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Novel indolopyrrole compound, preparation method and use thereof

An indolopyrrole and compound technology, which is applied in the field of antibacterial drug preparation, can solve the problems of high synthesis difficulty, poor compound stereoconfiguration selectivity, and lack of visibility, and achieves the effects of simplified synthesis difficulty, good bacteriostatic activity and antibacterial spectrum.

Active Publication Date: 2021-03-02
TARIM UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Due to the unique structure of this type of compound, the synthesis is difficult, so there are mainly two difficulties in the synthesis: (1) the connection of the 3,3' and 3,7' positions of two or more molecules; (2) through the quaternary When the carbon center is connected to the 3 or 3' position, the stereo configuration selectivity of this type of compound is poor
[0006] There are a large number of literature reports about the synthesis of the key skeleton pyrroloindole structure of cecumine, and they are all synthesized with indole or its derivatives and tryptamine or its derivatives, but so far, there is no See the research report on the synthesis and agricultural antibacterial activity based on the semi-skeletal derivatives of cesmeline for the research and development of agricultural fungicides

Method used

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  • Novel indolopyrrole compound, preparation method and use thereof
  • Novel indolopyrrole compound, preparation method and use thereof
  • Novel indolopyrrole compound, preparation method and use thereof

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Embodiment Construction

[0034] In order to illustrate the present invention more clearly, the present invention will be further described below in conjunction with preferred embodiments and accompanying drawings. Similar parts in the figures are denoted by the same reference numerals. Those skilled in the art should understand that the content specifically described below is illustrative rather than restrictive, and should not limit the protection scope of the present invention.

[0035] 1. Synthesis of indolopyrrole compounds

[0036] The synthetic route of the indolopyrrole compound of the present embodiment is shown in formula 1 below:

[0037] (1)Oxindole-3-acetonitrile IAN 1 Synthesis:

[0038]

[0039] Weigh 3.12g (20mmol) of indole-3-acetonitrile and place it in a dry 100mL round-bottomed flask, then add 30mL of DMSO, stir at room temperature for 15min to dissolve completely, place the reaction solution in an ice bath at 0°C, and then Slowly drip 150mL concentrated hydrochloric acid the...

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Abstract

The invention discloses a novel indolopyrrole compound, a preparation method and its use, comprising the following preparation steps: (1) synthesizing oxidindole-3-acetonitrile; (2) synthesizing 1,3-ethyl, 1,3 ‑n-propyl / isopropyl or 1,3‑benzyl substituted oxindole‑3‑acetonitrile; (3) Synthesis of indolopyrrole skeleton; (4) Synthesis of 1,3‑hydrocarbyl substituted cypress analogs . The present invention uses indole-3-acetonitrile as a raw material to obtain indolopyrrole, the key skeleton of cymerine, through several steps of reaction, and then performs acylation reaction at the N-H position of the skeleton to prepare a series of novel indolo The pyrrole compound greatly simplifies the molecular structure and synthesis difficulty, and the newly synthesized indolopyrrole compound has good antibacterial activity and antibacterial spectrum.

Description

technical field [0001] The invention relates to the field of preparation of antibacterial drugs. More specifically, it relates to a novel indolopyrrole compound, a preparation method and use thereof. Background technique [0002] Wintersweet (Chimonanthus praecox (Linn.) Link), also known as wintersweet, is a deciduous shrub of the genus Chimonanthus Lindley in the family Calycanthaceae, and is a unique plant in my country. Wintersweet has a long history of cultivation and rich culture. It is a precious ornamental flower in my country and has been widely used in food, medicine, industry and many other industries. [0003] Wintersweet alkaloid is a kind of dipolymer pyrroloindole alkaloid extracted and isolated from Wintersweet plant, mainly from Wintersweet family Wintersweet and summer Wintersweet (Calycanthus floridus L.), Bhesa (Celastroideae), Psychotria (Rubiaceae), Idiospermum (Idiospermaceae), and The alkaloid natural product extracted and isolated from the skin of...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D487/04A01N43/90A01P3/00A01P1/00
CPCA01N43/90C07D487/04
Inventor 白红进周新萍许世勋曾红郑绍军张继文
Owner TARIM UNIV
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