Organic-arsenic compounds

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Acyclic nitrogen double bonded to acyclic nitrogen – acyclic...

Reexamination Certificate

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Details

C514S184000, C514S186000, C534S694000, C544S226000

Reexamination Certificate

active

06191123

ABSTRACT:

FIELD OF THE INVENTION
This invention relates to novel organic arsenic compounds for treating tumor cells and which are particularly effective for inducing apoptosis in leukemia and breast tumor cells.
BACKGROUND OF THE INVENTION
Cancer is a major disease that continues as one of the leading causes of death at any age. In the United States alone, it is anticipated that more than a half a million Americans will die of cancer in 1999. Currently, radiotherapy and chemotherapy are two important methods used in the treatment of cancer.
Considerable efforts are underway to develop new chemotherapeutic agents for more potent and specific anti-cancer therapy, presenting effective and efficient cytotoxicity against tumor cells, with minimal interference with normal cell function. Accordingly, there is an urgent need for the development and analysis of novel, effective anti-cancer agents.
SUMMARY OF THE INVENTION
New organic arsenic acid substituted cytotoxic agents with potent anti-tumor activity against cancer cells have been synthesized and examined for their effect on human leukemic cells and breast cancer cells. The compounds were found to exhibit potent cytotoxic activity, particularly against human breast cancer and leukemic cell lines, including primary leukemia cells, at micromolar concentrations.
Accordingly, the present invention includes novel compounds and compositions having potent cytotoxic activity. The present invention also includes methods for treating tumors by administering to a subject an anti-tumor effective amount of a compound of the invention. Compositions of the invention contain an effective or inhibitory amount of a organic arsenic acid substituted compound. The compounds of the invention include those having the following formula:
where R is
R
1
is selected from a group consisting of H, NR
3
R
4
, SR
3
and OR
3
, in which R
3
and R
4
are each independently hydrogen or a C
1
-C
4
alkyl group. X is N or C. R
2
is selected from the group consisting of H, NR
3
R
4
, SR
3
, OR
3
, and a group capable of bonding with X, when X is C, to form a fused aromatic or 5- or 6-membered heteroaromatic ring, or a pharmaceutically acceptable salt thereof.


REFERENCES:
Yuki et al., Synthesis of Purine and Pyrimidine Derivatives of Arsenic Acid, Chem. Pharm. Bull., vol. 15(7), pp. 1052-1055, 1967.
Ainley et al., Chemical Abstract 53:10243g, 1959.

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