BR112018077250A2 - processo de preparação de um inibidor de imunoproteassoma de epoxicetona peptídica e precursores dos mesmos - Google Patents
processo de preparação de um inibidor de imunoproteassoma de epoxicetona peptídica e precursores dos mesmosInfo
- Publication number
- BR112018077250A2 BR112018077250A2 BR112018077250-0A BR112018077250A BR112018077250A2 BR 112018077250 A2 BR112018077250 A2 BR 112018077250A2 BR 112018077250 A BR112018077250 A BR 112018077250A BR 112018077250 A2 BR112018077250 A2 BR 112018077250A2
- Authority
- BR
- Brazil
- Prior art keywords
- preparing
- peptide epoxyketone
- precursors therefor
- immunoproteasome inhibitor
- epoxyketone immunoproteasome
- Prior art date
Links
- 239000002243 precursor Substances 0.000 title abstract 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 title 1
- 229940126097 immunoproteasome inhibitor Drugs 0.000 title 1
- 238000004519 manufacturing process Methods 0.000 title 1
- 108090000765 processed proteins & peptides Proteins 0.000 title 1
- 125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 abstract 1
- GOOHAUXETOMSMM-GSVOUGTGSA-N R-propylene oxide Chemical compound C[C@@H]1CO1 GOOHAUXETOMSMM-GSVOUGTGSA-N 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- -1 cyclopent-1-en-1-yl Chemical group 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/14—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D295/145—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with the ring nitrogen atoms and the carbon atoms with three bonds to hetero atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
- C07D295/15—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with the ring nitrogen atoms and the carbon atoms with three bonds to hetero atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/12—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms
- C07D295/125—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
- C07D295/13—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
-
- 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
- A61K31/535—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one oxygen as the ring hetero atoms, e.g. 1,2-oxazines
- A61K31/5375—1,4-Oxazines, e.g. morpholine
- A61K31/5377—1,4-Oxazines, e.g. morpholine not condensed and containing further heterocyclic rings, e.g. timolol
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C229/34—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton containing six-membered aromatic rings
- C07C229/36—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton containing six-membered aromatic rings with at least one amino group and one carboxyl group bound to the same carbon atom of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D301/00—Preparation of oxiranes
- C07D301/02—Synthesis of the oxirane ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/12—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/12—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms
- C07D303/32—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms by aldehydo- or ketonic radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/38—Compounds containing oxirane rings with hydrocarbon radicals, substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D303/46—Compounds containing oxirane rings with hydrocarbon radicals, substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals by amide or nitrile radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/13—Crystalline forms, e.g. polymorphs
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Peptides Or Proteins (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Epoxy Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Abstract
são revelados, no presente documento, métodos para a preparação de [(2s,3r)-n-[(2s)-3-(ciclopent-1-en-1-il)-1-[(2r)-2-metiloxiran-2-il]-1-oxopropan-2-il]-3-hidroxi-3-(4-metoxifenil)-2-[(2s)-2-[2-(morfolin-4-il) acetamido] propanamido]propanamida (composto g): e precursores dos mesmos.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US201662356178P | 2016-06-29 | 2016-06-29 | |
US62/356,178 | 2016-06-29 | ||
PCT/US2017/039975 WO2018005781A1 (en) | 2016-06-29 | 2017-06-29 | Process of preparing a peptide epoxyketone immunoproteasome inhibitor, and precursors thereof |
Publications (1)
Publication Number | Publication Date |
---|---|
BR112018077250A2 true BR112018077250A2 (pt) | 2019-04-02 |
Family
ID=59351085
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
BR112018077250-0A BR112018077250A2 (pt) | 2016-06-29 | 2017-06-29 | processo de preparação de um inibidor de imunoproteassoma de epoxicetona peptídica e precursores dos mesmos |
Country Status (17)
Country | Link |
---|---|
US (3) | US10781192B2 (pt) |
EP (2) | EP4296257A3 (pt) |
JP (2) | JP7065044B2 (pt) |
KR (2) | KR102524751B1 (pt) |
CN (1) | CN109641860B (pt) |
AR (1) | AR108919A1 (pt) |
AU (1) | AU2017290147B2 (pt) |
BR (1) | BR112018077250A2 (pt) |
CA (1) | CA3029418A1 (pt) |
CL (1) | CL2018003873A1 (pt) |
CO (1) | CO2019000866A2 (pt) |
EA (1) | EA201990157A1 (pt) |
IL (2) | IL263771B2 (pt) |
MX (1) | MX2018016386A (pt) |
SG (1) | SG11201811506UA (pt) |
TW (1) | TWI751177B (pt) |
WO (1) | WO2018005781A1 (pt) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
TWI751177B (zh) * | 2016-06-29 | 2022-01-01 | 美商基澤生命科學公司 | 製備肽環氧酮免疫蛋白酶體抑制劑及其前驅體之方法 |
Family Cites Families (26)
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US4522811A (en) | 1982-07-08 | 1985-06-11 | Syntex (U.S.A.) Inc. | Serial injection of muramyldipeptides and liposomes enhances the anti-infective activity of muramyldipeptides |
US5340736A (en) | 1991-05-13 | 1994-08-23 | The President & Fellows Of Harvard College | ATP-dependent protease and use of inhibitors for same in the treatment of cachexia and muscle wasting |
WO1998010779A1 (en) | 1996-09-13 | 1998-03-19 | New York University | Method for treating parasitic diseases with proteasome inhibitors |
WO2004043374A2 (en) | 2002-11-06 | 2004-05-27 | Dana-Farber Cancer Institute, Inc. | Methods and compositions for treating cancer using proteasome inhibitors |
PT1948678E (pt) | 2005-11-09 | 2013-07-16 | Onyx Therapeutics Inc | Compostos para inibição de enzimas |
CA2657213C (en) | 2006-06-19 | 2017-01-03 | Proteolix, Inc. | Peptide epoxyketones for proteasome inhibition |
US7442830B1 (en) | 2007-08-06 | 2008-10-28 | Millenium Pharmaceuticals, Inc. | Proteasome inhibitors |
ES2578905T5 (es) | 2007-10-04 | 2020-03-18 | Onyx Therapeutics Inc | Inhibidores de proteasa epoxi cetona peptídicos cristalinos y la síntesis de ceto-epóxidos de aminoácidos |
CN101525370A (zh) * | 2008-03-06 | 2009-09-09 | 海南建邦制药科技有限公司 | 一种新型高效多肽合成缩合剂 |
AP2011005690A0 (en) | 2008-10-21 | 2011-06-30 | Onyx Therapeutics Inc | Combination therapy with peptide epoxyketones. |
AR075899A1 (es) | 2009-03-20 | 2011-05-04 | Onyx Therapeutics Inc | Tripeptidos epoxicetonas cristalinos inhibidores de proteasa |
US8853147B2 (en) | 2009-11-13 | 2014-10-07 | Onyx Therapeutics, Inc. | Use of peptide epoxyketones for metastasis suppression |
WO2011136905A2 (en) | 2010-04-07 | 2011-11-03 | Onyx Therapeutics, Inc. | Crystalline peptide epoxyketone immunoproteasome inhibitor |
US8609610B2 (en) | 2011-02-18 | 2013-12-17 | Trustees Of Dartmouth College | Inhibitors of the trypsin-like site of the proteasome and methods of use thereof |
EP2705027B1 (en) | 2011-05-02 | 2015-06-03 | Gilead Sciences, Inc. | Amorphous solid salts of Cobicistat (GS-9350) |
KR102054329B1 (ko) | 2012-05-08 | 2019-12-10 | 오닉스 세라퓨틱스, 인크. | 펩티드 프로테아좀 억제제 제제화를 위한 사이클로덱스트린 복합체화 방법 |
CN104411682B (zh) | 2012-06-29 | 2016-11-16 | 日产化学工业株式会社 | 用于制备立体选择性环氧酮化合物的方法 |
KR20150065885A (ko) | 2012-10-11 | 2015-06-15 | 에프. 호프만-라 로슈 아게 | 케토아마이드 이뮤노프로테아좀 억제제 |
US20150266920A1 (en) | 2012-10-12 | 2015-09-24 | Hoff-Mann-La Roche Inc. | Macrocyclic ketoamide immunoproteasome inhibitors |
TW201422255A (zh) * | 2012-10-24 | 2014-06-16 | Onyx Therapeutics Inc | 用於蛋白酶體抑制劑之調整釋放製劑 |
AR095426A1 (es) * | 2013-03-14 | 2015-10-14 | Onyx Therapeutics Inc | Inhibidores tripeptídicos de la epoxicetona proteasa |
US9657057B2 (en) * | 2013-03-14 | 2017-05-23 | Onyx Therapeutics, Inc. | Dipeptide and tripeptide epoxy ketone protease inhibitors |
KR102365509B1 (ko) * | 2013-03-14 | 2022-02-21 | 오닉스 세라퓨틱스, 인크. | 트리펩타이드 에폭시 케톤 프로테이스 억제제 |
CN104710507B (zh) * | 2013-12-11 | 2018-08-14 | 深圳翰宇药业股份有限公司 | 一种卡非佐米的制备方法 |
CN104230857A (zh) * | 2014-08-19 | 2014-12-24 | 上海皓元生物医药科技有限公司 | 卡非佐米(Carfilzomib)的中间体化合物的制备方法及其中间体化合物 |
TWI751177B (zh) * | 2016-06-29 | 2022-01-01 | 美商基澤生命科學公司 | 製備肽環氧酮免疫蛋白酶體抑制劑及其前驅體之方法 |
-
2017
- 2017-06-29 TW TW106121701A patent/TWI751177B/zh active
- 2017-06-29 EP EP23191555.4A patent/EP4296257A3/en active Pending
- 2017-06-29 AU AU2017290147A patent/AU2017290147B2/en active Active
- 2017-06-29 KR KR1020197002872A patent/KR102524751B1/ko active IP Right Grant
- 2017-06-29 KR KR1020237013160A patent/KR102571568B1/ko active IP Right Grant
- 2017-06-29 SG SG11201811506UA patent/SG11201811506UA/en unknown
- 2017-06-29 US US16/312,688 patent/US10781192B2/en active Active
- 2017-06-29 MX MX2018016386A patent/MX2018016386A/es unknown
- 2017-06-29 IL IL263771A patent/IL263771B2/en unknown
- 2017-06-29 EP EP17740180.9A patent/EP3478669B1/en active Active
- 2017-06-29 BR BR112018077250-0A patent/BR112018077250A2/pt unknown
- 2017-06-29 CA CA3029418A patent/CA3029418A1/en active Pending
- 2017-06-29 WO PCT/US2017/039975 patent/WO2018005781A1/en unknown
- 2017-06-29 IL IL302234A patent/IL302234A/en unknown
- 2017-06-29 CN CN201780053331.3A patent/CN109641860B/zh active Active
- 2017-06-29 JP JP2018568194A patent/JP7065044B2/ja active Active
- 2017-06-29 AR ARP170101808A patent/AR108919A1/es unknown
- 2017-06-29 EA EA201990157A patent/EA201990157A1/ru unknown
-
2018
- 2018-12-28 CL CL2018003873A patent/CL2018003873A1/es unknown
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2019
- 2019-01-29 CO CONC2019/0000866A patent/CO2019000866A2/es unknown
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2020
- 2020-09-09 US US17/015,450 patent/US11498907B2/en active Active
-
2022
- 2022-04-25 JP JP2022071492A patent/JP7392031B2/ja active Active
- 2022-10-13 US US17/965,064 patent/US11976053B2/en active Active
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B350 | Update of information on the portal [chapter 15.35 patent gazette] | ||
B06W | Patent application suspended after preliminary examination (for patents with searches from other patent authorities) chapter 6.23 patent gazette] | ||
B15K | Others concerning applications: alteration of classification |
Free format text: AS CLASSIFICACOES ANTERIORES ERAM: C07D 295/15 , C07D 303/12 , C07D 303/46 , C07C 69/612 Ipc: C07D 295/15 (2006.01), C07D 303/12 (2006.01), C07D |
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B07A | Application suspended after technical examination (opinion) [chapter 7.1 patent gazette] |