JP2002531543A5 - - Google Patents
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- JP2002531543A5 JP2002531543A5 JP2000586684A JP2000586684A JP2002531543A5 JP 2002531543 A5 JP2002531543 A5 JP 2002531543A5 JP 2000586684 A JP2000586684 A JP 2000586684A JP 2000586684 A JP2000586684 A JP 2000586684A JP 2002531543 A5 JP2002531543 A5 JP 2002531543A5
- Authority
- JP
- Japan
- Prior art keywords
- compound
- group
- compound according
- amino acid
- straight
- 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.)
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- 150000001875 compounds Chemical class 0.000 description 35
- 150000001413 amino acids Chemical class 0.000 description 10
- 239000004215 Carbon black (E152) Substances 0.000 description 9
- 125000000217 alkyl group Chemical group 0.000 description 9
- 229930195733 hydrocarbon Natural products 0.000 description 9
- 150000002430 hydrocarbons Chemical class 0.000 description 9
- 150000001412 amines Chemical class 0.000 description 7
- 239000000203 mixture Substances 0.000 description 7
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 6
- 125000003118 aryl group Chemical group 0.000 description 6
- 125000004432 carbon atom Chemical group C* 0.000 description 6
- 229910052717 sulfur Chemical group 0.000 description 6
- 239000011593 sulfur Chemical group 0.000 description 6
- 125000003277 amino group Chemical group 0.000 description 5
- 229940079593 drug Drugs 0.000 description 5
- 239000003814 drug Substances 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 108090000765 processed proteins & peptides Proteins 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- 229910052739 hydrogen Inorganic materials 0.000 description 4
- 150000002431 hydrogen Chemical class 0.000 description 4
- 239000001257 hydrogen Substances 0.000 description 4
- 102000004196 processed proteins & peptides Human genes 0.000 description 4
- 102000004169 proteins and genes Human genes 0.000 description 4
- 108090000623 proteins and genes Proteins 0.000 description 4
- 125000002252 acyl group Chemical group 0.000 description 3
- 125000004423 acyloxy group Chemical group 0.000 description 3
- 125000003342 alkenyl group Chemical group 0.000 description 3
- 125000003545 alkoxy group Chemical group 0.000 description 3
- 125000000304 alkynyl group Chemical group 0.000 description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 3
- 229940099352 cholate Drugs 0.000 description 3
- BHQCQFFYRZLCQQ-OELDTZBJSA-N cholic acid Chemical compound C([C@H]1C[C@H]2O)[C@H](O)CC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@H]([C@@H](CCC(O)=O)C)[C@@]2(C)[C@@H](O)C1 BHQCQFFYRZLCQQ-OELDTZBJSA-N 0.000 description 3
- 125000000753 cycloalkyl group Chemical group 0.000 description 3
- 229940009976 deoxycholate Drugs 0.000 description 3
- KXGVEGMKQFWNSR-LLQZFEROSA-N deoxycholic acid Chemical compound C([C@H]1CC2)[C@H](O)CC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@H]([C@@H](CCC(O)=O)C)[C@@]2(C)[C@@H](O)C1 KXGVEGMKQFWNSR-LLQZFEROSA-N 0.000 description 3
- 125000005843 halogen group Chemical group 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 3
- 125000001117 oleyl group Chemical group [H]C([*])([H])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])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- 239000001301 oxygen Substances 0.000 description 3
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 239000008194 pharmaceutical composition Substances 0.000 description 3
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- NOESYZHRGYRDHS-UHFFFAOYSA-N insulin Chemical compound N1C(=O)C(NC(=O)C(CCC(N)=O)NC(=O)C(CCC(O)=O)NC(=O)C(C(C)C)NC(=O)C(NC(=O)CN)C(C)CC)CSSCC(C(NC(CO)C(=O)NC(CC(C)C)C(=O)NC(CC=2C=CC(O)=CC=2)C(=O)NC(CCC(N)=O)C(=O)NC(CC(C)C)C(=O)NC(CCC(O)=O)C(=O)NC(CC(N)=O)C(=O)NC(CC=2C=CC(O)=CC=2)C(=O)NC(CSSCC(NC(=O)C(C(C)C)NC(=O)C(CC(C)C)NC(=O)C(CC=2C=CC(O)=CC=2)NC(=O)C(CC(C)C)NC(=O)C(C)NC(=O)C(CCC(O)=O)NC(=O)C(C(C)C)NC(=O)C(CC(C)C)NC(=O)C(CC=2NC=NC=2)NC(=O)C(CO)NC(=O)CNC2=O)C(=O)NCC(=O)NC(CCC(O)=O)C(=O)NC(CCCNC(N)=N)C(=O)NCC(=O)NC(CC=3C=CC=CC=3)C(=O)NC(CC=3C=CC=CC=3)C(=O)NC(CC=3C=CC(O)=CC=3)C(=O)NC(C(C)O)C(=O)N3C(CCC3)C(=O)NC(CCCCN)C(=O)NC(C)C(O)=O)C(=O)NC(CC(N)=O)C(O)=O)=O)NC(=O)C(C(C)CC)NC(=O)C(CO)NC(=O)C(C(C)O)NC(=O)C1CSSCC2NC(=O)C(CC(C)C)NC(=O)C(NC(=O)C(CCC(N)=O)NC(=O)C(CC(N)=O)NC(=O)C(NC(=O)C(N)CC=1C=CC=CC=1)C(C)C)CC1=CN=CN1 NOESYZHRGYRDHS-UHFFFAOYSA-N 0.000 description 2
- 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 239000000825 pharmaceutical preparation Substances 0.000 description 2
- DZGWFCGJZKJUFP-UHFFFAOYSA-N tyramine Chemical compound NCCC1=CC=C(O)C=C1 DZGWFCGJZKJUFP-UHFFFAOYSA-N 0.000 description 2
- 102000004877 Insulin Human genes 0.000 description 1
- 108090001061 Insulin Proteins 0.000 description 1
- 241000124008 Mammalia Species 0.000 description 1
- GXBMIBRIOWHPDT-UHFFFAOYSA-N Vasopressin Natural products N1C(=O)C(CC=2C=C(O)C=CC=2)NC(=O)C(N)CSSCC(C(=O)N2C(CCC2)C(=O)NC(CCCN=C(N)N)C(=O)NCC(N)=O)NC(=O)C(CC(N)=O)NC(=O)C(CCC(N)=O)NC(=O)C1CC1=CC=CC=C1 GXBMIBRIOWHPDT-UHFFFAOYSA-N 0.000 description 1
- 102000002852 Vasopressins Human genes 0.000 description 1
- 108010004977 Vasopressins Proteins 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- KBZOIRJILGZLEJ-LGYYRGKSSA-N argipressin Chemical compound C([C@H]1C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CSSC[C@@H](C(N[C@@H](CC=2C=CC(O)=CC=2)C(=O)N1)=O)N)C(=O)N1[C@@H](CCC1)C(=O)N[C@@H](CCCN=C(N)N)C(=O)NCC(N)=O)C1=CC=CC=C1 KBZOIRJILGZLEJ-LGYYRGKSSA-N 0.000 description 1
- 239000008280 blood Substances 0.000 description 1
- 210000004369 blood Anatomy 0.000 description 1
- 230000001413 cellular effect Effects 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 239000003937 drug carrier Substances 0.000 description 1
- 239000002702 enteric coating Substances 0.000 description 1
- 238000009505 enteric coating Methods 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 229940125396 insulin Drugs 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229960003732 tyramine Drugs 0.000 description 1
- 229960003726 vasopressin Drugs 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US11178498P | 1998-12-10 | 1998-12-10 | |
| US60/111,784 | 1998-12-10 | ||
| PCT/US1999/029119 WO2000034236A1 (en) | 1998-12-10 | 1999-12-09 | REVERSIBLE AQUEOUS pH SENSITIVE LIPIDIZING REAGENTS, COMPOSITIONS AND METHODS OF USE |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2002531543A JP2002531543A (ja) | 2002-09-24 |
| JP2002531543A5 true JP2002531543A5 (https=) | 2007-04-05 |
| JP4637362B2 JP4637362B2 (ja) | 2011-02-23 |
Family
ID=22340445
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2000586684A Expired - Fee Related JP4637362B2 (ja) | 1998-12-10 | 1999-12-09 | 可逆性水性ｐＨ感受性脂質化剤、組成物および使用方法 |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US6590071B1 (https=) |
| EP (1) | EP1137631B1 (https=) |
| JP (1) | JP4637362B2 (https=) |
| KR (1) | KR100676419B1 (https=) |
| CN (1) | CN1168711C (https=) |
| AR (1) | AR021604A1 (https=) |
| AT (1) | ATE265429T1 (https=) |
| AU (1) | AU764035B2 (https=) |
| CA (1) | CA2354142A1 (https=) |
| DE (1) | DE69916885T2 (https=) |
| EA (1) | EA200100652A1 (https=) |
| ES (1) | ES2220141T3 (https=) |
| HK (1) | HK1045681B (https=) |
| IL (2) | IL143578A0 (https=) |
| TW (1) | TWI242000B (https=) |
| WO (1) | WO2000034236A1 (https=) |
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7048906B2 (en) | 1995-05-17 | 2006-05-23 | Cedars-Sinai Medical Center | Methods of diagnosing and treating small intestinal bacterial overgrowth (SIBO) and SIBO-related conditions |
| US8541548B2 (en) * | 1999-06-07 | 2013-09-24 | Arrowhead Madison Inc. | Compounds and methods for reversible modification of biologically active molecules |
| US7442764B2 (en) * | 1999-06-07 | 2008-10-28 | Mirns Bio Corporation | Reversible modification of amine-containing compounds |
| US7019113B2 (en) * | 1999-06-07 | 2006-03-28 | Mirus Bio Corporation | Reversible modification of membrane interaction |
| US20080281041A1 (en) | 1999-06-07 | 2008-11-13 | Rozema David B | Reversibly Masked Polymers |
| US8137695B2 (en) * | 2006-08-18 | 2012-03-20 | Arrowhead Madison Inc. | Polyconjugates for in vivo delivery of polynucleotides |
| KR100989647B1 (ko) | 2001-09-24 | 2010-10-26 | 오레곤 헬스 앤드 사이언스 유니버시티 | 식습관의 변화 |
| EP1474163A2 (en) | 2002-01-10 | 2004-11-10 | Imperial College Innovations Limited | Modification of feeding behavior |
| US8008355B2 (en) * | 2002-03-11 | 2011-08-30 | Roche Madison Inc. | Endosomolytic poly(vinyl ether) polymers |
| US8138383B2 (en) * | 2002-03-11 | 2012-03-20 | Arrowhead Madison Inc. | Membrane active heteropolymers |
| WO2004048530A2 (en) * | 2002-11-22 | 2004-06-10 | Carnegie Mellon University | Compositions and methods for the reversible capture of biomolecules |
| US20040151766A1 (en) * | 2003-01-30 | 2004-08-05 | Monahan Sean D. | Protein and peptide delivery to mammalian cells in vitro |
| US20050054612A1 (en) * | 2003-09-08 | 2005-03-10 | Monahan Sean D. | Delivery by labile hydrophobic modification of drugs |
| US20090074885A1 (en) * | 2003-09-08 | 2009-03-19 | Roche Madison Inc. | Reversible Hydrophobic Modification of Drugs for Improved Delivery to Cells |
| FR2880627B1 (fr) * | 2005-01-07 | 2007-05-18 | Silab Sa | Procede d'obtention d'un principe actif pour l'eclat du teint, principe actif obtenu et compositions associees |
| KR100726281B1 (ko) * | 2006-07-31 | 2007-06-11 | (주)아모레퍼시픽 | 신규 지방산 에스테르 화합물 및 이를 유효성분으로함유하는 당뇨 및 비만치료용 조성물 |
| KR20090091145A (ko) * | 2006-10-27 | 2009-08-26 | 웨이-치앙 션 | 지질화된 인터페론 및 이의 용도 |
| TWI428346B (zh) | 2006-12-13 | 2014-03-01 | Imp Innovations Ltd | 新穎化合物及其等對進食行為影響 |
| WO2009059984A2 (en) * | 2007-11-06 | 2009-05-14 | F. Hoffmann-La Roche Ag | Reversible hydrophobization of antitumor drugs for enhanced first-pass drug uptake |
Family Cites Families (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2962504A (en) * | 1960-11-29 | Production of maleic anhydride | ||
| US5144011A (en) * | 1981-06-26 | 1992-09-01 | Boston University | Acidity-sensitive spacer molecule to control the release of pharmaceuticals from molecular carriers |
| US4631190A (en) | 1981-06-26 | 1986-12-23 | Shen Wei C | Acidity-sensitive spacer molecule to control the release of pharmaceuticals from molecular carriers |
| US4480106A (en) * | 1981-10-28 | 1984-10-30 | Ciba-Geigy Corporation | Process for the preparation of asymmetrically substituted maleic anhydrides, and asymmetrically substituted maleic anhydrides |
| US4542225A (en) * | 1984-08-29 | 1985-09-17 | Dana-Farber Cancer Institute, Inc. | Acid-cleavable compound |
| US4764368A (en) | 1984-08-29 | 1988-08-16 | Dana-Farber Cancer Institute, Inc. | Acid-cleavable compound |
| GB8430252D0 (en) | 1984-11-30 | 1985-01-09 | Beecham Group Plc | Compounds |
| US4889916A (en) | 1985-11-19 | 1989-12-26 | The Johns Hopkins University | Protein label and drug delivery system |
| US4751286A (en) | 1985-11-19 | 1988-06-14 | The Johns Hopkins University | Protein label and drug delivery system |
| GB2189698A (en) | 1986-04-30 | 1987-11-04 | Haessle Ab | Coated omeprazole tablets |
| GB2189699A (en) | 1986-04-30 | 1987-11-04 | Haessle Ab | Coated acid-labile medicaments |
| US4997913A (en) | 1986-06-30 | 1991-03-05 | Oncogen | pH-sensitive immunoconjugates and methods for their use in tumor therapy |
| US5017693A (en) | 1987-12-02 | 1991-05-21 | Neorx Corporation | Methods for introducing a sulfhydryl amino or hydroxyl groups to a compound |
| US5563250A (en) | 1987-12-02 | 1996-10-08 | Neorx Corporation | Cleavable conjugates for the delivery and release of agents in native form |
| US5066490A (en) | 1988-06-01 | 1991-11-19 | The United States Of America As Represented By The Secretary Of The Department Of Health & Human Services | Protein crosslinking reagents cleavable within acidified intracellular vesicles |
| US5140013A (en) * | 1989-11-28 | 1992-08-18 | Universite Laval | Maleic anhydride derivatives used as conjugation agents of anti-tumor agents on desired carriers |
| FI101678B1 (fi) * | 1990-12-31 | 1998-08-14 | Akzo Nv | Happolabiileja kytkentämolekyylejä |
| US5505931A (en) | 1993-03-04 | 1996-04-09 | The Dow Chemical Company | Acid cleavable compounds, their preparation and use as bifunctional acid-labile crosslinking agents |
| US5907030A (en) * | 1995-01-25 | 1999-05-25 | University Of Southern California | Method and compositions for lipidization of hydrophilic molecules |
| PL183698B1 (pl) * | 1995-03-17 | 2002-06-28 | Novo Nordisk As | Pochodna insuliny, kompozycja farmaceutyczna i zastosowanie pochodnej insuliny |
| US5869602A (en) * | 1995-03-17 | 1999-02-09 | Novo Nordisk A/S | Peptide derivatives |
| US5907530A (en) | 1995-08-30 | 1999-05-25 | Samsung Electronics Co., Ltd. | Optical pickup device |
| IL129177A0 (en) * | 1996-09-26 | 2000-02-17 | Univ Southern California | Methods and compositions for lipidization of hydrophilic molecules |
| US6093692A (en) | 1997-09-25 | 2000-07-25 | The University Of Southern California | Method and compositions for lipidization of hydrophilic molecules |
-
1999
- 1999-12-06 TW TW088121325A patent/TWI242000B/zh active
- 1999-12-09 CA CA002354142A patent/CA2354142A1/en not_active Abandoned
- 1999-12-09 EA EA200100652A patent/EA200100652A1/ru unknown
- 1999-12-09 JP JP2000586684A patent/JP4637362B2/ja not_active Expired - Fee Related
- 1999-12-09 EP EP99967238A patent/EP1137631B1/en not_active Expired - Lifetime
- 1999-12-09 WO PCT/US1999/029119 patent/WO2000034236A1/en not_active Ceased
- 1999-12-09 IL IL14357899A patent/IL143578A0/xx active IP Right Grant
- 1999-12-09 DE DE69916885T patent/DE69916885T2/de not_active Expired - Lifetime
- 1999-12-09 AT AT99967238T patent/ATE265429T1/de not_active IP Right Cessation
- 1999-12-09 US US09/457,587 patent/US6590071B1/en not_active Expired - Fee Related
- 1999-12-09 AR ARP990106275A patent/AR021604A1/es unknown
- 1999-12-09 KR KR1020017007259A patent/KR100676419B1/ko not_active Expired - Fee Related
- 1999-12-09 HK HK02107065.3A patent/HK1045681B/zh not_active IP Right Cessation
- 1999-12-09 CN CNB998142441A patent/CN1168711C/zh not_active Expired - Fee Related
- 1999-12-09 ES ES99967238T patent/ES2220141T3/es not_active Expired - Lifetime
- 1999-12-09 AU AU23556/00A patent/AU764035B2/en not_active Ceased
-
2001
- 2001-06-05 IL IL143578A patent/IL143578A/en not_active IP Right Cessation
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