Ametantrone

Names

[ Name ]:
Ametantrone

[Synonym ]:
9,10-ANTHRACENEDIONE, 1,4-BIS((2-((2-HYDROXYETHYL)AMINO)ETHYL)AMINO)-
9,10-Anthracenedione, 1,4-bis[[2-[(2-hydroxyethyl)amino]ethyl]amino]-
Ametantrone
1,4-Bis({2-[(2-hydroxyethyl)amino]ethyl}amino)-9,10-anthraquinone

Biological Activity

[Description]:

Ametantrone (NSC 196473) is an antitumor agent that intercalates into DNA and induces topoisomerase II (TOP2)-mediated DNA break[1].

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> Cell Cycle/DNA Damage >> DNA/RNA Synthesis

[References]

[1]. Lee CH, et al. Anthracenedione-methionine conjugates are novel topoisomerase II-targeting anticancer agents with favorable drug resistance profiles. Biochem Pharmacol. 2012;83(9):1208-1216.

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
708.8±60.0 °C at 760 mmHg

[ Molecular Formula ]:
C₂₂H₂₈N₄O₄

[ Molecular Weight ]:
412.482

[ Flash Point ]:
382.4±32.9 °C

[ Exact Mass ]:
412.211060

[ PSA ]:
122.72000

[ LogP ]:
-0.63

[ Vapour Pressure ]:
0.0±2.4 mmHg at 25°C

[ Index of Refraction ]:
1.672

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: CB5748000

CHEMICAL NAME :: Anthraquinone, 1,4-bis((2-((2-hydroxyethyl)amino)ethyl)amino)-

CAS REGISTRY NUMBER :: 64862-96-0

LAST UPDATED :: 199707

DATA ITEMS CITED :: 7

MOLECULAR FORMULA :: C22-H28-N4-O4

MOLECULAR WEIGHT :: 412.54

WISWESSER LINE NOTATION :: L C666 BV IVJ DM2M2Q GM2M2Q

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TCLo - Lowest published toxic concentration

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 160 mg/kg/6W-I

TOXIC EFFECTS :: Endocrine - other changes Nutritional and Gross Metabolic - weight loss or decreased weight gain Related to Chronic Data - death

MUTATION DATA

TYPE OF TEST :: DNA adduct

TEST SYSTEM :: Mammal - species unspecified Lymphocyte

DOSE/DURATION :: 50 umol/L

REFERENCE :: RCOCB8 Research Communications in Chemical Pathology and Pharmacology. (PJD Pub. Ltd., P.O. Box 966, Westbury, NY 11590) V.1- 1970- Volume(issue)/page/year: 47,73,1985

Safety Information

[ HS Code ]:
2922509090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2922509090

[ Summary ]:
2922509090. other amino-alcohol-phenols, amino-acid-phenols and other amino-compounds with oxygen function. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%