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Key Documents

P8624

Sigma-Aldrich

Pirarubicin

≥95% (HPLC)

Synonym(s):

THP

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About This Item

Empirical Formula (Hill Notation):
C32H37NO12
CAS Number:
Molecular Weight:
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

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Elena Lazzeri et al.
Nature communications, 9(1), 1344-1344 (2018-04-11)
Acute kidney injury (AKI) is considered largely reversible based on the capacity of surviving tubular cells to dedifferentiate and replace lost cells via cell division. Here we show by tracking individual tubular cells in conditional Pax8/Confetti mice that kidney function
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
Kenneth Scott Brimble et al.
BMJ open, 10(2), e032838-e032838 (2020-02-19)
Chronic kidney disease (CKD) is common; therefore, coordination of care between primary care and nephrology is important. Ontario Renal Network's KidneyWise toolkit was developed to provide guidance on the detection and management of people with CKD in primary care (www.kidneywise.ca).
Matthieu Bourderioux et al.
Journal of proteome research, 14(1), 567-577 (2014-11-05)
Cystinuria is a purely renal, rare genetic disease caused by mutations in cystine transporter genes and characterized by defective cystine reabsorption leading to kidney stones. In 14% of cases, patients undergo nephrectomy, but given the difficulty to predict the evolution
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

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