Doxorubicin Hydrochloride, Thermo Scientific Chemicals PROMO

Description

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.

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

Specifications

Chemical Identifiers

• CAS: 25316-40-9
• Molecular Formula: C27H30ClNO11
• Molecular Weight (g/mol): 579.98 g/mol
• MDL Number: MFCD00077757,MFCD00077757,MFCD00941448
• InChI Key: MWWSFMDVAYGXBV-FGBJBKNOSA-N
• Synonym: 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

• Melting Point: 216°C (decomposition)
• Color: Orange-Red
• Quantity: 10 mg
• Beilstein: 4229251
• Merck Index: 14,3439
• Solubility Information: Soluble in Water.
• Formula Weight: 579.99 g/mol
• Physical Form: Solid
• Chemical Name or Material: Doxorubicin hydrochloride

Safety and Handling

Hazard Category	H302-H315-H318-H335-H340-H350-H361fd
Hazard Statement	GHS H Statement: H350-H302. May cause cancer. Harmful if swallowed.
Precautionary Statement	P201-P202-P261-P264b-P270-P271-P281-P301+P312-P302+P352-P304+P340-P305+P351+P338-P308+P313-P310-P330-P332+P313-P362-P501c
EINECSNumber	246-818-3
RTECSNumber	QI9295900
TSCA	No
Recommended Storage	Ambient temperatures

RUO – Research Use Only