71439-68-4 Usage
Description
Bisantrene dihydrochloride, also known as Zantrene, is a cytostatic agent that is primarily used in the treatment of adult acute nonlymphocytic leukemia. It is an active compound against various types of cancer, including lymphoma, myeloma, bladder, lung, and advanced breast cancer. However, it is not effective against small-cell lung cancer, renal cancer, melanoma, or refractory adult acute leukemia.
Uses
Used in Antineoplastic Applications:
Bisantrene dihydrochloride is used as an antineoplastic agent for its effectiveness in treating adult acute nonlymphocytic leukemia and other specified cancers. It works by inhibiting the growth and proliferation of cancer cells, thus helping to control the progression of the disease.
Used in Pharmaceutical Industry:
Bisantrene dihydrochloride is used as a key component in the development of cancer treatment drugs. Its antineoplastic properties make it a valuable asset in the fight against various types of cancer, particularly those for which it has demonstrated activity.
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
Safety Profile
Mutation data reported. Whenheated to decomposition it emits toxic fumes of NOx andHCl.
Check Digit Verification of cas no
The CAS Registry Mumber 71439-68-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,1,4,3 and 9 respectively; the second part has 2 digits, 6 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 71439-68:
(7*7)+(6*1)+(5*4)+(4*3)+(3*9)+(2*6)+(1*8)=134
134 % 10 = 4
So 71439-68-4 is a valid CAS Registry Number.
InChI:InChI=1/C22H22N8.2ClH/c1-2-6-16-15(5-1)19(13-27-29-21-23-9-10-24-21)17-7-3-4-8-18(17)20(16)14-28-30-22-25-11-12-26-22;;/h1-8,13-14H,9-12H2,(H2,23,24,29)(H2,25,26,30);2*1H/b27-13+,28-14+;;
