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MilliporeSigma

30450

Daunorubicin hydrochloride

≥90% (HPLC)

Synonym(s):

Daunomycin hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C27H29NO10 · HCl
CAS Number:
Molecular Weight:
563.98
UNSPSC Code:
51102829
NACRES:
NA.85
PubChem Substance ID:
EC Number:
245-723-4
Beilstein/REAXYS Number:
4229221
MDL number:
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biological source

synthetic

Quality Level

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)

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.


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pictograms

Skull and crossbonesHealth hazard

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

WGK 3

ppe

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



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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
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



Global Trade Item Number

SKUGTIN
30450-25MG04061833267912
30450-5MG04061826666913