Adriamycin , 97% , 23214-92-8

CAS NO.：23214-92-8

Empirical Formula: C27H29NO11

Molecular Weight: 543.53

MDL number: MFCD00869292

EINECS: 245-495-6

PRODUCT Properties

• Melting point: 205°C
• Boiling point: 617.77°C (rough estimate)
• Density: 1.3783 (rough estimate)
• refractive index: 1.6400 (estimate)
• storage temp.: Keep in dark place,Sealed in dry,2-8°C
• solubility: ≥27.2 mg/mL in DMSO; insoluble in EtOH; ≥24.8 mg/mL in H2O with ultrasonic
• form: solid
• pka: pKa 8.2 (Uncertain)
• Water Solubility: Soluble
• InChIKey: AOJJSUZBOXZQNB-XFGIOHMQNA-N
• SMILES: OC1C2C(C3=CC=CC(OC)=C3C(=O)C=2C(O)=C2[C@H](C[C@](O)(C(=O)CO)CC=12)O[C@]1([H])O[C@@H](C)[C@@H](O)[C@@H](N)C1)=O |&1:18,20,29,32,34,36,r|
• CAS DataBase Reference: 23214-92-8
• IARC: 2A (Vol. 10, Sup 7) 1987
• EPA Substance Registry System: Doxorubicin (23214-92-8)

Description and Uses

Doxorubicin (adriamycin) is the most extensively studied of a family of highly fluorescent anthracycline antibiotics produced by several Streptomyces species, first reported in 1967 and later approved for human therapeutic use as an antitumour agent for the treatment of a wide range of cancers. Doxorubicin also exhibits anti-HIV and antibacterial activity. The mode of action of doxorubicin is thought to be due to intercalation of DNA and inhibition of nucleic acid synthesis.

Safety

• Symbol(GHS): GHS07,GHS08
• Signal word: Danger
• Hazard statements: H302-H315-H319-H335-H350-H362
• Precautionary statements: P260-P263-P280
• HS Code: 2941900000
• Hazardous Substances Data: 23214-92-8(Hazardous Substances Data)
• Toxicity: An anthracycline cytotoxic antineoplastic that is produced by Streptomyces peucetius. The LD50 in mice is 9.4 mg/kg, i.v. It is a carcinogen that inhibits DNA and RNA synthesis by intercalating in double-stranded DNA with the amino sugar in the minor groove and the 90-OH group of the anthracycline ring hydrogen-bonded to the adjacent guanine. It also alters membrane fluidity and ion transport, and generates free radicals through a cytochrome P450-mediated reductive process. In humans, it causes alopecia, stomatitis, nausea, vomiting, diarrhea, cardiotoxicity (manifested by tachycardia), and potentially fatal congestive heart failure.