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Acyl-tetrahydro-beta-carboline compound as well as derivatives, application and preparation method thereof

A technology of acyl tetrahydro and carbolines, applied in the field of related diseases, can solve the problems that it is difficult to expect ideal curative effect, and the theory of single target gene therapy is not the most suitable, so as to achieve the effect of inhibiting tumor metastasis

Active Publication Date: 2012-04-25
BIORAY LABORATORIES INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] Since the formation of malignant tumors is the interaction of multi-step and multi-molecular pathological mechanisms, the treatment of a single target gene may not be the most suitable strategy in theory, and it is difficult to expect ideal curative effect

Method used

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  • Acyl-tetrahydro-beta-carboline compound as well as derivatives, application and preparation method thereof
  • Acyl-tetrahydro-beta-carboline compound as well as derivatives, application and preparation method thereof
  • Acyl-tetrahydro-beta-carboline compound as well as derivatives, application and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0139] Example 1: Preparation of each compound

Embodiment 1-1

[0140] Example 1-1. Preparation of N-(2-thiopheneacetyl)-1,3,4,9-tetrahydro-1H-β-carboline (IBMS001)

[0141]

[0142] Take compound 1,3,4,9-tetrahydro-1H-β-carboline (I) (172mg, 1.0mmol) in dichloromethane, add Et 3 N, 2-thiophene acetyl chloride (148 μL, 1.2 mmol) was added dropwise when the system was cooled to 0° C., after addition, reacted for 5 hours, and purified by column chromatography after routine treatment to obtain IBMS001 (207 mg, yield 70%). 1 H NMR (400MHz, DMSO): δ 10.86 (br s, 1H), 7.40-7.38 (m, 1H), 740 (d, J=6.8 Hz, 1H), 7.31-7.28 (m, 1H), 7.05 7.00(m, 1H), 6.97-6.96(m, 1H), 6.95(d, J=6.8Hz, 1H), 6.93-6.90(m, 1H), 4.76-4.69(m, 2H), 4.09-4.07( m, 2H), 3.86-3.82 (m, 2H), 2.67-2.65 (m, 2H).

Embodiment 2-45

[0143] The preparation of the IBMS002-45 carboline compounds shown in Example 2-45 and Table 1 (see the following reference for the specific process)

[0144]

[0145]

[0146]

[0147]

[0148]

[0149]

[0150] Table 1

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PUM

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Abstract

The invention discloses an acyl-tetrahydro-beta-carboline micro-molecular organic compound shown as a structural formula (I) or a hydrate thereof or pharmaceutically acceptable salts, application of a compound containing the acyl-tetrahydro-beta-carboline micro-molecular organic compound provided by the invention or a medical composition thereof to the preparation of medicaments for treating various diseases such as cancer, tumor metastasis and the like, and a preparation method of the acyl-tetrahydro-beta-carboline micro-molecular organic compound provided by the invention and derivatives thereof.

Description

Technical field [0001] The present invention relates to an acyltetrahydro-β-carboline small molecule organic compound and its derivatives, and the use of such compounds or pharmaceutical compositions containing such compounds for the treatment of various malignant tumors and related diseases such as tumor metastasis . The invention also relates to a preparation method of the acyltetrahydro-β-carboline compound and its derivatives. Background technique [0002] Malignant neoplasm, or cancer, is caused by the abnormal rapid proliferation of cells, which can spread and metastasize, destroy the structure and function of tissues and organs, cause necrosis, hemorrhage and infection, and ultimately cause the patient to suffer from organ failure And death is a type of clinical disease. In the past 20 years, the cancer mortality rate in China has increased by 29.4%, and cancer deaths accounted for 24% of the total deaths of urban and rural residents. There is 1 cancer patient for every...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D471/04C07D519/00A61K31/437A61K31/444A61K31/5377A61P35/00A61P35/04A61P3/10A61P13/12A61P29/00A61P19/02A61P19/10A61P19/08A61P11/00
CPCC07D471/04A61K31/437A61K9/12A61K9/48A61K31/444A61K9/06A61K9/20C07D519/00A61P3/10A61P11/00A61P13/12A61P19/02A61P19/08A61P19/10A61P29/00A61P35/00A61P35/02A61P35/04
Inventor 刘明耀陈益华房元章郑聪罗剑易正芳
Owner BIORAY LABORATORIES INC
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