Amsacrine CAS NO.51264-14-3

Product Name:    Amsacrine
Synonyms:    M-AMSA, HCL;M-AMSA HYDROCHLORIDE;N-[4-(Acridin-9-ylamino)-3-(methyloxy)phenyl]methanesulfonamide;Amekrin;Amsakrin;Amsidyl;CI-880;4'-(9-Acridinylamino)methanesulfon-m-anisidide
CAS:    51264-14-3
MF:    C21H19N3O3S                                     
MW:    393.46
EINECS:    257-094-3                              
Mol File:    51264-14-3.mol
 

Amsacrine Chemical Properties
Melting point     230-240 °C
Boiling point     563.0±60.0 °C(Predicted)
density     1.2205 (rough estimate)
refractive index     1.6740 (estimate)
storage temp.     Keep in dark place,Sealed in dry,2-8°C
pka    8.55±0.10(Predicted)
CAS DataBase Reference    51264-14-3
IARC    2B (Vol. 76) 2000
Safety Information
RIDADR     3249
HazardClass     6.1(b)
PackingGroup     III
Hazardous Substances Data    51264-14-3(Hazardous Substances Data)
Toxicity    LD50 in male, female CDF1 mice: 810 mg/m2; 729 mg/m2 orally (Pavkov)
MSDS Information
Amsacrine Usage And Synthesis
Description    Amsacrine is a cytostatic reported to be active against adult lymphoblastic leukemia which has failed primary treatment or become resistant. Its clinical use, however, is associated with significant neuro-, gastro- and hepatotoxicity.
Originator    Auckland Cancer Chemotherapy Lab (New Zealand)
Uses    Amsacrine (Amsidyl) is used as an Investigational drug.
Uses    Amsacrine is a drug undergoing intensive trials for severe leukemia and lymphoma. It is a cytotoxic drug that binds with DNA with expressed specificity to the adenosine–tyrosine pair, thus inhibiting DNA synthesis. It has been suggested to be used for severe leukemia. A synonym of this drug is amsidyl.
Uses    Antineoplastic.
Definition    ChEBI: A sulfonamide that is N-phenylmethanesulfonamide substituted by a methoxy group at position 3 and an acridin-9-ylamino group at position 4. It exhibits antineoplastic activity.
Brand name    Amsidyl (Parke-Davis);Amsakrin.
Chemical Synthesis    Amsacrine, 4-(9-acridinylamino)-3-methoxyphenyl-N-methansulfonamide (30.6.11), is made by sulfonating 4-nitro-m-anisidine with methanesulfonyl chloride, which forms a sulfonyl amide 30.6.9, and the nitro group is reduced to an amino group by hydrogen, forming 4-amino-3-methoxyphenyl-N-methansulfonamide (30.6.10). Reacting this with 9-chloroacridine gives amsacrine (30.6.11).

Amsacrine Preparation Products And Raw materials
Raw materials    4-Nitroaniline-->Methanesulfonyl chloride-->Methanesulfonamide-->9-Chloroacridine-->Amsacrine hydrochloride