ES2552512T3 - Aminas C-28 de derivados de ácido betulínico modificado en C-3 como inhibidores de la maduracion del virus de inmunodeficiencia humana - Google Patents
Aminas C-28 de derivados de ácido betulínico modificado en C-3 como inhibidores de la maduracion del virus de inmunodeficiencia humana Download PDFInfo
- Publication number
- ES2552512T3 ES2552512T3 ES12702946.0T ES12702946T ES2552512T3 ES 2552512 T3 ES2552512 T3 ES 2552512T3 ES 12702946 T ES12702946 T ES 12702946T ES 2552512 T3 ES2552512 T3 ES 2552512T3
- Authority
- ES
- Spain
- Prior art keywords
- alkyl
- group
- formula
- substituted
- cycloalkyl
- 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.)
- Active
Links
- 241000725303 Human immunodeficiency virus Species 0.000 title claims 2
- 150000001412 amines Chemical class 0.000 title 1
- QGJZLNKBHJESQX-FZFNOLFKSA-N betulinic acid Chemical class C1C[C@H](O)C(C)(C)[C@@H]2CC[C@@]3(C)[C@]4(C)CC[C@@]5(C(O)=O)CC[C@@H](C(=C)C)[C@@H]5[C@H]4CC[C@@H]3[C@]21C QGJZLNKBHJESQX-FZFNOLFKSA-N 0.000 title 1
- 239000003112 inhibitor Substances 0.000 title 1
- 230000029302 virus maturation Effects 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims abstract 6
- 208000030507 AIDS Diseases 0.000 claims 2
- 230000000840 anti-viral effect Effects 0.000 claims 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- 208000031886 HIV Infections Diseases 0.000 claims 1
- 229940126154 HIV entry inhibitor Drugs 0.000 claims 1
- 208000037357 HIV infectious disease Diseases 0.000 claims 1
- 241000124008 Mammalia Species 0.000 claims 1
- 229960005475 antiinfective agent Drugs 0.000 claims 1
- 239000004599 antimicrobial Substances 0.000 claims 1
- 239000003443 antiviral agent Substances 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 239000002835 hiv fusion inhibitor Substances 0.000 claims 1
- 208000033519 human immunodeficiency virus infectious disease Diseases 0.000 claims 1
- 239000002955 immunomodulating agent Substances 0.000 claims 1
- 229940121354 immunomodulator Drugs 0.000 claims 1
- 230000002584 immunomodulator Effects 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 abstract description 18
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract description 10
- 125000000547 substituted alkyl group Chemical group 0.000 abstract description 5
- 125000005213 alkyl heteroaryl group Chemical group 0.000 abstract description 4
- 125000000753 cycloalkyl group Chemical group 0.000 abstract description 4
- 125000001072 heteroaryl group Chemical group 0.000 abstract 4
- 125000001475 halogen functional group Chemical group 0.000 abstract 3
- -1 -COOR2 Chemical group 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 125000004356 hydroxy functional group Chemical group O* 0.000 abstract 1
- 125000000555 isopropenyl group Chemical group [H]\C([H])=C(\*)C([H])([H])[H] 0.000 abstract 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 125000003107 substituted aryl group Chemical group 0.000 abstract 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J63/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton has been modified by expansion of only one ring by one or two atoms
- C07J63/008—Expansion of ring D by one atom, e.g. D homo steroids
-
- 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
-
- 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
-
- 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
-
- 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
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Virology (AREA)
- General Chemical & Material Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Communicable Diseases (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Oncology (AREA)
- Molecular Biology (AREA)
- AIDS & HIV (AREA)
- Tropical Medicine & Parasitology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Steroid Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201161437870P | 2011-01-31 | 2011-01-31 | |
| US201161437870P | 2011-01-31 | ||
| PCT/US2012/022847 WO2012106188A1 (en) | 2011-01-31 | 2012-01-27 | C-28 amines of c-3 modified betulinic acid derivatives as hiv maturation inhibitors |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2552512T3 true ES2552512T3 (es) | 2015-11-30 |
Family
ID=45567146
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES12702946.0T Active ES2552512T3 (es) | 2011-01-31 | 2012-01-27 | Aminas C-28 de derivados de ácido betulínico modificado en C-3 como inhibidores de la maduracion del virus de inmunodeficiencia humana |
Country Status (19)
| Country | Link |
|---|---|
| US (1) | US8748415B2 (enExample) |
| EP (1) | EP2670764B1 (enExample) |
| JP (1) | JP6000283B2 (enExample) |
| CN (1) | CN103339141B (enExample) |
| BR (1) | BR112014010105A2 (enExample) |
| CA (1) | CA2826257A1 (enExample) |
| CY (1) | CY1116989T1 (enExample) |
| DK (1) | DK2670764T3 (enExample) |
| EA (1) | EA023578B1 (enExample) |
| ES (1) | ES2552512T3 (enExample) |
| HR (1) | HRP20151212T1 (enExample) |
| HU (1) | HUE026371T2 (enExample) |
| MX (1) | MX2013008359A (enExample) |
| PL (1) | PL2670764T3 (enExample) |
| PT (1) | PT2670764E (enExample) |
| RS (1) | RS54352B1 (enExample) |
| SI (1) | SI2670764T1 (enExample) |
| SM (1) | SMT201500303B (enExample) |
| WO (1) | WO2012106188A1 (enExample) |
Families Citing this family (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2849475A1 (en) | 2011-09-21 | 2013-03-28 | Bristol-Myers Squibb Company | Novel betulinic acid derivatives with antiviral activity |
| US8906889B2 (en) | 2012-02-15 | 2014-12-09 | Bristol-Myers Squibb Company | C-3 cycloalkenyl triterpenoids with HIV maturation inhibitory activity |
| US8889854B2 (en) | 2012-05-07 | 2014-11-18 | Bristol-Myers Squibb Company | C-17 bicyclic amines of triterpenoids with HIV maturation inhibitory activity |
| RU2516952C1 (ru) * | 2012-11-09 | 2014-05-20 | Леонид Леонидович Клопотенко | Фармацевтическая композиция, содержащая инкапсулированную тритерпеновую кислоту или ее производные |
| RU2519133C1 (ru) * | 2012-11-09 | 2014-06-10 | Леонид Леонидович Клопотенко | Мазь, содержащая инкапсулированную тритерпеновую кислоту или ее производные |
| CN103214543B (zh) * | 2012-12-25 | 2015-09-02 | 中国人民解放军海军医学研究所 | 新山楂酸衍生物、其制备方法及其在抗肿瘤药物中的应用 |
| US20140221361A1 (en) * | 2013-02-06 | 2014-08-07 | Bristol-Myers Squibb Company | C-19 modified triterpenoids with hiv maturation inhibitory activity |
| CN105102468A (zh) | 2013-02-25 | 2015-11-25 | 百时美施贵宝公司 | 用于治疗hiv的c-3烷基和烯基修饰的桦木酸衍生物 |
| LT3129392T (lt) | 2014-04-11 | 2020-11-10 | VIIV Healthcare UK(No.4) Limited | Triterpenoidai, pasižymintys živ brandinimą inhibuojančiu aktyvumu, pakeisti 3-ioje padėtyje nearomatiniu žiedu, turinčiu halogenalkilo pakaitą |
| US9920090B2 (en) * | 2014-06-19 | 2018-03-20 | VIIV Healthcare UK (No.5) Limited | Betulinic acid derivatives with HIV maturation inhibitory activity |
| JP2017533934A (ja) | 2014-11-14 | 2017-11-16 | ヴィーブ ヘルスケア ユーケー（ナンバー５）リミテッド | Ｃ１７アリール置換ベツリン酸類似体 |
| EP3218387A1 (en) * | 2014-11-14 | 2017-09-20 | VIIV Healthcare UK (No.5) Limited | Oxolupene derivatives |
| KR20170092580A (ko) * | 2014-11-14 | 2017-08-11 | 비브 헬스케어 유케이 (넘버5) 리미티드 | 연장된 베툴린산 유사체 |
| KR20170135970A (ko) * | 2015-04-14 | 2017-12-08 | 비브 헬스케어 유케이 (넘버4) 리미티드 | Hiv 성숙화 억제제를 생산하는 방법 |
| KR20180028534A (ko) | 2015-07-28 | 2018-03-16 | 글락소스미스클라인 인털렉츄얼 프로퍼티 (넘버 2) 리미티드 | Hiv 감염을 예방하거나 치료하기 위한 베투인 유도체 |
| RU2018105352A (ru) * | 2015-07-28 | 2019-08-29 | ГлаксоСмитКлайн Интеллекчуал Проперти (N2) Лимитед | Производные бетулина для предупреждения или лечения ВИЧ-инфекций |
| US20180273579A1 (en) | 2015-09-24 | 2018-09-27 | Glaxosmithkline Intellectual Property (No.2) Limited | Compounds with hiv maturation inhibitory activity |
| WO2017125870A1 (en) | 2016-01-20 | 2017-07-27 | Glaxosmithkline Intellectual Property (No.2) Limited | Amine derivatives of lupanes with hiv maturation inhibitory activity |
| AR107512A1 (es) | 2016-02-04 | 2018-05-09 | VIIV HEALTHCARE UK Nº 5 LTD | Triterpenoides modificados en c-3 y c-17 como inhibidores del vih-1 |
| WO2018002849A1 (en) * | 2016-06-30 | 2018-01-04 | VIIV Healthcare UK (No.5) Limited | Triterpenoid inhibitors of human immunodeficiency virus replication |
| CA3075173A1 (en) * | 2017-09-13 | 2019-03-21 | Emmyon, Inc. | Ursolic acid morpholine and diethanolamine salts |
| RU2020113341A (ru) | 2017-09-14 | 2021-10-15 | Феникс Байотекнолоджи, Инк. | Способ и композиция для лечения вирусной инфекции |
| KR20200083969A (ko) | 2017-09-14 | 2020-07-09 | 피닉스 바이오테크놀러지 인코포레이티드. | 신경학적 상태를 치료하기 위한 방법 및 개선된 신경보호 조성물 |
| US20210347813A1 (en) | 2018-04-24 | 2021-11-11 | Viiv Healthcare Uk (No. 5) Limited | Compounds with hiv maturation inhibitory activity |
| PL237998B1 (pl) | 2018-05-28 | 2021-06-28 | Narodowy Inst Lekow | Fosfonowe pochodne kwasu 3-karboksyacylobetulinowego, sposób ich otrzymywania oraz ich zastosowanie |
| US10343997B1 (en) | 2018-12-04 | 2019-07-09 | King Saud University | Ursolic acid derivatives |
| EP4295854A3 (en) | 2020-03-31 | 2024-04-03 | Phoenix Biotechnology, Inc. | Method and compositions for treating coronavirus infection |
| JP7153083B2 (ja) | 2020-03-31 | 2022-10-13 | フェニックス・バイオテクノロジー・インコーポレイテッド | コロナウイルス感染を治療するための方法および組成物 |
Family Cites Families (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5413999A (en) | 1991-11-08 | 1995-05-09 | Merck & Co., Inc. | HIV protease inhibitors useful for the treatment of AIDS |
| US5869535A (en) | 1995-03-21 | 1999-02-09 | The Board Of Trustees Of The University Of Illinois | Method and composition for selectively inhibiting melanoma |
| US5962527A (en) | 1995-03-21 | 1999-10-05 | The Board Of Trustees Of The University Of Illinois | Method and composition for treating cancers |
| US5679828A (en) | 1995-06-05 | 1997-10-21 | Biotech Research Labs, Inc. | Betulinic acid and dihydrobetulinic acid derivatives and uses therefor |
| US20040110785A1 (en) | 2001-02-02 | 2004-06-10 | Tao Wang | Composition and antiviral activity of substituted azaindoleoxoacetic piperazine derivatives |
| US7365221B2 (en) | 2002-09-26 | 2008-04-29 | Panacos Pharmaceuticals, Inc. | Monoacylated betulin and dihydrobetulin derivatives, preparation thereof and use thereof |
| US20050014730A1 (en) | 2003-04-02 | 2005-01-20 | Carlson Robert M. | Anti-fungal formulation of triterpene and essential oil |
| US7745625B2 (en) | 2004-03-15 | 2010-06-29 | Bristol-Myers Squibb Company | Prodrugs of piperazine and substituted piperidine antiviral agents |
| MXPA06010592A (es) | 2004-03-17 | 2007-06-12 | Panacos Pharmaceuticals Inc | Sales farmaceuticas de acido 3-o-(3',3'-dimetilsuccinil) betulinico. |
| ZA200704806B (en) * | 2004-11-12 | 2008-09-25 | Panacos Pharmaceuticals Inc | Novel betulin derivatives, preparation thereof and use thereof |
| TW200628161A (en) | 2004-11-12 | 2006-08-16 | Panacos Pharmaceuticals Inc | Novel betulin derivatives, preparation thereof and use thereof |
| WO2008127364A2 (en) | 2006-10-13 | 2008-10-23 | Myriad Genetics, Inc. | Antiviral compounds and use thereof |
| US20090105203A1 (en) | 2006-10-16 | 2009-04-23 | Myriad Genetics, Incorporated | Compounds for treating viral infections |
| WO2009100532A1 (en) * | 2008-02-14 | 2009-08-20 | Virochem Pharma Inc. | NOVEL 17ß LUPANE DERIVATIVES |
| US9067966B2 (en) | 2009-07-14 | 2015-06-30 | Hetero Research Foundation, Hetero Drugs Ltd. | Lupeol-type triterpene derivatives as antivirals |
| SI2576586T1 (sl) * | 2010-06-04 | 2015-11-30 | Bristol-Myers Squibb Company | C-28 amidi derivatov modificirane c-3 betulinske kisline kot inhibitorji zorenja hiv |
| CA2801487C (en) * | 2010-06-04 | 2017-12-05 | Bristol-Myers Squibb Company | Modified c-3 betulinic acid derivatives as hiv maturation inhibitors |
| AU2012212509B2 (en) * | 2011-01-31 | 2016-01-21 | ViiV Healthcare UK (No.4) Limited | C-17 and C-3 modified triterpenoids with HIV maturation inhibitory activity |
-
2012
- 2012-01-27 EA EA201391098A patent/EA023578B1/ru not_active IP Right Cessation
- 2012-01-27 HU HUE12702946A patent/HUE026371T2/en unknown
- 2012-01-27 WO PCT/US2012/022847 patent/WO2012106188A1/en not_active Ceased
- 2012-01-27 RS RS20150740A patent/RS54352B1/sr unknown
- 2012-01-27 JP JP2013551360A patent/JP6000283B2/ja not_active Expired - Fee Related
- 2012-01-27 MX MX2013008359A patent/MX2013008359A/es active IP Right Grant
- 2012-01-27 DK DK12702946.0T patent/DK2670764T3/en active
- 2012-01-27 EP EP12702946.0A patent/EP2670764B1/en active Active
- 2012-01-27 SI SI201230354T patent/SI2670764T1/sl unknown
- 2012-01-27 US US13/359,680 patent/US8748415B2/en not_active Expired - Fee Related
- 2012-01-27 PL PL12702946T patent/PL2670764T3/pl unknown
- 2012-01-27 PT PT127029460T patent/PT2670764E/pt unknown
- 2012-01-27 ES ES12702946.0T patent/ES2552512T3/es active Active
- 2012-01-27 BR BR112014010105A patent/BR112014010105A2/pt unknown
- 2012-01-27 HR HRP20151212TT patent/HRP20151212T1/hr unknown
- 2012-01-27 CA CA2826257A patent/CA2826257A1/en not_active Abandoned
- 2012-01-27 CN CN201280007020.0A patent/CN103339141B/zh not_active Expired - Fee Related
-
2015
- 2015-12-01 CY CY20151101099T patent/CY1116989T1/el unknown
- 2015-12-01 SM SM201500303T patent/SMT201500303B/it unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DK2670764T3 (en) | 2015-12-07 |
| HUE026371T2 (en) | 2016-05-30 |
| CY1116989T1 (el) | 2017-04-05 |
| EP2670764A1 (en) | 2013-12-11 |
| HRP20151212T1 (hr) | 2015-12-04 |
| JP2014507422A (ja) | 2014-03-27 |
| US8748415B2 (en) | 2014-06-10 |
| BR112014010105A2 (pt) | 2017-06-13 |
| EA023578B1 (ru) | 2016-06-30 |
| SI2670764T1 (sl) | 2016-03-31 |
| RS54352B1 (sr) | 2016-02-29 |
| WO2012106188A1 (en) | 2012-08-09 |
| JP6000283B2 (ja) | 2016-09-28 |
| CN103339141A (zh) | 2013-10-02 |
| EA201391098A1 (ru) | 2013-12-30 |
| CN103339141B (zh) | 2016-08-24 |
| SMT201500303B (it) | 2016-01-08 |
| PL2670764T3 (pl) | 2016-02-29 |
| MX2013008359A (es) | 2013-08-27 |
| EP2670764B1 (en) | 2015-09-02 |
| US20130029954A1 (en) | 2013-01-31 |
| CA2826257A1 (en) | 2012-08-09 |
| PT2670764E (pt) | 2015-11-20 |
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