DACTINOMYCIN

Synonyms. Dactinomycin; Actinomycin D; 2-Amino-N,N'- bis(hexadecahydro-2,5,9-trimethyl-6,13- bis(1-methylethyl)- 1,4,7,11,14-pentaoxo-1H-pyrrolo (2,1-i) (1,4,7,10,13)oxatetra- azacyclohexadecin- 10-yl)-4,6-dimethyl-3-oxo-3H- phenoxazine-1,9-dicarboxamide; ACT D; Actinomycin 11 cosmegen; Actinomycin 7; Actinomycin A IV; Actinomycin Aiv; Actinomycin C1; Cosmegen Lyovac; Dactinomicina; Dactinomycin D; Dactinomycine; Dactinomycinum; Dilactone actinomycin D acid; Dilactone actinomycindioic D acid; Lyovac cosmegen; Lyovac-Cosmegen; Meractinomycin;

DACTINOMYCIN

 

PRODUCT IDENTIFICATION

CAS RN

50-76-0

EINECS RN

200-063-6

FORMULA

C62H86N12O16

MOLE WEIGHT

1255.42

H.S CODE

 2941.90.1050

SMILES

 Cc1ccc(c2c1oc-3c(c(=O)c(c(c3n2)C (=O)N[C@H]4[C@H](OC(=O)[C@@ H](N(C (=O)CN(C(=O)[C@@H]5C CCN5 C(=O) [C@H](NC4=O)C(C)C)C) C)C(C)C)C)N)C)C(=O)N[C@H]6[C@H] (OC(=O)[C@@H](N(C(=O)CN(C(=O) [C@@H] 7CCCN7C(=O)[C@H](NC6=O) C(C)C)C)C)C(C)C)C

CLASSIFICATION

Antibacterial, Anti-Infective, Nucleic acid synthesis inhibitor, Protein synthesis inhibitor, Polypeptide antibiotic

EXTRA NOTES

 A compound composed of a two cyclic peptides attached to a phenoxazine that is derived from streptomyces parvullus. It binds to DNA and inhibits RNA synthesis (transcription), with chain elongation more sensitive than initiation, termination, or release. As a result of impaired mRNA production, protein synthesis also declines after dactinomycin therapy.
Overall Carcinogenic Evaluation: Group 3

 

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE

white crystalline powder

MELTING POINT

251 - 253 C 

BOILING POINT

 

DENSITY

 

SOLUBILITY IN WATER

Insoluble

SOLVENT SOLUBILITY Soluble in ethanol, isopropanol, slightly soluble in methanol

VAPOR DENSITY

 

log P(octanol-water)

 -0.91

VAPOR PRESSURE

  

AUTOIGNITION TEMP

  
pH

 

REFRACTIVE INDEX

 

FLASH POINT

 

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

INCOMPATIBLE MATERIALS

Strong acids, Strong bases, Strong oxidizing agents, Exposure to moisture

POLYMERIZATION

Has not been reported

NFPA RATINGS

Health: 3,Flammability: 0, Reactivity: 1

 

EXTERNAL LINKS & GENERAL DESCRIPTION

Wikipedia Linking - Dactinomycin

Google Scholar Search - Dactinomycin

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

PubChem Compound Summary - Dactinomycin

Drug Bank -  Dactinomycin

KEGG (Kyoto Encyclopedia of Genes and Genomes) - Dactinomycin

http://www.ebi.ac.uk/ - Dactinomycin

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

http://www.bccancer.bc.ca/
MECHANISM OF ACTION:Dactinomycin is an antineoplastic antibiotic derived from Streptomyces parvullus.3 Stable complexes are formed with DNA through intercalation and DNA-dependent RNA synthesis is selectively inhibited. Protein and DNA synthesis are inhibited to a lesser extent. Dactinomycin is cell cycle phase-nonspecific. Dactinomycin is an immunosuppressive agent.

http://www.sigmaaldrich.com/
Application: Actinomycin D is used as a selection agent and is used in banding techniques to differentiate between different regions of chromosomes. Actinomycin induces apoptosis and is used as a potent antitumor agent. Biochem/physiol Actions: An antineoplastic antibiotic that inhibits cell proliferation by forming a stable complex with DNA and blocking the movement of RNA polymerase which interferes with DNA-dependent RNA synthesis. Induces apoptosis. Potent antitumor agent. For cell culture applications, actinomycin D is used as a selection agent and is used in banding techniques to differentiate between different regions of chromosomes.

 

SALES SPECIFICATION

APPEARANCE

white crystalline powder
ASSAY 98.0% ~ 102.0%
LOSS ON DRYING

2.0% max
RESIDUE ON IGNITION

0.5% max

RELATED SUBSTANCES

2.0% max
HEAVY METALS

20ppm max
ABSORPTION 325nm ~ 327nm
ABSORBANCE

0.32 ~ 0.38 (Ratio A1/A2)

SOLUTION STATE

clear blue (in Ethanol with KOH), clear yellow (in Ethanol with Sodium Hydrosulfite),

WATER CONTENT 0.5% max

 

TRANSPORT & REGULATORY INFORMATION

UN NO.

3462

HAZARD CLASS

 6.1
PACKING GROUP II

 

SAFETY INFORMATION

HAZARD OVERVIEW

Highly Toxic (USA). Very toxic by inhalation, in contact with skin and if swallowed. Irritating to eyes, respiratory system and skin. Possible sensitizer. Target organ(s): Liver. Bone marrow. Light sensitive. Moisture sensitive. Cause eye irritation. Causes skin irritation. May be harmful if absorbed through the skin. May cause irritation of the digestive tract. May be harmful if swallowed. Causes respiratory tract irritation. May be harmful if inhaled.

GHS

  

SIGNAL WORD

Danger

PICTOGRAMS

 

HAZARD STATEMENTS

H300-H310-H315-H319-H330-H335

P STATEMENTS

P260-P264-P280-P284-P301 + P310-P302 + P350

EC DIRECTIVES

 

HAZARD CODES

T+ Very toxic

RISK PHRASES

 26/27/28-36/37/38

SAFETY PHRASES

 26-28-36/37-45

 

PACKING