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Bisantrene

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Bisantrene Basic information

Product Name:
Bisantrene
Synonyms:
  • BISANTRENE
  • BISANTRENE HCL
  • 9,10-An-thracenedicarboxaldehyde bis[(4,5-dihydro-1H-imidazol-2-y1)hydrazone]
  • 9,10-Anthracenedicarboxaldehyde bis(2-imidazolin-2-ylhydrazone)
  • 9,10-Bis((2-(4,5-dihydro-1H-iMidazol-2-yl)hydrazono)Methyl)anthracene
  • Bis((4,5-dihydro-1H-imidazol-2-yl)hydrazone)-9,10-anthracenedicarboxaldehyde dihydrochloride
  • ADAH
  • CL-216942
CAS:
78186-34-2
MF:
C22H22N8
MW:
398.46
Mol File:
78186-34-2.mol
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Bisantrene Chemical Properties

Boiling point:
646.3±65.0 °C(Predicted)
Density 
1.41±0.1 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
solubility 
deionized water: soluble8mg/mL
form 
solid
pka
9.78±0.10(Predicted)
color 
Orange to red
InChIKey
NJSMWLQOCQIOPE-OCHFTUDZSA-N
SMILES
C1(/C=N/NC2=NCCN2)=C2C=CC=CC2=C(/C=N/NC2=NCCN2)C2C=CC=CC1=2
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Safety Information

Hazard Codes 
Xn,N
Risk Statements 
22-50/53
Safety Statements 
60-61
RIDADR 
UN 2811 6.1 / PGIII
WGK Germany 
3
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Bisantrene Usage And Synthesis

Originator

Bisantrene hydrochloride,ZYF Pharm Chemical

Uses

Antineoplastic.

Definition

ChEBI: A hydrazone resulting from the formal condensation of both of the aldehyde groups of anthracene-9,10-dicarbaldehyde with 2-hydrazinyl-4,5-dihydro-1H-imidazole.

Manufacturing Process

A 33.0 g (0.135 mole) of 2-methylthio-2-imidazoline hydroiodide is dissolved in 300 ml of water and treated with 8 ml (0.16 mole) of hydrazine hydrate. The mixture is stirred at room temperature for 20 hours and then taken to dryness under reduced pressure. The residue is dissolved in 250 ml of water and again taken to dryness under reduced pressure. The residue is redissolved in 250 ml of water and added to a mixture of 250 ml of water, 25 ml of concentrated hydrochloric acid and 25 g of silver oxide. The resulting mixture is stirred on a steam bath for 4 hours and then filtered. The filtrate is reduced to dryness under reduced pressure. The residue is dissolved in 300 ml of ethanol and 20 ml of water at the boil, clarified and cooled at -10°C. The precipitate is collected, washed with ethanol and ether and dried at 60°C and then 110°C under reduced pressure. Yield of the 2-hydrazino-2- imidazoline hydrochloride 11.6 g, melting point 177-180°C.
The 2-hydrazino-2-imidazoline monohydrochloride is converted to the dihydrochloride by treatment with ethanol and concentrated hydrochloric acid. A suspension of 3.46 g of the 2-hydrazino-2-imidazoline dihydrochloride and 2.34 g of 9,10-anthracenedicarboxaldehyde in 100 ml of ethanol is stirred and heated under reflux for two hours. The mixture is cooled and the solid is collected and washed with ethanol giving the desired product as a crystalline orange solid, m.p. 288-289°C (dec.).

Therapeutic Function

Antineoplastic

Bisantrene Preparation Products And Raw materials

Raw materials

BisantreneSupplier

Shanghai Boyle Chemical Co., Ltd.
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LGM Pharma
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1-(800)-881-8210
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inquiries@lgmpharma.com
Sichuan Wei Keqi Biological Technology Co., Ltd.
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028-81700200 18116577057
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3003855609@qq.com
Shanghai Lollane Biological Technology Co.,Ltd.
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021-52996696,15000506266 15000506266
ShangHai Biochempartner Co.,Ltd
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177-54423994 17754423994
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2853530910@QQ.com