IP Library Granted Patent US 11,795,174
Granted Patent B2
US 11,795,174 · App. 16/770,533 · Granted Oct 24, 2023

Anti-pain compound and preparation method thereof

Inventors: Runtao Li (Beijing, CN); Jia Ye (Beijing, CN); Xin Wang (Beijing, CN); Zemei Ge (Beijing, CN); Yingying Liang (Beijing, CN); Xiaolei Du (Beijing, CN); Ding Wang (Beijing, CN); Guimin Zhang (Linyi, CN); Jingchun Yao (Linyi, CN); Guifang Zhao (Linyi, CN)
Assignee: LUNAN PHARMACEUTICAL GROUP CORPORATION
C07D487/10A61P29/00
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Quick Facts
Patent No.
US 11,795,174
App. No.
16/770,533
Granted
Oct 24, 2023
Kind
B2
Abstract

Disclosed are a compound represented by the general Formula (I), or a stereisomer, tautomer, derivative, prodrug or pharmaceutically acceptable salt thereof, and a method for preparing the compound and use of the compound in manufacture of a medicament for treating a neuropathic pain and/or neuropathic pain syndrome or a medicament for combating an inflammation: wherein R 1 is selected from hydrogen, halogen, alkyl, cyano and haloalkyl, R 2 and R 3 are independently selected from hydrogen, halogen, alkyl, haloalkyl and nitro, and R 1 , R 2 and R 3 are not hydrogen at the same time; furthermore, when either R 2 or R 3 is nitro or halogen, the other two of R 1 , R 2 and R 3 are not hydrogen at the same time. The compound has good effects in treating a neuropathic pain and/or neuropathic pain syndrome and good effects in combating an inflammation, and has not side effects such as addiction.

Claims (19)

1. A compound represented by the Formula (II), or a stereoisomer, tautomer, prodrug, or pharmaceutically acceptable salt thereof:

wherein R 1 is selected from the group consisting of hydrogen, fluorine, bromine, cyano and haloalkyl,

R 2 is selected from the group consisting of hydrogen, halogen, alkyl and nitro, and R 1 and R 2 are not hydrogen at the same time;

and when R 2 is nitro or halogen, R 1 is not hydrogen.

2. The compound according to claim 1 , or a stereoisomer, tautomer, prodrug, or pharmaceutically acceptable salt thereof, wherein the compound is represented by Formula (II):

wherein R 1 is fluorine, bromine or haloalkyl; R 2 is hydrogen or nitro.

3. The compound according to claim 1 , or a stereoisomer, tautomer, prodrug or pharmaceutically acceptable salt thereof, wherein R 1 is cyano, fluorine, bromine or haloalkyl, and R 2 is hydrogen.

4. The compound according to claim 1 , or a stereoisomer, tautomer, prodrug, or pharmaceutically acceptable salt thereof, wherein R 1 is fluorine, bromine or haloalkyl, and R 2 is hydrogen.

5. The compound, or a stereoisomer, tautomer, prodrug, or pharmaceutically acceptable salt thereof, wherein the compound is selected from the group consisting of:

6. A pharmaceutical composition, the pharmaceutical composition comprising the compound according to claim 1 , or a stereoisomer, tautomer, prodrug, or pharmaceutically acceptable salt thereof, and optionally a pharmaceutically acceptable carrier.

7. A pharmaceutical composition, the pharmaceutical composition comprising the compound according to claim 5 , or a stereoisomer, tautomer, prodrug, or pharmaceutically acceptable salt thereof, and optionally a pharmaceutically acceptable carrier.

8. A method for relieving a pain or combating an inflammation, the method comprising administrating the compound according to claim 1 , or a stereoisomer, tautomer, prodrug, or pharmaceutically acceptable salt thereof to a subject in need thereof.

9. A method for relieving a pain or combating an inflammation, the method comprising administering the compound according to claim 5 , or a stereoisomer, tautomer, prodrug, or pharmaceutically acceptable salt thereof to a subject in need thereof.

10. The compound according to claim 1 , or a stereoisomer, tautomer, prodrug, or pharmaceutically acceptable salt thereof, wherein R 2 is alkyl, and R 1 is hydrogen.

11. The compound according to claim 1 , or a stereoisomer, tautomer, prodrug, or pharmaceutically acceptable salt thereof, wherein R 2 is methyl or ethyl, and R 1 is hydrogen.

12. The compound according to claim 1 , or a stereoisomer, tautomer, prodrug, or pharmaceutically acceptable salt thereof, wherein R 1 is selected from the group consisting of fluorine, bromine, cyano and haloalkyl, and R 2 is selected from the group consisting of halogen, alkyl, and nitro.

13. The compound according to claim 1 , or a stereoisomer, tautomer, prodrug, or pharmaceutically acceptable salt thereof, wherein R 1 is selected from the group consisting of fluorine, bromine, cyano and trifluoromethyl, and R 2 is selected from the group consisting of fluorine, chlorine, bromine, methyl, ethyl, and nitro.

14. The compound according to claim 1 , or a stereoisomer, tautomer, prodrug, or pharmaceutically acceptable salt thereof, wherein R 1 is fluorine or bromine, and R 2 is halogen.

15. The compound according to claim 1 , or a stereoisomer, tautomer, prodrug, or pharmaceutically acceptable salt thereof, wherein the alkyl is methyl, ethyl or propyl.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 1, 2020
From: LI, RUNTAO; YE, JIA; WANG, XIN; GE, ZEMEI; LIANG, YINGYING; DU, XIAOLEI; WANG, DING; ZHANG, GUIMIN; YAO, JINGCHUN; ZHAO, GUIFANG
To: LUNAN PHARMACEUTICAL GROUP CORPORATION
Reel/Frame 054238/0701 →
Priority Claims (1)
CN 201711334106.5 · Dec 7, 2017 · national
Continuity (1)
Related Publication 20200369674A1 · Nov 26, 2020