Title:
ANTI-INFLAMMATORY ANALGESIC COMPOUND AND USE THEREOF
Document Type and Number:
WIPO Patent Application WO/2023/087632
Kind Code:
A1
Abstract:
The present invention belongs to the field of medicinal chemistry, and specifically disclosed are an anti-inflammatory analgesic compound and the use thereof. The compound of the present invention is a compound having a structure shown in formula (I) or formula (II), an isomer or a pharmaceutically acceptable salt thereof. The compound of the present application has a significant curative effect on gouty arthritis in rats, and also has a good anti-inflammatory factor effect. Therefore, the compound has potential application prospects in the aspects of anti-inflammatory analgesic drugs, particularly anti-acute gouty arthritis drugs, anti-rheumatoid arthritis drugs, drugs for reducing inflammatory factors, drugs for treating inflammatory storms or coronavirus pneumonia drugs, etc.
Inventors:
SHI DONGFANG (CN)
FU CHANGJIN (CN)
YANG YAN (CN)
LI HAIMING (CN)
FU CHANGJIN (CN)
YANG YAN (CN)
LI HAIMING (CN)
Application Number:
PCT/CN2022/090947
Publication Date:
May 25, 2023
Filing Date:
May 05, 2022
Export Citation:
Assignee:
JIANGSU ATOM BIOSCIENCE AND PHARMACEUTICAL CO LTD (CN)
International Classes:
C07D307/20; A61K31/165; A61K31/17; A61K31/18; A61K31/196; A61K31/255; A61K31/27; A61K31/277; A61K31/341; A61K31/40; A61K31/41; A61K31/421; A61K31/495; A61K31/5375; A61K31/64; A61K31/69; A61P19/02; A61P29/00; A61P31/14; C07C233/32; C07C233/52; C07C237/24; C07C255/19; C07C255/47; C07C271/24; C07C271/34; C07C275/26; C07C305/20; C07C307/02; C07C307/08; C07C311/07; C07C311/46; C07D207/16; C07D207/27; C07D249/08; C07D257/04; C07D263/24; C07D265/32; C07D295/155; C07D295/182; C07F5/02
Foreign References:
| CN114656429A | 2022-06-24 | |||
| CN102741223A | 2012-10-17 |
Other References:
KUREK JOANNA, MYSZKOWSKI KRZYSZTOF, OKULICZ-KOZARYN IRENA, KURANT AGNIESZKA, KAMIŃSKA EWA, SZULC MICHAŁ, RUBIŚ BŁAŻEJ, KACZMAREK M: "Cytotoxic, analgesic and anti-inflammatory activity of colchicine and its C-10 sulfur containing derivatives", SCIENTIFIC REPORTS, vol. 11, no. 1, pages 9034, XP093068014, DOI: 10.1038/s41598-021-88260-1
PARé GUILLAUME; VITRY JULIEN; MARCEAU FRANçOIS; VAILLANCOURT MYRIAM; WINTER PHILIP; BACHELARD HéLèNE; NACCACHE: "The development of a targeted and more potent, anti-Inflammatory derivative of colchicine: Implications for gout", BIOCHEMICAL PHARMACOLOGY, ELSEVIER, US, vol. 180, 26 June 2020 (2020-06-26), US , XP086286176, ISSN: 0006-2952, DOI: 10.1016/j.bcp.2020.114125
GHAWANMEH ABDULLAH A.; AL-BAJALAN HUSSEIN M.; MACKEEN MUKRAM MOHAMED; ALALI FERAS Q.; CHONG KWOK FENG: "Recent developments on (-)-colchicine derivatives: Synthesis and structure-activity relationship", EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, ELSEVIER, AMSTERDAM, NL, vol. 185, 18 October 2019 (2019-10-18), AMSTERDAM, NL , XP085935541, ISSN: 0223-5234, DOI: 10.1016/j.ejmech.2019.111788
ZHU YPANDYA BJCHOI HK: "Prevalence of Gout and Hyperuricemia in the US General Population: The National Health and Nutrition Examination Survey 2007-2008[J", ARTHRITIS RHEUM, vol. 63, no. 10, 2011, pages 3136 - 3141
LIU RHAN CWU D ET AL.: "Prevalence of hyperuricemia and gout in mainland China from 2000 to 2014: A systematic review and meta-analysis[J", BIOMED RESEARCH INTERNATIONAL, vol. 2015, pages 1 - 12
KHANNA DFITZGERALD JDKHANNA PP ET AL.: "American College of Rheumatology Guidelines for Management of Gout. Part 1: Systematic Nonpharmacologic and Pharmacologic Therapeutic Approaches to Hyperuricemia[J", ARTHRITIS CARE & RESEARCH, vol. 64, no. 10, 2012, pages 1432 - 1446, XP055804638, DOI: 10.1002/acr.21772
LANCET, vol. 375, no. 9711, 2010, pages 318 - 328
SCHLESINGER N: "Difficult-to-treat gouty arthritis: a disease warranting better management", DRUGS, vol. 71, no. 11, 2011, pages 1413 - 1439
"Chinese Society of Endocrinology. Guidelines for the diagnosis and management of hyperuricemia and gout in China 2019", CHINESE JOURNAL ENDOCRINOLOGY AND METABOLISM, vol. 36, no. 1, 2019
KEENAN RTO'BRIEN WRLEE KH ET AL.: "Prevalence of contraindications and prescription of pharmacologic therapies for gout[J", AMERICAN JOURNAL OF MEDICINE, vol. 124, no. 2, 2011, pages 155 - 163, XP028153551, DOI: 10.1016/j.amjmed.2010.09.012
KHANNA DKHANNA PPFITZGERALD JD ET AL.: "American College of Rheumatology guidelines for management of gout. Part 2: therapy and antiinflammatory prophylaxis of acute gouty arthritis [J", ARTHRITIS CARE & RESEARCH, vol. 64, no. 10, 2012, pages 1447 - 1461, XP055804636, DOI: 10.1002/acr.21773
WANG SIQIYU BINZHANG XIAOHAI ET AL.: "Correlation analysis of pain and inflammatory factors in acute gout patients [J", MEDICAL THEORY & PRACTICE, vol. 34, no. 3, 2021, pages 371 - 373
HE YGAN WZHANG M ET AL.: "Evaluation of clinical biochemical indexes in the progression and treatment of COVID-19[J", JOURNAL OF LABORATORY MEDICINE, vol. 41, 2020, pages 906 - 909
ZHANG XIMULI TANSHI: "Cytokine storm and immunotherapy in post-influenza pneumonia [J", MEDICAL REVIEW, vol. 26, no. 6, 2020, pages 1142 - 1146
WILK AJRUSTAGI AZHAO NQ ET AL.: "A single cell atlas of the peripheral immune response in patients with severe COVID-19[J", NATURE MEDICINE, vol. 26, no. 7, 2020, pages 1070 - 1076, XP037191574, DOI: 10.1038/s41591-020-0944-y
HUANG CWANG YLI X ET AL.: "Clinical features of patients infected with 2019 novel coronavirus in Wuhan, China[J", LANCET, vol. 395, no. 10223, 2020, pages 497 - 506, XP086050317, DOI: 10.1016/S0140-6736(20)30183-5
CLARK DRJONATHAN EMKENNETH JB ET AL.: "Clinical evidence does not support corticosteroid treatment for 2019-nCoV lung injury[J", LANCET, vol. 395, 2020, pages 473 - 475, XP055808392, DOI: 10.1016/S0140-6736(20)30317-2
TARDIF JCBOUABDALLAOUI NL 'ALLIER PL ET AL.: "Efficacy of Colchicine in Non-Hospitalized Patients with COVID-19[J", MEDRXIV, 2021
PARé GUILLAUME; VITRY JULIEN; MARCEAU FRANçOIS; VAILLANCOURT MYRIAM; WINTER PHILIP; BACHELARD HéLèNE; NACCACHE: "The development of a targeted and more potent, anti-Inflammatory derivative of colchicine: Implications for gout", BIOCHEMICAL PHARMACOLOGY, ELSEVIER, US, vol. 180, 26 June 2020 (2020-06-26), US , XP086286176, ISSN: 0006-2952, DOI: 10.1016/j.bcp.2020.114125
GHAWANMEH ABDULLAH A.; AL-BAJALAN HUSSEIN M.; MACKEEN MUKRAM MOHAMED; ALALI FERAS Q.; CHONG KWOK FENG: "Recent developments on (-)-colchicine derivatives: Synthesis and structure-activity relationship", EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, ELSEVIER, AMSTERDAM, NL, vol. 185, 18 October 2019 (2019-10-18), AMSTERDAM, NL , XP085935541, ISSN: 0223-5234, DOI: 10.1016/j.ejmech.2019.111788
ZHU YPANDYA BJCHOI HK: "Prevalence of Gout and Hyperuricemia in the US General Population: The National Health and Nutrition Examination Survey 2007-2008[J", ARTHRITIS RHEUM, vol. 63, no. 10, 2011, pages 3136 - 3141
LIU RHAN CWU D ET AL.: "Prevalence of hyperuricemia and gout in mainland China from 2000 to 2014: A systematic review and meta-analysis[J", BIOMED RESEARCH INTERNATIONAL, vol. 2015, pages 1 - 12
KHANNA DFITZGERALD JDKHANNA PP ET AL.: "American College of Rheumatology Guidelines for Management of Gout. Part 1: Systematic Nonpharmacologic and Pharmacologic Therapeutic Approaches to Hyperuricemia[J", ARTHRITIS CARE & RESEARCH, vol. 64, no. 10, 2012, pages 1432 - 1446, XP055804638, DOI: 10.1002/acr.21772
LANCET, vol. 375, no. 9711, 2010, pages 318 - 328
SCHLESINGER N: "Difficult-to-treat gouty arthritis: a disease warranting better management", DRUGS, vol. 71, no. 11, 2011, pages 1413 - 1439
"Chinese Society of Endocrinology. Guidelines for the diagnosis and management of hyperuricemia and gout in China 2019", CHINESE JOURNAL ENDOCRINOLOGY AND METABOLISM, vol. 36, no. 1, 2019
KEENAN RTO'BRIEN WRLEE KH ET AL.: "Prevalence of contraindications and prescription of pharmacologic therapies for gout[J", AMERICAN JOURNAL OF MEDICINE, vol. 124, no. 2, 2011, pages 155 - 163, XP028153551, DOI: 10.1016/j.amjmed.2010.09.012
KHANNA DKHANNA PPFITZGERALD JD ET AL.: "American College of Rheumatology guidelines for management of gout. Part 2: therapy and antiinflammatory prophylaxis of acute gouty arthritis [J", ARTHRITIS CARE & RESEARCH, vol. 64, no. 10, 2012, pages 1447 - 1461, XP055804636, DOI: 10.1002/acr.21773
WANG SIQIYU BINZHANG XIAOHAI ET AL.: "Correlation analysis of pain and inflammatory factors in acute gout patients [J", MEDICAL THEORY & PRACTICE, vol. 34, no. 3, 2021, pages 371 - 373
HE YGAN WZHANG M ET AL.: "Evaluation of clinical biochemical indexes in the progression and treatment of COVID-19[J", JOURNAL OF LABORATORY MEDICINE, vol. 41, 2020, pages 906 - 909
ZHANG XIMULI TANSHI: "Cytokine storm and immunotherapy in post-influenza pneumonia [J", MEDICAL REVIEW, vol. 26, no. 6, 2020, pages 1142 - 1146
WILK AJRUSTAGI AZHAO NQ ET AL.: "A single cell atlas of the peripheral immune response in patients with severe COVID-19[J", NATURE MEDICINE, vol. 26, no. 7, 2020, pages 1070 - 1076, XP037191574, DOI: 10.1038/s41591-020-0944-y
HUANG CWANG YLI X ET AL.: "Clinical features of patients infected with 2019 novel coronavirus in Wuhan, China[J", LANCET, vol. 395, no. 10223, 2020, pages 497 - 506, XP086050317, DOI: 10.1016/S0140-6736(20)30183-5
CLARK DRJONATHAN EMKENNETH JB ET AL.: "Clinical evidence does not support corticosteroid treatment for 2019-nCoV lung injury[J", LANCET, vol. 395, 2020, pages 473 - 475, XP055808392, DOI: 10.1016/S0140-6736(20)30317-2
TARDIF JCBOUABDALLAOUI NL 'ALLIER PL ET AL.: "Efficacy of Colchicine in Non-Hospitalized Patients with COVID-19[J", MEDRXIV, 2021
Attorney, Agent or Firm:
NANJING SITUO INTELLECTUAL PROPERTY AGENCY (GP) (CN)
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