JP2011523952A5 - - Google Patents
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- Publication number
- JP2011523952A5 JP2011523952A5 JP2011512478A JP2011512478A JP2011523952A5 JP 2011523952 A5 JP2011523952 A5 JP 2011523952A5 JP 2011512478 A JP2011512478 A JP 2011512478A JP 2011512478 A JP2011512478 A JP 2011512478A JP 2011523952 A5 JP2011523952 A5 JP 2011523952A5
- Authority
- JP
- Japan
- Prior art keywords
- group
- carbon atoms
- same
- amino
- alkyl
- 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.)
- Granted
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- 125000000217 alkyl group Chemical group 0.000 claims 34
- 125000004432 carbon atom Chemical group C* 0.000 claims 33
- 229910052757 nitrogen Inorganic materials 0.000 claims 30
- 229910052736 halogen Inorganic materials 0.000 claims 26
- 150000002367 halogens Chemical class 0.000 claims 26
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 24
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 22
- 229960001265 ciclosporin Drugs 0.000 claims 21
- 150000001875 compounds Chemical class 0.000 claims 18
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 16
- 125000003545 alkoxy group Chemical group 0.000 claims 15
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 13
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 12
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 9
- 229910052760 oxygen Inorganic materials 0.000 claims 9
- 239000001301 oxygen Substances 0.000 claims 9
- 125000001188 haloalkyl group Chemical group 0.000 claims 8
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 7
- -1 amino, carboxyl Chemical group 0.000 claims 7
- 125000000753 cycloalkyl group Chemical group 0.000 claims 7
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 7
- 229910052717 sulfur Inorganic materials 0.000 claims 7
- 239000011593 sulfur Substances 0.000 claims 7
- 125000003342 alkenyl group Chemical group 0.000 claims 6
- 125000000623 heterocyclic group Chemical group 0.000 claims 6
- 125000006413 ring segment Chemical group 0.000 claims 6
- 229920006395 saturated elastomer Polymers 0.000 claims 6
- 125000000304 alkynyl group Chemical group 0.000 claims 5
- 150000003839 salts Chemical class 0.000 claims 5
- 239000012453 solvate Substances 0.000 claims 5
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims 4
- 125000005842 heteroatom Chemical group 0.000 claims 4
- 229910052739 hydrogen Inorganic materials 0.000 claims 4
- 239000001257 hydrogen Substances 0.000 claims 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 4
- 229930105110 Cyclosporin A Natural products 0.000 claims 3
- 108010036949 Cyclosporine Proteins 0.000 claims 3
- 238000006243 chemical reaction Methods 0.000 claims 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims 2
- 125000003710 aryl alkyl group Chemical group 0.000 claims 2
- 125000003118 aryl group Chemical group 0.000 claims 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims 2
- 125000001072 heteroaryl group Chemical group 0.000 claims 2
- 125000004446 heteroarylalkyl group Chemical group 0.000 claims 2
- 150000002431 hydrogen Chemical class 0.000 claims 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 2
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 2
- 125000006239 protecting group Chemical group 0.000 claims 2
- 125000004001 thioalkyl group Chemical group 0.000 claims 2
- 125000004066 1-hydroxyethyl group Chemical group [H]OC([H])([*])C([H])([H])[H] 0.000 claims 1
- 125000006495 3-trifluoromethyl benzyl group Chemical group [H]C1=C([H])C(=C([H])C(=C1[H])C([H])([H])*)C(F)(F)F 0.000 claims 1
- SXIFAEWFOJETOA-UHFFFAOYSA-N 4-hydroxy-butyl Chemical group [CH2]CCCO SXIFAEWFOJETOA-UHFFFAOYSA-N 0.000 claims 1
- 125000002528 4-isopropyl benzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1C([H])([H])*)C([H])(C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
- 150000001449 anionic compounds Chemical class 0.000 claims 1
- 150000001450 anions Chemical class 0.000 claims 1
- 239000012039 electrophile Substances 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 125000004705 ethylthio group Chemical group C(C)S* 0.000 claims 1
- 208000010710 hepatitis C virus infection Diseases 0.000 claims 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 1
- UUEVFMOUBSLVJW-UHFFFAOYSA-N oxo-[[1-[2-[2-[2-[4-(oxoazaniumylmethylidene)pyridin-1-yl]ethoxy]ethoxy]ethyl]pyridin-4-ylidene]methyl]azanium;dibromide Chemical compound [Br-].[Br-].C1=CC(=C[NH+]=O)C=CN1CCOCCOCCN1C=CC(=C[NH+]=O)C=C1 UUEVFMOUBSLVJW-UHFFFAOYSA-N 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 229920000447 polyanionic polymer Polymers 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
- 241000894007 species Species 0.000 claims 1
- 0 CC(C)C(C)C(N(C)C(CC1(C*)CC1)C(N)=O)=O Chemical compound CC(C)C(C)C(N(C)C(CC1(C*)CC1)C(N)=O)=O 0.000 description 5
- LDXAEZVGDLIHET-MLWJPKLSSA-N CC(C)C(C1)[C@H]1C(NC)=O Chemical compound CC(C)C(C1)[C@H]1C(NC)=O LDXAEZVGDLIHET-MLWJPKLSSA-N 0.000 description 1
- GFWZPTGIVKRQNM-UHFFFAOYSA-N CC(C)CC(NC)=O Chemical compound CC(C)CC(NC)=O GFWZPTGIVKRQNM-UHFFFAOYSA-N 0.000 description 1
- HBMRPLRBWIJMCO-MWBRBAFOSA-N CC(C)[C@@H](C1)C1(C(NC)=O)N(C)C(NC(NC(NC)=O)=O)O Chemical compound CC(C)[C@@H](C1)C1(C(NC)=O)N(C)C(NC(NC(NC)=O)=O)O HBMRPLRBWIJMCO-MWBRBAFOSA-N 0.000 description 1
- ACMPGDIASVITOX-RNFRBKRXSA-N CC(C)[C@@H](C1)[C@@H]1NC Chemical compound CC(C)[C@@H](C1)[C@@H]1NC ACMPGDIASVITOX-RNFRBKRXSA-N 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US5964908P | 2008-06-06 | 2008-06-06 | |
| US61/059,649 | 2008-06-06 | ||
| PCT/US2009/003411 WO2010002428A2 (en) | 2008-06-06 | 2009-06-05 | Novel macrocyclic peptides |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2011523952A JP2011523952A (ja) | 2011-08-25 |
| JP2011523952A5 true JP2011523952A5 (enExample) | 2012-07-26 |
| JP5820722B2 JP5820722B2 (ja) | 2015-11-24 |
Family
ID=41415358
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2011512478A Expired - Fee Related JP5820722B2 (ja) | 2008-06-06 | 2009-06-05 | シクロスポリン類似体及びhcv感染の治療におけるその使用 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US9090671B2 (enExample) |
| EP (1) | EP2280989B1 (enExample) |
| JP (1) | JP5820722B2 (enExample) |
| CN (1) | CN102083852A (enExample) |
| CA (1) | CA2724523A1 (enExample) |
| WO (1) | WO2010002428A2 (enExample) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PL1802650T3 (pl) * | 2004-10-01 | 2012-04-30 | Scynexis Inc | 3-Etero i 3-tioetero podstawione pochodne cyklosporyny do leczenia i zapobiegania zakażeniu wirusem zapalenia wątroby typu C |
| JP5322647B2 (ja) * | 2005-09-30 | 2013-10-23 | スシネキス インク | ウイルス感染の治療及び予防のためのシクロスポリンaのアリールアルキル及びヘテロアリールアルキル誘導体 |
| US8188052B2 (en) | 2006-05-19 | 2012-05-29 | Scynexis, Inc. | Method for the treatment and prevention of ocular disorders |
| KR101089112B1 (ko) * | 2006-06-02 | 2011-12-06 | 피씨 제스띠옹 에스.아.에스. | 활성 전자 관리 |
| US20090306033A1 (en) * | 2008-06-06 | 2009-12-10 | Keqiang Li | Novel cyclic peptides |
| CA2724523A1 (en) | 2008-06-06 | 2010-01-07 | Scynexis, Inc. | Novel macrocyclic peptides |
| WO2010076329A1 (en) | 2008-12-31 | 2010-07-08 | Scynexis, Inc. | Derivatives of cyclosporin a |
| US20140050728A1 (en) | 2011-01-28 | 2014-02-20 | Board Of Regents Of The University Of Nebraska | Methods and compositions for inhibiting cyclophilin d for the treatment and prevention of obesity and kidney indications |
| US9266927B2 (en) | 2012-06-01 | 2016-02-23 | Allergan, Inc. | Cyclosporin A analogs |
| US9914755B2 (en) | 2015-01-08 | 2018-03-13 | Allergan, Inc. | Cyclosporin derivatives wherein the MeBmt sidechain has been cyclized |
| CN109485771A (zh) * | 2018-10-30 | 2019-03-19 | 焦作中维特品药业股份有限公司 | 一种交联聚维酮的制备方法 |
| JP7277222B2 (ja) | 2019-03-29 | 2023-05-18 | 出光興産株式会社 | 潤滑油組成物 |
| JP2022551161A (ja) * | 2019-10-12 | 2022-12-07 | ファーサイト メディカル テクノロジー (シャンハイ) カンパニー リミテッド | ネフロトキシン誘発性腎障害の処置及び予防 |
| CN114230498B (zh) * | 2021-12-30 | 2023-11-17 | 湖北华世通生物医药科技有限公司 | β-(二甲氨基)乙基对甲苯磺酸巯酯盐酸盐的制备方法 |
Family Cites Families (67)
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| US496193A (en) * | 1893-04-25 | Hot-air furnace | ||
| EP0194972B1 (en) * | 1985-03-11 | 1992-07-29 | Sandoz Ag | Novel cyclosporins |
| US4814323A (en) * | 1986-03-25 | 1989-03-21 | Andrieu J M | Process for the treatment and the prevention of AIDS and other disorders induced by the LAV/HTLV III virus |
| US4798823A (en) * | 1987-06-03 | 1989-01-17 | Merck & Co., Inc. | New cyclosporin analogs with modified "C-9 amino acids" |
| US4885276A (en) * | 1987-06-03 | 1989-12-05 | Merck & Co., Inc. | Cyclosporin analogs with modified "C-9 amino acids" |
| US4996193A (en) | 1989-03-03 | 1991-02-26 | The Regents Of The University Of California | Combined topical and systemic method of administration of cyclosporine |
| DE69124459T3 (de) * | 1990-11-02 | 2001-05-31 | Novartis Ag, Basel | Zyklosporine |
| US5948693A (en) * | 1994-09-01 | 1999-09-07 | Wisconsin Alumni Research Foundation | Solid phase synthesis of immunosuppressive agents |
| HUP9900405A3 (en) * | 1995-07-17 | 2001-04-28 | Scynexis Inc Durham | Cyclosporin derivatives with anti-hiv effect |
| JP3089350B2 (ja) * | 1995-11-20 | 2000-09-18 | ギルフォード ファーマシューティカルズ インコーポレイテッド | シクロフィリンロタマーゼ活性の阻害剤 |
| FR2757522B1 (fr) * | 1996-12-24 | 1999-01-29 | Rhone Poulenc Rorer Sa | Derives de cyclosporine, leur preparation et les compositions pharmaceutiques qui les contiennent |
| FR2757520B1 (fr) * | 1996-12-24 | 1999-01-29 | Rhone Poulenc Rorer Sa | Derive de cyclosporine, sa preparation et les compositions pharmaceutiques qui le 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 |
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| PL1802650T3 (pl) * | 2004-10-01 | 2012-04-30 | Scynexis Inc | 3-Etero i 3-tioetero podstawione pochodne cyklosporyny do leczenia i zapobiegania zakażeniu wirusem zapalenia wątroby typu C |
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| US7473688B2 (en) * | 2005-09-13 | 2009-01-06 | Bristol-Myers Squibb Company | Indolobenzazepine HCV NS5B inhibitors |
| JP5322647B2 (ja) * | 2005-09-30 | 2013-10-23 | スシネキス インク | ウイルス感染の治療及び予防のためのシクロスポリンaのアリールアルキル及びヘテロアリールアルキル誘導体 |
| US7754685B2 (en) | 2005-09-30 | 2010-07-13 | Scynexis, Inc. | Methods and pharmaceutical compositions for the treatment and prevention of hepatitis C infection |
| US8188052B2 (en) | 2006-05-19 | 2012-05-29 | Scynexis, Inc. | Method for the treatment and prevention of ocular disorders |
| WO2008069917A2 (en) | 2006-11-20 | 2008-06-12 | Scynexis, Inc. | Novel cyclic peptides |
| WO2008127613A1 (en) | 2007-04-11 | 2008-10-23 | Scynexis, Inc. | New pharmaceutical compositions |
| WO2008143996A1 (en) | 2007-05-18 | 2008-11-27 | Scynexis, Inc. | New chemical processes |
| US20090306033A1 (en) * | 2008-06-06 | 2009-12-10 | Keqiang Li | Novel cyclic peptides |
| CA2724523A1 (en) | 2008-06-06 | 2010-01-07 | Scynexis, Inc. | Novel macrocyclic peptides |
| WO2010076329A1 (en) * | 2008-12-31 | 2010-07-08 | Scynexis, Inc. | Derivatives of cyclosporin a |
| MX2011007195A (es) | 2009-01-07 | 2013-07-12 | Scynexis Inc | Derivado de ciclosporina para el uso en el tratamiento de infección de virus de hepatitis c (vhc) y virus de inmunodeficiencia humana (vih). |
| CN102271688A (zh) | 2009-01-07 | 2011-12-07 | 西尼克斯公司 | 用于治疗hcv的环孢菌素衍生物和核苷的组合 |
| CA2782898A1 (en) | 2009-12-09 | 2011-06-16 | Scynexis, Inc. | Novel cyclic peptides |
-
2009
- 2009-06-05 CA CA2724523A patent/CA2724523A1/en not_active Abandoned
- 2009-06-05 JP JP2011512478A patent/JP5820722B2/ja not_active Expired - Fee Related
- 2009-06-05 EP EP09773881.9A patent/EP2280989B1/en not_active Not-in-force
- 2009-06-05 CN CN2009801261909A patent/CN102083852A/zh active Pending
- 2009-06-05 US US12/479,633 patent/US9090671B2/en not_active Expired - Fee Related
- 2009-06-05 WO PCT/US2009/003411 patent/WO2010002428A2/en not_active Ceased
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