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Actinomycin D

Actinomycin D Structure
CAS No.
50-76-0
Chemical Name:
Actinomycin D
Synonyms
ad;DACTINOMYCIN;cosmegen;CACTINOMYCIN;actd;acto-d;nsc3053;AD(VAN);CS-2273;Cosmogen
CBNumber:
CB8853701
Molecular Formula:
C62H86N12O16
Molecular Weight:
1255.42
MOL File:
50-76-0.mol
Modify Date:
2023/9/4 17:31:24

Actinomycin D Properties

Melting point 251-253 °C
Boiling point 848°C (rough estimate)
Density 1.0757 (rough estimate)
refractive index 1.5700 (estimate)
Flash point 87℃
storage temp. 2-8°C
solubility ethanol, DMSO: Stable in aqueous solutions at 2-8 °C.soluble
pka 8.94±0.70(Predicted)
form powder
color red, powder
optical activity [α]/D alpha: 28/D (Rotation: -315 degrees (c=0.25% in methanol))
Water Solubility SOLUBLE
Merck 13,2828
BRN 605235
Stability Stable, but light sensitive, especially in dilute solution. Incompatible with strong acids, strong bases, strong oxidizing agents. Combustible.
CAS DataBase Reference 50-76-0(CAS DataBase Reference)
IARC 3 (Vol. 10, Sup 7) 1987
EPA Substance Registry System Actinomycin D (50-76-0)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS06,GHS08
Signal word  Danger
Hazard statements  H300-H350-H360FD
Precautionary statements  P201-P202-P264-P270-P280-P301+P310
Hazard Codes  T+
Risk Statements  28-61-40-45-26/27/28
Safety Statements  53-36/37/39-45-1-36/37-28-22
RIDADR  UN 3462 6.1/PG 2
WGK Germany  3
RTECS  AU1575000
8-10-21
HazardClass  6.1(a)
PackingGroup  II
HS Code  29419000
Toxicity LD50 oral in rat: 7200ug/kg
NFPA 704
0
4 0

Actinomycin D price More Price(16)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) A9415 Actinomycin D from Streptomyces sp., suitable for cell culture, ≥95% 50-76-0 2MG ₹7772.35 2022-06-14 Buy
Sigma-Aldrich(India) A9415 Actinomycin D from Streptomyces sp., suitable for cell culture, ≥95% 50-76-0 5MG ₹17785.48 2022-06-14 Buy
Sigma-Aldrich(India) A9415 Actinomycin D from Streptomyces sp., suitable for cell culture, ≥95% 50-76-0 10MG ₹34704.95 2022-06-14 Buy
Sigma-Aldrich(India) SBR00013 Actinomycin D, Ready Made Solution from Streptomyces sp., 2?mg/mL in DMSO 50-76-0 1ML ₹15388.1 2022-06-14 Buy
Sigma-Aldrich(India) A9415 Actinomycin D from Streptomyces sp., suitable for cell culture, ≥95% 50-76-0 25MG ₹54103.35 2022-06-14 Buy
Product number Packaging Price Buy
A9415 2MG ₹7772.35 Buy
A9415 5MG ₹17785.48 Buy
A9415 10MG ₹34704.95 Buy
SBR00013 1ML ₹15388.1 Buy
A9415 25MG ₹54103.35 Buy

Actinomycin D Chemical Properties,Uses,Production

Chemical Properties

Actinomycin D is a combustible, bright red crystalline solid.

Uses

Actinomycin D is the most studied member of a family of unique bicyclic depsipeptides produced by several Streptomyces species. The depsipeptides are linked by a heterocyclic benzoxazone "anchor" that gives the metabolites a highly distinctive red/orange colour. Actinomycin D exhibits potent antibiotic and antitumour activity via DNA intercalation leading to the inhibition of nucleic acid synthesis. Tumour cell death has been demonstrated to occur by apoptosis.

Indications

Dactinomycin (actinomycin D, Cosmegen) is one of a family of chromopeptides produced by Streptomyces. It is known to bind noncovalently to double-strand DNA by partial intercalation, inhibiting DNA-directed RNA synthesis. The drug is most toxic to proliferating cells, but it is not specific for any one phase of the cell cycle. Resistance to dactinomycin is caused by decreased ability of tumor cells to take up and retain the drug, and it is associated with cross-resistance to vinca alkaloids, the anthracyclines, and certain other agents (multidrug resistance).

General Description

Bright red rhomboid prisms or red powder.

Air & Water Reactions

Water soluble.

Reactivity Profile

Actinomycin D can react with strong oxidizing agents, strong acids and strong bases.

Fire Hazard

Flash point data for Actinomycin D are not available. Actinomycin D is probably combustible.

Biological Activity

Anti-neoplastic antibiotic. Inhibits RNA polymerase and is a potent inducer of apoptosis.

Mechanism of action

Dactinomycin is cleared rapidly from plasma, does not enter the brain, is not appreciably metabolized or protein bound, and is gradually excreted in both bile and urine.Virtually no drug is detected in CSF.

Clinical Use

Dactinomycin is used in curative combined treatment of Wilms’ tumor, Ewing’s sarcoma, rhabdomyosarcoma, and gestational choriocarcinoma. It is active in testicular tumors, lymphomas, melanomas, and sarcomas, although its use in most of these malignancies has been supplanted by other agents.

Side effects

The major side effects of dactinomycin are severe nausea, vomiting, and myelosuppression. Mucositis, diarrhea, alopecia, and radiation recall reactions may occur. The drug is immunosuppressive and carcinogenic.

Potential Exposure

An antibiotic product from streptomyces, used as anticancer and veterinary drug

Shipping

UN2811 Toxic solids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required.

Purification Methods

It crystallises as bright red rhombic crystals from absolute EtOH or from MeOH/EtOH (1:3). It will also crystallise from EtOAc/cyclohexane (m 246-247o dec), CHCl3/pet ether ( m 245-246o dec), and EtOAc/MeOH/*C6H6 (m 241-243o dec). Its solubility in MeCN is 1mg/mL. [] D varies from -296o to -327o (c 0.2, MeOH). max (MeOH) 445, 240nm (log  4.43, 4.49), max (MeOH, 10N HCl, 1:1) 477nm (log  4.21) and max (MeOH, 0.1N NaOH) 458, 344, 285 (log  3.05, 4.28, 4.13). It is HIGHLY TOXIC, light sensitive and anti-neoplastic. [Bullock & Johnson, J Chem Soc 3280 1957, Beilstein 27 III/IV 9642.]

Incompatibilities

Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides.

Actinomycin D Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 275)Suppliers
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Concord Biotech Limited +91-2714398200 +91-2714398200 Gujarat, India 22 58 Inquiry
Euroasia Trans Continental +91 22 56349035-36 New Delhi, India 519 47 Inquiry
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Pharmaffiliates Analytics and Synthetics P. Ltd +91-172-5066494 Haryana, India 6773 58 Inquiry
Medicea Impex Private Limited 07942544983 Nagpur, India 24 58 Inquiry
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]oxatetraazacyclohexadecin-10-yl]-4,6-dimethyl-3-oxo-3H-phenoxazine-1,9-dicarboxamide Actinomycin D, Actinomycin IV, Actinomycin C1, Dactinomycin Dactinomycin, DTM Actinomycin C1, Dactinomycin Actactinomycin A IV Cosmogen actinomycin7 actinomycinaiv actinomycindioicdacid,dilactone actinomycini(sub1) actinomycini1 actinomycinx1 acto-d chounghwamycinb dactinomycind dilactoneactinomycindacid dilactoneactinomycindioicdacid ediyl)))bis(n-methyl-l-valine)di-xi-lactone l-6,13-bis(1-methylethyl)-1,4,7,11,14-pentaoxo-1h-pyrrolo(2,1-i)(1,4,7,10,13)o lyovaccosmegen meractinomycin nci-c04682 nci-co4682 nsc3053 oncostatink ACTINOMYCIN D FROM STREPTOMYCES SP. ACTINOMYCIN D 98% FROM STREPTOMYCES PARVULUS ACTINOMYCIN D CELL CULTURE 3H-Phenoxazine-1,9-dicarboxamide, 2-amino-N,N'-bis(hexadecahydro-6,13-diisopropyl-2,5,9-trimethyl-1,4,7,11,14-pentaoxo-1H-pyrrolo[2,1-i][1,4,7,10,13]oxatetraazacyclohexadecin-10-yl)-4,6-dimethyl-3-oxo- 8-Amino-N-(2-amino-4,6-dimethyl-3-oxo-phenoxazin-1-yl)carbonyl-N'-[8-amino-4,6-dimethyl-7-oxo-9-[[3,6,10-trimethyl-7,14-bis(1-methylethyl)-2,5,8,12,15-pentaoxo-9-oxa-3,6,13,16-tetrazabicyclo[14.3.0]nonadec-11-yl]carbamoyl]phenoxazin-1-yl]carbonyl-4,6-dime Actinomycin D,93% Actinomycin DDactinomycin Actinomycin D(8CI,9CI) AD(VAN) Dactinomycin(USAN) 2-Amino-(N,N)-1-bis(hexadecahydro-6,13-diisopropyl-2,5,9-trimethyl-1,4,7,11,14-pentaoxo-1H-pyrrolo[2,1]-[1,4,7,10,13]oxatetraazacyclohexadecin-10-yl)-4,6-dimethyl-3-oxo-3H-phenoxazine-1,9-dicarboxamide Actinomycin D,Actinomycin C1, ActinomycinIV, Dactinomycin Dactinomycin (50 mg) ACTINOMYCIN D extrapure for biochemistry Actinomycin C1, ActinomycinIV, Dactinomycin 1-ethanediyl)imino(2-(1-methylethyl)-carbonylimino(2-(1-hydroxyethyl)-1-oxo- 1-oxo-2,1-ethanediyl)-1,2-pyrrolidinediylcarbonyl(methylimino)(1-oxo-2,1-ethan 3h-phenoxazine-1,9-dicarboxamide,2-amino-n,n’-bis(hexadecahydro-2,5,9-trimethy 6-dimethyl-3-oxo-xatetra-azacyclohexadecin-10-yl)- actd actinomycin-(thre-val-pro-sar-meval) actinomycin11cosmegen stereoisomerofn,n’-((2-amino-4,6-dimethyl-3-oxo-3h-phenoxazine-1,9-diyl)bis( Actinomycin C1 ACTINOMYCIN IV ACTINOMYCIN C, STREPTOMYCES CHRYSOMALLUS (-)-ACTINOMYCIN D ACTINOMYCIN D ACTINOMYCIN C ACTINOMYCIN C1 ACTINOMYCIN D FROM STREPTOMYCESSPECIES C ELL CULTUR ACTINOMYCIN D FROM STREPTOMYCES SPECIES ACTINOMYCIN D, FROM STREPTOMYCES SP., FO R FLUORESCENCE