Dat1

a technology of diaminoketothiazole and diaminoketothiazole, which is applied in the field of diaminoketothiazole, can solve the problems of high cost and achieve the effect of reducing the cost of production and administration

Inactive Publication Date: 2009-12-03
RAJIV GANDHI CENT FOR BIOTECH +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

[0014]Still further object of this invention is to propose a process of synthesis of diaminoketothiazoles (DAT1) which is cheap and cost effective.

Problems solved by technology

Microtubule effectors work in two ways, they can interfere with microtubule dynamics and they can shift the tubulin-microtubule equilibrium in the cell by either inducing or inhibiting microtubule polymerization.
The main drawback of Taxanes and vinca alkaloids is that their use is limited by the development of drug resistance, neurotoxicity and limited availability leading to very high expenses involved.

Method used

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examples

1. Conversion of aminomethylpolystyrene (AMPS) to N—(N-arylthiocarbamoyl)-N′-guanidinomethyl polystyrene 2 (AGMPS)

General Procedure

[0032]Aminomethylpolystyrene resin beads (2 g, 2.13 meq. NH2 / g resin) was swelled in acetonitrile (5 ml). To the swelled resin, a solution of 1-[(N-arylthiocarbamoyl)amidino]-3,5-dimethylpyrazole 1 (2 molar equivalents) in acetonitrile (10 mL) was added. The mixture was then refluxed for 12-15 h. The resin beads were then removed by filtration, washed repeatedly with warm and then cold acetonitrile (3×10 ml), then with petroleum ether (60-80° b.p) (2×10 ml) and then dried in vacuum. The S capacity of the resin was then estimated by digestion and gravimetry by standard procedures. This was found to be in the range 0.98-1.32 meg / g resin.

2. Synthesis of 5-acyl-4-amino-2-arylaminothiazoles 5

General Procedure

[0033]The above arylthiocarbamoyl resin (AGMPS) was swelled in N,N-dimethyl formamide (DMF) (5 ml). To this, the respective alpha-bromoketone (molar equi...

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Abstract

A synthetic diaminoketothiazole, its process of preparation and its use as a microtubule inhibitor, a probe for tubulin-microtubule system and a cytotoxic agent. Diaminoketothiazole of the formula (I) wherein Ar is 4-OMe-C6H5, Ar′ is C6H5.

Description

CROSS REFERENCE TO RELATED APPLICATIONS[0001]This application is a continuation application of U.S. patent application Ser. No. 11 / 578,566, filed Jan. 8, 2008 and entitled “DAT1”, which is the United States National phase application of PCT / IN04 / 00108, filed Apr. 16, 2004. The entire contents of the above-referenced applications are incorporated herein by reference.BACKGROUND OF THE INVENTION[0002]1. Field of the Invention[0003]This invention relates to Diaminoketothiazole (DAT1) end to the process of preparation thereof.[0004]Further this invention also relates to the use of Diaminoketothiazole (DAT1) as a microtubule inhibitor, a probe for tubulin-microtubule system and a cytotoxic agent.[0005]2. Description of Related Art[0006]Microtubules are a topic of intense research because of their important and multiple functions in the cell. Many of the potential anticancer agents act on microtubules and arrest mitosis as during mitotic cell division, microtubules play a crucial role by m...

Claims

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Application Information

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Patent Type & Authority Applications(United States)
IPC IPC(8): C12N5/06A61P35/00C07D277/40C07D277/42C07D277/46C07D277/48
CPCC07D277/46A61P35/00
Inventor SENGUPTA, SUPARNARAJASEKHARAN, KALLIKAT NARAYANAN
Owner RAJIV GANDHI CENT FOR BIOTECH
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