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Methods and compositions of novel triazine compounds

A compound, trifluoromethyl technology, applied in the field of preparation and use of triazine compounds, can solve problems that are difficult to treat and expensive to treat

Inactive Publication Date: 2005-11-16
REDDY US THERAPEUTICS
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0014] There is a need for the treatment of chronic or acute diseases such as atherosclerosis, unwanted cell growth or proliferation, diabetes, inflammatory diseases and vaso-occlusive pathological conditions due to their frequency, the expensive and many drug therapies currently available Difficult to treat these diseases

Method used

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  • Methods and compositions of novel triazine compounds
  • Methods and compositions of novel triazine compounds
  • Methods and compositions of novel triazine compounds

Examples

Experimental program
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Effect test

preparation example Construction

[0125] In this typical embodiment, each side group NR 1 R 2 、NR 3 R 4 and NR 5 R 6 Amino groups when bound to a triazine core can represent primary, secondary or tertiary amines, including cyclic secondary amide substituents (eg, pyrrolidin-N-yl) and other substituents within the range described herein. The compositions of the present invention also include tri(amino) compounds such as compounds prepared as intermediate compounds in the synthesis of the aforementioned tri(amino)triazine compounds or compounds representing partially substituted triazine nuclei. Many synthetic methods of triazine compounds of the present invention generally use cyanuric chloride C 3 N 3 Cl 3 As starting compounds, the present invention thus also includes intermediate species such as bis(amino)chlorotriazine compounds or aminodichlorotriazine compounds as shown below, wherein N A and N B is a substituted amino side group as described above.

[0126]

[0127] Compositions of the prese...

Embodiment 1

[1220] General synthesis, purification, characterization and spectroscopic steps

[1221] General Synthetic Procedure.

[1222] Room temperature is defined as the ambient temperature range, generally between 20-25°C. The ice bath (crushed ice / water) temperature is defined as generally in the range of -5-0°C. The reflux temperature was defined as ±15°C from the boiling point of the main reaction solvent. Overnight is defined as the 8-16 hour time frame. Vacuum filtration (water pump) is defined as the range of 5-15 mmHg. Drying in vacuum is defined as using a high vacuum pump in the range of 0.1-5 mmHg. Neutralization was defined as a typical acid-base neutralization method and was used to determine the pH range of 6-8 using pH-test paper. Saline is defined as saturated aqueous sodium chloride. The nitrogen atmosphere was defined as the normal pressure of nitrogen passing through a Drierite column with a diffuser system. Concentrated ammonium hydroxide is defined as an a...

Embodiment 2

[1238] General method for parallel synthesis

[1239] Examples 3-5 describe the preparation of N 2 , N 4 , N 6 - Synthetic procedure for a "library" of tris(amino)-1,3,5-triazines based on a strategy of changing only one amino side group per synthesis and based on the parent structure 95 shown below, where in Each compound of contains two of the side groups on 95.

[1240]

[1241] 95

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Abstract

The present invention relates to methods and compositions comprising compounds for the treatment of pathophysiological diseases resulting from inflammatory responses. In particular, the present invention relates to compounds that inhibit or block the production of glycated proteins that induce inflammatory responses associated with signaling in endothelial cells. The present invention relates to compounds that inhibit smooth muscle proliferation. In particular, the present invention relates to compounds that inhibit smooth muscle cell proliferation by modulating HSPGs such as perlecan. The invention further relates to the use of the compounds in the treatment of vaso-occlusive diseases such as restenosis and atherosclerosis which are characterized by smooth muscle proliferation.

Description

technical field [0001] The present invention relates to triazine compounds. More particularly, the present invention relates to methods of making and using triazine compounds and compositions using triazine compounds. Background technique [0002] The synthesis of new compounds leads to the possibility of discovering new therapeutic interventions. By using structure and activity correlation studies, compounds can be designed such that they possess at least one activity predictable from their structure. The activity of newly synthesized compounds can be rapidly determined using high-throughput assays. [0003] New compounds for novel therapeutic interventions are needed in many areas of medicine and disease treatment. For example, chronic and acute inflammatory diseases form the basis of diseases affecting all organ systems, including, but not limited to, asthma, acute inflammatory disease, vasculitic disease, chronic inflammation, atherosclerosis, vascular disease, myocar...

Claims

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Application Information

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IPC IPC(8): C07D251/18C07D251/70C07D401/04C07D407/04C07D409/04C07D413/10C07D417/04A61K31/53A61P35/00A61P19/02A61P17/06
Inventor R·T·蒂默C·W·亚历山大S·皮勒里塞蒂U·萨克斯纳K·R·耶勒斯瓦拉普M·帕尔J·T·雷迪V·V·R·M·K·雷迪B·S·斯里德维P·R·库玛G·O·雷迪
Owner REDDY US THERAPEUTICS
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