JP2017519740A5 - - Google Patents
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- Publication number
- JP2017519740A5 JP2017519740A5 JP2016569825A JP2016569825A JP2017519740A5 JP 2017519740 A5 JP2017519740 A5 JP 2017519740A5 JP 2016569825 A JP2016569825 A JP 2016569825A JP 2016569825 A JP2016569825 A JP 2016569825A JP 2017519740 A5 JP2017519740 A5 JP 2017519740A5
- Authority
- JP
- Japan
- Prior art keywords
- methyl
- methoxy
- methylbutanamide
- amino
- pyrrolidin
- 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.)
- Pending
Links
- 125000000217 alkyl group Chemical group 0.000 claims description 67
- 125000004485 2-pyrrolidinyl group Chemical group [H]N1C([H])([H])C([H])([H])C([H])([H])C1([H])* 0.000 claims description 66
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 40
- 150000001875 compounds Chemical class 0.000 claims description 33
- RUZLIIJDZBWWSA-INIZCTEOSA-N methyl 2-[[(1s)-1-(7-methyl-2-morpholin-4-yl-4-oxopyrido[1,2-a]pyrimidin-9-yl)ethyl]amino]benzoate Chemical group COC(=O)C1=CC=CC=C1N[C@@H](C)C1=CC(C)=CN2C(=O)C=C(N3CCOCC3)N=C12 RUZLIIJDZBWWSA-INIZCTEOSA-N 0.000 claims description 26
- 150000003839 salts Chemical class 0.000 claims description 24
- DNSISZSEWVHGLH-UHFFFAOYSA-N butanamide Chemical compound CCCC(N)=O DNSISZSEWVHGLH-UHFFFAOYSA-N 0.000 claims description 17
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 16
- -1 azidomethyl Chemical group 0.000 claims description 13
- 125000000623 heterocyclic group Chemical group 0.000 claims description 12
- 229960005190 phenylalanine Drugs 0.000 claims description 10
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 9
- 206010028980 Neoplasm Diseases 0.000 claims description 8
- 201000011510 cancer Diseases 0.000 claims description 8
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims description 8
- 125000003342 alkenyl group Chemical group 0.000 claims description 7
- 125000000304 alkynyl group Chemical group 0.000 claims description 7
- XMIIGOLPHOKFCH-UHFFFAOYSA-N beta-phenylpropanoic acid Natural products OC(=O)CCC1=CC=CC=C1 XMIIGOLPHOKFCH-UHFFFAOYSA-N 0.000 claims description 6
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 6
- 239000008194 pharmaceutical composition Substances 0.000 claims description 5
- 150000003254 radicals Chemical class 0.000 claims description 4
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 3
- VTXPZVSCKQOHJD-BYPYZUCNSA-N (2s)-2-(dimethylamino)-3-hydroxypropanamide Chemical compound CN(C)[C@@H](CO)C(N)=O VTXPZVSCKQOHJD-BYPYZUCNSA-N 0.000 claims description 2
- QOOQIPIZQFXWTP-UHNVWZDZSA-N (2s,3r)-2-(dimethylamino)-3-hydroxybutanamide Chemical compound C[C@@H](O)[C@H](N(C)C)C(N)=O QOOQIPIZQFXWTP-UHNVWZDZSA-N 0.000 claims description 2
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims description 2
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims description 2
- 229960000310 isoleucine Drugs 0.000 claims description 2
- 239000000546 pharmaceutical excipient Substances 0.000 claims description 2
- QLNJFJADRCOGBJ-UHFFFAOYSA-N propionamide Chemical compound CCC(N)=O QLNJFJADRCOGBJ-UHFFFAOYSA-N 0.000 claims description 2
- 125000003831 tetrazolyl group Chemical group 0.000 claims 3
- 125000000335 thiazolyl group Chemical group 0.000 claims 3
- 125000004214 1-pyrrolidinyl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 claims 1
- 125000004202 aminomethyl group Chemical group [H]N([H])C([H])([H])* 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 claims 1
- 125000003386 piperidinyl group Chemical group 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- 125000004076 pyridyl group Chemical group 0.000 claims 1
- 239000003814 drug Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000000034 method Methods 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201462004084P | 2014-05-28 | 2014-05-28 | |
| US62/004,084 | 2014-05-28 | ||
| PCT/US2015/032704 WO2015183978A1 (en) | 2014-05-28 | 2015-05-27 | Derivatives of dolaproine-dolaisoleuine peptides |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2020081698A Division JP6995160B2 (ja) | 2014-05-28 | 2020-05-07 | ドラプロイン‐ドライソロイインペプチド誘導体 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2017519740A JP2017519740A (ja) | 2017-07-20 |
| JP2017519740A5 true JP2017519740A5 (cg-RX-API-DMAC7.html) | 2018-07-05 |
Family
ID=54699722
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016569825A Pending JP2017519740A (ja) | 2014-05-28 | 2015-05-27 | ドラプロイン‐ドライソロイインペプチド誘導体 |
| JP2020081698A Active JP6995160B2 (ja) | 2014-05-28 | 2020-05-07 | ドラプロイン‐ドライソロイインペプチド誘導体 |
| JP2021202579A Active JP7292366B2 (ja) | 2014-05-28 | 2021-12-14 | ドラプロイン‐ドライソロイインペプチド誘導体 |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2020081698A Active JP6995160B2 (ja) | 2014-05-28 | 2020-05-07 | ドラプロイン‐ドライソロイインペプチド誘導体 |
| JP2021202579A Active JP7292366B2 (ja) | 2014-05-28 | 2021-12-14 | ドラプロイン‐ドライソロイインペプチド誘導体 |
Country Status (9)
| Country | Link |
|---|---|
| US (3) | US20170190735A1 (cg-RX-API-DMAC7.html) |
| EP (1) | EP3149024B9 (cg-RX-API-DMAC7.html) |
| JP (3) | JP2017519740A (cg-RX-API-DMAC7.html) |
| KR (1) | KR102413079B1 (cg-RX-API-DMAC7.html) |
| CN (1) | CN107041139A (cg-RX-API-DMAC7.html) |
| ES (1) | ES2883023T3 (cg-RX-API-DMAC7.html) |
| RU (1) | RU2747989C2 (cg-RX-API-DMAC7.html) |
| SG (1) | SG11201609739UA (cg-RX-API-DMAC7.html) |
| WO (1) | WO2015183978A1 (cg-RX-API-DMAC7.html) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2883023T3 (es) * | 2014-05-28 | 2021-12-03 | Agensys Inc | Derivados de péptidos de dolaproína-dolaisoleuina citotóxicos para el tratamiento del cáncer |
| WO2017058808A1 (en) * | 2015-10-02 | 2017-04-06 | Sirenas Llc | Anti-cancer compounds and conjugates thereof |
| EP4321522A1 (en) * | 2022-08-12 | 2024-02-14 | Seagen Inc. | Cytotoxic compounds and conjugates thereof |
| KR20250166965A (ko) * | 2023-05-06 | 2025-11-28 | 레메젠 코, 리미티드 | 오리스타틴 유도체 중간체의 제조 방법 |
Family Cites Families (30)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE69230824T2 (de) | 1991-08-09 | 2000-07-27 | Teikoku Hormone Mfg. Co., Ltd. | Neue tetrapeptidderivate |
| US5635483A (en) | 1992-12-03 | 1997-06-03 | Arizona Board Of Regents Acting On Behalf Of Arizona State University | Tumor inhibiting tetrapeptide bearing modified phenethyl amides |
| US6569834B1 (en) | 1992-12-03 | 2003-05-27 | George R. Pettit | Elucidation and synthesis of antineoplastic tetrapeptide w-aminoalkyl-amides |
| US5780588A (en) | 1993-01-26 | 1998-07-14 | Arizona Board Of Regents | Elucidation and synthesis of selected pentapeptides |
| JPH06234790A (ja) * | 1993-02-09 | 1994-08-23 | Teikoku Hormone Mfg Co Ltd | 新規テトラペプチドアミド誘導体 |
| CA2173150C (en) | 1993-10-01 | 2004-11-30 | Kyoichi Sakakibara | Novel peptide derivatives |
| US5530097A (en) * | 1994-08-01 | 1996-06-25 | Arizona Board Of Regents Acting On Behalf Of Arizona State University | Human cancer inhibitory peptide amides |
| US5521284A (en) * | 1994-08-01 | 1996-05-28 | Arizona Board Of Regents Acting On Behalf Of Arizona State University | Human cancer inhibitory pentapeptide amides and esters |
| US5663149A (en) | 1994-12-13 | 1997-09-02 | Arizona Board Of Regents Acting On Behalf Of Arizona State University | Human cancer inhibitory pentapeptide heterocyclic and halophenyl amides |
| US6323315B1 (en) * | 1999-09-10 | 2001-11-27 | Basf Aktiengesellschaft | Dolastatin peptides |
| US6884869B2 (en) * | 2001-04-30 | 2005-04-26 | Seattle Genetics, Inc. | Pentapeptide compounds and uses related thereto |
| US20030083263A1 (en) * | 2001-04-30 | 2003-05-01 | Svetlana Doronina | Pentapeptide compounds and uses related thereto |
| CA2460956C (en) * | 2001-09-20 | 2010-12-21 | Teikoku Hormone Mfg. Co., Ltd. | Tetrapeptide derivative crystals |
| US8007782B2 (en) | 2003-10-22 | 2011-08-30 | The Johns Hopkins University | Combination bacteriolytic therapy for the treatment of tumors |
| WO2006003384A1 (en) * | 2004-07-02 | 2006-01-12 | Neutec Pharma Plc | Treatment of cancer |
| EP1817336B1 (en) * | 2004-11-12 | 2019-01-09 | Seattle Genetics, Inc. | Auristatins having an aminobenzoic acid unit at the n terminus |
| ZA200711069B (en) * | 2005-06-30 | 2009-03-25 | Virobay Inc | HCV inhibitors |
| US7608592B2 (en) | 2005-06-30 | 2009-10-27 | Virobay, Inc. | HCV inhibitors |
| EP1917020B1 (en) | 2005-07-07 | 2016-05-25 | Seattle Genetics, Inc. | Monomethylvaline compounds having phenylalanine side-chain modifications at the c-terminus |
| EP2245054B1 (en) | 2008-01-30 | 2018-11-28 | Pieris Pharmaceuticals GmbH | Muteins of tear lipocalin having affinity to human c-met receptor tyrosine kinase and methods for obtaining the same |
| EP2265283B1 (en) * | 2008-03-18 | 2014-09-03 | Seattle Genetics, Inc. | Auristatin drug linker conjugates |
| CA2720699C (en) * | 2008-04-11 | 2018-01-02 | Seattle Genetics, Inc. | Detection and treatment of pancreatic, ovarian and other cancers using antibodies that specifically bind to denatured cd70 |
| JP2014515753A (ja) | 2011-04-21 | 2014-07-03 | バイエル・インテレクチュアル・プロパティ・ゲゼルシャフト・ミット・ベシュレンクテル・ハフツング | 新規な結合剤−薬物複合体（ａｄｃ）およびそれらの使用 |
| EP2699713B1 (de) * | 2011-07-08 | 2015-08-26 | Siemens Aktiengesellschaft | Schichtsystem mit zweilagiger metallischer schicht |
| US20130190248A1 (en) * | 2011-07-26 | 2013-07-25 | Agensys, Inc. | Substituted peptide analogs |
| ES2657014T3 (es) | 2011-11-17 | 2018-03-01 | Pfizer Inc. | Péptidos citotóxicos y conjugados de fármaco anticuerpo de los mismos |
| ES2887208T3 (es) * | 2012-05-15 | 2021-12-22 | Concortis Biosystems Corp | Conjugados de fármacos y usos de los mismos |
| MX2015005810A (es) * | 2012-11-07 | 2015-09-23 | Pfizer | Anticuerpos anti-notch y conjugados de anticuerpo-farmaco. |
| US9828428B2 (en) | 2012-11-07 | 2017-11-28 | Pfizer Inc. | Anti-IL-13 receptor alpha 2 antibodies and antibody-drug conjugates |
| ES2883023T3 (es) * | 2014-05-28 | 2021-12-03 | Agensys Inc | Derivados de péptidos de dolaproína-dolaisoleuina citotóxicos para el tratamiento del cáncer |
-
2015
- 2015-05-27 ES ES15799069T patent/ES2883023T3/es active Active
- 2015-05-27 SG SG11201609739UA patent/SG11201609739UA/en unknown
- 2015-05-27 JP JP2016569825A patent/JP2017519740A/ja active Pending
- 2015-05-27 WO PCT/US2015/032704 patent/WO2015183978A1/en not_active Ceased
- 2015-05-27 KR KR1020167036764A patent/KR102413079B1/ko active Active
- 2015-05-27 RU RU2016150426A patent/RU2747989C2/ru not_active Application Discontinuation
- 2015-05-27 US US15/313,906 patent/US20170190735A1/en not_active Abandoned
- 2015-05-27 CN CN201580041582.0A patent/CN107041139A/zh active Pending
- 2015-05-27 EP EP15799069.8A patent/EP3149024B9/en active Active
-
2019
- 2019-11-14 US US16/684,208 patent/US11312748B2/en active Active
-
2020
- 2020-05-07 JP JP2020081698A patent/JP6995160B2/ja active Active
-
2021
- 2021-12-14 JP JP2021202579A patent/JP7292366B2/ja active Active
-
2022
- 2022-03-18 US US17/698,353 patent/US20220204557A1/en active Pending
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