AR049374A1 - Sintesis de compuestos de ester y acido borico - Google Patents
Sintesis de compuestos de ester y acido boricoInfo
- Publication number
- AR049374A1 AR049374A1 ARP050101205A ARP050101205A AR049374A1 AR 049374 A1 AR049374 A1 AR 049374A1 AR P050101205 A ARP050101205 A AR P050101205A AR P050101205 A ARP050101205 A AR P050101205A AR 049374 A1 AR049374 A1 AR 049374A1
- Authority
- AR
- Argentina
- Prior art keywords
- optionally substituted
- aromatic
- formula
- boric acid
- ester
- Prior art date
Links
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 title abstract 4
- 239000004327 boric acid Substances 0.000 title abstract 3
- 230000015572 biosynthetic process Effects 0.000 title abstract 2
- 150000001875 compounds Chemical class 0.000 title abstract 2
- 238000003786 synthesis reaction Methods 0.000 title abstract 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 4
- 125000001931 aliphatic group Chemical group 0.000 abstract 4
- 125000003118 aryl group Chemical group 0.000 abstract 4
- 125000001072 heteroaryl group Chemical group 0.000 abstract 4
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical group [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 abstract 3
- 229910052796 boron Inorganic materials 0.000 abstract 2
- -1 ester compounds Chemical class 0.000 abstract 2
- 150000002148 esters Chemical class 0.000 abstract 2
- 238000000034 method Methods 0.000 abstract 2
- 239000002904 solvent Substances 0.000 abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 2
- 239000002841 Lewis acid Substances 0.000 abstract 1
- 229940079156 Proteasome inhibitor Drugs 0.000 abstract 1
- 229960001467 bortezomib Drugs 0.000 abstract 1
- GXJABQQUPOEUTA-RDJZCZTQSA-N bortezomib Chemical compound C([C@@H](C(=O)N[C@@H](CC(C)C)B(O)O)NC(=O)C=1N=CC=NC=1)C1=CC=CC=C1 GXJABQQUPOEUTA-RDJZCZTQSA-N 0.000 abstract 1
- 150000001768 cations Chemical class 0.000 abstract 1
- 239000006184 cosolvent Substances 0.000 abstract 1
- 125000005842 heteroatom Chemical group 0.000 abstract 1
- 238000011031 large-scale manufacturing process Methods 0.000 abstract 1
- 150000007517 lewis acids Chemical class 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 230000000269 nucleophilic effect Effects 0.000 abstract 1
- 230000001175 peptic effect Effects 0.000 abstract 1
- 239000003207 proteasome inhibitor Substances 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
- C07F5/02—Boron compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
- C07F5/02—Boron compounds
- C07F5/025—Boronic and borinic acid compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
- A61P31/14—Antivirals for RNA viruses
- A61P31/18—Antivirals for RNA viruses for HIV
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
- A61P37/06—Immunosuppressants, e.g. drugs for graft rejection
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
- C07F5/02—Boron compounds
- C07F5/04—Esters of boric acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/06—Dipeptides
- C07K5/06191—Dipeptides containing heteroatoms different from O, S, or N
-
- 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
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Veterinary Medicine (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Immunology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Molecular Biology (AREA)
- Virology (AREA)
- Biochemistry (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Genetics & Genomics (AREA)
- Biophysics (AREA)
- Tropical Medicine & Parasitology (AREA)
- Transplantation (AREA)
- AIDS & HIV (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
Abstract
La presente se refiere a la síntesis de compuestos de éster y ácido borico. Proporciona procesos sintéeticos mejorados para la produccion a gran escala de compuestos de éster y ácido borico, incluyendo el inhibidor de proteasoma péptico de ácido borico bortezomib. Reivindicacion 1: Un proceso a gran escala para preparar un compuesto de +ester borico de formula (1) en la que: R1 es un grupo alifático, aromático o heteroaromático opcionalmente sustituido; R2 es H, un grupo nucleofugo o un grupo alifático, aromático o heteroaromático opcionalmente sustituido; R3 es un grupo nucleofugo o un grupo alifático, aromático o heteroaromático opcionalmente sustituido; y cada uno de R4 y R5, independientemente, es un grupo alifático, aromático o heteroaromático opcionalmente sustituido o R4 y R5, tomados junto con los átomos de O y boro que intervienen, forman un anillo de 5 a 10 miembros opcionalmente sustituidos que tiene 0-2 heteroátomos más en el anillo seleccionados entre N, O o S; comprendiendo dicho procso las etapas: (a) proporcionar un complejo boron"ato" de formula (2) en la que Y es un grupo nucleofugo; M+ es un cation; y cada uno de R1 a R5 es como se ha definido anteriormente; y (b) poner en contacto el complejo boron"ato" de formula (2) con un ácido de Lewis en condiciones que produzcan el compuesto de éster borico de formula (1), realizándose dicha etapa de contacto en una mezcla de reaccion que comprende: (i) un disolvente de éter de coordinacion que tiene una baja miscibilidad con agua; o (ii) un disolvente e éter que tiene una baja miscibilidad con agua y un co-disolvente de coordinacion.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US55753504P | 2004-03-30 | 2004-03-30 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR049374A1 true AR049374A1 (es) | 2006-07-26 |
Family
ID=34968044
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP050101205A AR049374A1 (es) | 2004-03-30 | 2005-03-30 | Sintesis de compuestos de ester y acido borico |
| ARP140103013A AR097310A2 (es) | 2004-03-30 | 2014-08-11 | Síntesis de compuestos de éster y ácido bórico |
| ARP140103012A AR097309A2 (es) | 2004-03-30 | 2014-08-11 | Un proceso a gran escala para preparar un compuesto de éster aminobórico |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP140103013A AR097310A2 (es) | 2004-03-30 | 2014-08-11 | Síntesis de compuestos de éster y ácido bórico |
| ARP140103012A AR097309A2 (es) | 2004-03-30 | 2014-08-11 | Un proceso a gran escala para preparar un compuesto de éster aminobórico |
Country Status (41)
| Country | Link |
|---|---|
| US (14) | US7714159B2 (es) |
| EP (5) | EP2377868A1 (es) |
| JP (4) | JP4558039B2 (es) |
| KR (1) | KR100939598B1 (es) |
| CN (5) | CN111925385B (es) |
| AR (3) | AR049374A1 (es) |
| AT (1) | ATE521612T1 (es) |
| AU (1) | AU2005230930B2 (es) |
| BR (1) | BRPI0509587A (es) |
| CA (4) | CA2738706C (es) |
| CL (2) | CL2010000350A1 (es) |
| CR (1) | CR8653A (es) |
| CY (3) | CY1112053T1 (es) |
| DK (4) | DK3385267T3 (es) |
| DO (1) | DOP2011000293A (es) |
| EA (1) | EA012927B1 (es) |
| EC (1) | ECSP066960A (es) |
| ES (4) | ES2371652T3 (es) |
| FI (1) | FI4008721T3 (es) |
| HK (1) | HK1246300A1 (es) |
| HR (4) | HRP20212002T1 (es) |
| HU (2) | HUE065769T2 (es) |
| IL (3) | IL178250A (es) |
| LT (2) | LT4008721T (es) |
| ME (1) | ME01975B (es) |
| MX (1) | MX367324B (es) |
| MY (1) | MY145427A (es) |
| NL (3) | NL1028639C2 (es) |
| NO (4) | NO338905B1 (es) |
| NZ (3) | NZ598172A (es) |
| PE (3) | PE20060162A1 (es) |
| PL (4) | PL3385267T3 (es) |
| PT (4) | PT1756121E (es) |
| RS (4) | RS65253B1 (es) |
| SG (5) | SG10201600029PA (es) |
| SI (4) | SI2377869T1 (es) |
| TW (1) | TWI386212B (es) |
| UA (1) | UA90108C2 (es) |
| UY (3) | UY28830A1 (es) |
| WO (1) | WO2005097809A2 (es) |
| ZA (1) | ZA200608689B (es) |
Families Citing this family (71)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6083903A (en) * | 1994-10-28 | 2000-07-04 | Leukosite, Inc. | Boronic ester and acid compounds, synthesis and uses |
| RS65253B1 (sr) * | 2004-03-30 | 2024-03-29 | Millennium Pharm Inc | Sinteza jedinjenja estra organoborne kiseline i organoborne kiseline |
| WO2008075376A1 (en) * | 2006-12-18 | 2008-06-26 | Natco Pharma Limited | Polymorphic forms of bortezomib and process for their preparation |
| WO2009004350A1 (en) * | 2007-07-03 | 2009-01-08 | Pliva Hrvatska D.O.O. | Methods for preparing bortezomib and intermediates used in its manufacture |
| KR20140042933A (ko) | 2007-08-06 | 2014-04-07 | 밀레니엄 파머슈티컬스 인코퍼레이티드 | 프로테아좀 억제제 |
| US7442830B1 (en) | 2007-08-06 | 2008-10-28 | Millenium Pharmaceuticals, Inc. | Proteasome inhibitors |
| EA034601B1 (ru) * | 2007-08-06 | 2020-02-25 | Милленниум Фармасьютикалз, Инк. | Способ получения бороновых кислот |
| AU2016253697A1 (en) * | 2007-08-06 | 2016-11-24 | Millennium Pharmaceuticals, Inc. | Proteasome inhibitors |
| US20110118274A1 (en) * | 2007-08-23 | 2011-05-19 | Cornell Research Foundation, Inc. | Proteasome inhibitors and their use in treating pathogen infection and cancer |
| US20100226597A1 (en) * | 2007-09-12 | 2010-09-09 | Dr. Reddy's Laboratories Limited | Bortezomib and process for producing same |
| US7838673B2 (en) | 2007-10-16 | 2010-11-23 | Millennium Pharmaceuticals, Inc. | Proteasome inhibitors |
| EA030685B1 (ru) | 2008-06-17 | 2018-09-28 | Милленниум Фармасьютикалз, Инк. | Способ получения соединения боронатного эфира |
| AR075090A1 (es) | 2008-09-29 | 2011-03-09 | Millennium Pharm Inc | Derivados de acido 1-amino-2-ciclobutiletilboronico inhibidores de proteosoma,utiles como agentes anticancerigenos, y composiciones farmaceuticas que los comprenden. |
| AU2013204874B2 (en) * | 2008-09-29 | 2016-11-10 | Millennium Pharmaceuticals, Inc. | Derivatives of 1-amino-2-cyclobutylethylboronic acid |
| EP2238973A1 (en) | 2009-04-07 | 2010-10-13 | Cephalon France | Lyophilized preparations of proteasome inhibitors |
| CN101899062B (zh) * | 2009-05-26 | 2015-04-15 | 上海威智医药科技有限公司 | α-手性硼酸及硼酸酯的合成工艺 |
| EP2270019A1 (en) | 2009-06-19 | 2011-01-05 | LEK Pharmaceuticals d.d. | New synthetic route for the preparation of alpha-amino boronic esters |
| EP2280016A1 (en) | 2009-07-27 | 2011-02-02 | LEK Pharmaceuticals d.d. | New synthetic route for the preparation of alpha-amino boronic esters via substituted alk-1-ynes |
| JP2012530116A (ja) | 2009-06-19 | 2012-11-29 | レツク・フアーマシユーテイカルズ・デー・デー | 脱ハロゲン化なしにハロゲノアルケンを水素化する方法 |
| EP2516449A1 (en) | 2009-12-22 | 2012-10-31 | Cephalon, Inc. | Proteasome inhibitors and processes for their preparation, purification and use |
| WO2011090940A1 (en) | 2010-01-19 | 2011-07-28 | Cerulean Pharma Inc. | Cyclodextrin-based polymers for therapeutic delivery |
| EP2534159A1 (en) | 2010-02-09 | 2012-12-19 | Ranbaxy Laboratories Limited | Process for the preparation of bortezomib |
| CN101781326B (zh) * | 2010-02-11 | 2013-08-21 | 福建南方制药股份有限公司 | 一种制备手性氨基硼酸的中间体及其制备方法 |
| WO2011107912A1 (en) | 2010-03-04 | 2011-09-09 | Ranbaxy Laboratories Limited | Polymorphic forms of bortezomib |
| US8263578B2 (en) | 2010-03-18 | 2012-09-11 | Innopharma, Inc. | Stable bortezomib formulations |
| WO2011116286A2 (en) * | 2010-03-18 | 2011-09-22 | Innopharma, Llc | Stable bortezomib formulations |
| US8513218B2 (en) | 2010-03-31 | 2013-08-20 | Millennium Pharmaceuticals, Inc. | Derivatives of 1-amino-2-cyclopropylethylboronic acid |
| CN101812026B (zh) * | 2010-04-12 | 2013-08-28 | 亚邦医药股份有限公司 | 一种硼替佐米的合成方法 |
| EP2571525A4 (en) | 2010-05-18 | 2016-04-27 | Cerulean Pharma Inc | Compositions and methods for treating autoimmune and other diseases |
| EP2627636B1 (en) | 2010-10-14 | 2015-09-02 | Synthon BV | Process for making bortezomib and the intermediates for the process |
| TW201309303A (zh) | 2011-03-03 | 2013-03-01 | Cephalon Inc | 用於治療狼瘡的蛋白酶體抑制劑 |
| CN102206188B (zh) * | 2011-04-08 | 2013-02-27 | 苏州二叶制药有限公司 | N-(吡嗪-2-基羰基)-l-苯丙氨酸的制备方法 |
| US8497374B2 (en) | 2011-05-12 | 2013-07-30 | Scinopharm Taiwan, Ltd. | Process for preparing and purifying bortezomib |
| CN102268029B (zh) * | 2011-05-19 | 2013-10-09 | 苏州二叶制药有限公司 | 化合物(1s,2s,3r,5s)-蒎烷二醇-l-苯丙氨酸-l-亮氨酸硼酸酯的制备 |
| MX2013015308A (es) | 2011-06-22 | 2014-05-20 | Cephalon Inc | Inhibidores de proteasoma y procesos para su preparacion, purificacion y uso. |
| CN102351890B (zh) * | 2011-09-30 | 2014-07-02 | 重庆泰濠制药有限公司 | 一种硼替佐米的合成方法 |
| CN102492021B (zh) * | 2011-12-13 | 2013-10-23 | 重庆泰濠制药有限公司 | 硼替佐米的制备工艺 |
| JP6129203B2 (ja) * | 2011-12-22 | 2017-05-17 | アレス トレーディング ソシエテ アノニム | α−アミノボロン酸誘導体、選択性免疫プロテアソーム阻害剤 |
| CN103374026A (zh) * | 2012-04-27 | 2013-10-30 | 重庆医药工业研究院有限责任公司 | 一种硼替佐米中间体的制备方法 |
| CN103450331B (zh) * | 2012-06-05 | 2016-05-25 | 山东新时代药业有限公司 | 一种硼替佐米的精制方法 |
| JP2015532915A (ja) * | 2012-09-11 | 2015-11-16 | シプラ・リミテッド | ボルテゾミブの製造方法 |
| WO2014072985A1 (en) | 2012-11-06 | 2014-05-15 | Natco Pharma Limited | Novel boronic acid derivatives as anti cancer agents |
| EP2919786A4 (en) | 2012-11-16 | 2016-06-01 | Shilpa Medicare Ltd | Crystalline bortezomib process |
| JP6403219B2 (ja) | 2012-12-07 | 2018-10-10 | ベナトルクス ファーマシューティカルズ,インク. | ベータ−ラクタマーゼ阻害剤 |
| CN103897027A (zh) * | 2012-12-29 | 2014-07-02 | 曹亚英 | 关键中间体晶型,制备方法及其在硼替佐米合成中的运用 |
| CN103897026A (zh) * | 2012-12-29 | 2014-07-02 | 朱继东 | 硼替佐米关键中间体的晶型,制备方法及其运用 |
| ES2730013T3 (es) | 2013-01-10 | 2019-11-07 | Venatorx Pharmaceuticals Inc | Inhibidores de betalactamasa |
| ZA201402789B (en) | 2013-04-16 | 2015-11-25 | Cipla Ltd | Process for the preparation of bortezomib mannitol ester |
| CN104211758B (zh) * | 2013-05-29 | 2020-06-12 | 深圳翰宇药业股份有限公司 | 一种硼替佐米的制备方法 |
| CN103497233B (zh) * | 2013-09-30 | 2015-04-08 | 哈药集团技术中心 | 一种硼替佐米的制备方法 |
| CN103554219A (zh) * | 2013-10-01 | 2014-02-05 | 昆明贵研药业有限公司 | 一种制备硼替佐米的方法 |
| KR101691353B1 (ko) * | 2013-12-09 | 2016-12-30 | 주식회사 경보제약 | 보르테조밉의 제조방법 및 그의 신규 중간체 |
| EP3102585B1 (en) | 2014-02-03 | 2021-05-19 | Ohio State Innovation Foundation | Boronic acid esters and pharmaceutical formulations thereof |
| UY36132A (es) | 2014-05-20 | 2015-11-30 | Millennium Pharm Inc | Métodos para terapia de cáncer |
| HRP20210693T1 (hr) | 2014-06-11 | 2021-06-11 | VenatoRx Pharmaceuticals, Inc. | Inhibitori beta-laktamaze |
| JP6420629B2 (ja) * | 2014-10-30 | 2018-11-07 | ボーグワーナー インコーポレーテッド | チェーンガイドおよびチェーンテンショナアーム |
| DE102015204151B4 (de) * | 2015-03-09 | 2025-12-24 | Adidas Ag | Ball, insbesondere Fußball, und Verfahren zur Herstellung eines Balls |
| JP6223508B2 (ja) * | 2016-06-27 | 2017-11-01 | ミレニアム ファーマシューティカルズ, インコーポレイテッドMillennium Pharmaceuticals, Inc. | プロテアソーム阻害剤 |
| WO2018027062A1 (en) | 2016-08-04 | 2018-02-08 | VenatoRx Pharmaceuticals, Inc. | Boron-containing compounds |
| WO2018150386A1 (en) | 2017-02-17 | 2018-08-23 | Fresenius Kabi Oncology Ltd. | An improved process for the preparation of boronic acid esters |
| IL301591B1 (en) | 2017-03-06 | 2025-11-01 | Venatorx Pharmaceuticals Inc | Solid forms and combination compositions comprising a beta-lactamase inhibitor and uses thereof |
| WO2018218190A1 (en) | 2017-05-26 | 2018-11-29 | VenatoRx Pharmaceuticals, Inc. | Penicillin-binding protein inhibitors |
| EP3630783A4 (en) | 2017-05-26 | 2021-03-03 | Venatorx Pharmaceuticals, Inc. | PENICILLIN-BINDING PROTEIN INHIBITORS |
| CN109305980B (zh) | 2017-07-28 | 2022-10-11 | 成都奥璟生物科技有限公司 | 一种硼酸酯化合物、其合成方法及其用途 |
| EP3676272A4 (en) | 2017-09-02 | 2021-04-21 | Sun Pharmaceutical Industries Limited | IXAZOMIB CITRATE PREPARATION PROCESS |
| EP3802551A4 (en) | 2018-05-25 | 2022-03-02 | Venatorx Pharmaceuticals, Inc. | Penicillin-binding protein inhibitors |
| CN111187336B (zh) * | 2018-11-14 | 2022-05-20 | 正大天晴药业集团股份有限公司 | 硼替佐米的精制方法 |
| US11964993B2 (en) | 2021-07-03 | 2024-04-23 | Shilpa Pharma Lifesciences Limited | Crystalline bortezomib process |
| WO2025034812A2 (en) | 2023-08-07 | 2025-02-13 | Tae Life Sciences Llc | Trifluoroborate (bf3) compositions for use in boron neutron capture therapy and methods thereof |
| WO2025080942A1 (en) * | 2023-10-13 | 2025-04-17 | The Brigham And Women’S Hospital, Inc. | Proteasome inhibitors and methods of use thereof |
| CN120248757A (zh) * | 2025-05-28 | 2025-07-04 | 滁州瑞达新能源材料有限公司 | 一种自清洁耐候的铝合金光伏组件边框及其制备方法 |
Family Cites Families (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IL31992A (en) * | 1968-05-08 | 1973-07-30 | American Cyanamid Co | Synthetic thyrocalcitonins and method of making them |
| ZA794723B (en) * | 1978-09-11 | 1980-08-27 | Univ Miami | Anti-hypertensive agents |
| US4525309A (en) * | 1983-03-15 | 1985-06-25 | Washington State University Research Foundation, Inc. | Lewis acid catalysis of the homologation of boronic esters with haloalkylmetal reagents |
| US4499082A (en) * | 1983-12-05 | 1985-02-12 | E. I. Du Pont De Nemours And Company | α-Aminoboronic acid peptides |
| US4537773A (en) | 1983-12-05 | 1985-08-27 | E. I. Du Pont De Nemours And Company | α-Aminoboronic acid derivatives |
| ES8603405A1 (es) * | 1985-04-22 | 1985-12-16 | Inke Sa | "procedimiento para la obtencion del ester benzilico de 1-(n-(1--etoxicarbonil-3-oxo-fenilpropil)-l-alanil)-l-prolina". |
| SE8506094D0 (sv) * | 1985-12-20 | 1985-12-20 | Astra Laekemedel Ab | New antibacterial agents and intermediates therefor |
| US4701545A (en) * | 1986-02-12 | 1987-10-20 | Washington State University Research Foundation, Inc. | Preparation of α,α-dihaloalkyl boronic esters |
| US5250720A (en) | 1987-06-05 | 1993-10-05 | The Dupont Merck Pharmaceutical Company | Intermediates for preparing peptide boronic acid inhibitors of trypsin-like proteases |
| US5187157A (en) * | 1987-06-05 | 1993-02-16 | Du Pont Merck Pharmaceutical Company | Peptide boronic acid inhibitors of trypsin-like proteases |
| US5242904A (en) * | 1987-06-05 | 1993-09-07 | The Dupont Merck Pharmaceutical Company | Peptide boronic acid inhibitors of trypsin-like proteases |
| EP0315574A3 (de) | 1987-11-05 | 1990-08-22 | Hoechst Aktiengesellschaft | Renin-Inhibitoren |
| US5106948A (en) * | 1988-05-27 | 1992-04-21 | Mao Foundation For Medical Education And Research | Cytotoxic boronic acid peptide analogs |
| US6083903A (en) * | 1994-10-28 | 2000-07-04 | Leukosite, Inc. | Boronic ester and acid compounds, synthesis and uses |
| CA2435124A1 (en) * | 2001-01-25 | 2002-08-01 | Millennium Pharmaceuticals, Inc. | Formulation of boronic acid compounds |
| JPWO2003033507A1 (ja) | 2001-10-12 | 2005-02-03 | 杏林製薬株式会社 | ベンジルマロン酸誘導体およびそれを含有するプロテアソーム阻害薬 |
| JPWO2003033506A1 (ja) * | 2001-10-12 | 2005-02-03 | 杏林製薬株式会社 | アミノボラン酸誘導体およびそれを含有するプロテアソーム阻害薬 |
| RS65253B1 (sr) * | 2004-03-30 | 2024-03-29 | Millennium Pharm Inc | Sinteza jedinjenja estra organoborne kiseline i organoborne kiseline |
| WO2009004350A1 (en) * | 2007-07-03 | 2009-01-08 | Pliva Hrvatska D.O.O. | Methods for preparing bortezomib and intermediates used in its manufacture |
| US7838673B2 (en) * | 2007-10-16 | 2010-11-23 | Millennium Pharmaceuticals, Inc. | Proteasome inhibitors |
| JP2012530116A (ja) * | 2009-06-19 | 2012-11-29 | レツク・フアーマシユーテイカルズ・デー・デー | 脱ハロゲン化なしにハロゲノアルケンを水素化する方法 |
-
2005
- 2005-03-24 RS RS20240260A patent/RS65253B1/sr unknown
- 2005-03-24 EP EP11167263A patent/EP2377868A1/en not_active Ceased
- 2005-03-24 CN CN202010514035.2A patent/CN111925385B/zh not_active Expired - Lifetime
- 2005-03-24 HU HUE21197526A patent/HUE065769T2/hu unknown
- 2005-03-24 CN CN201310294873.3A patent/CN103396427B/zh not_active Expired - Lifetime
- 2005-03-24 LT LTEP21197526.3T patent/LT4008721T/lt unknown
- 2005-03-24 SG SG10201600029PA patent/SG10201600029PA/en unknown
- 2005-03-24 ES ES05742865T patent/ES2371652T3/es not_active Expired - Lifetime
- 2005-03-24 PL PL18172486T patent/PL3385267T3/pl unknown
- 2005-03-24 SI SI200531843T patent/SI2377869T1/sl unknown
- 2005-03-24 AU AU2005230930A patent/AU2005230930B2/en not_active Expired
- 2005-03-24 CA CA2738706A patent/CA2738706C/en not_active Expired - Lifetime
- 2005-03-24 CN CN201710810795.6A patent/CN107474062A/zh active Pending
- 2005-03-24 KR KR1020067022780A patent/KR100939598B1/ko not_active Expired - Lifetime
- 2005-03-24 EP EP05742865A patent/EP1756121B1/en not_active Expired - Lifetime
- 2005-03-24 NZ NZ598172A patent/NZ598172A/xx not_active IP Right Cessation
- 2005-03-24 EA EA200601795A patent/EA012927B1/ru unknown
- 2005-03-24 PT PT05742865T patent/PT1756121E/pt unknown
- 2005-03-24 HR HRP20212002TT patent/HRP20212002T1/hr unknown
- 2005-03-24 PT PT111672648T patent/PT2377869E/pt unknown
- 2005-03-24 RS RS20140186A patent/RS53259B/sr unknown
- 2005-03-24 MX MX2014005871A patent/MX367324B/es unknown
- 2005-03-24 DK DK18172486.5T patent/DK3385267T3/da active
- 2005-03-24 PT PT181724865T patent/PT3385267T/pt unknown
- 2005-03-24 PL PL05742865T patent/PL1756121T3/pl unknown
- 2005-03-24 SI SI200532297T patent/SI3385267T1/sl unknown
- 2005-03-24 DK DK21197526.3T patent/DK4008721T3/da active
- 2005-03-24 LT LTEP18172486.5T patent/LT3385267T/lt unknown
- 2005-03-24 PL PL11167264T patent/PL2377869T3/pl unknown
- 2005-03-24 ES ES21197526T patent/ES2974758T3/es not_active Expired - Lifetime
- 2005-03-24 CA CA2560886A patent/CA2560886C/en not_active Expired - Lifetime
- 2005-03-24 CN CN200580017645.5A patent/CN1960996B/zh not_active Expired - Lifetime
- 2005-03-24 PT PT211975263T patent/PT4008721T/pt unknown
- 2005-03-24 UA UAA200611339A patent/UA90108C2/uk unknown
- 2005-03-24 EP EP18172486.5A patent/EP3385267B1/en not_active Expired - Lifetime
- 2005-03-24 SI SI200531401T patent/SI1756121T1/sl unknown
- 2005-03-24 WO PCT/US2005/009774 patent/WO2005097809A2/en not_active Ceased
- 2005-03-24 JP JP2007506261A patent/JP4558039B2/ja not_active Expired - Lifetime
- 2005-03-24 PL PL21197526.3T patent/PL4008721T3/pl unknown
- 2005-03-24 SG SG10201800972PA patent/SG10201800972PA/en unknown
- 2005-03-24 HR HR20110846T patent/HRP20110846T1/hr unknown
- 2005-03-24 NZ NZ586824A patent/NZ586824A/en not_active IP Right Cessation
- 2005-03-24 NZ NZ550522A patent/NZ550522A/en not_active IP Right Cessation
- 2005-03-24 ME MEP-2011-502A patent/ME01975B/me unknown
- 2005-03-24 ES ES18172486T patent/ES2899606T3/es not_active Expired - Lifetime
- 2005-03-24 FI FIEP21197526.3T patent/FI4008721T3/fi active
- 2005-03-24 RS RS20211565A patent/RS62738B1/sr unknown
- 2005-03-24 RS RS20110502A patent/RS51983B/sr unknown
- 2005-03-24 HR HRP20240307TT patent/HRP20240307T3/hr unknown
- 2005-03-24 SI SI200532318T patent/SI4008721T1/sl unknown
- 2005-03-24 CA CA2853272A patent/CA2853272A1/en not_active Abandoned
- 2005-03-24 HU HUE18172486A patent/HUE056859T2/hu unknown
- 2005-03-24 DK DK11167264.8T patent/DK2377869T3/da active
- 2005-03-24 ES ES11167264.8T patent/ES2457593T3/es not_active Expired - Lifetime
- 2005-03-24 US US11/088,667 patent/US7714159B2/en active Active
- 2005-03-24 EP EP11167264.8A patent/EP2377869B1/en not_active Expired - Lifetime
- 2005-03-24 SG SG200902156-9A patent/SG151322A1/en unknown
- 2005-03-24 AT AT05742865T patent/ATE521612T1/de active
- 2005-03-24 MY MYPI20051304A patent/MY145427A/en unknown
- 2005-03-24 DK DK05742865.8T patent/DK1756121T3/da active
- 2005-03-24 BR BRPI0509587-5A patent/BRPI0509587A/pt not_active Application Discontinuation
- 2005-03-24 CA CA2859119A patent/CA2859119A1/en not_active Abandoned
- 2005-03-24 EP EP21197526.3A patent/EP4008721B1/en not_active Expired - Lifetime
- 2005-03-24 SG SG2012049763A patent/SG182999A1/en unknown
- 2005-03-24 CN CN201810192292.1A patent/CN108329337B/zh not_active Expired - Lifetime
- 2005-03-24 SG SG2012049755A patent/SG182998A1/en unknown
- 2005-03-29 PE PE2005000359A patent/PE20060162A1/es not_active Application Discontinuation
- 2005-03-29 PE PE2009001314A patent/PE20110075A1/es active IP Right Grant
- 2005-03-29 PE PE2014001477A patent/PE20142402A1/es not_active Application Discontinuation
- 2005-03-29 TW TW094109818A patent/TWI386212B/zh not_active IP Right Cessation
- 2005-03-29 NL NL1028639A patent/NL1028639C2/nl not_active IP Right Cessation
- 2005-03-30 AR ARP050101205A patent/AR049374A1/es active IP Right Grant
- 2005-03-30 UY UY28830A patent/UY28830A1/es active IP Right Grant
-
2006
- 2006-09-21 IL IL178250A patent/IL178250A/en active IP Right Grant
- 2006-09-22 CR CR8653A patent/CR8653A/es unknown
- 2006-10-18 ZA ZA200608689A patent/ZA200608689B/en unknown
- 2006-10-26 NO NO20064893A patent/NO338905B1/no unknown
- 2006-10-27 EC EC2006006960A patent/ECSP066960A/es unknown
-
2007
- 2007-01-08 NL NL1033190A patent/NL1033190C2/nl not_active IP Right Cessation
- 2007-01-08 NL NL1033189A patent/NL1033189C2/nl not_active IP Right Cessation
-
2010
- 2010-02-16 US US12/706,063 patent/US8283467B2/en not_active Expired - Lifetime
- 2010-04-09 CL CL2010000350A patent/CL2010000350A1/es unknown
- 2010-06-01 JP JP2010126333A patent/JP5414625B2/ja not_active Expired - Lifetime
-
2011
- 2011-09-23 DO DO2011000293A patent/DOP2011000293A/es unknown
- 2011-11-21 CY CY20111101122T patent/CY1112053T1/el unknown
-
2012
- 2012-05-17 IL IL219856A patent/IL219856A/en active IP Right Grant
- 2012-05-17 IL IL219853A patent/IL219853A/en active IP Right Grant
- 2012-09-14 US US13/615,894 patent/US20130005968A1/en not_active Abandoned
-
2013
- 2013-03-06 JP JP2013043972A patent/JP5894952B2/ja not_active Expired - Lifetime
- 2013-08-07 UY UY34969A patent/UY34969A/es not_active Application Discontinuation
-
2014
- 2014-03-06 US US14/199,265 patent/US20150038706A1/en not_active Abandoned
- 2014-04-08 HR HRP20140339TT patent/HRP20140339T1/hr unknown
- 2014-04-17 CY CY20141100297T patent/CY1115336T1/el unknown
- 2014-05-19 UY UY0001035578A patent/UY35578A/es not_active Application Discontinuation
- 2014-08-11 AR ARP140103013A patent/AR097310A2/es unknown
- 2014-08-11 AR ARP140103012A patent/AR097309A2/es active IP Right Grant
- 2014-08-25 CL CL2014002252A patent/CL2014002252A1/es unknown
-
2015
- 2015-11-30 JP JP2015232705A patent/JP6193960B2/ja not_active Expired - Lifetime
-
2016
- 2016-01-08 US US14/991,363 patent/US9862745B2/en not_active Expired - Lifetime
- 2016-08-24 NO NO20161350A patent/NO344610B1/no unknown
-
2017
- 2017-09-22 US US15/713,005 patent/US10000529B2/en not_active Expired - Lifetime
- 2017-12-05 NO NO20171939A patent/NO343966B1/no unknown
-
2018
- 2018-05-03 HK HK18105728.8A patent/HK1246300A1/zh unknown
- 2018-05-23 US US15/986,972 patent/US20180265546A1/en not_active Abandoned
- 2018-12-13 US US16/218,783 patent/US20190112334A1/en not_active Abandoned
-
2019
- 2019-07-11 US US16/508,706 patent/US20190330270A1/en not_active Abandoned
- 2019-09-04 NO NO20191065A patent/NO20191065A1/no not_active Application Discontinuation
-
2020
- 2020-01-24 US US16/751,374 patent/US20200157143A1/en not_active Abandoned
- 2020-08-13 US US16/992,353 patent/US20200369722A1/en not_active Abandoned
-
2021
- 2021-02-19 US US17/179,508 patent/US20210171574A1/en not_active Abandoned
- 2021-09-02 US US17/465,144 patent/US20210395301A1/en not_active Abandoned
- 2021-11-24 CY CY20211101021T patent/CY1124753T1/el unknown
-
2022
- 2022-03-14 US US17/694,545 patent/US20220204558A1/en not_active Abandoned
Also Published As
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| AR049374A1 (es) | Sintesis de compuestos de ester y acido borico | |
| CO6140053A2 (es) | Proceso para fabricar 2-amino-5-halobenzamidas 3-sustituidas | |
| BR112012008939A2 (pt) | processo para a preparação de compostos úteis como inibidores de sglt2 | |
| PE20150282A1 (es) | Nuevos compuestos bifuncionales utiles como ligando de uranios (vi), metodos de sintesis de los mismos y usos de los mismos | |
| EA201201179A1 (ru) | Способ получения изоксазолиновых производных | |
| CO6640266A2 (es) | Proceso para preparar derivados de dihidropirrol | |
| AR043443A1 (es) | Procedimiento de preparacion de tetrahidrotriazolopirazinas y productos intermedios | |
| AR123584A2 (es) | Procesos y compuestos intermediarios para la preparación de derivados de 2-carboxamida-cicloamino-urea | |
| AR109669A1 (es) | Proceso para preparar 2-exo-(2-metilbenciloxi)-1-metil-4-isopropil-7-oxabiciclo[2.2.1]heptano | |
| AR084864A1 (es) | Proceso de preparacion de girasa e inhibidores de topoisomerasa iv y compuestos intermediarios de dicho proceso | |
| MX2015010934A (es) | Metodo para producir un compuesto triciclico, y un compuesto triciclico capaz de producirse por dicho metodo de produccion. | |
| CN103214446B (zh) | 一种色满酮衍生物的不对称合成方法 | |
| AR075441A1 (es) | Un proceso para la preparacion de etoricoxib | |
| AR081399A1 (es) | Proceso para preparar un compuesto de pirimidinona, compuestos intermediarios en dicho proceso y procesos para repararlos. | |
| MA35906B1 (fr) | Procédé de préparation d'un composé par le biais d'une nouvelle réaction d'addition de michael en utilisant de l'eau ou divers acides comme additifs | |
| AR049668A1 (es) | Proceso quimico para preparar esteres de 4,4 - difluorometil - 3 - oxo - butanoico por reaccion entre una amida y un ester. | |
| ES2523717T3 (es) | Método para preparar epoxi-cetonas quirales | |
| MX2009004979A (es) | Sales de acidos dihidroxiantraquinona carboxilicos y su uso terapeutico. | |
| AR058171A1 (es) | Procesos para la preparacion de derivados de ciclopropilamida | |
| AR077823A1 (es) | Proceso para preparar compuestos de benzimidazol sustituidos con 2-arilamino o heteroarilamino | |
| AR051936A1 (es) | Proceso para la preparacion de pirazoles | |
| AR069311A1 (es) | Proceso para preparar (r)-5-(2-aminoetil)-1-(6,8-difluorocroman-3-il)-1,3-dihidroimidazol-2-tiona y compuestos intermediarios de sintesis | |
| CO5580784A2 (es) | Proceso para la reaccion de alcaloides y uso de los productos de reaccion en la preparacion de medicamentos | |
| AR046873A1 (es) | Proceso para la preparacion de aminoalcoholes sustituidos | |
| AR092071A1 (es) | Proceso para la preparacion de derivados de ester heterociclicos |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FG | Grant, registration |