MX2023004791A - Sintesis del cocristal 1:1:1 de 1-ciano-2-(4-ciclopropil-bencil)-4 -(beta-d-glucopiranos-1-il)-benceno, l-prolina y agua. - Google Patents
Sintesis del cocristal 1:1:1 de 1-ciano-2-(4-ciclopropil-bencil)-4 -(beta-d-glucopiranos-1-il)-benceno, l-prolina y agua.Info
- Publication number
- MX2023004791A MX2023004791A MX2023004791A MX2023004791A MX2023004791A MX 2023004791 A MX2023004791 A MX 2023004791A MX 2023004791 A MX2023004791 A MX 2023004791A MX 2023004791 A MX2023004791 A MX 2023004791A MX 2023004791 A MX2023004791 A MX 2023004791A
- Authority
- MX
- Mexico
- Prior art keywords
- proline
- water
- glucopyranos
- cyclopropyl
- cyano
- Prior art date
Links
- ONIBWKKTOPOVIA-BYPYZUCNSA-N L-Proline Chemical compound OC(=O)[C@@H]1CCCN1 ONIBWKKTOPOVIA-BYPYZUCNSA-N 0.000 title abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title abstract 2
- PESZPPAQWQMZAM-XNBWIAOKSA-N 2-[(4-cyclopropylphenyl)methyl]-4-[(2r,3r,4s,5s,6r)-2,3,4,5-tetrahydroxy-6-(hydroxymethyl)oxan-2-yl]benzonitrile Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@]1(O)C1=CC=C(C#N)C(CC=2C=CC(=CC=2)C2CC2)=C1 PESZPPAQWQMZAM-XNBWIAOKSA-N 0.000 title 1
- 230000015572 biosynthetic process Effects 0.000 title 1
- 239000013078 crystal Substances 0.000 title 1
- 238000003786 synthesis reaction Methods 0.000 title 1
- 239000000543 intermediate Substances 0.000 abstract 4
- 238000000034 method Methods 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 2
- 238000004519 manufacturing process Methods 0.000 abstract 2
- 229930182821 L-proline Natural products 0.000 abstract 1
- 239000007795 chemical reaction product Substances 0.000 abstract 1
- 230000000850 deacetylating effect Effects 0.000 abstract 1
- 229960002429 proline Drugs 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H1/00—Processes for the preparation of sugar derivatives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
- C07H15/26—Acyclic or carbocyclic radicals, substituted by hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
- C07D309/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D309/08—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D309/10—Oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/49—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
- C07C255/50—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton to carbon atoms of non-condensed six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C291/00—Compounds containing carbon and nitrogen and having functional groups not covered by groups C07C201/00 - C07C281/00
-
- 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
- C07C69/614—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 of phenylacetic acid
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D207/08—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon radicals, substituted by hetero atoms, attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
- C07D309/16—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D309/28—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D309/30—Oxygen atoms, e.g. delta-lactones
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
- C07H15/20—Carbocyclic rings
- C07H15/207—Cyclohexane rings not substituted by nitrogen atoms, e.g. kasugamycins
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H7/00—Compounds containing non-saccharide radicals linked to saccharide radicals by a carbon-to-carbon bond
- C07H7/04—Carbocyclic radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/16—Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Molecular Biology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Saccharide Compounds (AREA)
- Pyrrole Compounds (AREA)
- Pyrane Compounds (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Abstract
La invención se refiere a un proceso para la elaboración del compuesto cristalino de acuerdo con la fórmula (I) que comprende las siguientes etapas: (a) desacetilar el intermediario final (IF), (b) formar el compuesto cristalino de acuerdo con la fórmula (I) al hacer reaccionar el intermediario final desacetilado de la etapa (a) con L-prolina y agua y aislar el producto de reacción final; procesos de elaboración de intermediarios de este; intermediarios de proceso y sus usos en los procesos de acuerdo con la presente invención. (ver Fórmulas).
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP17208315 | 2017-12-19 | ||
PCT/EP2018/085193 WO2019121509A1 (en) | 2017-12-19 | 2018-12-17 | Synthesis of the 1 :1 :1 co-crystal of 1 -cyano-2-(4-cyclopropyl-benzyl)-4-(beta-d-glucopyranos-1 -yl)-benzene, l-proline and water |
Publications (1)
Publication Number | Publication Date |
---|---|
MX2023004791A true MX2023004791A (es) | 2023-12-07 |
Family
ID=60673927
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
MX2020006387A MX2020006387A (es) | 2017-12-19 | 2018-12-17 | Sintesis del cocristal 1:1:1 de 1-ciano-2-(4-ciclopropil-bencil)-4 -(beta-d-glucopiranos-1-il)-benceno, l-prolina y agua. |
MX2023004791A MX2023004791A (es) | 2017-12-19 | 2018-12-17 | Sintesis del cocristal 1:1:1 de 1-ciano-2-(4-ciclopropil-bencil)-4 -(beta-d-glucopiranos-1-il)-benceno, l-prolina y agua. |
Family Applications Before (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
MX2020006387A MX2020006387A (es) | 2017-12-19 | 2018-12-17 | Sintesis del cocristal 1:1:1 de 1-ciano-2-(4-ciclopropil-bencil)-4 -(beta-d-glucopiranos-1-il)-benceno, l-prolina y agua. |
Country Status (10)
Country | Link |
---|---|
US (2) | US11225500B2 (es) |
EP (1) | EP3668846A1 (es) |
JP (3) | JP2021506962A (es) |
KR (1) | KR20200101421A (es) |
CN (1) | CN111511725B (es) |
AU (1) | AU2018387110B2 (es) |
CA (1) | CA3085671A1 (es) |
EA (1) | EA202091466A1 (es) |
MX (2) | MX2020006387A (es) |
WO (1) | WO2019121509A1 (es) |
Families Citing this family (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
MX2022006490A (es) | 2019-11-28 | 2022-07-04 | Boehringer Ingelheim Vetmedica Gmbh | Uso de inhibidores de sglt-2 en el secado de mamiferos no humanos. |
EP4106744A1 (en) | 2020-02-17 | 2022-12-28 | Boehringer Ingelheim Vetmedica GmbH | Use of sglt-2 inhibitors for the prevention and/or treatment of cardiac diseases in felines |
CA3224673A1 (en) | 2021-07-28 | 2023-02-02 | Boehringer Ingelheim Vetmedica Gmbh | Use of sglt-2 inhibitors for the prevention and/or treatment of renal diseases in non-human mammals |
WO2023006745A1 (en) | 2021-07-28 | 2023-02-02 | Boehringer Ingelheim Vetmedica Gmbh | Use of sglt-2 inhibitors for the prevention and/or treatment of hypertension in non-human mammals |
CN117715640A (zh) | 2021-07-28 | 2024-03-15 | 勃林格殷格翰动物保健有限公司 | Sglt-2抑制剂用于在不包括猫科动物的非人哺乳动物,特别是犬科动物中预防和/或治疗心脏疾病的用途 |
WO2023227492A1 (en) | 2022-05-25 | 2023-11-30 | Boehringer Ingelheim Vetmedica Gmbh | Aqueous pharmaceutical compositions comprising sglt-2 inhibitors |
Family Cites Families (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
ES2369016T3 (es) * | 2006-02-15 | 2011-11-24 | Boehringer Ingelheim International Gmbh | Derivados de benzonitrilo sustituidos por glucopiranosilo, composiciones farmacéuticas que contienen tales tipos de compuestos, su uso y procedimiento para su fabricación. |
KR20080102395A (ko) * | 2006-02-15 | 2008-11-25 | 베링거 인겔하임 인터내셔날 게엠베하 | 글루코피라노실-치환된 벤조니트릴 유도체, 당해 화합물을 함유하는 약제학적 조성물, 이들의 용도 및 이들의 제조방법 |
PE20080697A1 (es) * | 2006-05-03 | 2008-08-05 | Boehringer Ingelheim Int | Derivados de benzonitrilo sustituidos con glucopiranosilo, composiciones farmaceuticas que contienen compuestos de este tipo, su uso y procedimiento para su fabricacion |
WO2008101938A1 (en) * | 2007-02-21 | 2008-08-28 | Boehringer Ingelheim International Gmbh | Glucopyranosyl-substituted benzyl-benzonitrile derivatives, medicaments containing such compounds, their use and process for their manufacture |
US9145434B2 (en) | 2012-07-26 | 2015-09-29 | Boehringer Ingelheim International Gmbh | Crystalline complex of 1-cyano-2-(4-cyclopropyl-benzyl)-4-(ss-d-glucopyranos-1-yl)-benzene, methods for its preparation and the use thereof for preparing medicaments |
WO2014184248A2 (en) * | 2013-05-15 | 2014-11-20 | Acturum Life Science AB | Trpa1 antagonist compounds |
MX2016012705A (es) * | 2014-04-01 | 2016-12-16 | Boehringer Ingelheim Vetmedica Gmbh | Tratamiento de trastornos metabolicos en animales equinos. |
US10633372B2 (en) * | 2015-02-27 | 2020-04-28 | Msn Laboratories Private Limited | Process for the preparation of amorphous (1S)-1,5-anhydro-1-[3-[[5-(4 fluorophenyl)-2-thienyl]-4-methylphenyl]-D-glucitol and its polymorphs thereof |
ES2800828T3 (es) * | 2015-04-09 | 2021-01-04 | Orion Corp | Proceso para la preparación de antagonistas de receptor androgénico e intermedios de los mismos |
-
2018
- 2018-12-17 CA CA3085671A patent/CA3085671A1/en active Pending
- 2018-12-17 EP EP18815761.4A patent/EP3668846A1/en active Pending
- 2018-12-17 US US16/771,717 patent/US11225500B2/en active Active
- 2018-12-17 JP JP2020552135A patent/JP2021506962A/ja active Pending
- 2018-12-17 AU AU2018387110A patent/AU2018387110B2/en active Active
- 2018-12-17 MX MX2020006387A patent/MX2020006387A/es unknown
- 2018-12-17 WO PCT/EP2018/085193 patent/WO2019121509A1/en unknown
- 2018-12-17 MX MX2023004791A patent/MX2023004791A/es unknown
- 2018-12-17 KR KR1020207020924A patent/KR20200101421A/ko not_active Application Discontinuation
- 2018-12-17 EA EA202091466A patent/EA202091466A1/ru unknown
- 2018-12-17 CN CN201880081661.8A patent/CN111511725B/zh active Active
-
2021
- 2021-09-01 JP JP2021142558A patent/JP7387683B2/ja active Active
- 2021-11-30 US US17/537,612 patent/US11629161B2/en active Active
-
2023
- 2023-08-10 JP JP2023131135A patent/JP2023166398A/ja active Pending
Also Published As
Publication number | Publication date |
---|---|
US20210139520A1 (en) | 2021-05-13 |
JP2021506962A (ja) | 2021-02-22 |
CA3085671A1 (en) | 2019-06-27 |
AU2018387110B2 (en) | 2023-02-23 |
WO2019121509A1 (en) | 2019-06-27 |
MX2020006387A (es) | 2020-09-03 |
EA202091466A1 (ru) | 2020-10-23 |
US20220081461A1 (en) | 2022-03-17 |
JP2023166398A (ja) | 2023-11-21 |
EP3668846A1 (en) | 2020-06-24 |
US11225500B2 (en) | 2022-01-18 |
CN111511725B (zh) | 2024-04-09 |
JP2021193102A (ja) | 2021-12-23 |
AU2018387110A1 (en) | 2020-07-16 |
KR20200101421A (ko) | 2020-08-27 |
JP7387683B2 (ja) | 2023-11-28 |
US11629161B2 (en) | 2023-04-18 |
CN111511725A (zh) | 2020-08-07 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
MX2023004791A (es) | Sintesis del cocristal 1:1:1 de 1-ciano-2-(4-ciclopropil-bencil)-4 -(beta-d-glucopiranos-1-il)-benceno, l-prolina y agua. | |
JOP20210065A1 (ar) | عملية لتحضير 5- فلورو-1h- بيرازولوبيريدينات مستبدلة | |
EA202090917A1 (ru) | Получение псилоцибина, различных полиморфных форм, промежуточных соединений, составов и их применение | |
MY172391A (en) | Processes for preparing dihydropyrimidine derivatives and intermediates thereof | |
MY201120A (en) | Intermediates for use in a process of producing pyrrole compounds | |
MY145818A (en) | Process for producing ethylene | |
WO2009035130A3 (en) | Process for producing 2,3,3,3-tetrafluoropropene | |
MX2013011257A (es) | Proceso para la preparacion de dronedarona por n-butilacion. | |
MX2009008196A (es) | Nuevo procedimiento de sintesis de la agomelatina. | |
NZ586187A (en) | Processes for the synthesis of sinomenine derivatives and their intermediate | |
AU2016237099B2 (en) | Method for producing novel nitrogen-containing compound or salt thereof, and production intermediate of same | |
MX2018014128A (es) | 6.7.beta-epoxidos esteroideos como intermedios quimicos. | |
DE602007011250D1 (de) | Herstellungsverfahren für Drospirenon | |
MX2020010773A (es) | Metodo para la preparacion del compuesto de pirroloaminopiridazino na y sus intermedios. | |
MX2018008936A (es) | Metodo de fabricacion para alcohol de cadena larga de ciclohexenona de alta pureza. | |
BR112012013582A2 (pt) | processo para síntese de intermediários úteis para a produção de compostos de indazol e azaindazol substituídos | |
MY165659A (en) | Novel method of preparing benzoimidazole derivatives | |
GEP20135747B (en) | Method of benzonorbornenes production | |
MX2021001732A (es) | Preparacion de intermedio util para la sintesis de inhibidor de sglt. | |
WO2012113999A8 (fr) | Procede et intermediaires de synthese de l ' agomelatine | |
WO2016071920A3 (en) | A process for preparation of 3,4-dimethylbenzaldehyde | |
EP4249491A3 (en) | Process for preparing bicyclic enolether | |
MX2021001530A (es) | Metodo de produccion de esteres carbonicos. | |
MX2010012764A (es) | Proceso para la preparacion de un componente intermedia para sintetizar un anticoagulante. | |
MX2017009839A (es) | Proceso para la produccion de derivados de imidazolo condensados. |