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Amonafide

Amonafide structure

Amonafide 

structure
  • CAS No:

    69408-81-7

  • Formula:

    C16H17N3O2

  • Chemical Name:

    Amonafide

  • Synonyms:

    1H-Benz[de]isoquinoline-1,3(2H)-dione,5-amino-2-[2-(dimethylamino)ethyl]-;5-Amino-2-[2-(dimethylamino)ethyl]-1H-benz[de]isoquinoline-1,3(2H)-dione;M-FA 142;FA 142;NSC 308847;Nafidimide;MADE-FA 142;Amonafide;NCI 308847

  • Categories:

    Biochemical Engineering  >  Inhibitors

Description

Amonafide is a topoisomerase II inhibitor and DNA intercalator that induces apoptotic signaling by blocking the binding of Topo II to DNA.


5-amino-2-[2-(dimethylamino)ethyl]benzo[de]isoquinoline-1,3-dione is a member of isoquinolines.|Amonafide is a substance that is being studied in the treatment of cancer. It belongs to the families of drugs called topoisomerase inhibitors and intercalating agents.|Amonafide is an imide derivative of naphthalic acid. Amonafide intercalates into DNA and inhibits topoisomerase II, resulting in protein-associated strand breaks and impaired DNA and RNA synthesis.

Amonafide Basic Attributes

283.32

283.33

1Q8D39N37L

308847

DTXSID30219562

C71628

Characteristics

66.6

1.5

1.3±0.1 g/cm3

169-171 °C @ Solvent: Ethanol

500.2°C at 760 mmHg

256.3±25.9 °C

1.681

95% Methanol 5 - 7 (mg/mL)

-20°C Freezer

Safety Information

Bulk: A sample stored at 60 °C for 30 days assayed at > 99% (HPLC). Solution: A 0.4 mg/mL solution of drug in 0.2 M acetate buffer (pH4.0) showed no decomposition after 48 hours at room temperature (HPLC).

Drug Information

Investigated for use/treatment in breast cancer, ovarian cancer, and prostate cancer.

Agents used in the prophylaxis or therapy of VIRUS DISEASES. Some of the ways they may act include preventing viral replication by inhibiting viral DNA polymerase; binding to specific cell-surface receptors and inhibiting viral penetration or uncoating; inhibiting viral protein synthesis; or blocking late stages of virus assembly. (See all compounds classified as Antiviral Agents.)|Agents that are capable of inserting themselves between the successive bases in DNA, thus kinking, uncoiling or otherwise deforming it and therefore preventing its proper functioning. They are used in the study of DNA. (See all compounds classified as Intercalating Agents.)|Substances that inhibit or prevent the proliferation of NEOPLASMS. (See all compounds classified as Antineoplastic Agents.)|Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction. (See all compounds classified as Enzyme Inhibitors.)

Amonafide is a DNA intercalating agent and inhibitor of topoisomerase II that has been extensively studied in patients with malignant solid tumors. Amonafide has also been studied in patients with AML.

5-amino-2-(2-(dimethylamino)ethyl)-1H-benz(de)isoquinoline-1,3(2H)-dione

Amonafide Use and Manufacturing

Amonafide is a DNA intercalator and topoisomerase II inhibitor in clinical development for the treatment of neoplastic diseases. Antitumor agent.

Computed Properties

Molecular Weight:283.32
XLogP3:1.5
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:3
Exact Mass:283.132076794
Monoisotopic Mass:283.132076794
Topological Polar Surface Area:66.6
Heavy Atom Count:21
Complexity:437
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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