Unlock instant, AI-driven research and patent intelligence for your innovation.

3,10-di-p-chlorophenyl-6,12-diazatetrahomocubane compound and synthesis method, application and pharmaceutical composition thereof

A technology of p-chlorophenyl group and a synthesis method, applied in the field of compound synthesis, can solve problems such as digestive tract damage, liver and kidney damage, etc., and achieve the effect of good anti-inflammatory activity

Active Publication Date: 2019-12-20
NORTH CHINA UNIVERSITY OF SCIENCE AND TECHNOLOGY
View PDF4 Cites 1 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, non-steroidal anti-inflammatory drugs commonly used in clinical practice have definite curative effects, but such drugs generally have adverse reactions such as gastrointestinal damage and liver and kidney damage. It is still a domestic priority to find anti-inflammatory drugs with small adverse reactions and high safety Hotspots of innovative drug discovery at home and abroad

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • 3,10-di-p-chlorophenyl-6,12-diazatetrahomocubane compound and synthesis method, application and pharmaceutical composition thereof
  • 3,10-di-p-chlorophenyl-6,12-diazatetrahomocubane compound and synthesis method, application and pharmaceutical composition thereof
  • 3,10-di-p-chlorophenyl-6,12-diazatetrahomocubane compound and synthesis method, application and pharmaceutical composition thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] Example 1: 3,10-di-p-chlorophenyl-6,12-diazatetraholycubane compounds with the structure shown in formula I

[0030]

Embodiment 2

[0031] Embodiment 2: synthetic experiment is combined with attached figure 1 Description: 3-acetylpyridine and benzyl bromide are used as raw materials: 1.5mL of 3-acetylpyridine is dissolved in 25mL of acetonitrile, 1.8mL of benzyl bromide is added and heated under reflux for 15 hours, after cooling, 30mL of diethyl ether is added to precipitate, and obtained after suction filtration The precipitate was washed with 10 mL of diethyl ether to obtain 3.7 g of white powder a of pyridinium bromide salt, with a yield of 92.8%. (It is normal that the error range of the yield is not more than 5%) Weigh 1.5 g of dry pyridinium bromide salt a and dissolve it in 100 mL of tetrahydrofuran. Slowly add 6 mL of Grignard reagent 4-chlorophenylmagnesium chloride at low temperature (-18°C) under continuous stirring, use CuI0.1g as the catalyst for this reaction, react for 20min under low temperature (-18°C) stirring, and then transfer to The reaction was carried out at room temperature for 30...

Embodiment 3

[0043] Example 3: The present invention also relates to a pharmaceutical composition containing the compound of the present invention as an active ingredient. The pharmaceutical composition can be prepared according to methods known in the art. Any dosage form suitable for human or animal use can be prepared by combining the compounds of the present invention with one or more pharmaceutically acceptable solid or liquid excipients and / or adjuvants. The content of the compound of the present invention in its pharmaceutical composition is usually 0.1-95% by weight.

[0044] The compound of the present invention or the pharmaceutical composition containing it can be administered in the form of a unit dose, and the route of administration can be enteral or parenteral, such as oral, nasal cavity, oral mucosa, skin, peritoneum, rectum, etc.

[0045] The dosage form for administration may be a liquid dosage form, a solid dosage form or a semi-solid dosage form. Liquid dosage forms c...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention discloses a 3,10-di-p-chlorophenyl-6,12-diazatetrahomocubane compound and a synthesis method, application in anti-inflammatory activity and pharmaceutical composition thereof, and relates to the field of compound synthesis. The compound has a structure of a formula I, a 1,4-dihydropyridine derivative is used as a substrate of a [2+2] photo-cyclization reaction, a product of the [2+2]photo-cyclization reaction is synthesized by using an LED photo-reactor as a light source under low temperature, liquid phase, and nitrogen protection conditions, and the anti-inflammatory effect ofthe formula I compound is preliminary studied in a cell model. The anti-inflammatory activity of the formula I compound is preliminary investigated by using an LPS-induced RAW264.7 cell inflammation model with a nitric oxide secretion amount as an indicator, and the results show that the formula I compound has a certain anti-inflammatory effect in the LPS-induced RAW264.7 cell inflammation model.

Description

technical field [0001] The invention relates to the field of compound synthesis, in particular to 3,10-bis-p-chlorophenyl-6,12-diazatetraholycubane compounds and their synthesis method, application and pharmaceutical composition. Background technique [0002] 1,4-Dihydropyridine (1,4-DHP) compounds are an important class of nitrogen-containing heterocyclic compounds, and their structural skeletons widely exist in natural products, drugs and molecules with biopharmaceutical activity. The unique 6π electron system in its structure makes it exhibit extremely active chemical properties, and it can undergo photochemical reactions such as [2+2] photocyclization, oxidation and isomerization under light induction. The photochemical reaction products of 1,4-dihydropyridine have good biopharmacological activities such as anti-HIV and anti-tumor, such as 3,9-diazatetrasterane compounds, tetrahydrocyclobutane bipyridine compounds and 6, 12-diaza tetraholycubane compounds, etc. Therefo...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Applications(China)
IPC IPC(8): C07D471/22A61P29/00A61K31/439
CPCC07D471/22A61P29/00
Inventor 王晓霞庄鹏宇张丹阳徐嘉乐
Owner NORTH CHINA UNIVERSITY OF SCIENCE AND TECHNOLOGY