, Kakehi Y; Urologic Oncology Study Group of the Japan Clinical
Oncology Group. A Phase III trial of a single early intravesical instillation of
pirarubicin to prevent bladder recurrence after radical nephroureterectomy for
upper tract urothelial carcinoma (JCOG1403, UTUC THP Phase III). Jpn J Clin
Oncol. 2017 Nov 9:1-4. doi: 10.1093/jjco/hyx158. [Epub ahead of print] PubMed
PMID: 29136187.
<br>

2: Islam W, Fang J, Etrych T, Chytil P, Ulbrich K, Sakoguchi A, Kusakabe K, Maeda
H. HPMA Copolymer Conjugate with Pirarubicin: In Vitro and Ex Vivo Stability and
Drug Release study. Int J Pharm. 2017 Nov 10. pii: S0378-5173(17)31055-4. doi:
10.1016/j.ijpharm.2017.11.011. [Epub ahead of print] PubMed PMID: 29133205.
<br>

3: Wang YD, Zhang Y, Sun B, Leng XW, Li YJ, Ren LQ. Cardioprotective effects of
rutin in rats exposed to pirarubicin toxicity. J Asian Nat Prod Res. 2017 Oct
27:1-13. doi: 10.1080/10286020.2017.1394292. [Epub ahead of print] PubMed PMID:
29078725.
<br>

4: Mizutani H, Hotta S, Nishimoto A, Ikemura K, Miyazawa D, Ikeda Y, Maeda T,
Yoshikawa M, Hiraku Y, Kawanishi S. Pirarubicin, an Anthracycline Anticancer
Agent, Induces Apoptosis Through Generation of Hydrogen Peroxide. Anticancer Res.
2017 Nov;37(11):6063-6069. PubMed PMID: 29061786.
<br>

5: Jiang B, Dong Y, He H, Han C. Application of pirarubicin photosensitizer
fluorescence cystoscopy in early detection of bladder cancer. Oncol Lett. 2017
Sep;14(3):3309-3312. doi: 10.3892/ol.2017.6570. Epub 2017 Jul 12. PubMed PMID:
28927081; PubMed Central PMCID: PMC5588036.
<br>

6: Fang Z, Wang Y, Li H, Yu S, Liu Z, Fan Z, Chen X, Wu Y, Pan X, Li X, Wang C.
Combination Treatment of Citral Potentiates the Efficacy of Hyperthermic
Intraperitoneal Chemoperfusion with Pirarubicin for Colorectal Cancer. Mol Pharm.
2017 Oct 2;14(10):3588-3597. doi: 10.1021/acs.molpharmaceut.7b00652. Epub 2017
Sep 6. PubMed PMID: 28841022.

<br>
7: Etrych T, Tsukigawa K, Nakamura H, Chytil P, Fang J, Ulbrich K, Otagiri M,
Maeda H. Comparison of the pharmacological and biological properties of HPMA
copolymer-pirarubicin conjugates: A single-chain copolymer conjugate and its
biodegradable tandem-diblock copolymer conjugate. Eur J Pharm Sci. 2017 Aug
30;106:10-19. doi: 10.1016/j.ejps.2017.05.031. Epub 2017 May 18. PubMed PMID:
28528285.
<br>

8: Wang Y, Zhang Y, Sun B, Tong Q, Ren L. Rutin Protects against
Pirarubicin-Induced Cardiotoxicity through TGF-β1-p38 MAPK Signaling Pathway.
Evid Based Complement Alternat Med. 2017;2017:1759385. doi: 10.1155/2017/1759385.
Epub 2017 Mar 6. PubMed PMID: 28367221; PubMed Central PMCID: PMC5358477.
<br>

9: Deng C, Jia M, Wei G, Tan T, Fu Y, Gao H, Sun X, Zhang Q, Gong T, Zhang Z.
Inducing Optimal Antitumor Immune Response through Coadministering iRGD with
Pirarubicin Loaded Nanostructured Lipid Carriers for Breast Cancer Therapy. Mol
Pharm. 2017 Jan 3;14(1):296-309. doi: 10.1021/acs.molpharmaceut.6b00932. Epub
2016 Dec 12. PubMed PMID: 27936775.

<br>
10: Nakamura H, Koziolová E, Chytil P, Tsukigawa K, Fang J, Haratake M, Ulbrich
K, Etrych T, Maeda H. Pronounced Cellular Uptake of Pirarubicin versus That of
Other Anthracyclines: Comparison of HPMA Copolymer Conjugates of Pirarubicin and
Doxorubicin. Mol Pharm. 2016 Dec 5;13(12):4106-4115. Epub 2016 Nov 21. PubMed
PMID: 27934482.

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