Amonafide

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Names

[ CAS No. ]:
69408-81-7

[ Name ]:
Amonafide

[Synonym ]:
Amonifide
5-amino-2-[(dimethylamine)ethyl]-1H-benz[de-]isoquinoline-1,3-(2H)-dione
amonafide
1H-Benz[de]isoquinoline-1,3(2H)-dione, 5-amino-2-[2-(dimethylamino)ethyl]-
AS-1413
5-Aminomitonafide
Nafidimide
Benzisoquinolinedione
Quinamed
Amonafidum [Latin]
5-Amino-2-[2-(dimethylamino)ethyl]-1H-benzo[de]isoquinoline-1,3(2H)-dione
2-(2-dimethylaminoethyl)-5-aminobenzo[de]isoquinoline-1,3-dione
5-amino-2-(2-(dimethylamino)ethyl)-1H-benzo[de]isoquinoline-1,3(2H)-dione
Xanafide

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
500.2±35.0 °C at 760 mmHg

[ Melting Point ]:
162-164ºC

[ Molecular Formula ]:
C16H17N3O2

[ Molecular Weight ]:
283.325

[ Flash Point ]:
256.3±25.9 °C

[ Exact Mass ]:
283.132080

[ PSA ]:
68.33000

[ LogP ]:
0.06

[ Vapour Pressure ]:
0.0±1.3 mmHg at 25°C

[ Index of Refraction ]:
1.681

[ Storage condition ]:
-20°C Freezer

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
QK5610000
CHEMICAL NAME :
Naphthalimide, 3-amino-N-(2-(dimethylamino)ethyl)-
CAS REGISTRY NUMBER :
69408-81-7
LAST UPDATED :
199612
DATA ITEMS CITED :
5
MOLECULAR FORMULA :
C16-H17-N3-O2
MOLECULAR WEIGHT :
283.36
WISWESSER LINE NOTATION :
T666 1A M CVNVT&&J D2N1&1 HZ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
67 mg/kg
TOXIC EFFECTS :
Behavioral - changes in motor activity (specific assay) Lungs, Thorax, or Respiration - dyspnea Nutritional and Gross Metabolic - weight loss or decreased weight gain
TYPE OF TEST :
LD - Lethal dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Mammal - dog
DOSE/DURATION :
>18400 ug/kg
TOXIC EFFECTS :
Behavioral - tremor Lungs, Thorax, or Respiration - dyspnea Gastrointestinal - changes in structure or function of salivary glands

MUTATION DATA

TYPE OF TEST :
DNA damage
TEST SYSTEM :
Rodent - mouse Leukocyte
DOSE/DURATION :
50 umol/L
REFERENCE :
BCPCA6 Biochemical Pharmacology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.1- 1958- Volume(issue)/page/year: 34,3845,1985

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

  • 1H-Benz[de]isoquinoline-1,3(2H)-dione,2-[2-(dimethylamino)ethyl]-5-nitro-
  • 5-Nitro-1H,3H-benzo[de]isochromene-1,3-dione
  • 5-AMINO-BENZO[DE]ISOCHROMENE-1,3-DIONE
  • 1,1-Dimethylethylenediamine
  • 1,8-Naphthalic anhydride

DownStream

  • N-[2-(Dimethylamino)ethyl]-3-(acetylamino)-1,8-naphthalenedicarbimide

Related Compounds

  • Amonafide-d6
  • Amonafide N-Oxide
  • amonafide l-malate
  • N-Desmethylamonafide
  • N-Acetyl Amonafide-d6
  • Amonafide hydrochloride
  • N-[3-(acetylamino)phenyl]-2'-(2-methylpropyl)-1'-oxo-1',4'-dihydro-2'H-spiro[cyclohexane-1,3'-isoquinoline]-4'-carboxamide
  • N-(4-ethyl-5-methyl-1,3-thiazol-2-yl)-2-(3-oxo-3,5,7,8-tetrahydro-2H-thiopyrano[4,3-c]pyridazin-2-yl)acetamide
  • 3-(5-methoxy-1H-indol-1-yl)-N-(4-(pyridin-3-yl)thiazol-2-yl)propanamide
  • 2-[3-(4-methoxyphenyl)-6-oxopyridazin-1(6H)-yl]-N-[1-(2-methylpropyl)-1H-indol-4-yl]acetamide
  • N-[2-(1H-indol-1-yl)ethyl]-2-(3-oxo-3,5,6,7,8,9-hexahydro-2H-cyclohepta[c]pyridazin-2-yl)acetamide
  • 4-(morpholin-4-ylcarbonyl)-2-(3,4,5-trimethoxyphenyl)isoquinolin-1(2H)-one
  • 3-(6-methoxy[1,2,4]triazolo[4,3-b]pyridazin-3-yl)-N-phenylpropanamide
  • 2-(3-benzyl-4-oxo-3,4-dihydrophthalazin-1-yl)-N-(1H-indol-4-yl)acetamide
  • 2-(2-methoxyphenyl)-1-oxo-N-[2-(1H-pyrrol-1-yl)ethyl]-1,2-dihydroisoquinoline-4-carboxamide
  • N-[2-(6-chloro-1H-indol-1-yl)ethyl]-3-(4-oxo-1,2,3-benzotriazin-3(4H)-yl)propanamide
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