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

New application of thio-taxane derivatives

A technology of taxanes and derivatives, applied in drug combinations, medical preparations containing active ingredients, organic chemistry, etc.

Active Publication Date: 2011-10-19
HAINAN SIMCERE PHARMA CO LTD
View PDF1 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there is no report about the antiviral research of taxane compounds.

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
  • New application of thio-taxane derivatives
  • New application of thio-taxane derivatives
  • New application of thio-taxane derivatives

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027]

[0028] Take a 100mL three-neck flask, burn it to dryness, blow nitrogen, and add BTC (3.82g) at 0°C, then add dry CH 2 Cl 2 (40mL), after the BTC is fully dissolved, add ethyl mercaptan (2.41mL), slowly drop Et 3 N (4.48mL), a white precipitate was formed. After the dropwise addition was completed, the liquid was filtered at room temperature, and the insoluble matter was filtered off from the reaction liquid. The obtained thioacyl chloride solution was directly used in the next reaction without any treatment. Get a 100mL three-necked flask, add paclitaxel intermediate compound 2 (500mg), and use CH 2 Cl 2 (10mL) was dissolved, and the excess acid chloride was slowly added dropwise in an ice-water bath. After the dropwise addition was completed, the liquid was stirred at room temperature to stop the reaction, extracted with ethyl acetate, washed with saturated sodium chloride solution, dried over anhydrous sodium sulfate, and the solvent was removed. Analysis (el...

Embodiment 2

[0037]

[0038] Compound 1g (R is isopropyl), 1 H NMR (300MHz, CDCl 3 ): δ1.11(s, 3H, 17-CH 3 ), 1.14 (d, 3H, J=7.2Hz, 1″-CH 3 ), 1.19 (d, 3H, J=7.2Hz, 3″-CH 3 ), 1.24(s, 3H, 16-CH 3 ), 1.72 (s, 3H, 19-CH 3 ), 1.83(s, 3H, 18-CH 3 ), 2.25 (d, 2H, J=7.5Hz, 14-CH 2 ), 2.35 (s, 3H, OAc), 1.83 and 2.53 (2m, 2H, 6-CH 2 ), 3.49 (m, 1H, 2″-CH), 3.86 (d, 1H, J=6.6Hz, 3-CH), 4.17 and 4.30 (2d, 2H, J=8.7Hz, 20-CH 2 ), 4.21 (m, 1H, 7-CH), 4.45 (s, 1H, 2′-OH), 4.72 (br s, 1H, 2′-CH), 4.93 (d, 1H, J=9.0Hz, 5 -CH), 5.30 (s, 1H, 10-CH), 5.59 (d, 1H, J = 9.0Hz, 3'-CH), 5.65 (d, 1H, J = 6.6Hz, 2-CH), 6.24 ( t, 1H, J=8.7Hz, 13-CH), 6.52(d, 1H, J=8.7Hz, -CONH-), 7.33(m, 1H, p-Ph), 7.39(m, 4H, o-Ph and m-Ph), 7.50(t, 2H, J=7.5Hz, m-OBz), 7.62(t, 1H, J=7.5Hz, p-OBz), 8.11(d, 2H, J=7.5Hz, o -OBz); ESIMS m / z 832.1 [M+Na] + .

[0039] Compound 1h (R is tert-butyl), 1 H NMR (300MHz, CDCl 3 ): δ1.11(s, 3H, 17-CH 3 ), 1.24(s, 3H, 16-CH 3 ), 1.35(s, 9H, t-Bu), 1.71(s, 3H, 19-CH 3 ), 1...

Embodiment 3

[0045] Compound 1m (R is benzyl), 1 H NMR (400MHz, CDCOCD 3 ): δ1.14(s, 3H, 17-CH 3 ), 1.19 (s, 3H, 16-CH 3 ), 1.71 (s, 3H, 19-CH 3 ), 1.86(s, 3H, 18-CH 3 ), 2.20 (m, 2H, 14-CH 2 ), 2.36(s, 3H, OAc), 1.82and 2.44(2m, 2H, 6-CH 2 ), 3.77 (s, 1H, 2′-OH), 3.90 (d, 1H, J=7.0Hz, 3-CH), 4.07 (d, 2H, J=4.0Hz, 1″-CH 2 ), 4.15 (d, 2H, J=5.1Hz, 20-CH 2 ), 4.29 (m, 1H, 7-CH), 4.35 (s, 1H, 10-OH), 4.68 (d, 1H, J=4.8Hz, 2′-CH), 4.94 (d, 1H, J=9.5 Hz, 5-CH), 5.21 (s, 1H, 10-CH), 5.55 (d, 1H, J=6.0Hz, 3'-CH), 5.66 (d, 1H, J=7.0Hz, 2-CH) , 6.18(t, 1H, J=8.8Hz, 13-CH), 7.25(m, 1H, p-Ph), 7.28(t, 1H, J=7.7Hz, p-1″-Ph), 7.39(m , 4H, o-Ph and m-Ph), 7.40 (t, 2H, J=7.2Hz, m-1″-Ph), 7.47 (d, 2H, J=7.3Hz, o-1″-Ph), 7.56(t, 2H, J=7.5Hz, m-OBz), 7.64(t, 1H, J=7.3Hz, p-OBz), 7.90(m, 1H, J=5.2Hz, -CONH-), 8.10( d, 2H, J=7.3Hz, o-OBz); ESIMS m / z 880.3 [M+Na] + .

[0046] Compound 1n (R is p-methylphenyl), ESIMS m / z 880.3[M+Na] + .

[0047] Compound 1o (R is p-methoxyphenyl), ESIMS m / z 896.3...

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 new application of thio-taxane derivatives which have the structure shown in formula (1), wherein R is hydrogen, C1-18 are alkyl groups, C1-18 are substituted alkyl groups, C2-10 are alkenyl groups, C2-10 are alkynyl, C3-6 are naphthenic base, C4-6 are cyclenes base, aryl, substituted aryl, heterocyclic groups or substituted heterocyclic groups, and the substituent is one or several types selected from C1-8 alkyl groups, C1-8 alkoxy, C1-8 halogenated alkyl, halogen, aryl, nitryl or amino. The thio-taxane derivative can be used for preparing medicines for treating hepatitis B.

Description

technical field [0001] The invention belongs to the technical field of medicinal chemistry and medicine, and specifically relates to the use of a thiotaxane derivative. Background technique [0002] According to the World Health Organization, there are currently more than 300 million people suffering from hepatitis B worldwide, and 25% of them are facing the threat of liver cirrhosis and liver cancer. my country is a high-incidence area of ​​hepatitis B virus infection, the carrier rate of hepatitis B surface antigen (HBsAg) is 10%, and there are about 30 million chronic hepatitis B patients. The condition of such patients is protracted, and some may develop into liver cirrhosis and liver cancer, which is extremely harmful to human health. Big. Inoculation of hepatitis B vaccine to prevent hepatitis B is the most effective measure, but once the disease occurs, it must be actively treated. [0003] The currently domestically recognized therapy for the treatment of hepatitis ...

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 Patents(China)
IPC IPC(8): C07D305/14A61K31/337A61P31/20A61P1/16
Inventor 孙逊陆洪福章思及昌军谢晨林国强檀爱民
Owner HAINAN SIMCERE PHARMA CO LTD
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