CN114341155A - 一种肽酰胺类化合物及其中间体的制备方法 - Google Patents
一种肽酰胺类化合物及其中间体的制备方法 Download PDFInfo
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- CN114341155A CN114341155A CN202080061534.9A CN202080061534A CN114341155A CN 114341155 A CN114341155 A CN 114341155A CN 202080061534 A CN202080061534 A CN 202080061534A CN 114341155 A CN114341155 A CN 114341155A
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- RROBIDXNTUAHFW-UHFFFAOYSA-N benzotriazol-1-yloxy-tris(dimethylamino)phosphanium Chemical compound C1=CC=C2N(O[P+](N(C)C)(N(C)C)N(C)C)N=NC2=C1 RROBIDXNTUAHFW-UHFFFAOYSA-N 0.000 description 1
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- 239000012267 brine Substances 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 210000003169 central nervous system Anatomy 0.000 description 1
- 239000007805 chemical reaction reactant Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 238000013375 chromatographic separation Methods 0.000 description 1
- 238000011097 chromatography purification Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 238000004042 decolorization Methods 0.000 description 1
- 230000006837 decompression Effects 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 102000048124 delta Opioid Receptors Human genes 0.000 description 1
- 108700023159 delta Opioid Receptors Proteins 0.000 description 1
- VFRSADQPWYCXDG-LEUCUCNGSA-N ethyl (2s,5s)-5-methylpyrrolidine-2-carboxylate;2,2,2-trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F.CCOC(=O)[C@@H]1CC[C@H](C)N1 VFRSADQPWYCXDG-LEUCUCNGSA-N 0.000 description 1
- 229960002428 fentanyl Drugs 0.000 description 1
- PJMPHNIQZUBGLI-UHFFFAOYSA-N fentanyl Chemical compound C=1C=CC=CC=1N(C(=O)CC)C(CC1)CCN1CCC1=CC=CC=C1 PJMPHNIQZUBGLI-UHFFFAOYSA-N 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 230000005176 gastrointestinal motility Effects 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 231100000304 hepatotoxicity Toxicity 0.000 description 1
- WVLOADHCBXTIJK-YNHQPCIGSA-N hydromorphone Chemical compound O([C@H]1C(CC[C@H]23)=O)C4=C5[C@@]12CCN(C)[C@@H]3CC5=CC=C4O WVLOADHCBXTIJK-YNHQPCIGSA-N 0.000 description 1
- 229960001410 hydromorphone Drugs 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000003456 ion exchange resin Substances 0.000 description 1
- 229920003303 ion-exchange polymer Polymers 0.000 description 1
- 102000048260 kappa Opioid Receptors Human genes 0.000 description 1
- 239000002632 kappa opiate receptor agonist Substances 0.000 description 1
- 229940126470 kappa opioid receptor agonist Drugs 0.000 description 1
- 230000007056 liver toxicity Effects 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 238000003760 magnetic stirring Methods 0.000 description 1
- UKVIEHSSVKSQBA-UHFFFAOYSA-N methane;palladium Chemical compound C.[Pd] UKVIEHSSVKSQBA-UHFFFAOYSA-N 0.000 description 1
- HGVNLOSOAISYIT-ZIAGYGMSSA-N methyl (2R)-2-[[(2R)-2-amino-3-phenylpropanoyl]amino]-4-methylpentanoate Chemical compound COC(=O)[C@@H](CC(C)C)NC(=O)[C@H](N)CC1=CC=CC=C1 HGVNLOSOAISYIT-ZIAGYGMSSA-N 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 229960005181 morphine Drugs 0.000 description 1
- MNOAVFYJZYEFNZ-UHFFFAOYSA-N n,n-dimethyl-1-morpholin-4-ylmethanamine Chemical compound CN(C)CN1CCOCC1 MNOAVFYJZYEFNZ-UHFFFAOYSA-N 0.000 description 1
- 229910000510 noble metal Inorganic materials 0.000 description 1
- 229940005483 opioid analgesics Drugs 0.000 description 1
- 230000002093 peripheral effect Effects 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 230000001766 physiological effect Effects 0.000 description 1
- 102000005962 receptors Human genes 0.000 description 1
- 108020003175 receptors Proteins 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 125000006253 t-butylcarbonyl group Chemical group [H]C([H])([H])C(C(*)=O)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- CZDYPVPMEAXLPK-UHFFFAOYSA-N tetramethylsilane Chemical compound C[Si](C)(C)C CZDYPVPMEAXLPK-UHFFFAOYSA-N 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 229910052722 tritium Inorganic materials 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
- 108020001588 κ-opioid receptors Proteins 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
- A61K38/04—Peptides having up to 20 amino acids in a fully defined sequence; Derivatives thereof
- A61K38/07—Tetrapeptides
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/04—Centrally acting analgesics, e.g. opioids
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Immunology (AREA)
- Neurosurgery (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Gastroenterology & Hepatology (AREA)
- Pain & Pain Management (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Epidemiology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Abstract
一种式(N)所示肽酰胺类化合物及其中间体的制备方法，该方法反应条件温和，操作简单，反应产率高，产品纯度高，后处理方便，适合于工业化生产。
Description
PCT国内申请，说明书已公开。
Claims (23)
- PCT国内申请，权利要求书已公开。
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2019108471320 | 2019-09-10 | ||
| CN201910847132 | 2019-09-10 | ||
| PCT/CN2020/113734 WO2021047470A1 (zh) | 2019-09-10 | 2020-09-07 | 一种肽酰胺类化合物及其中间体的制备方法 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN114341155A true CN114341155A (zh) | 2022-04-12 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202080061534.9A Pending CN114341155A (zh) | 2019-09-10 | 2020-09-07 | 一种肽酰胺类化合物及其中间体的制备方法 |
Country Status (3)
| Country | Link |
|---|---|
| CN (1) | CN114341155A (zh) |
| TW (1) | TWI777236B (zh) |
| WO (1) | WO2021047470A1 (zh) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2024517396A (ja) * | 2021-04-12 | 2024-04-22 | シーザン ハイスーク ファーマシューティカル カンパニー リミテッド | ペプチドアミド系化合物の、掻痒を治療するための薬物の製造における用途 |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101535336A (zh) * | 2006-11-10 | 2009-09-16 | 卡拉治疗学股份有限公司 | 合成酞酰胺及其二聚体 |
| WO2018059331A1 (zh) * | 2016-09-27 | 2018-04-05 | 四川科伦博泰生物医药股份有限公司 | 多酰胺化合物及其用途 |
| WO2019015644A1 (zh) * | 2017-07-21 | 2019-01-24 | 四川海思科制药有限公司 | 肽酰胺类化合物及其制备方法和在医药上的用途 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8236766B2 (en) * | 2006-11-10 | 2012-08-07 | Cara Therapeutics, Inc. | Uses of synthetic peptide amides |
| WO2016181408A2 (en) * | 2015-05-11 | 2016-11-17 | Cadila Healthcare Limited | NOVEL SHORT-CHAIN PEPTIDES AS KAPPA (κ) OPIOID RECEPTORS (KOR) AGONIST |
| CN109280075B (zh) * | 2017-07-21 | 2022-05-20 | 四川海思科制药有限公司 | 肽酰胺类化合物及其制备方法和在医药上的用途 |
-
2020
- 2020-09-07 WO PCT/CN2020/113734 patent/WO2021047470A1/zh active Application Filing
- 2020-09-07 CN CN202080061534.9A patent/CN114341155A/zh active Pending
- 2020-09-10 TW TW109131022A patent/TWI777236B/zh active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101535336A (zh) * | 2006-11-10 | 2009-09-16 | 卡拉治疗学股份有限公司 | 合成酞酰胺及其二聚体 |
| WO2018059331A1 (zh) * | 2016-09-27 | 2018-04-05 | 四川科伦博泰生物医药股份有限公司 | 多酰胺化合物及其用途 |
| WO2019015644A1 (zh) * | 2017-07-21 | 2019-01-24 | 四川海思科制药有限公司 | 肽酰胺类化合物及其制备方法和在医药上的用途 |
Also Published As
| Publication number | Publication date |
|---|---|
| TW202115100A (zh) | 2021-04-16 |
| TWI777236B (zh) | 2022-09-11 |
| WO2021047470A1 (zh) | 2021-03-18 |
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Effective date of registration: 20231221 Address after: 856099 Xingfu Jiayuan Economic Development Zone, Gyerba, Nedong District, Shannan City, Tibet Autonomous Region Applicant after: Tibet Haisike Pharmaceutical Co.,Ltd. Address before: 611130 Sichuan Chengdu Wenjiang District Science and Technology Park cross strait Bailey Road 136 Applicant before: SICHUAN HAISCO PHARMACEUTICAL Co.,Ltd. |