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Compounds and methods for use thereof in the treatment of cancer

a technology of benzimidazole and compounds, applied in the field of benzimidazole derivatives, can solve the problems of no cure, no cure, no cure,

Inactive Publication Date: 2005-12-29
ARISYN THERAPEUTICS
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Cancers are a leading cause of death in animals and humans.
Unfortunately, many of these agents also destroy normal cells.
Unfortunately, none have been found and instead agents that target especially rapidly dividing cells (both tumor and normal) have been used.
Most importantly, HIV infects and invades cells of the immune system; it breaks down the body's immune system and renders the patient susceptible to opportunistic infections and neoplasms.
Moreover, this compound is not very soluble.

Method used

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  • Compounds and methods for use thereof in the treatment of cancer
  • Compounds and methods for use thereof in the treatment of cancer
  • Compounds and methods for use thereof in the treatment of cancer

Examples

Experimental program
Comparison scheme
Effect test

example 1

Synthesis of Cpd. No. 1-4

[0148] 0.200 Gram (1.5 mmol) of 2-aminobenzimidazole was dissolved in 4 mL dry pyridine and one equivalent (1.5 mmol, 200 mg) of benzyl isocyanate was added under argon. The mixture was stirred for 16 hours under argon at 23° C. and another equivalent of benzyl isocyanate was then added. After four more hours stirring under argon at 23° C., the mixture was poured into 20 mL water to precipitate the product. The product was collected by filtration, washed with water and dried under reduced pressure for 16 hours to provide 0.234 g (0.879 mmol, 58.6% yield) of white powder.

example 2

Synthesis of Cpd. No. 1-5

[0149] 0.200 Gram (1.5 mmol) of 2-aminobenzimidazole was dissolved in 4 mL dry pyridine and one equivalent (1.5 mmol, 256 mg) of benzyl chloroformate was added under argon. The mixture was stirred for 16 hours under argon at 23° C. and another equivalent of benzyl chloroformate was then added. After four more hours stirring under argon at 23° C., the mixture was poured into 20 mL water to precipitate the product. The product was collected by filtration, washed with water and dried under reduced pressure for 16 hours to provide 0.168 g (0.629 mol, 41.9% yield) of white powder.

example 3

Synthesis of Cpd. No. 2-11

[0150] 0.112 Gram (0.421 mmol) of Cpd. No. 1-4, from Example 1, was dissolved in 1 mL dry pyridine and heated to 80° C. for 5 hours with stirring. Six mL water was added to the mixture with stirring and the solid precipitate was collected by filtration, washed with water, and dried under reduced pressure for 16 hours. 0.074 g (0.277 mmol, 65.8% yield) of off-white powdery product was obtained.

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Abstract

Benzimidazole derivatives and salts and prodrugs thereof are disclosed, together with methods for the treatment of cancers or viral infections in warm blooded animals by administration of these compounds. Such compounds may be used in combination with a chemotherapeutic agent and / or a potentiator.

Description

[0001] The present application is a divisional application of U.S. Ser. No. 10 / 267,051 filed Oct. 8, 2002 and published as U.S. 2003 / 0100592 on May 29, 2003, which application is a divisional application of U.S. Ser. No. 09 / 670,168 filed Sep. 26, 2000, now U.S. Pat. No. 6,462,062.TECHNICAL FIELD [0002] The present invention relates to benzimidazole derivatives and their use for the treatment of cancer or a viral infection in warm blooded animals, particularly in humans and other mammals. The methods may use such a compound in combination with a potentiator or a chemotherapeutic agent. BACKGROUND OF THE INVENTION [0003] Cancers are a leading cause of death in animals and humans. The exact cause of cancer is not known, but links between certain activities such as smoking or exposure to carcinogens and the incidence of certain types of cancers and tumors has been shown by a number of researchers. [0004] Many types of chemotherapeutic agents have been shown to be effective against cance...

Claims

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Application Information

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Patent Type & Authority Applications(United States)
IPC IPC(8): A61K31/4184C07D235/30C07D235/32
CPCA61K31/4184C07D235/32C07D235/30
Inventor CAMDEN, JAMES BERGERQUADA, JAMES C. JR.AGYIN, JOSEPH K.
Owner ARISYN THERAPEUTICS