acridinyl anisidide

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Names

[ CAS No. ]:
54301-15-4

[ Name ]:
acridinyl anisidide

[Synonym ]:
N-[4-(acridin-9-ylamino)-3-methoxyphenyl]methanesulfonamide,hydrochloride
Amsacrine (hydrochloride)

Chemical & Physical Properties

[ Boiling Point ]:
563ºC at 760 mmHg

[ Melting Point ]:
197-199ºC

[ Molecular Formula ]:
C21H20ClN3O3S

[ Molecular Weight ]:
429.92000

[ Flash Point ]:
294.3ºC

[ Exact Mass ]:
429.09100

[ PSA ]:
88.70000

[ LogP ]:
6.54050

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
PB1081000
CHEMICAL NAME :
Methanesulfon-m-anisidide, 4'-(9-acridinylamino)-, monohydrochloride
CAS REGISTRY NUMBER :
54301-15-4
LAST UPDATED :
198706
DATA ITEMS CITED :
7
MOLECULAR FORMULA :
C21-H19-N3-O3-S.Cl-H
MOLECULAR WEIGHT :
429.95
WISWESSER LINE NOTATION :
T C666 BNJ IMR BO1 DMSW1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
181 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
20560 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
110 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TYPE OF TEST :
Sister chromatid exchange
TEST SYSTEM :
Rodent - hamster Ovary
DOSE/DURATION :
50 ug/L
REFERENCE :
JNCIAM Journal of the National Cancer Institute. (Washington, DC) V.1-60, 1940-78. For publisher information, see JJIND8. Volume(issue)/page/year: 60,1155,1978

Safety Information

[ Symbol ]:

GHS06

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H301-H315-H319-H335

[ Precautionary Statements ]:
P261-P301 + P310-P305 + P351 + P338

[ Personal Protective Equipment ]:
Eyeshields;Faceshields;Gloves;type P2 (EN 143) respirator cartridges

[ Hazard Codes ]:
T:Toxic;

[ Risk Phrases ]:
R25;R36/37/38

[ Safety Phrases ]:
S26-S45

[ RIDADR ]:
UN 2811

[ WGK Germany ]:
3.0

[ RTECS ]:
PB1081000

[ Packaging Group ]:
III

[ Hazard Class ]:
6.1(b)

[ HS Code ]:
2935009090

Synthetic Route

Precursor & DownStream

Precursor

  • 9-Chloroacridine
  • N-(4-Amino-3-methoxyphenyl)methanesulfonamide
  • 3-methoxy-4-nitro-N-(methylsulfonyl)benzenamine
  • 3-Methoxy-4-nitroaniline
  • N-(3-Methoxy-4-nitrophenyl)acetamide

DownStream

Customs

[ HS Code ]: 2935009090

[ Summary ]:
2935009090 other sulphonamides VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:35.0%

Articles

Aneuploidy induces profound changes in gene expression, proliferation and tumorigenicity of human pluripotent stem cells.

Nat. Commun. 5 , 4825, (2014)

Human pluripotent stem cells (hPSCs) tend to acquire genomic aberrations in culture, the most common of which is trisomy of chromosome 12. Here we dissect the cellular and molecular implications of th...

Induction of chromosomal aberrations (unstable and stable) by inhibitors of topoisomerase II, m-AMSA and VP16, using conventional Giemsa staining and chromosome painting techniques.

Mutagenesis 13 , 39-43, (1998)

Frequencies of symmetrical and asymmetrical exchange aberrations induced by two inhibitors of topoisomerase II, namely, 4'-(9-acridinylamino) methanesulfon-m-anisidide (m-AMSA) and etoposide (VP16), w...

Mechanism of antitumor drug action: poisoning of mammalian DNA topoisomerase II on DNA by 4'-(9-acridinylamino)-methanesulfon-m-anisidide.

Proc. Natl. Acad. Sci. U. S. A. 81 , 1361-1365, (1984)

The intercalative acridine derivative 4'-(9-acridinylamino)methanesulfon-m-anisidide (m-AMSA), but not its isomer o-AMSA, is a potent antitumor drug that in mammalian cells stimulates the formation of...


More Articles


Related Compounds

  • N-[3-methoxy-4-[(2-propan-2-ylacridin-9-yl)amino]phenyl]methanesulfonamide
  • N-[4-[(2-iodoacridin-9-yl)amino]-3-methoxyphenyl]methanesulfonamide
  • N-[4-[(3-cyanoacridin-9-yl)amino]-3-methoxyphenyl]methanesulfonamide
  • N-[3-methoxy-4-[(4-methylacridin-9-yl)amino]phenyl]methanesulfonamide
  • N-[3-methoxy-4-[(3-nitroacridin-9-yl)amino]phenyl]methanesulfonamide
  • N-[4-[(4-bromoacridin-9-yl)amino]-3-methoxyphenyl]methanesulfonamide
  • N-(3,4-dihydroxybutyl)acetamide
  • 4-[4-Chloro-2-[(methylamino)carbonyl]phenoxy]butanoic acid
  • 3-(4-Chloro-2-ureido-phenoxy)-propionic acid
  • (5-[Methoxy(methyl)carbamoyl]furan-2-yl)boronic acid
  • [1-(2-Methoxyethoxy)-2-methylpropan-2-yl]benzene
  • (3aR,7aS)-3a,4,7,7a-Tetrahydro-1H-indene-1,3(2H)-dione
  • Diethoxy-[3-(2-methoxyethoxy)propyl]-methylsilane
  • 5-Chloro-6-methoxy-4-pyrimidinecarboxylic acid
  • 2-Hydroxy-4-[2-(methylthio)ethoxy]benzaldehyde
  • 3-Hydroxy-4,4-dimethyl-2-cyclopenten-1-one
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