| Identification | Back Directory | [Name]
Bisantrene | [CAS]
78186-34-2 | [Synonyms]
ADAH
CS-2227
Zantrene
CL-216942
NSC-337766
BISANTRENE
Orange Crush
BISANTRENE HCL
Bisantrene, >96%
Bisantrene USP/EP/BP
Bisantrene dihydrochloride >=98% (HPLC)
9,10-Anthracenedicarboxaldehyde bis(2-imidazolin-2-ylhydrazone)
9,10-Bis((2-(4,5-dihydro-1H-iMidazol-2-yl)hydrazono)Methyl)anthracene
9,10-Anthracenedicarbaldehyde bis[(4,5-dihydro-1H-imidazol-2-yl)hydrazone]
9，10-An-thracenedicarboxaldehyde bis[(4，5-dihydro-1H-imidazol-2-y1)hydrazone]
Bis((4,5-dihydro-1H-imidazol-2-yl)hydrazone)-9,10-anthracenedicarboxaldehyde dihydrochloride | [Molecular Formula]
C22H22N8 | [MDL Number]
MFCD00872137 | [MOL File]
78186-34-2.mol | [Molecular Weight]
398.46 |
| Chemical Properties | Back Directory | [Boiling point ]
646.3±65.0 °C(Predicted) | [density ]
1.41±0.1 g/cm3(Predicted) | [storage temp. ]
room temp | [solubility ]
deionized water: soluble8mg/mL | [form ]
solid | [pka]
9.78±0.10(Predicted) | [color ]
Orange to red | [Water Solubility ]
deionized water: 8mg/mL | [InChIKey]
NJSMWLQOCQIOPE-OCHFTUDZSA-N | [SMILES]
C1(/C=N/NC2=NCCN2)=C2C=CC=CC2=C(/C=N/NC2=NCCN2)C2C=CC=CC1=2 |
| Safety Data | Back Directory | [Symbol(GHS) ]
 
GHS07,GHS09 | [Signal word ]
Warning | [Hazard statements ]
H302-H400 | [Precautionary statements ]
P273-P301+P312+P330 | [Hazard Codes ]
Xn,N | [Risk Statements ]
22-50/53 | [Safety Statements ]
60-61 | [RIDADR ]
UN 2811 6.1 / PGIII | [WGK Germany ]
3 | [Storage Class]
6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects | [Hazard Classifications]
Acute Tox. 4 Oral
Aquatic Acute 1 |
| Hazard Information | Back Directory | [Chemical Properties]
Bisantrene Dihydrochloride: C22H22N8-2HCl. [71439-68-4]. Obtained from ethanol as an orange crystalline solid. The hemihydrate melts at 288-289°C (decomposition). UV absorption maximum (water): 260, 415 nm (ε72700, 16300). | [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 | [Biological Activity]
Bisantrene dihydrochloride is an antineoplastic agentMDR1 substrateDNA intercalatorand topoisomerase II poison. Cancer cells th at develop resistance to bisantrene tend to overexpress P-glycoprotein. Bisantrene can be used to select for P-glycoprotein-mediated multiple drug resistance. The data suggest th at bisantrene is an excellent substrate for P-glycoprotein.''Bisantrene is an anthracene bishydrazone derivativewhich has antitumor activity. | [storage]
Store at -20°C |
|
| Company Name: |
Twochem Co.Ltd.
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| Telephone: |
021-58111628 15800915896 |
| Website: |
cn.twochem.com |
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