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Merck

P8624

Sigma-Aldrich

Pirarubicin

≥95% (HPLC)

Sinónimos:

THP

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About This Item

Fórmula empírica (notación de Hill):
C32H37NO12
Número de CAS:
Peso molecular:
627.64
MDL number:
UNSPSC Code:
51281913
PubChem Substance ID:
NACRES:
NA.85

Quality Level

assay

≥95% (HPLC)

form

powder

solubility

ethanol: soluble 25 mg/mL

antibiotic activity spectrum

neoplastics

mode of action

DNA synthesis | interferes
enzyme | inhibits

shipped in

wet ice

storage temp.

2-8°C

SMILES string

COc1cccc2C(=O)c3c(O)c4C[C@](O)(C[C@H](O[C@H]5C[C@H](N)[C@H](OC6CCCCO6)[C@H](C)O5)c4c(O)c3C(=O)c12)C(=O)CO

InChI

1S/C32H37NO12/c1-14-31(45-21-8-3-4-9-42-21)17(33)10-22(43-14)44-19-12-32(40,20(35)13-34)11-16-24(19)30(39)26-25(28(16)37)27(36)15-6-5-7-18(41-2)23(15)29(26)38/h5-7,14,17,19,21-22,31,34,37,39-40H,3-4,8-13,33H2,1-2H3/t14-,17-,19-,21?,22-,31+,32-/m0/s1

InChI key

KMSKQZKKOZQFFG-NCXNULAVSA-N

Application

Pirarubicin is used to study synergistic cytotoxicity and apoptosis of cancer cells. It is used to study how to protect multi-drug resistance cells from anthracycline induced cytotoxicity.

Biochem/physiol Actions

Pirarubicin, an anthracycline antibiotic that is an analog of doxorubicin, is an antineoplastic drug. Pirarubicin is transported into cells via a sodium-dependent nucleoside transporter.1,2 It is used to intercalate DNA and inhibit the activity of topoisomerase II and induce DNA crosslinking.

Packaging

10mg,25mg

Other Notes

Keep container tightly closed in a dry and well-ventilated place.

pictograms

Health hazard

signalword

Danger

Hazard Classifications

Carc. 1B - Muta. 1B - Repr. 1B

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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X X Wu et al.
Cancer research, 60(11), 2912-2918 (2000-06-13)
Anti-Fas monoclonal antibody (mAb) kills Fas-expressing cells by apoptosis. Several anticancer agents also mediate apoptosis and may share common intracellular pathways leading to apoptosis with Fas. Thus, we reasoned that combination treatment of drug-resistant cells with anti-Fas mAb and drugs
Akihiro Ito et al.
Journal of clinical oncology : official journal of the American Society of Clinical Oncology, 31(11), 1422-1427 (2013-03-06)
We evaluated the efficacy of a single early intravesical instillation of pirarubicin (THP) in the prevention of bladder recurrence after nephroureterectomy for upper urinary tract urothelial carcinoma (UUT-UC). From December 2005 to November 2008, 77 patients clinically diagnosed with UUT-UC
Romana J R Yanez et al.
PloS one, 12(8), e0183177-e0183177 (2017-08-12)
High-risk human papillomaviruses (hr-HPVs) cause cervical cancer, the fourth most common cancer in women worldwide. A HPV-16 candidate therapeutic vaccine, LALF32-51-E7, was developed by fusing a modified E7 protein to a bacterial cell-penetrating peptide (LALF): this elicited both tumour protection
Y Mizutani et al.
Clinical cancer research : an official journal of the American Association for Cancer Research, 5(9), 2605-2612 (1999-09-28)
Resistance to conventional anticancer chemotherapeutic agents remains one of the major problems in the treatment of bladder cancer. Hence, new therapeutic modalities are necessary to treat the drug-resistant cancers. Apo-2 ligand (Apo-2L) is member of the tumor necrosis factor ligand
R Belhoussine et al.
The journal of histochemistry and cytochemistry : official journal of the Histochemistry Society, 46(12), 1369-1376 (1998-11-17)
We used confocal microspectrofluorometry to investigate intracellular distribution of pirarubicin or THP-DOX in parental K562, CEM, and LR73 tumor cells and their corresponding multidrug-resistant (MDR) strains. Each spectrum of a recorded image was considered as a combination of cell autofluorescence

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