ETOPOSIDE

Synonyms. Etoposide; 4'-Demethylepipodophyllotoxin; 4'-Demethylepipodophyllotoxin; 9-(4,6-O-(R)-ethylidene-beta-D-glucopyranoside); 9-(4,6-O-ethylidene-beta-D-glucopyranoside); 4'-O-Demethyl-1-O-(4,6-O-ethylidene-beta-D-glucopyranosyl)epipodophyllotoxin; (-)-Etoposide; 4-Demethylepipodophyllotoxin beta-D-ethylideneglucoside; 9-((4,6-O-Ethylidine-beta-D- glucopyranosyl)oxy)- 5,8,8a,9-tetrahydro-5-(4- hydroxy- 3,4-dimethyloxy phenyl ) furo (3',4'':6,7) naptho-(2,3-d)-1,3-dioxol-6 (5aH)-one; 4'-Demethylepipodophyllotoxin-beta-D-ethyliden-glucoside; Etopophos phosphate salt; Etoposido; Etoposidum;

ETOPOSIDE

(Click for original image)

 

PRODUCT IDENTIFICATION

CAS RN

33419-42-0

EINECS RN

251-509-1

FORMULA

 C29H32O13

MOLE WEIGHT

588.56

H.S CODE

 2938.90.0000

SMILES

 c12c(c(c3C(c4ccccc4C(c3c2O)=O)=O)O)C[C@](C(C)=O)(O)C [C@@H]1O [C@@H ]1C[C@@H]([C@@H](O)[C@@H](O1)C)N.Cl

CLASSIFICATION

Antineoplastic, Topoisomerase II Inhibitor, Podophyllotoxin derivative

EXTRA NOTES

 A semisynthetic derivative of PODOPHYLLOTOXIN that exhibits antitumor activity. Etoposide inhibits DNA synthesis by forming a complex with topoisomerase II and DNA. This complex induces breaks in double stranded DNA and prevents repair by topoisomerase II binding. Accumulated breaks in DNA prevent entry into the mitotic phase of cell division, and lead to cell death. Etoposide acts primarily in the G2 and S phases of the cell cycle. (www.ncbi.nlm.nih.gov/)
Overall Carcinogenic Evaluation: 2A
Other RN: 35317-32-9, 51854-34-3, 76576-58-4, 121471-01-0, 136598-18-0, 201594-04-9

 

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE.

white crystalline powder

MELTING POINT

236 ~ 251 C

BOILING POINT

 

DENSITY

 

SOLUBILITY IN WATER

Sparingly soluble

SOLVENT SOLUBILITY Soluble in DMSO, methanol

VAPOR DENSITY

 

log P(octanol-water)

 0.6

VAPOR PRESSURE

  

AUTOIGNITION TEMP

  
pH

 

REFRACTIVE INDEX

 

FLASH POINT

 

 
STABILITY AND REACTIVITY
STABILITY Stable under normal conditions. Hygroscopic and light sensitive

INCOMPATIBLE MATERIALS

Strong oxidizing agents.

POLYMERIZATION

Has not been reported

NFPA RATINGS

Health: 3,Flammability: 0, Reactivity: 0

 

EXTERNAL LINKS & GENERAL DESCRIPTION

Wikipedia Linking - Etoposide

Google Scholar Search - Etoposide

Drug Information Portal (U.S. National Library of Medicine) - Etoposide

PubChem Compound Summary - Etoposide

Drug Bank -  Etoposide

KEGG (Kyoto Encyclopedia of Genes and Genomes) - Etoposide

http://www.ebi.ac.uk/ - Etoposide

http://www.ncbi.nlm.nih.gov/ - Etoposide

http://toxnet.nlm.nih.gov/
Hazardous Substances Data Bank - Etoposide

http://www.sigmaaldrich.com/
Etoposide is an antitumor agent that complexes with topoisomerase II and DNA to enhance double-strand and single-strand cleavage of DNA and reversibly inhibit religation. Blocks the cell cycle in in S-phase and G2-phase of the cell cycle; induces apoptosis in normal and tumor cell lines; inhibits synthesis of the oncoprotein Mdm2 and induces apoptosis in tumor lines that overexpress Mdm2

 

SALES SPECIFICATION

APPEARANCE

 white crystalline powder

IDENTIFICATION

positive (Test A,B)

ASSAY

95.0 ~ 105.0%

SPECIFIC ROTATION

+110° ~ +118°

HEAVY METALS

20ppm max

WATER

6.0% max

RESIDUE ON IGNITION

0.1% max

RELATED SUBSTANCES

Lignan P 0.5% max
Picrotoposide 1.0% max

 

TRANSPORT & REGULATORY INFORMATION

UN NO.

3249

HAZARD CLASS

 6.1
PACKING GROUP II

 

SAFETY INFORMATION

HAZARD OVERVIEW

OSHA Hazards: Carcinogen, Target Organ Effect, Harmful by ingestion. Target Organs: Bone marrow, BloodBone marrow, Blood. Harmful if swallowed. May cause cancer.

GHS

  

SIGNAL WORD

Danger

PICTOGRAMS

HAZARD STATEMENTS

H302-H350

P STATEMENTS

P201-P308 + P313

EC DIRECTIVES

 

HAZARD CODES

T

RISK PHRASES

22-45

SAFETY PHRASES

 45-53

 

PACKING