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30450

Sigma-Aldrich

Daunorubicin hydrochloride

≥90% (HPLC)

Sinonimo/i:

Daunomycin hydrochloride

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About This Item

Formula empirica (notazione di Hill):
C27H29NO10 · HCl
Numero CAS:
23541-50-6
Peso molecolare:
563.98
Beilstein:
4229221
Numero CE:
245-723-4
Numero MDL:
MFCD04974507
Codice UNSPSC:
51102829
ID PubChem:
57648441
NACRES:
NA.85

Origine biologica

synthetic

Saggio

≥90% (HPLC)

Forma fisica

powder

Colore

red to deep red

Spettro attività antibiotica

neoplastics

Modalità d’azione

DNA synthesis | interferes

Temperatura di conservazione

2-8°C

Stringa SMILE

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
GUGHGUXZJWAIAS-QQYBVWGSSA-N

Informazioni sul gene

human ... TOP2A(7153)

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Descrizione generale

Chemical structure: aminoglycoside

Applicazioni

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

Azioni biochim/fisiol

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.

Confezionamento

5 mg, 25 mg

Altre note

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

Pittogrammi

Skull and crossbonesHealth hazard
GHS06,GHS08

Avvertenze

Danger

Indicazioni di pericolo

H301,H341,H351,H360FD

Classi di pericolo

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

Codice della classe di stoccaggio

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

Classe di pericolosità dell'acqua (WGK)

WGK 3

Dispositivi di protezione individuale

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

Certificati d'analisi (COA)

Cerca il Certificati d'analisi (COA) digitando il numero di lotto/batch corrispondente. I numeri di lotto o di batch sono stampati sull'etichetta dei prodotti dopo la parola ‘Lotto’ 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
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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
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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
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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