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Doxorubicin hydrochloride

Codice prodotto. 15476139
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15476139 10 mg 10mg
15486139 50 mg 50mg
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Codice prodotto. 15476139 Fornitore Thermo Scientific Alfa Aesar N. del fornitore J64000.MA
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Descrizione

Doxorubicin hydrochloride, CAS # 25316-40-9, is the hydrochloride salt of doxorubicin, isolated from the bacterium Streptomyces peucetius, and is considered to be an anthracycline antibiotic with antineoplastic activity. | CAS: 25316-40-9 | C27H30ClNO11 | 579.98 g/mol

Antitumor antibiotic agent that inhibits DNA topoisomerase II.Doxorubicin hydrochloride is used as an antineoplastic, antibiotic agent that inhibits DNA topoisomerase. It also inhibits nucleic acid synthesis and induces apoptosis. It posses fluorescent property, which enable it for the measurement of drug efflux pump activities and the role of subcellular organelles (golgi and lysosome) in the sequestration of drugs.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

General Description

  • Doxorubicin hydrochloride, isolated from the bacterium Streptomyces peucetius, is an anthracycline antibiotic with antineoplastic activity and is related to daunorubicin
  • It can intercalate between base pairs in the DNA helix preventing DNA replication
  • It also inhibits the nucleic acid synthesis and can induce apoptosis
  • It can inhibit DNA topoisomerase II, resulting in an increased and stabilized cleavable enzyme-DNA linked complex during DNA replication, and prevents nucleotide strand ligation after double-strand breakage
  • Doxorubicin hydrochloride forms oxygen free radicals that result in cytotoxicity and lead to the lipid peroxidation of cell membrane lipids

Application

  • This compound displays a fluorescent property allowing the measurement of drug efflux pump activity and examining the role of subcellular organelles (Golgi complex and lysosome) in the sequestration of drugs
  • It has been used in cell viability assays
  • It is used as a drug in polymeric PLGA-based microparticulate drug delivery and to develop in vitro doxorubicin-resistant HepG2 cells (HepG2-DR) and K562 cells (K562-DR)
  • It is a substrate of the MRP1 transporter
TRUSTED_SUSTAINABILITY

Chemical Identifiers

CAS 25316-40-9
Formula molecolare C27H30ClNO11
Molecular Weight (g/mol) 579.98
Numero MDL MFCD00077757,MFCD00077757,MFCD00941448
InChI Key MWWSFMDVAYGXBV-FGBJBKNOSA-N
Sinonimo doxorubicin hydrochloride, adriamycin, doxorubicin hcl, adriacin, adriblastina, rubex, adriamycin hydrochloride, adriblastin, adriamycin pfs
PubChem CID 129626538
IUPAC Name hydrogen (8S,10S)-10-[(4-amino-5-hydroxy-6-methyloxan-2-yl)oxy]-6,8,11-trihydroxy-8-(2-hydroxyacetyl)-1-methoxy-5,7,8,9,10,12-hexahydrotetracene-5,12-dione chloride
SMILES [H+].[Cl-].COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@](O)(C[C@@H]3OC3CC(N)C(O)C(C)O3)C(=O)CO)C(O)=C1C2=O

Specifications

Materiale o nome chimico Doxorubicin hydrochloride
Punto di fusione 216°C (decomposition)
Colore Orange-Red
Quantità 10 mg
Beilstein 4229251
Indice di Merck 14,3439
Informazioni di solubilità Soluble in water.
Peso formulazione 579.99
Forma fisica Solid

Safety and Handling

compliance-icons compliance-icons compliance-icons
Product Identifier
  • Doxorubicin hydrochloride
 Signal Word
  • Pericolo
 Hazard Category
  • Tossicità acuta Categoria 4
  • Lesione oculare grave/irritazione oculare Categoria 1
  • Mutagenicità di cellule germinali Categoria 1A
  • Tossicità per la riproduzione Categoria 2
  • Corrosione/irritazione della pelle Categoria 2
  • Tossicità specifica per organi bersaglio (esposizione singola) Categoria 3
 Hazard Statement
  • H302-Nocivo se ingerito.
  • H315-Provoca irritazione cutanea.
  • H318-Provoca gravi lesioni oculari.
  • H335-Può irritare le vie respiratorie.
  • H340-Può provocare alterazioni genetiche.
  • H361fd-Sospettato di nuocere alla fertilità Sospettato di nuocere al feto.
 Precautionary Statement
  • P280-Indossare guanti/indumenti protettivi/Proteggere gli occhi/il viso.
  • P301+P330+P331-IN CASO DI INGESTIONE: sciacquare la bocca. NON provocare il vomito.
  • P302+P352-IN CASO DI CONTATTO CON LA PELLE: lavare abbondantemente con acqua/.
  • P304+P340-IN CASO DI INALAZIONE: trasportare l'infortunato all'aria aperta e mantenerlo a riposo in posizione che favorisca la respirazione.
  • P305+P351+P338-IN CASO DI CONTATTO CON GLI OCCHI: sciacquare accuratamente per parecchi minuti. Togliere le eventuali lenti a contatto se è agevole farlo. Continuare a sciacquare.
  • P310-Contattare immediatamente un CENTRO ANTIVELENI/un medico .
  • P332+P313-In caso di irritazione della pelle: consultare un medico.
 Supplemental information
  • MIXTURE LIST-Contain: Doxorubicin hydrochloride
SDS

RUO – Research Use Only

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