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Doxorubicin

Doxorubicin structure

CAS No:
23214-92-8
Formula:
C27H29NO11
Chemical Name:
Doxorubicin
Synonyms:
5,12-Naphthacenedione,10-[(3-amino-2,3,6-trideoxy-α-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(2-hydroxyacetyl)-1-methoxy-,(8S,10S)-;5,12-Naphthacenedione,10-[(3-amino-2,3,6-trideoxy-α-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxy-,(8S-cis)-;5,12-Naphthacenedione,10-[(3-amino-2,3,6-trideoxy-α-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxy-,(8S,10S)-;(8S,10S)-10-[(3-Amino-2,3,6-trideoxy-α-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(2-hydroxyacetyl)-1-methoxy-5,12-naphthacenedione;14-Hydroxydaunomycin;Doxorubicin;NSC 123127;Doxil;Caelyx;Evacet;PK 2;Biotransdox;Rubex;Hydroxydaunomycin;Hydroxydaunorubicin;Rubidox;(7S,9S)-7-[(2R,4S,5S,6S)-4-Amino-5-hydroxy-6-methyloxan-2-yl]oxy-6,9,1 1-trihydroxy-9-(2-hydroxyacetyl)-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione;Liporubicin;Oncodox;Caelix;Livatag;Ameisu;23257-17-2;24385-08-8;25311-50-6;29042-30-6;1394125-92-8
Categories:
Pharmaceutical Intermediates > Antineoplastics

Description

Doxorubicin is a cytotoxic anthracycline antibiotic for the treatment of multiple cancers. The possible mechanisms by which doxorubicin acts in the cancer cell are intercalation into DNA and disruption of topoisomerase-II-mediated DNA repair.

Doxorubicin Basic Attributes

Molecular Weight：

543.52

Exact Mass：

543.52

EC Number：

245-495-6

Characteristics

PSA：

206

XLogP3：

-0.5

Appearance：

orange to red powder

Density：

1.61 g/cm3

Melting Point：

204 °C

Flash Point：

443.8ºC

Refractive Index：

1.709

Water Solubility：

H2O: soluble

Storage Conditions：

-20°C

Vapor Pressure：

2.5X10-23 at 25 deg C (est)

Toxicity：

Peritoneal-rat LD50: 16 mg/kg; peritoneal-mouse LD50: 1.07 mg/kg

Flammability characteristics：

Flammable; burning releases toxic nitrogen oxides and hydrogen chloride fumes

Safety Information

Storage features：

Treasury is ventilated, low temperature and dry; stored separately from food materials

Stability/Shelf Life：

Neutral aq soln are stable at room temp

Precautionary statement(s)：

P201, P202, P264, P270, P281, P301+P312, P308+P313, P330, P405, P501

Hazard Statements：

H302

Toxicity

Toxicity class：

highly toxic

Doxorubicin Use and Manufacturing

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.

Drug Function and Efficacy

The drug can penetrate into cells, bind to chromosomes, and interfere with DNA and RNA synthesis and protein synthesis by inserting between DNA base pairs; at low concentrations, it can cleave DNA through topoisomerase II to destroy its structure; it is related to oxidation/reduction, producing cytotoxic compounds such as peroxides, active hydroxyl groups and hydrogen peroxide; it may also bind to lipids on cell membranes to affect multiple functions. Doxorubicin is active throughout the cell cycle, and has a significant anti-proliferative effect on rapidly proliferating tissues such as tumor tissues.

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

Doxorubicin Hydrochloride for Injection
Ingredients	The chemical name is: (8S,10S)-10-(3-amino-2,3,6-tridehydroxy-*-L-lyso-hexopyranoside)-8-ethanolyl-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-5,12-naphthalenedione hydrochloride. Molecular formula: C27H29O11N
Indication	When used in combination with cimetidine, the metabolism of this product can be slowed down. Taking it with foods high in tyramine (such as cheese) may cause high blood pressure.
Specifications	10mg (calculated as C27H29NO11.HCl)
Manufacturer	ShenZhen Main Luck Pharmaceuticals Inc

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API Doxorubicin Hydrochloride Raw Material Doxorubicin Hydrochloride HCl Purity Doxorubicin Hydrochloride 23214-92-8

CAS No.: 23214-92-8

Grade: Top Product

Content: 99%

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CAS No.: 23214-92-8

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