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30450

Sigma-Aldrich

Daunorubicin hydrochloride

≥90% (HPLC)

Sinónimos:

Daunomycin hydrochloride

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About This Item

Fórmula empírica (notación de Hill):
C27H29NO10 · HCl
Número de CAS:
23541-50-6
Peso molecular:
563.98
Beilstein/REAXYS Number:
4229221
EC Number:
245-723-4
MDL number:
MFCD04974507
UNSPSC Code:
51102829
PubChem Substance ID:
57648441
NACRES:
NA.85

biological source

synthetic

Quality Level

200

assay

≥90% (HPLC)

form

powder

color

red to deep red

antibiotic activity spectrum

neoplastics

mode of action

DNA synthesis | interferes

storage temp.

2-8°C

SMILES string

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

InChI

1S/C27H29NO10.ClH/c1-10-22(30)14(28)7-17(37-10)38-16-9-27(35,11(2)29)8-13-19(16)26(34)21-20(24(13)32)23(31)12-5-4-6-15(36-3)18(12)25(21)33;/h4-6,10,14,16-17,22,30,32,34-35H,7-9,28H2,1-3H3;1H/t10-,14-,16-,17-,22+,27-;/m0./s1

InChI key

GUGHGUXZJWAIAS-QQYBVWGSSA-N

Gene Information

human ... TOP2A(7153)

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General description

Chemical structure: aminoglycoside

Application

Daunorubicin hydrochloride is used in photostability, antileukemic, and drug metabolism studies.

Biochem/physiol Actions

On binding to DNA, daunomycin intercalates, with its daunosamine residue directed toward the minor groove. Daunomycin effectively binds to every 3 base pairs which causes unwinding.
Potent anticancer agent. Inhibits DNA and RNA synthesis as sequence specific ds-DNA intercalating agent.

Packaging

5 mg, 25 mg

Other Notes

Keep container tightly closed in a dry and well-ventilated place. Hygroscopic. Store under inert gas.

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Carc. 2 - Muta. 2 - Repr. 1B

Storage Class

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

wgk_germany

WGK 3

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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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Photoprotection of Daunorubicin Hydrochloride with Sodium Sulfite.
Mohammad S. Islam* and Ahmed F. Asker
Journal of Pharmaceutical Sciences, 49, 122-126 (1995)
Kevin W H Yee et al.
Blood, 104(13), 4202-4209 (2004-08-12)
Fetal liver tyrosine kinase 3 internal tandem duplication (FLT3 ITD) mutations are the most common molecular abnormality associated with adult acute myeloid leukemia (AML). To exploit this molecular target, a number of potent and specific FLT3 kinase inhibitors have been
S Park et al.
Leukemia, 27(7), 1479-1486 (2013-01-17)
The mTORC1 signaling pathway is constitutively activated in almost all acute myelogenous leukemia (AML) patients. We conducted a phase Ib trial combining RAD001 (everolimus), an allosteric inhibitor of mTORC1, and conventional chemotherapy, in AML patients under 65 years of age
I-Shan Hsieh et al.
Molecular pharmacology, 83(5), 968-977 (2013-02-26)
Multidrug resistance is a major cause of chemotherapy failure. Recent studies indicate that drug resistance can be rapidly induced by some soluble factors, such as cytokines, chemokines, growth factors, and cell adhesion factors in the tumor microenvironment. Osteopontin (OPN), an
Onkar S Bains et al.
The Journal of pharmacology and experimental therapeutics, 347(2), 375-387 (2013-09-03)
The role of metabolism in daunorubicin (DAUN)- and doxorubicin (DOX)-associated toxicity in cancer patients is dependent on whether the parent drugs or major metabolites, doxorubicinol (DOXol) and daunorubicinol (DAUNol), are the more toxic species. Therefore, we examined whether an association
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