CN107935848A - 一种六茜素衍生物及其制备方法和应用 - Google Patents
一种六茜素衍生物及其制备方法和应用 Download PDFInfo
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- CN107935848A CN107935848A CN201711165233.7A CN201711165233A CN107935848A CN 107935848 A CN107935848 A CN 107935848A CN 201711165233 A CN201711165233 A CN 201711165233A CN 107935848 A CN107935848 A CN 107935848A
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- alizarin
- alizarins
- brufen
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- 150000004345 1,2-dihydroxyanthraquinones Chemical class 0.000 title claims abstract description 67
- 238000002360 preparation method Methods 0.000 title claims description 13
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims abstract description 44
- HEFNNWSXXWATRW-UHFFFAOYSA-N Ibuprofen Chemical compound CC(C)CC1=CC=C(C(C)C(O)=O)C=C1 HEFNNWSXXWATRW-UHFFFAOYSA-N 0.000 claims abstract description 30
- 230000032050 esterification Effects 0.000 claims abstract description 10
- 238000005886 esterification reaction Methods 0.000 claims abstract description 10
- QOSSAOTZNIDXMA-UHFFFAOYSA-N Dicylcohexylcarbodiimide Chemical compound C1CCCCC1N=C=NC1CCCCC1 QOSSAOTZNIDXMA-UHFFFAOYSA-N 0.000 claims abstract description 6
- 239000012024 dehydrating agents Substances 0.000 claims abstract description 6
- 239000000126 substance Substances 0.000 claims abstract description 5
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- RGCKGOZRHPZPFP-UHFFFAOYSA-N alizarin Chemical group C1=CC=C2C(=O)C3=C(O)C(O)=CC=C3C(=O)C2=C1 RGCKGOZRHPZPFP-UHFFFAOYSA-N 0.000 claims description 38
- VHYFNPMBLIVWCW-UHFFFAOYSA-N 4-Dimethylaminopyridine Chemical group CN(C)C1=CC=NC=C1 VHYFNPMBLIVWCW-UHFFFAOYSA-N 0.000 claims description 34
- 239000003814 drug Substances 0.000 claims description 8
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- 238000012360 testing method Methods 0.000 abstract description 18
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- DXRFZHILMCWCNG-UHFFFAOYSA-N N,N-dimethyl-1,8-naphthyridin-2-amine Chemical class C1=CC=NC2=NC(N(C)C)=CC=C21 DXRFZHILMCWCNG-UHFFFAOYSA-N 0.000 abstract 1
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- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
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- AIDLAEPHWROGFI-UHFFFAOYSA-N 2-methylbenzene-1,3-dicarboxylic acid Chemical class CC1=C(C(O)=O)C=CC=C1C(O)=O AIDLAEPHWROGFI-UHFFFAOYSA-N 0.000 description 1
- VTWDKFNVVLAELH-UHFFFAOYSA-N 2-methylcyclohexa-2,5-diene-1,4-dione Chemical class CC1=CC(=O)C=CC1=O VTWDKFNVVLAELH-UHFFFAOYSA-N 0.000 description 1
- RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 description 1
- 208000031295 Animal disease Diseases 0.000 description 1
- 208000006820 Arthralgia Diseases 0.000 description 1
- BSYNRYMUTXBXSQ-UHFFFAOYSA-N Aspirin Chemical compound CC(=O)OC1=CC=CC=C1C(O)=O BSYNRYMUTXBXSQ-UHFFFAOYSA-N 0.000 description 1
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- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical class CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 1
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- 229960001138 acetylsalicylic acid Drugs 0.000 description 1
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- 231100000053 low toxicity Toxicity 0.000 description 1
- NUJOXMJBOLGQSY-UHFFFAOYSA-N manganese dioxide Inorganic materials O=[Mn]=O NUJOXMJBOLGQSY-UHFFFAOYSA-N 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
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- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 229960003424 phenylacetic acid Drugs 0.000 description 1
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- 229960002895 phenylbutazone Drugs 0.000 description 1
- VYMDGNCVAMGZFE-UHFFFAOYSA-N phenylbutazonum Chemical compound O=C1C(CCCC)C(=O)N(C=2C=CC=CC=2)N1C1=CC=CC=C1 VYMDGNCVAMGZFE-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/08—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/612—Esters of carboxylic acids having a carboxyl group bound to an acyclic carbon atom and having a six-membered aromatic ring in the acid moiety
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Description
Claims (10)
Priority Applications (1)
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CN201711165233.7A CN107935848B (zh) | 2017-11-21 | 2017-11-21 | 一种六茜素衍生物及其制备方法和应用 |
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CN201711165233.7A CN107935848B (zh) | 2017-11-21 | 2017-11-21 | 一种六茜素衍生物及其制备方法和应用 |
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CN107935848A true CN107935848A (zh) | 2018-04-20 |
CN107935848B CN107935848B (zh) | 2020-12-22 |
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Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN108707063A (zh) * | 2018-06-11 | 2018-10-26 | 湖北开元化工科技股份有限公司 | 一种邻甲基对苯醌经硫系列还原剂还原生产邻甲基对苯二酚的方法 |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN1494526A (zh) * | 2001-03-06 | 2004-05-05 | 一元胺吸收的抑制剂 | |
CN102079703A (zh) * | 2010-12-16 | 2011-06-01 | 苏州大学 | 一种新型非甾体抗炎药制备方法及其抗炎镇痛作用 |
CN105152870A (zh) * | 2015-08-27 | 2015-12-16 | 河南黑马动物药业有限公司 | 一种六茜素水重结晶的制备方法 |
-
2017
- 2017-11-21 CN CN201711165233.7A patent/CN107935848B/zh active Active
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN1494526A (zh) * | 2001-03-06 | 2004-05-05 | 一元胺吸收的抑制剂 | |
CN102079703A (zh) * | 2010-12-16 | 2011-06-01 | 苏州大学 | 一种新型非甾体抗炎药制备方法及其抗炎镇痛作用 |
CN105152870A (zh) * | 2015-08-27 | 2015-12-16 | 河南黑马动物药业有限公司 | 一种六茜素水重结晶的制备方法 |
Non-Patent Citations (2)
Title |
---|
GIANLUCA OTTOLINA ET AL.: "Activity and Selectivity of Some Hydrolases in Enantiomeric Solvents", 《BIOTECHNOLOGY LETTERS》 * |
陈红梅: "六茜素的研究及应用", 《兽药与饲料添加剂》 * |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN108707063A (zh) * | 2018-06-11 | 2018-10-26 | 湖北开元化工科技股份有限公司 | 一种邻甲基对苯醌经硫系列还原剂还原生产邻甲基对苯二酚的方法 |
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Denomination of invention: A Six Alizarin Derivative and Its Preparation Method and Application Effective date of registration: 20231115 Granted publication date: 20201222 Pledgee: Bank of China Limited Sheqi Branch Pledgor: HENAN HUA MU BIOLOGICAL TECHNOLOGY Co.,Ltd. Registration number: Y2023980065582 |
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Granted publication date: 20201222 Pledgee: Bank of China Limited Sheqi Branch Pledgor: HENAN HUA MU BIOLOGICAL TECHNOLOGY Co.,Ltd. Registration number: Y2023980065582 |
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PE01 | Entry into force of the registration of the contract for pledge of patent right | ||
PE01 | Entry into force of the registration of the contract for pledge of patent right |
Denomination of invention: A Six Alizarin Derivative and Its Preparation Method and Application Granted publication date: 20201222 Pledgee: Bank of China Limited Sheqi Branch Pledgor: HENAN HUA MU BIOLOGICAL TECHNOLOGY Co.,Ltd. Registration number: Y2024980021100 |