BR112017017066A2 - método de preparação para praziquantel e compostos intermediários do mesmo - Google Patents
método de preparação para praziquantel e compostos intermediários do mesmoInfo
- Publication number
- BR112017017066A2 BR112017017066A2 BR112017017066-3A BR112017017066A BR112017017066A2 BR 112017017066 A2 BR112017017066 A2 BR 112017017066A2 BR 112017017066 A BR112017017066 A BR 112017017066A BR 112017017066 A2 BR112017017066 A2 BR 112017017066A2
- Authority
- BR
- Brazil
- Prior art keywords
- reaction
- praziquantel
- preparation
- formula
- easy
- Prior art date
Links
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/4985—Pyrazines or piperazines ortho- or peri-condensed with heterocyclic ring systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
- A61P33/02—Antiprotozoals, e.g. for leishmaniasis, trichomoniasis, toxoplasmosis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
- A61P33/10—Anthelmintics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
- A61P33/10—Anthelmintics
- A61P33/12—Schistosomicides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C231/00—Preparation of carboxylic acid amides
- C07C231/02—Preparation of carboxylic acid amides from carboxylic acids or from esters, anhydrides, or halides thereof by reaction with ammonia or amines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C231/00—Preparation of carboxylic acid amides
- C07C231/14—Preparation of carboxylic acid amides by formation of carboxamide groups together with reactions not involving the carboxamide groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
- C07C237/02—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton
- C07C237/22—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton having nitrogen atoms of amino groups bound to the carbon skeleton of the acid part, further acylated
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Epidemiology (AREA)
- Tropical Medicine & Parasitology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Abstract
a presente invenção refere-se a um método de preparação para praziquantel e intermediários do mesmo. o método compreende: um produto alvo praziquantel é obtido usando ß-feniletilamina como uma matéria-prima inicial através da reação de condensação com cloreto de cloroacetila, a reação de substituição com etanolamina e a reação de acilação com cloreto de cicloexanocarbonila e então seguido pela reação de oxidação e a reação de ciclização. são também revelados dois intermediários-chave, a saber, um composto de fórmula iv e um composto de fórmula v para preparação de praziquantel. o método de preparação é módico e simples em projeto tecnológico, moderado em condições de reação, econômico e ambientalmente amigável; as matérias-primas são baratas e fáceis de obter, os intermediários-chave são fáceis de preparar, o rendimento de reação total é alto (=60%) e a pureza do produto alvo obtido composto de fórmula i praziquantel é alta (a pureza determinada por hplc =99,8%), de maneira que a produção em massa industrializada é fácil de realizar.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PCT/CN2015/072830 WO2016127350A1 (zh) | 2015-02-12 | 2015-02-12 | 一种吡喹酮的制备方法及其中间体化合物 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| BR112017017066A2 true BR112017017066A2 (pt) | 2018-04-10 |
| BR112017017066B1 BR112017017066B1 (pt) | 2022-11-29 |
Family
ID=56615192
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BR112017017066-3A BR112017017066B1 (pt) | 2015-02-12 | 2015-02-12 | Processo para preparação para praziquantel, seus intermediários e seus processos de preparação |
Country Status (8)
| Country | Link |
|---|---|
| US (2) | US10035798B2 (pt) |
| EP (1) | EP3257852B1 (pt) |
| JP (1) | JP6359208B2 (pt) |
| KR (1) | KR101960347B1 (pt) |
| CN (1) | CN107406444B (pt) |
| BR (1) | BR112017017066B1 (pt) |
| RU (1) | RU2671202C1 (pt) |
| WO (1) | WO2016127350A1 (pt) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US10035798B2 (en) * | 2015-02-12 | 2018-07-31 | Zhejiang Hisun Pharmaceutical Co., Ltd. | Preparation method for praziquantel and intermediate compounds thereof |
| CN106866663A (zh) * | 2017-03-15 | 2017-06-20 | 江苏诚信药业有限公司 | 一种吡喹酮合成的工艺方法 |
| CN109336885B (zh) * | 2018-11-16 | 2021-04-13 | 周口师范学院 | 一种吡喹酮的制备方法 |
| CN112811995A (zh) * | 2021-01-14 | 2021-05-18 | 惠泽化学科技(濮阳)有限公司 | 一种4-取代基环己酮类液晶中间体的合成方法 |
| CN114195783B (zh) * | 2021-12-29 | 2022-11-25 | 河北嘉一药业有限公司 | 一种左旋吡喹酮的制备方法 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2504250A1 (de) | 1975-02-01 | 1976-08-05 | Merck Patent Gmbh | Tetrahydroisochinolin-derivate und verfahren zu ihrer herstellung |
| DE2508947C3 (de) | 1975-03-01 | 1982-02-25 | Merck Patent Gmbh, 6100 Darmstadt | Verfahren zur Herstellung von 4-Oxo-1,2,3,6,7, 11b-hexahydro-4H-pyrazino [2,1-a] isochinolinen |
| KR20020076486A (ko) | 2001-03-28 | 2002-10-11 | 조수동 | 프탈이미드를 이용한 프라지콴텔의 제조방법 |
| CN100503582C (zh) * | 2005-03-01 | 2009-06-24 | 江苏工业学院 | 吡喹酮合成工艺 |
| JP4592819B2 (ja) | 2007-02-09 | 2010-12-08 | ファイザー・リミテッド | 抗寄生虫剤 |
| EP2651225A4 (en) * | 2010-12-13 | 2016-07-06 | Sequent Scient Ltd | PROCESS FOR PREPARING PRAZIQUANTEL |
| CN103044422B (zh) | 2012-12-27 | 2016-06-08 | 迪沙药业集团有限公司 | 一种吡喹酮的制备方法 |
| CN103739601A (zh) * | 2013-12-12 | 2014-04-23 | 江苏诚信制药有限公司 | 一种制备吡喹酮的方法 |
| US10035798B2 (en) * | 2015-02-12 | 2018-07-31 | Zhejiang Hisun Pharmaceutical Co., Ltd. | Preparation method for praziquantel and intermediate compounds thereof |
-
2015
- 2015-02-12 US US15/550,190 patent/US10035798B2/en active Active
- 2015-02-12 CN CN201580075573.3A patent/CN107406444B/zh active Active
- 2015-02-12 WO PCT/CN2015/072830 patent/WO2016127350A1/zh active Application Filing
- 2015-02-12 BR BR112017017066-3A patent/BR112017017066B1/pt active IP Right Grant
- 2015-02-12 JP JP2017560847A patent/JP6359208B2/ja active Active
- 2015-02-12 EP EP15881512.6A patent/EP3257852B1/en active Active
- 2015-02-12 KR KR1020177025578A patent/KR101960347B1/ko active IP Right Grant
- 2015-02-12 RU RU2017131412A patent/RU2671202C1/ru active
-
2018
- 2018-06-21 US US16/014,678 patent/US10508112B2/en active Active
Also Published As
| Publication number | Publication date |
|---|---|
| US20180030049A1 (en) | 2018-02-01 |
| EP3257852A1 (en) | 2017-12-20 |
| KR101960347B1 (ko) | 2019-03-20 |
| US10508112B2 (en) | 2019-12-17 |
| RU2671202C1 (ru) | 2018-10-30 |
| EP3257852A4 (en) | 2018-08-15 |
| WO2016127350A1 (zh) | 2016-08-18 |
| JP2018506586A (ja) | 2018-03-08 |
| US10035798B2 (en) | 2018-07-31 |
| JP6359208B2 (ja) | 2018-07-18 |
| CN107406444A (zh) | 2017-11-28 |
| US20180297998A1 (en) | 2018-10-18 |
| BR112017017066B1 (pt) | 2022-11-29 |
| CN107406444B (zh) | 2019-07-23 |
| KR20170117165A (ko) | 2017-10-20 |
| EP3257852B1 (en) | 2020-01-01 |
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Free format text: NOTIFICACAO DE DEVOLUCAO DO PEDIDO EM FUNCAO DA REVOGACAO DO ART. 229-C DA LEI NO 9.279, DE 1996, POR FORCA DA LEI NO 14.195, DE 2021 |
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| B06U | Preliminary requirement: requests with searches performed by other patent offices: procedure suspended [chapter 6.21 patent gazette] | ||
| B09A | Decision: intention to grant [chapter 9.1 patent gazette] | ||
| B16A | Patent or certificate of addition of invention granted [chapter 16.1 patent gazette] |
Free format text: PRAZO DE VALIDADE: 20 (VINTE) ANOS CONTADOS A PARTIR DE 12/02/2015, OBSERVADAS AS CONDICOES LEGAIS |