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

Medicinal use of a kind of aldehyde compound

A compound and aldehyde-based technology, applied in the field of medicine, can solve problems such as virus mutation, limited detection and diagnosis methods, and large-scale epidemics

Active Publication Date: 2022-02-22
SHANGHAI INST OF MATERIA MEDICA CHINESE ACAD OF SCI +1
View PDF0 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Due to the limited means of detection and diagnosis, new outbreaks caused by new viruses are often characterized by suddenness, randomness, and unpredictability. Once an outbreak occurs, without effective prevention and control measures, it is very easy to cause a large-scale epidemic and seriously threaten the people health life safety
The transmission route of 2019-nCoV virus has not been fully grasped. It is known that it can be transmitted through droplets and contact, and there is human-to-human transmission and medical staff infection. There is a certain risk of community transmission, and the virus may mutate
[0005] Currently, there is no effective vaccine or antiviral drug for severe pneumonia caused by 2019-nCoV coronavirus

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
  • Medicinal use of a kind of aldehyde compound
  • Medicinal use of a kind of aldehyde compound
  • Medicinal use of a kind of aldehyde compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0088] Example 1: Synthesis of Compound 1

[0089]

[0090] synthetic route:

[0091]

[0092] Synthesis of compounds 1-2:

[0093] Under argon protection, N-tert-butoxycarbonyl-L-glutamate dimethyl ester 1-1 (6 g, 21.8 mmol) was dissolved in 60 mL of anhydrous tetrahydrofuran, and LiHMDS (1 M in THF) in tetrahydrofuran (47 mL, 47 mmol), the temperature was kept stable at -78°C during the dropwise addition for about 1 hour. After the dropping was completed, the mixture was stirred at -78°C for 1 hour. Bromoacetonitrile (2.79 g, 23.3 mmol) was dissolved in 20 ml of tetrahydrofuran, and then the solution was slowly dropped into the reaction system, and the dropwise addition process continued for 1 to 2 hours. The temperature was controlled to -78°C, and the reaction was continued for 20 hours. THL monitoring (color development of alkaline potassium permanganate) after the reaction was completed, 3 mL of methanol and 22.7 mL of a mixed solution of glacial acetic acid an...

Embodiment 2

[0113] Example 2: Synthesis of Compound 2

[0114]

[0115] The acid 1-11 in Example 1 was replaced by compound 2-1, and the synthesis method was referred to the synthesis of compound 1, and compound 2 was obtained.

[0116] 1 H NMR (600MHz, Acetone-d6) δ9.21(s,1H), 7.73(s,1H), 7.67–7.59(m,3H), 7.31–7.23(m,2H), 6.91(d, J=8.4 Hz, 1H), 6.55 (t, J=4.4Hz, 1H), 4.91 (s, 2H), 4.67 (dd, J=9.1, 6.5Hz, 1H), 4.44 (dt, J=8.8, 6.4Hz, 1H) ), 4.29 (dt, J=9.3, 6.9Hz, 1H), 3.35–3.19 (m, 2H), 2.53 (m, 1H), 2.18 (dt, J=12.7, 6.3Hz, 1H), 2.13–2.00 ( m, 1H), 1.97 (dt, J=12.9, 6.4Hz, 1H), 1.91–1.68 (m, 4H), 1.65–1.59 (m, 1H), 1.59–1.44 (m, 3H), 1.44–1.32 ( m,6H),1.23(m,2H),0.67 (dd,J=25.0,6.7Hz,6H).ESI-MS m / z 600.27[M+H] +

Embodiment 3

[0117] Example 3: Synthesis of Compound 3

[0118]

[0119] Compound 2-1 was used to replace acid 1-11 in Example 1, and 3-1 was used to replace 1-5 of Example 1. The synthesis method was referred to the synthesis of compound 1, and compound 3 was obtained.

[0120] 1 H NMR (600MHz, Acetone-d6) δ 9.21 (s, 1H), 7.82 (d, J=9.2Hz, 1H), 7.74 (s, 1H), 7.62 (dd, J=9.2, 2.2Hz, 2H) ,7.28(d,J=8.4Hz,1H),7.23(s,1H), 6.91(d,J=8.4Hz,1H),6.55(t,J=4.4Hz,1H),4.91(s,2H) ,4.78(dd,J=9.1,6.5Hz,1H),4.32(dt,J=9.0,6.4Hz,1H),4.19(dt,J=9.3,6.9Hz,1H),3.29(m,1H), 3.17(m,1H),2.35(m,1H),2.09(dt,J=12.8,6.3Hz,1H),2.05–1.94(m,1H),1.94–1.87(m,1H), 1.87–1.77( m, 2H), 1.77–1.67 (m, 3H), 1.67–1.64 (m, 1H), 1.64–1.56 (m, 3H), 1.56–1.45 (m, 4H), 0.67 (dd, J=25.0, 6.7 Hz,6H).ESI-MS m / z 586.26[M+H] +

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 present invention relates to a new use of a class of aldehyde-based compounds, specifically, the present invention relates to aldehyde-based compounds as shown in general formula I as 2019 novel coronavirus (2019-nCov) 3CL protease inhibitors in the preparation of treatment and / or Or use in medicines for preventing and alleviating respiratory tract infections, pneumonia and other related diseases caused by 2019 novel coronavirus infection. The present invention also relates to pharmaceutical compositions of such compounds, their pharmaceutically acceptable salts, enantiomeric forms, diastereoisomers and racemic compounds in the preparation of treatment and / or prevention, mitigation of 2019 novel coronavirus Use in medicine for respiratory tract infection, pneumonia and other related diseases caused by infection.

Description

technical field [0001] The invention relates to the field of medicine, in particular to the medicinal use of an aldehyde compound. Background technique [0002] Among acute infectious diseases, most of them are viral infectious diseases, which have high morbidity and mortality. Due to the limited means of detection and diagnosis, new outbreaks caused by new viruses often have the characteristics of suddenness, randomness and unpredictability. Health and safety. The transmission route of the 2019-nCoV virus is not fully understood. It is known that it can be transmitted through droplets and contact, and there is human-to-human transmission and medical staff infection. There is a certain risk of community transmission, and the virus may mutate. At present, there is no specific prevention and treatment method for the disease caused by the new coronavirus. [0003] The 2019-nCoV coronavirus belongs to the genus Coronaviridae and is a single-stranded positive-sense RNA virus w...

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): A61K38/05A61K31/4025A61K31/404A61K31/422A61K31/4709A61K31/4184A61K31/498A61K31/4439A61K31/40A61P31/14A61P11/00A61P29/00
CPCA61K38/05A61K31/4025A61K31/404A61K31/422A61K31/4709A61K31/4184A61K31/498A61K31/4439A61K31/40A61P31/14A61P11/00A61P29/00A61K31/4155A61K31/416A61K31/403A61K31/437A61P1/00A61P17/00A61P25/00A61P31/12C07D401/12C07D405/12C07D403/12C07D413/12C07D409/12C07D471/04C07D207/27C07D207/12C07D411/12
Inventor 柳红李建戴文豪彭晶晶谢雄胡树雷李淳朴许叶春杨海涛张磊砢蒋华良靳振明肖庚富陈凯先
Owner SHANGHAI INST OF MATERIA MEDICA CHINESE ACAD OF SCI