CA2814192A1 - Cyclosporin analogs - Google Patents
Cyclosporin analogs Download PDFInfo
- Publication number
- CA2814192A1 CA2814192A1 CA2814192A CA2814192A CA2814192A1 CA 2814192 A1 CA2814192 A1 CA 2814192A1 CA 2814192 A CA2814192 A CA 2814192A CA 2814192 A CA2814192 A CA 2814192A CA 2814192 A1 CA2814192 A1 CA 2814192A1
- Authority
- CA
- Canada
- Prior art keywords
- cyclosporin
- sar
- chr
- amide
- ethyl
- 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.)
- Abandoned
Links
- PMATZTZNYRCHOR-CGLBZJNRSA-N Cyclosporin A Chemical class CC[C@@H]1NC(=O)[C@H]([C@H](O)[C@H](C)C\C=C\C)N(C)C(=O)[C@H](C(C)C)N(C)C(=O)[C@H](CC(C)C)N(C)C(=O)[C@H](CC(C)C)N(C)C(=O)[C@@H](C)NC(=O)[C@H](C)NC(=O)[C@H](CC(C)C)N(C)C(=O)[C@H](C(C)C)NC(=O)[C@H](CC(C)C)N(C)C(=O)CN(C)C1=O PMATZTZNYRCHOR-CGLBZJNRSA-N 0.000 title claims abstract description 117
- 229930105110 Cyclosporin A Natural products 0.000 claims abstract description 111
- 108010036949 Cyclosporine Proteins 0.000 claims abstract description 110
- 229960001265 ciclosporin Drugs 0.000 claims abstract description 109
- 238000000034 method Methods 0.000 claims abstract description 15
- 239000008194 pharmaceutical composition Substances 0.000 claims abstract description 11
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- 206010013774 Dry eye Diseases 0.000 claims abstract description 10
- 150000001875 compounds Chemical class 0.000 claims description 61
- -1 2-hydroxyisobutyl Chemical group 0.000 claims description 24
- 239000011541 reaction mixture Substances 0.000 claims description 19
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 17
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims description 16
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims description 16
- 125000000219 ethylidene group Chemical group [H]C(=[*])C([H])([H])[H] 0.000 claims description 15
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 15
- 229910052757 nitrogen Inorganic materials 0.000 claims description 14
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 13
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- 206010061218 Inflammation Diseases 0.000 claims description 11
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- ZNVBEWJRWHNZMK-SYOLRUPNSA-N (3s,6s,9s,12r,15s,18s,21s,24s,30s,33s)-33-[(e,1r,2r)-1-hydroxy-2-methylhex-4-enyl]-1,4,7,10,12,15,19,25,28-nonamethyl-6,9,18,24-tetrakis(2-methylpropyl)-3,21,30-tri(propan-2-yl)-1,4,7,10,13,16,19,22,25,28,31-undecazacyclotritriacontane-2,5,8,11,14,17,20,2 Chemical compound C\C=C\C[C@@H](C)[C@@H](O)[C@@H]1N(C)C(=O)[C@H](C(C)C)N(C)C(=O)[C@H](CC(C)C)N(C)C(=O)[C@H](CC(C)C)N(C)C(=O)[C@@H](C)NC(=O)[C@H](C)NC(=O)[C@H](CC(C)C)N(C)C(=O)[C@H](C(C)C)NC(=O)[C@H](CC(C)C)N(C)C(=O)CN(C)C(=O)[C@H](C(C)C)NC1=O ZNVBEWJRWHNZMK-SYOLRUPNSA-N 0.000 claims description 4
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- C07K7/00—Peptides having 5 to 20 amino acids in a fully defined sequence; Derivatives thereof
- C07K7/64—Cyclic peptides containing only normal peptide links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K7/00—Peptides having 5 to 20 amino acids in a fully defined sequence; Derivatives thereof
- C07K7/64—Cyclic peptides containing only normal peptide links
- C07K7/645—Cyclosporins; Related peptides
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic agents
- A61P27/04—Artificial tears; Irrigation solutions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic agents
- A61P27/14—Decongestants or antiallergics
-
- 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
- A61P31/20—Antivirals for DNA viruses
- A61P31/22—Antivirals for DNA viruses for herpes viruses
-
- 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
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/08—Antiallergic agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K1/00—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length
- C07K1/107—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length by chemical modification of precursor peptides
- C07K1/113—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length by chemical modification of precursor peptides without change of the primary structure
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Animal Behavior & Ethology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Molecular Biology (AREA)
- Biochemistry (AREA)
- Biophysics (AREA)
- Genetics & Genomics (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Immunology (AREA)
- Ophthalmology & Optometry (AREA)
- Virology (AREA)
- Analytical Chemistry (AREA)
- Pulmonology (AREA)
- Transplantation (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Biotechnology (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Peptides Or Proteins (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US39244910P | 2010-10-12 | 2010-10-12 | |
| US61/392,449 | 2010-10-12 | ||
| PCT/US2011/055791 WO2012051194A1 (en) | 2010-10-12 | 2011-10-11 | Cyclosporin analogs |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2814192A1 true CA2814192A1 (en) | 2012-04-19 |
Family
ID=44883784
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2814192A Abandoned CA2814192A1 (en) | 2010-10-12 | 2011-10-11 | Cyclosporin analogs |
Country Status (13)
| Country | Link |
|---|---|
| US (3) | US20120088734A1 (enExample) |
| EP (1) | EP2627664B1 (enExample) |
| JP (2) | JP5805774B2 (enExample) |
| KR (1) | KR20140026329A (enExample) |
| CN (1) | CN103328497A (enExample) |
| AU (1) | AU2011316690C1 (enExample) |
| BR (1) | BR112013008864A2 (enExample) |
| CA (1) | CA2814192A1 (enExample) |
| IL (1) | IL225617A0 (enExample) |
| MX (1) | MX2013004061A (enExample) |
| RU (1) | RU2013119869A (enExample) |
| SG (1) | SG189880A1 (enExample) |
| WO (1) | WO2012051194A1 (enExample) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9573978B2 (en) | 2010-08-12 | 2017-02-21 | S&T Global, Inc. | Cyclosporin derivatives for the treatment and prevention of a viral infection |
| CA2814191A1 (en) | 2010-10-12 | 2012-04-19 | Allergan, Inc. | Cyclosporin analogs |
| JP5805774B2 (ja) * | 2010-10-12 | 2015-11-10 | アラーガン、インコーポレイテッドＡｌｌｅｒｇａｎ，Ｉｎｃｏｒｐｏｒａｔｅｄ | シクロスポリンアナログ |
| US9890198B2 (en) * | 2010-12-03 | 2018-02-13 | S&T Global Inc. | Cyclosporin derivatives and uses thereof |
| BR112013014890B1 (pt) * | 2010-12-15 | 2023-10-24 | Contravir Pharmaceuticals, Inc | Composto análogo de moléculas pertencentes à família ciclosporina, composição farmacêutica compreendendo o mesmo, uso terapêutico ou profilático do referido composto e processos para a preparação dos mesmos |
| JP2015519368A (ja) * | 2012-06-01 | 2015-07-09 | アラーガン インコーポレイテッドＡｌｌｅｒｇａｎ，Ｉｎｃｏｒｐｏｒａｔｅｄ | シクロスポリンａ類似体 |
| GB201222455D0 (en) * | 2012-12-13 | 2013-01-30 | Perioc Ltd | Novel pharmaceutical formulations and their use in the treatment of periodontaldisease |
| BR112015021388A2 (pt) | 2013-03-08 | 2017-07-18 | Allergan Inc | conjugados esteroides de ciclosporina a |
| US9914755B2 (en) | 2015-01-08 | 2018-03-13 | Allergan, Inc. | Cyclosporin derivatives wherein the MeBmt sidechain has been cyclized |
| EP3277704A1 (en) | 2015-03-31 | 2018-02-07 | Allergan, Inc. | Cyclosporins modified on the mebmt sidechain by heterocyclic rings |
| CN118324867A (zh) | 2016-05-17 | 2024-07-12 | 美国科技环球有限公司 | 新型环孢菌素衍生物及其用途 |
| WO2018106945A1 (en) | 2016-12-07 | 2018-06-14 | Progenity Inc. | Gastrointestinal tract detection methods, devices and systems |
| JP2020513280A (ja) | 2016-12-14 | 2020-05-14 | プロジェニティ， インコーポレイテッド | 消化管疾病の免疫抑制剤による治療 |
| WO2019246312A1 (en) | 2018-06-20 | 2019-12-26 | Progenity, Inc. | Treatment of a disease of the gastrointestinal tract with an immunomodulator |
| WO2021173474A1 (en) * | 2020-02-26 | 2021-09-02 | Bacainn Biotherapeutics, Ltd. | Cyclosporine compositions and methods of use |
| CN113173974B (zh) * | 2021-03-18 | 2024-09-06 | 北京大学深圳研究生院 | 环孢素衍生物的合成方法 |
| EP4724081A2 (en) * | 2023-06-08 | 2026-04-15 | Hepion Pharmaceuticals, Inc. | Solid state forms of rencofilstat |
| CN118834148B (zh) * | 2024-09-20 | 2025-01-21 | 天津凯莱英制药有限公司 | 一种l-青霉胺的制备方法 |
Family Cites Families (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0194972B1 (en) | 1985-03-11 | 1992-07-29 | Sandoz Ag | Novel cyclosporins |
| US4649047A (en) * | 1985-03-19 | 1987-03-10 | University Of Georgia Research Foundation, Inc. | Ophthalmic treatment by topical administration of cyclosporin |
| US4839342A (en) | 1987-09-03 | 1989-06-13 | University Of Georgia Research Foundation, Inc. | Method of increasing tear production by topical administration of cyclosporin |
| US5474979A (en) | 1994-05-17 | 1995-12-12 | Allergan, Inc. | Nonirritating emulsions for sensitive tissue |
| FR2757522B1 (fr) * | 1996-12-24 | 1999-01-29 | Rhone Poulenc Rorer Sa | Derives de cyclosporine, leur preparation et les compositions pharmaceutiques qui les contiennent |
| FR2757521B1 (fr) | 1996-12-24 | 1999-01-29 | Rhone Poulenc Rorer Sa | Nouveaux derives de cyclosporine, leur preparation et les compositions pharmaceutiques qui les contiennent |
| FR2762843B1 (fr) | 1997-04-30 | 1999-12-10 | Rhone Poulenc Rorer Sa | Nouveaux derives de cyclosporine, leur preparation et les compositions pharmaceutiques qui les contiennent |
| CN1205220C (zh) * | 1998-06-12 | 2005-06-08 | 斯－凯穆公司 | 新颖的环孢菌素 |
| US6254860B1 (en) * | 1999-04-13 | 2001-07-03 | Allergan Sales, Inc. | Ocular treatment using cyclosporin-A derivatives |
| US20050059583A1 (en) * | 2003-09-15 | 2005-03-17 | Allergan, Inc. | Methods of providing therapeutic effects using cyclosporin components |
| US7676680B2 (en) | 2005-07-08 | 2010-03-09 | Morgan Stanley | Systems and methods for distributing private placement documents |
| US7288520B2 (en) | 2005-07-13 | 2007-10-30 | Allergan, Inc. | Cyclosporin compositions |
| EP2023918B1 (en) | 2006-05-19 | 2011-03-23 | Scynexis, Inc. | Cyclosporins for the treatment and prevention of ocular disorders |
| CN101130058B (zh) * | 2006-08-23 | 2011-10-05 | 华北制药集团新药研究开发有限责任公司 | 一种环孢菌素a眼用乳剂及其制备方法 |
| RU2009144186A (ru) * | 2007-05-04 | 2011-06-10 | Аллерган, Инк. (Us) | Применение циклоспоринов при лечении пациентов с интраокулярными линзами |
| JP5661035B2 (ja) * | 2008-07-10 | 2015-01-28 | アラーガン、インコーポレイテッドＡｌｌｅｒｇａｎ，Ｉｎｃｏｒｐｏｒａｔｅｄ | 眼および皮膚の疾患および症状の治療用のシクロスポリン誘導体 |
| EA029301B1 (ru) * | 2010-07-02 | 2018-03-30 | Эксонмобил Апстрим Рисерч Компани | Интегрированные системы для получения со(варианты) и способ производства электроэнергии |
| WO2012005494A2 (ko) | 2010-07-06 | 2012-01-12 | 엘지전자 주식회사 | 무선 통신 시스템에서 머신형 통신 장치를 위한 무선 자원 할당 방법 및 장치 |
| JP5805774B2 (ja) * | 2010-10-12 | 2015-11-10 | アラーガン、インコーポレイテッドＡｌｌｅｒｇａｎ，Ｉｎｃｏｒｐｏｒａｔｅｄ | シクロスポリンアナログ |
| US9890198B2 (en) | 2010-12-03 | 2018-02-13 | S&T Global Inc. | Cyclosporin derivatives and uses thereof |
| ES2625502T3 (es) * | 2010-12-03 | 2017-07-19 | S&T Global Inc | Nuevos derivados de ciclosporina para el tratamiento y prevención de una infección vírica |
| WO2013028615A2 (en) * | 2011-08-19 | 2013-02-28 | S&T Golbal Inc. | Novel cyclosporin derivatives for the treatment and prevention of viral infections |
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2011
- 2011-10-11 JP JP2013533942A patent/JP5805774B2/ja not_active Expired - Fee Related
- 2011-10-11 BR BR112013008864A patent/BR112013008864A2/pt not_active Application Discontinuation
- 2011-10-11 CN CN2011800596461A patent/CN103328497A/zh active Pending
- 2011-10-11 KR KR1020137012145A patent/KR20140026329A/ko not_active Withdrawn
- 2011-10-11 EP EP11770985.7A patent/EP2627664B1/en not_active Not-in-force
- 2011-10-11 SG SG2013027339A patent/SG189880A1/en unknown
- 2011-10-11 AU AU2011316690A patent/AU2011316690C1/en not_active Ceased
- 2011-10-11 MX MX2013004061A patent/MX2013004061A/es unknown
- 2011-10-11 CA CA2814192A patent/CA2814192A1/en not_active Abandoned
- 2011-10-11 WO PCT/US2011/055791 patent/WO2012051194A1/en not_active Ceased
- 2011-10-11 RU RU2013119869/04A patent/RU2013119869A/ru not_active Application Discontinuation
- 2011-10-11 US US13/270,964 patent/US20120088734A1/en not_active Abandoned
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2013
- 2013-04-07 IL IL225617A patent/IL225617A0/en unknown
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2014
- 2014-11-06 US US14/534,677 patent/US9493511B2/en active Active
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2015
- 2015-09-02 JP JP2015173082A patent/JP6250608B2/ja not_active Expired - Fee Related
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2016
- 2016-10-11 US US15/290,171 patent/US10065992B2/en active Active
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| AU2011316690A1 (en) | 2013-05-02 |
| US9493511B2 (en) | 2016-11-15 |
| EP2627664A1 (en) | 2013-08-21 |
| WO2012051194A1 (en) | 2012-04-19 |
| SG189880A1 (en) | 2013-06-28 |
| AU2011316690C1 (en) | 2017-01-19 |
| RU2013119869A (ru) | 2014-11-20 |
| CN103328497A (zh) | 2013-09-25 |
| US20150065433A1 (en) | 2015-03-05 |
| JP2016029050A (ja) | 2016-03-03 |
| JP6250608B2 (ja) | 2017-12-20 |
| BR112013008864A2 (pt) | 2016-06-28 |
| EP2627664B1 (en) | 2018-04-04 |
| IL225617A0 (en) | 2013-06-27 |
| US20170029469A1 (en) | 2017-02-02 |
| US20120088734A1 (en) | 2012-04-12 |
| JP2013540776A (ja) | 2013-11-07 |
| JP5805774B2 (ja) | 2015-11-10 |
| US10065992B2 (en) | 2018-09-04 |
| MX2013004061A (es) | 2013-07-22 |
| KR20140026329A (ko) | 2014-03-05 |
| AU2011316690B2 (en) | 2016-07-07 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request |
Effective date: 20161004 |
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| FZDE | Discontinued |
Effective date: 20191011 |