CN113845465A - 一种合成5-羟色胺己二酸盐的方法 - Google Patents
一种合成5-羟色胺己二酸盐的方法 Download PDFInfo
- Publication number
- CN113845465A CN113845465A CN202111280355.7A CN202111280355A CN113845465A CN 113845465 A CN113845465 A CN 113845465A CN 202111280355 A CN202111280355 A CN 202111280355A CN 113845465 A CN113845465 A CN 113845465A
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- China
- Prior art keywords
- hydroxytryptamine
- adipate
- synthesizing
- solution
- temperature
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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Links
- QUDKLAIWRJDCMU-UHFFFAOYSA-N 2-(5-hydroxy-1h-indol-3-yl)ethylazanium;6-hydroxy-6-oxohexanoate Chemical compound OC(=O)CCCCC([O-])=O.C1=C(O)C=C2C(CC[NH3+])=CNC2=C1 QUDKLAIWRJDCMU-UHFFFAOYSA-N 0.000 title claims abstract description 42
- 238000000034 method Methods 0.000 title claims abstract description 30
- 230000002194 synthesizing effect Effects 0.000 title claims abstract description 20
- 239000000243 solution Substances 0.000 claims abstract description 64
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 52
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims abstract description 39
- 238000003756 stirring Methods 0.000 claims abstract description 36
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 claims abstract description 32
- 239000007864 aqueous solution Substances 0.000 claims abstract description 21
- MDIGAZPGKJFIAH-UHFFFAOYSA-N Serotonin hydrochloride Chemical compound Cl.C1=C(O)C=C2C(CCN)=CNC2=C1 MDIGAZPGKJFIAH-UHFFFAOYSA-N 0.000 claims abstract description 18
- 239000001361 adipic acid Substances 0.000 claims abstract description 16
- 235000011037 adipic acid Nutrition 0.000 claims abstract description 16
- 238000012805 post-processing Methods 0.000 claims abstract description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 18
- 238000004821 distillation Methods 0.000 claims description 12
- 238000005406 washing Methods 0.000 claims description 10
- 238000001035 drying Methods 0.000 claims description 9
- 239000007788 liquid Substances 0.000 claims description 9
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 6
- 238000000967 suction filtration Methods 0.000 claims description 2
- 238000005292 vacuum distillation Methods 0.000 claims description 2
- 238000001816 cooling Methods 0.000 claims 1
- 230000015572 biosynthetic process Effects 0.000 abstract description 4
- 238000003786 synthesis reaction Methods 0.000 abstract description 4
- 239000007787 solid Substances 0.000 description 27
- 230000008569 process Effects 0.000 description 12
- IDGUHHHQCWSQLU-UHFFFAOYSA-N ethanol;hydrate Chemical compound O.CCO IDGUHHHQCWSQLU-UHFFFAOYSA-N 0.000 description 11
- 239000000047 product Substances 0.000 description 11
- 239000008367 deionised water Substances 0.000 description 8
- 229910021641 deionized water Inorganic materials 0.000 description 8
- 239000000706 filtrate Substances 0.000 description 7
- 238000001914 filtration Methods 0.000 description 7
- 238000010438 heat treatment Methods 0.000 description 7
- 239000005457 ice water Substances 0.000 description 7
- 239000000463 material Substances 0.000 description 7
- 238000005303 weighing Methods 0.000 description 7
- 238000006243 chemical reaction Methods 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 6
- 239000007791 liquid phase Substances 0.000 description 6
- 238000009776 industrial production Methods 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- 230000035484 reaction time Effects 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 230000037020 contractile activity Effects 0.000 description 2
- 210000002460 smooth muscle Anatomy 0.000 description 2
- 239000012265 solid product Substances 0.000 description 2
- 238000001356 surgical procedure Methods 0.000 description 2
- 102000040125 5-hydroxytryptamine receptor family Human genes 0.000 description 1
- 108091032151 5-hydroxytryptamine receptor family Proteins 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- -1 di- (5-hydroxytryptamine) adipate Chemical compound 0.000 description 1
- 230000002526 effect on cardiovascular system Effects 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 239000012456 homogeneous solution Substances 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 230000004220 muscle function Effects 0.000 description 1
- 208000031225 myocardial ischemia Diseases 0.000 description 1
- 210000004165 myocardium Anatomy 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000006722 reduction reaction Methods 0.000 description 1
- 238000004904 shortening Methods 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 238000001308 synthesis method Methods 0.000 description 1
- 230000009278 visceral effect Effects 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
- C07D209/14—Radicals substituted by nitrogen atoms, not forming part of a nitro radical
- C07D209/16—Tryptamines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/41—Preparation of salts of carboxylic acids
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Description
Claims (10)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
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CN202111280355.7A CN113845465A (zh) | 2021-10-29 | 2021-10-29 | 一种合成5-羟色胺己二酸盐的方法 |
Applications Claiming Priority (1)
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CN202111280355.7A CN113845465A (zh) | 2021-10-29 | 2021-10-29 | 一种合成5-羟色胺己二酸盐的方法 |
Publications (1)
Publication Number | Publication Date |
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CN113845465A true CN113845465A (zh) | 2021-12-28 |
Family
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Family Applications (1)
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CN202111280355.7A Pending CN113845465A (zh) | 2021-10-29 | 2021-10-29 | 一种合成5-羟色胺己二酸盐的方法 |
Country Status (1)
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CN (1) | CN113845465A (zh) |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
RU2227140C1 (ru) * | 2002-10-22 | 2004-04-20 | Закрытое Акционерное Общество "Лорр" | Способ получения серотонина и его фармакологических солей |
RU2004117584A (ru) * | 2004-06-10 | 2006-02-27 | Закрытое Акционерное Общество "Лорр" (Ru) | Способ получения серотонина и его фармакологически приемлемых солей |
CN107778223A (zh) * | 2016-08-31 | 2018-03-09 | 鲁南制药集团股份有限公司 | 一种马来酸贝曲西班的制备方法 |
WO2018229796A2 (en) * | 2017-06-14 | 2018-12-20 | Mylan Laboratories Limited | A process for betrixaban hydrochloride and betrixaban maleate salt |
-
2021
- 2021-10-29 CN CN202111280355.7A patent/CN113845465A/zh active Pending
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
RU2227140C1 (ru) * | 2002-10-22 | 2004-04-20 | Закрытое Акционерное Общество "Лорр" | Способ получения серотонина и его фармакологических солей |
RU2004117584A (ru) * | 2004-06-10 | 2006-02-27 | Закрытое Акционерное Общество "Лорр" (Ru) | Способ получения серотонина и его фармакологически приемлемых солей |
CN107778223A (zh) * | 2016-08-31 | 2018-03-09 | 鲁南制药集团股份有限公司 | 一种马来酸贝曲西班的制备方法 |
WO2018229796A2 (en) * | 2017-06-14 | 2018-12-20 | Mylan Laboratories Limited | A process for betrixaban hydrochloride and betrixaban maleate salt |
Non-Patent Citations (2)
Title |
---|
周华 等: "环已胺己二酸盐的制备研究", 《广东化工》 * |
陈宁: "马来酸氟吡汀的合成", 《广州化工》 * |
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CB03 | Change of inventor or designer information |
Inventor after: Zhao Yunxian Inventor after: Cui Jinwang Inventor after: Yang Zhibin Inventor before: Li Qian Inventor before: Tian Junbo Inventor before: Yang Zhibin Inventor before: Zhang Ben Inventor before: Cui Jinwang Inventor before: Tian Haobo Inventor before: Xing Ruijing Inventor before: Zhao Zejia Inventor before: Jia Boshuo |
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RJ01 | Rejection of invention patent application after publication |
Application publication date: 20211228 |
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RJ01 | Rejection of invention patent application after publication |