JP2018519244A5 - - Google Patents
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- JP2018519244A5 JP2018519244A5 JP2017551335A JP2017551335A JP2018519244A5 JP 2018519244 A5 JP2018519244 A5 JP 2018519244A5 JP 2017551335 A JP2017551335 A JP 2017551335A JP 2017551335 A JP2017551335 A JP 2017551335A JP 2018519244 A5 JP2018519244 A5 JP 2018519244A5
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- 150000001875 compounds Chemical class 0.000 description 8
- 230000000694 effects Effects 0.000 description 4
- 201000010099 disease Diseases 0.000 description 3
- 206010009887 Colitis Diseases 0.000 description 1
- 238000010171 animal model Methods 0.000 description 1
- 230000001684 chronic Effects 0.000 description 1
- 229920003045 dextran sodium sulfate Polymers 0.000 description 1
- 235000019329 dioctyl sodium sulphosuccinate Nutrition 0.000 description 1
- 231100000673 dose–response relationship Toxicity 0.000 description 1
- 125000003630 glycyl group Chemical group [H]N([H])C([H])([H])C(*)=O 0.000 description 1
- 125000002669 linoleoyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([H])=C([H])\C([H])([H])/C([H])=C([H])\C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000005645 linoleyl group Chemical group 0.000 description 1
- 238000004895 liquid chromatography mass spectrometry Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
Images
Description
実施例1.4〜1.15の化合物を、実施例1.3に記載のものと同じ様式で、化合物（7）を出発物質として用いて調製した。それらの化合物のNMRデータを以下に示す。
実施例1.5：（（9Z,12Z）-オクタデカ-9,12-ジエノイル）グリシル-L-プロリルグリシル-L-チロシン（リノレイル-GPGY-OH）1H NMR（500 MHz，CD3OD）δ 7.03（d，J = 8.50 Hz，2 H），6.71（d，J = 8.50 Hz，2 H），5.31-5.41（m，4 H），4.58-4.62（m，1 H），4.39-4.42（m，1 H），3.99-4.08（m，2 H），3.70-3.73（m，1 H），3.59-3.67（m，1 H），3.09-3.12（m，1 H），2.96-3.00（m，1 H），2.78-2.79（m，3 H），2.25-2.31（m，1 H），2.18-2.22（m，2 H），1.99-2.13（m，7 H），1.56-1.64（m，3 H），1.31-1.42（m，18 H），0.93（t，J = 7.10 Hz，3 H）．LC-MS（ESI）：C36H54N4O7の計算値 654.4，実測値 m/z 655（M + H+）．
表1は、実施例1.1〜1.15による化合物を示す。
図10は、経口投与された化合物1.1および化合物1.2の用量に応じた、DSS誘導性慢性大腸炎を有する動物モデルにおける疾患活動性指標スコアを示すグラフである。図10に示されるように、本発明の化合物1.1を50 mg/kg〜400 mg/kgの異なる用量で投与した場合、その疾患活動性は用量の増大に伴って減少し、疾患活動性の減少は200 mg/kgの用量で飽和状態になった。したがって、本発明の化合物は、活性を用量依存的様式で比例的に増大させた。
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR20150097040 | 2015-07-08 | ||
| KR1020150097040 | 2015-07-08 | ||
| PCT/US2016/041563 WO2017008033A1 (en) | 2015-07-08 | 2016-07-08 | Pyrrolidine carboxamido derivatives and methods for preparing and using the same |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2018519244A JP2018519244A (ja) | 2018-07-19 |
| JP2018519244A5 true JP2018519244A5 (ja) | 2019-03-22 |
| JP6692371B2 JP6692371B2 (ja) | 2020-05-13 |
Family
ID=57686085
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2017551335A Active JP6692371B2 (ja) | 2015-07-08 | 2016-07-08 | ピロリジンカルボキサミド誘導体ならびにその調製および使用方法 |
Country Status (25)
| Country | Link |
|---|---|
| US (3) | US20170008924A1 (ja) |
| EP (1) | EP3265443B1 (ja) |
| JP (1) | JP6692371B2 (ja) |
| KR (1) | KR101963559B1 (ja) |
| CN (2) | CN107531753A (ja) |
| AU (1) | AU2016290963B2 (ja) |
| BR (1) | BR112017022857B1 (ja) |
| CA (1) | CA2980001C (ja) |
| CL (1) | CL2017002689A1 (ja) |
| CO (1) | CO2017010530A2 (ja) |
| DK (1) | DK3265443T3 (ja) |
| EA (1) | EA033342B1 (ja) |
| ES (1) | ES2784703T3 (ja) |
| HK (1) | HK1243078A1 (ja) |
| IL (1) | IL254327B (ja) |
| MX (1) | MX2017013335A (ja) |
| MY (1) | MY189670A (ja) |
| NZ (1) | NZ735250A (ja) |
| PH (1) | PH12017501790A1 (ja) |
| PL (1) | PL3265443T3 (ja) |
| PT (1) | PT3265443T (ja) |
| SA (1) | SA517390034B1 (ja) |
| SG (1) | SG11201707145QA (ja) |
| UA (1) | UA121890C2 (ja) |
| WO (1) | WO2017008033A1 (ja) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107531753A (zh) | 2015-07-08 | 2018-01-02 | 成均馆大学校产学协力团 | 吡咯烷酰胺衍生物及其制备和使用方法 |
| KR102058853B1 (ko) * | 2018-02-28 | 2019-12-24 | 브릿지바이오테라퓨틱스(주) | 지질화 펩타이드의 수용성 염과 이의 제조 방법 및 용도 |
| EP3877398A4 (en) * | 2018-11-08 | 2022-08-17 | Arizona Board of Regents on behalf of Arizona State University | SYNTHETIC IMMUNOMODULATION WITH A CRISPR SUPER REPRESSOR IN VIVO |
| KR102104507B1 (ko) * | 2019-08-23 | 2020-04-24 | 브릿지바이오테라퓨틱스(주) | 팔미토일-l-프롤릴-l-프롤릴-글리실-l-타이로신 나트륨을 포함하는 약제학적 제제 및 이의 제조방법 |
| EP4046635A4 (en) * | 2019-10-17 | 2023-11-22 | Epi Biotech Co., Ltd. | COMPOSITION WITH RIP-KINAS INHIBITOR TO PREVENT HAIR LOSS OR PROMOTE HAIR GROWTH |
| KR102268702B1 (ko) * | 2019-10-17 | 2021-06-24 | 주식회사 에피바이오텍 | Rip 키나아제 억제제를 포함하는 탈모 방지 또는 발모 촉진용 조성물 |
| KR102394875B1 (ko) * | 2021-05-11 | 2022-05-06 | 주식회사 비드테크 | 피롤리딘을 링커로 포함하는 화합물 및 이를 포함하는 약학 조성물 |
Family Cites Families (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3839127A1 (de) * | 1988-11-19 | 1990-05-23 | Hoechst Ag | Pyrrolidon-2-carbonsaeure-derivate mit psychotroper wirkung |
| AUPM906594A0 (en) | 1994-10-26 | 1994-11-17 | Peptide Technology Limited | Synthetic polyunsaturated fatty acid analogues |
| ATE421952T1 (de) * | 1996-05-01 | 2009-02-15 | Ortho Mcneil Pharm Inc | Carboxamidderivate von pyrrolidin, piperidin und hexahydropiperizin für behandlung von thrombosen |
| ATE260255T1 (de) * | 1998-11-05 | 2004-03-15 | Pfizer Prod Inc | 5-oxo-pyrrolidine-2-carbonsäure- hydroxamidderivate |
| US7049283B2 (en) * | 2000-12-06 | 2006-05-23 | Novartis Ag | Pharmaceutical compositions for the oral delivery of pharmacologically active agents |
| JP2002297664A (ja) | 2001-04-03 | 2002-10-11 | Fuji Photo Film Co Ltd | 画像データ提供装置および画像データ提供プログラム |
| WO2003007876A2 (en) | 2001-06-25 | 2003-01-30 | University Of Massachusetts | N-fatty acid-amino acid conjugates and therapeutic uses |
| DE10259672A1 (de) * | 2002-12-18 | 2004-07-01 | Basf Ag | Verfahren zur Herstellung von Alkoxycarbonylamino-triazinen |
| JP2006157623A (ja) * | 2004-11-30 | 2006-06-15 | Funai Electric Co Ltd | 放送受信装置 |
| WO2006113942A2 (en) * | 2005-04-20 | 2006-10-26 | Schering Corporation | Method of inhibiting cathepsin activity |
| US7842662B2 (en) * | 2006-11-10 | 2010-11-30 | Cara Therapeutics, Inc. | Synthetic peptide amide dimers |
| MX2010001684A (es) * | 2007-08-15 | 2010-04-21 | Amunix Inc | Composiciones y metodos para modificar propiedades de polipeptidos biologicamente activos. |
| US8797234B2 (en) | 2008-06-26 | 2014-08-05 | Sharp Kabushiki Kaisha | Display device including light-transmitting cover with lens portion and electronic device including same |
| AU2009283821B2 (en) | 2008-08-18 | 2014-05-29 | Entera Bio Ltd. | Methods and compositions for oral administration of proteins |
| KR101033041B1 (ko) | 2008-11-13 | 2011-05-09 | 조선대학교산학협력단 | 경보장치 고정 장치 |
| WO2010059922A1 (en) | 2008-11-21 | 2010-05-27 | Ligand Pharmaceuticals Incorporated | Pyrrolidine carboxamide compounds |
| KR101151878B1 (ko) | 2010-06-08 | 2012-05-31 | 미원상사주식회사 | 지방산 트리펩타이드염 및 이를 함유하는 항균 조성물 |
| KR20100110282A (ko) | 2010-08-16 | 2010-10-12 | 황규태 | 쓰레기봉투용 뚜껑 |
| KR101348284B1 (ko) * | 2010-09-09 | 2014-01-03 | 주식회사 나이벡 | 인간 유래 세포 투과성 펩타이드와 생리활성 펩타이드 결합체 및 그 용도 |
| KR20120048864A (ko) | 2010-11-08 | 2012-05-16 | 주식회사 네오디엠 | 트리 펩타이드 유도체를 함유한 아토피 피부염 예방 및 치료용 조성물과 그 제조방법 |
| KR20130038426A (ko) | 2011-10-07 | 2013-04-18 | 성균관대학교산학협력단 | 지방산이 결합된 항당뇨 펩티드가 소수성 결합된 글리콜 키토산 히드로겔 및 이를 포함하는 당뇨병 예방 또는 치료용 약학적 조성물 |
| KR101359886B1 (ko) | 2011-12-28 | 2014-02-12 | 성균관대학교산학협력단 | 스매드 6번(Ｓｍａｄ６)으로부터 유래된 펩타이드를 유효성분으로 포함하는 패혈증 또는 패혈성 쇼크의 치료용 조성물 |
| US20150368197A1 (en) * | 2012-06-21 | 2015-12-24 | Radikal Therapeutics Ins. | Compositions and methods for treatment of inflammatory diseases of the lung |
| US20160228569A1 (en) * | 2013-10-15 | 2016-08-11 | S. Kenny Roberts | Peptide constructs and well-defined aggregates thereof |
| CN107531753A (zh) | 2015-07-08 | 2018-01-02 | 成均馆大学校产学协力团 | 吡咯烷酰胺衍生物及其制备和使用方法 |
-
2016
- 2016-07-08 CN CN201680020220.8A patent/CN107531753A/zh active Pending
- 2016-07-08 PL PL16822053T patent/PL3265443T3/pl unknown
- 2016-07-08 WO PCT/US2016/041563 patent/WO2017008033A1/en active Application Filing
- 2016-07-08 PT PT168220531T patent/PT3265443T/pt unknown
- 2016-07-08 BR BR112017022857-2A patent/BR112017022857B1/pt active IP Right Grant
- 2016-07-08 MX MX2017013335A patent/MX2017013335A/es active IP Right Grant
- 2016-07-08 ES ES16822053T patent/ES2784703T3/es active Active
- 2016-07-08 EA EA201791945A patent/EA033342B1/ru not_active IP Right Cessation
- 2016-07-08 UA UAA201710114A patent/UA121890C2/uk unknown
- 2016-07-08 SG SG11201707145QA patent/SG11201707145QA/en unknown
- 2016-07-08 MY MYPI2017703626A patent/MY189670A/en unknown
- 2016-07-08 US US15/205,853 patent/US20170008924A1/en not_active Abandoned
- 2016-07-08 CN CN202210589872.0A patent/CN115368438A/zh active Pending
- 2016-07-08 AU AU2016290963A patent/AU2016290963B2/en active Active
- 2016-07-08 EP EP16822053.1A patent/EP3265443B1/en active Active
- 2016-07-08 KR KR1020177028207A patent/KR101963559B1/ko active IP Right Grant
- 2016-07-08 JP JP2017551335A patent/JP6692371B2/ja active Active
- 2016-07-08 DK DK16822053.1T patent/DK3265443T3/da active
- 2016-07-08 NZ NZ735250A patent/NZ735250A/en unknown
- 2016-07-08 CA CA2980001A patent/CA2980001C/en active Active
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2017
- 2017-09-04 IL IL254327A patent/IL254327B/en active IP Right Grant
- 2017-09-27 SA SA517390034A patent/SA517390034B1/ar unknown
- 2017-09-28 PH PH12017501790A patent/PH12017501790A1/en unknown
- 2017-10-13 CO CONC2017/0010530A patent/CO2017010530A2/es unknown
- 2017-10-23 CL CL2017002689A patent/CL2017002689A1/es unknown
-
2018
- 2018-02-26 HK HK18102699.0A patent/HK1243078A1/zh unknown
- 2018-03-14 US US15/921,596 patent/US11365215B2/en active Active
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2022
- 2022-08-03 US US17/817,252 patent/US20230018246A1/en not_active Abandoned
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