Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Deuterated hepatitis c virus inhibitor

A technology of deuterated alkane and propionate, which is applied in the field of preparation of medicines for treating hepatitis C virus infection, can solve the problems of not obtaining the desired effect, changing the properties of medicines and the like, and achieve the effect of excellent pharmacokinetic properties

Active Publication Date: 2014-09-10
苏州东南药业股份有限公司
View PDF4 Cites 7 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Of course, it is very difficult to predict in advance which position can change the properties of the drug after being deuterated, such as reported in Bioorg.Med.Chem.Lett. Alteration studies did not change its pharmacokinetic properties in vivo
Most of the studies on deuterium modification of drugs have not achieved the expected results. There is no deuterium drug on the market yet, but the use of deuterium to develop new drugs has aroused widespread interest

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
  • Deuterated hepatitis c virus inhibitor
  • Deuterated hepatitis c virus inhibitor
  • Deuterated hepatitis c virus inhibitor

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 4

[0097] Purpose of the experiment: To study the in vitro activity of deuterated compounds compared with ABT-267.

[0098] experiment procedure:

[0099] The Huh-luc / neo-ET cells stably expressing the HCV replicon were digested with 0.05% trypsin, and then re-introduced in a medium containing 10% peptide bovine serum, penicillin, non-essential amino acids, glutamate, and geneticin. hanging. Adjust the concentration of the cell suspension to control the cell density at 7.9×10 4 individual / mL. The above cell suspension was added to white and transparent 96-well plates respectively, 95 μL per well (ie 7500 cells per well), and the cell density was controlled at 7500 cells per well. White wells are used for luciferase luminescent activity assays, and clear wells are used for cytotoxicity assays. Place the seeded cell culture plate at 37°C, 5% CO 2 Cells were cultured overnight under certain conditions to allow the cells to adhere to the wall. Afterwards, the solution of the te...

Embodiment 5

[0107] The purpose of the experiment: to investigate the relative bioavailability and pharmacokinetic behavior of rats after administration of ABT-267 and the compound of formula 7-1-A.

[0108] Experimental animals:

[0109] Type and strain: SD rat Grade: SPF

[0110] Gender and number: male, 6

[0111] Weight range: 180~220g (the actual weight range is 187~197g)

[0112] Source: Shanghai Xipu Bikai Experimental Animal Co., Ltd.

[0113] Experiment and animal certificate number: SCXK (Shanghai) 2013-0016

[0114] experiment procedure:

[0115] Before blood sample collection, 20 μL of 2M sodium fluoride solution (esterase inhibitor) was added to EDTA-K2 anticoagulant tubes, dried in an oven at 80 degrees, and stored in a refrigerator at 4 degrees.

[0116] Rats, male, weighing 187-197g, were randomly divided into two groups. They were fasted overnight in the afternoon before the experiment but allowed to drink water freely. They were given food 4 hours after administratio...

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

PropertyMeasurementUnit
Weightaaaaaaaaaa
Login to View More

Abstract

The invention discloses a compound shown in a formula I or a formula II, and a preparation method and an application thereof, wherein R represents deuterated alkane of a straight chain or a branch chain; the molecular formula is CnD2n+1; D is deuterium; and n=1-10. The compound disclosed by the invention has the same efficacy as that of ABT-267, and has excellent pharmacokinetic properties. Thus, a novel compound is provided for a novel anti-hepatitis c drug, and a novel way is also developed for synthesis of the anti-hepatitis c drug.

Description

technical field [0001] The invention belongs to the field of medicinal chemistry, and in particular relates to a deuterated hepatitis C virus inhibitor, a preparation method thereof, a pharmaceutical composition containing the inhibitor, and the inhibitor and the pharmaceutical composition thereof are used in the preparation and treatment of hepatitis C virus infection use in medicines. Background technique [0002] ABT-267 is a new drug developed by Abbott for the potential treatment of hepatitis C. It works by inhibiting the hepatitis C virus protein NS5A and is currently in a pre-registration state. ABT-267 has achieved picomolar inhibitory activity on various HCV gene types, among which the inhibitory activity on 1b, 2b, 4a and 5a is the best, reaching 5.0, 4.3, 1.7, 4.3pM respectively. In a clinical study of ABT-267 in patients with chronic viral hepatitis C, a single 100 mg dose achieved a 3.10 log10 viral reduction in 72 hours against genotype 1b HCV. [0003] Howev...

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
IPC IPC(8): C07D207/16A61K31/4025A61P31/14
CPCA61K38/00C07K5/06052
Inventor 吉民宗玺蔡进李锐
Owner 苏州东南药业股份有限公司
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com