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

Columbamine II derivatives and preparation method and application thereof

A kind of technology of tritylamine and its derivatives in Africa, applied in the field of tritylamine derivatives in Africa and its preparation and application

Inactive Publication Date: 2014-01-01
BEIJING YILING PHARMA
View PDF2 Cites 3 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Therefore, there is no bibliographical report for the modified derivatives of tritylamine mentioned in the present invention

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
  • Columbamine II derivatives and preparation method and application thereof
  • Columbamine II derivatives and preparation method and application thereof
  • Columbamine II derivatives and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] Embodiment 1: the synthesis of compound 1 (2-butyl Africa tritylamine hydrobromide)

[0025]

[0026] Weigh 1.13 g of African tetranthylamine (raw material), put it in a 1000 mL round bottom flask, add 25 mL of 1-bromo-n-butane, 53 mL of DMF, 1.2 g of Na 2 CO 3 , magnetically stirred, heated, and refluxed for 24 hours. After TLC detection, a new product was generated [(GF254 plate, developing agent: chloroform: acetone: methanol: ammonia (20:2:1:0.1)], stop the reaction. After AB -8 macroporous adsorption resin chromatography, silica gel column chromatography [eluent: ethyl acetate: dichloromethane: methanol: ammonia water (3:9:2.5:0.5)] separation, methanol recrystallization, that is, identified by hydrogen spectrum As the target compound, it is a new compound, 9.87 (1H, s), 8.99 (1H, s), 8.20 (1H, d, J=9.0Hz), 8.02 (1H, d, J=9.0Hz), 7.7 (1H, s), 7.08(1H, s), 4.93(2H, t, J=6.0Hz), 4.13(2H, t, J=7.5Hz), 4.09(3H, s), 4.06(3H, s), 3.87( 3H, s), 3.21(2H, t, J=6.0Hz),...

Embodiment 2

[0027]Embodiment 2: the synthesis of compound 2 (2-allyl alkyl African tritylamine hydrobromide)

[0028]

[0029] Weigh 1.04 g of African tetranthylamine (raw material), put it in a 1000 mL round bottom flask, add 25 mL of 3-bromoallyl propane, 30 mL of DMF, 1.03 g of Na 2 CO 3 , magnetically stirred, heated, and refluxed for 45 h. After TLC detection, a new product was formed [(GF254 plate, developing solvent: ethyl acetate: dichloromethane: methanol: ammonia water (3:9:2.5:0.5)], stop Reaction. After AB-8 macroporous adsorption resin chromatography, silica gel column chromatography (eluent and developer) separation, methanol recrystallization, that is, the target compound identified by hydrogen spectrum, is a new compound, 9.88 (1H, s) , 9.00(1H, s), 8.20(1H, d, J=9.0Hz), 8.01(1H, d, J=9.0Hz), 7.74(1H, s), 7.11(1H, s), 6.10(1H, m), 5.47 (1H, dd, J=1.5, 16.5Hz), 5.30 (1H, dd, J=1.5, 16.5Hz), 4.91 (2H, t, J=6.0Hz), 4.73 (2H, d, J = 5.0 Hz), 4.09 (3H, s), 3.88 (3H, s), 3...

Embodiment 3

[0030] Embodiment 3: the synthesis of compound 3 (2-ethyl African tritylamine hydrobromide)

[0031]

[0032] Weigh 1.01 g of tritylamine (raw material), put it in a 100 mL round bottom flask, add 10 mL of 1-bromoethane, 50 mL of DMF, 1.32 g of Na 2 CO 3 , magnetic stirring, heating, and reflux reaction for 50 h. After TLC detection, a new product was formed [(GF254 plate, developing solvent: chloroform: acetone: methanol: ammonia water (3:9:2.5:0.5)], stop the reaction. After AB -8 Macroporous adsorption resin chromatography, silica gel column chromatography (eluent and developer) separation, methanol recrystallization, that is, the target compound was identified by hydrogen spectrum, it is a new compound, 9.87 (1H, s, H-8) , 9.01(1H, s, H-13), 8.20(1H, d, J=9.5Hz, H-12), 8.02(1H, d, J=9.5Hz, H-11), 7.70(1H, s, H-1), 7.09(1H, s, H-4), 4.94(2H, t, J=6.0Hz), 4.19(2H, q, J=7.0Hz), 4.09(3H, s), 4.06(3H , s), 3.87 (3H, s), 3.22 (2H, q, J=6.0Hz), 1.40 (2H, t, J=6.0Hz); yield ...

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 columbamine II derivatives shown as a formula (I), a preparation method thereof and application thereof as drugs. Experiments confirm that the columbamine II derivatives have good resistance to dementia. The formula (I) is shown in the specification.

Description

technical field [0001] The present invention relates to a new tritylamine derivative and its preparation method and application. Background technique [0002] Columbamine (II) is a natural compound extracted and isolated from medicinal materials such as Huangteng, Coptidis Rhizoma, Tinobilis, Corydalis Corydalis, and Berberis. Its structure is similar to that of berberine (III) and palmatine (IV). And so on, belong to berberine-type alkaloid compounds. [0003] [0004] Pharmacological studies in recent years have found that tritylamine has some biological activities. For example, Tetamine has an inhibitory effect on ear swelling in mice induced by xylene, and a significant inhibitory effect on mouse acetic acid-induced writhing experiments, and significantly inhibited RAW264.7 macrophages from responding to lipopolysaccharide or tumor necrosis in vitro The production of NO and the activation of nuclear factor κB in response to factor α, these indicate that it has a...

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): C07D455/03A61K31/4375A61P25/28
CPCC07D455/03
Inventor 吕子明梁俊青姚兵王宏涛李向军安军永王超王永赵韶华田书彦吴以岭刘晓燕何慧民王曙宾
Owner BEIJING YILING PHARMA