DE69833646D1 - (3r)-3-amino-4-carboxybutyraldehydderivate die die il-1/beta freisetzung inhibieren - Google Patents
(3r)-3-amino-4-carboxybutyraldehydderivate die die il-1/beta freisetzung inhibierenInfo
- Publication number
- DE69833646D1 DE69833646D1 DE69833646T DE69833646T DE69833646D1 DE 69833646 D1 DE69833646 D1 DE 69833646D1 DE 69833646 T DE69833646 T DE 69833646T DE 69833646 T DE69833646 T DE 69833646T DE 69833646 D1 DE69833646 D1 DE 69833646D1
- Authority
- DE
- Germany
- Prior art keywords
- general formula
- acid
- alpha
- amino
- hydroxyacyl
- 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.)
- Expired - Fee Related
Links
- SKEKPUHJRDTHLE-SCSAIBSYSA-N (3r)-3-amino-5-oxopentanoic acid Chemical class O=CC[C@@H](N)CC(O)=O SKEKPUHJRDTHLE-SCSAIBSYSA-N 0.000 title abstract 2
- 108010002352 Interleukin-1 Proteins 0.000 title 1
- 230000002401 inhibitory effect Effects 0.000 title 1
- NGEWQZIDQIYUNV-UHFFFAOYSA-N 2-hydroxy-3-methylbutyric acid Chemical compound CC(C)C(O)C(O)=O NGEWQZIDQIYUNV-UHFFFAOYSA-N 0.000 abstract 2
- RILPIWOPNGRASR-UHFFFAOYSA-N 2-hydroxy-3-methylpentanoic acid Chemical compound CCC(C)C(O)C(O)=O RILPIWOPNGRASR-UHFFFAOYSA-N 0.000 abstract 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 abstract 2
- QBYIENPQHBMVBV-HFEGYEGKSA-N (2R)-2-hydroxy-2-phenylacetic acid Chemical compound O[C@@H](C(O)=O)c1ccccc1.O[C@@H](C(O)=O)c1ccccc1 QBYIENPQHBMVBV-HFEGYEGKSA-N 0.000 abstract 1
- WAMWSIDTKSNDCU-ZETCQYMHSA-N (2s)-2-azaniumyl-2-cyclohexylacetate Chemical compound OC(=O)[C@@H](N)C1CCCCC1 WAMWSIDTKSNDCU-ZETCQYMHSA-N 0.000 abstract 1
- UJPXNCODVPXBRK-UHFFFAOYSA-N 2-cycloheptyl-2-hydroxyacetic acid Chemical compound OC(=O)C(O)C1CCCCCC1 UJPXNCODVPXBRK-UHFFFAOYSA-N 0.000 abstract 1
- RRDPWAPIJGSANI-UHFFFAOYSA-N 2-cyclohexyl-2-hydroxyacetic acid Chemical compound OC(=O)C(O)C1CCCCC1 RRDPWAPIJGSANI-UHFFFAOYSA-N 0.000 abstract 1
- VOXXWSYKYCBWHO-UHFFFAOYSA-N 3-phenyllactic acid Chemical compound OC(=O)C(O)CC1=CC=CC=C1 VOXXWSYKYCBWHO-UHFFFAOYSA-N 0.000 abstract 1
- 108090000426 Caspase-1 Proteins 0.000 abstract 1
- 150000008574 D-amino acids Chemical class 0.000 abstract 1
- 108010016626 Dipeptides Proteins 0.000 abstract 1
- ONIBWKKTOPOVIA-BYPYZUCNSA-N L-Proline Chemical compound OC(=O)[C@@H]1CCCN1 ONIBWKKTOPOVIA-BYPYZUCNSA-N 0.000 abstract 1
- QNAYBMKLOCPYGJ-REOHCLBHSA-N L-alanine Chemical compound C[C@H](N)C(O)=O QNAYBMKLOCPYGJ-REOHCLBHSA-N 0.000 abstract 1
- AGPKZVBTJJNPAG-UHNVWZDZSA-N L-allo-Isoleucine Chemical compound CC[C@@H](C)[C@H](N)C(O)=O AGPKZVBTJJNPAG-UHNVWZDZSA-N 0.000 abstract 1
- ZDXPYRJPNDTMRX-VKHMYHEASA-N L-glutamine Chemical compound OC(=O)[C@@H](N)CCC(N)=O ZDXPYRJPNDTMRX-VKHMYHEASA-N 0.000 abstract 1
- HNDVDQJCIGZPNO-YFKPBYRVSA-N L-histidine Chemical compound OC(=O)[C@@H](N)CC1=CN=CN1 HNDVDQJCIGZPNO-YFKPBYRVSA-N 0.000 abstract 1
- AGPKZVBTJJNPAG-WHFBIAKZSA-N L-isoleucine Chemical compound CC[C@H](C)[C@H](N)C(O)=O AGPKZVBTJJNPAG-WHFBIAKZSA-N 0.000 abstract 1
- ROHFNLRQFUQHCH-YFKPBYRVSA-N L-leucine Chemical compound CC(C)C[C@H](N)C(O)=O ROHFNLRQFUQHCH-YFKPBYRVSA-N 0.000 abstract 1
- KDXKERNSBIXSRK-YFKPBYRVSA-N L-lysine Chemical compound NCCCC[C@H](N)C(O)=O KDXKERNSBIXSRK-YFKPBYRVSA-N 0.000 abstract 1
- FFEARJCKVFRZRR-BYPYZUCNSA-N L-methionine Chemical compound CSCC[C@H](N)C(O)=O FFEARJCKVFRZRR-BYPYZUCNSA-N 0.000 abstract 1
- COLNVLDHVKWLRT-QMMMGPOBSA-N L-phenylalanine Chemical compound OC(=O)[C@@H](N)CC1=CC=CC=C1 COLNVLDHVKWLRT-QMMMGPOBSA-N 0.000 abstract 1
- HXEACLLIILLPRG-YFKPBYRVSA-N L-pipecolic acid Chemical compound [O-]C(=O)[C@@H]1CCCC[NH2+]1 HXEACLLIILLPRG-YFKPBYRVSA-N 0.000 abstract 1
- OUYCCCASQSFEME-QMMMGPOBSA-N L-tyrosine Chemical compound OC(=O)[C@@H](N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-QMMMGPOBSA-N 0.000 abstract 1
- KZSNJWFQEVHDMF-BYPYZUCNSA-N L-valine Chemical compound CC(C)[C@H](N)C(O)=O KZSNJWFQEVHDMF-BYPYZUCNSA-N 0.000 abstract 1
- ROHFNLRQFUQHCH-UHFFFAOYSA-N Leucine Natural products CC(C)CC(N)C(O)=O ROHFNLRQFUQHCH-UHFFFAOYSA-N 0.000 abstract 1
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 abstract 1
- 239000004472 Lysine Substances 0.000 abstract 1
- ONIBWKKTOPOVIA-UHFFFAOYSA-N Proline Natural products OC(=O)C1CCCN1 ONIBWKKTOPOVIA-UHFFFAOYSA-N 0.000 abstract 1
- IWYDHOAUDWTVEP-UHFFFAOYSA-N R-2-phenyl-2-hydroxyacetic acid Natural products OC(=O)C(O)C1=CC=CC=C1 IWYDHOAUDWTVEP-UHFFFAOYSA-N 0.000 abstract 1
- KZSNJWFQEVHDMF-UHFFFAOYSA-N Valine Natural products CC(C)C(N)C(O)=O KZSNJWFQEVHDMF-UHFFFAOYSA-N 0.000 abstract 1
- 125000002252 acyl group Chemical group 0.000 abstract 1
- 235000004279 alanine Nutrition 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 abstract 1
- 125000004448 alkyl carbonyl group Chemical group 0.000 abstract 1
- 229940061720 alpha hydroxy acid Drugs 0.000 abstract 1
- 150000001280 alpha hydroxy acids Chemical class 0.000 abstract 1
- 125000000539 amino acid group Chemical group 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- ZDXPYRJPNDTMRX-UHFFFAOYSA-N glutamine Natural products OC(=O)C(N)CCC(N)=O ZDXPYRJPNDTMRX-UHFFFAOYSA-N 0.000 abstract 1
- HNDVDQJCIGZPNO-UHFFFAOYSA-N histidine Natural products OC(=O)C(N)CC1=CN=CN1 HNDVDQJCIGZPNO-UHFFFAOYSA-N 0.000 abstract 1
- 239000003112 inhibitor Substances 0.000 abstract 1
- 150000007529 inorganic bases Chemical class 0.000 abstract 1
- AGPKZVBTJJNPAG-UHFFFAOYSA-N isoleucine Natural products CCC(C)C(N)C(O)=O AGPKZVBTJJNPAG-UHFFFAOYSA-N 0.000 abstract 1
- 229960000310 isoleucine Drugs 0.000 abstract 1
- HXEACLLIILLPRG-RXMQYKEDSA-N l-pipecolic acid Natural products OC(=O)[C@H]1CCCCN1 HXEACLLIILLPRG-RXMQYKEDSA-N 0.000 abstract 1
- 239000004310 lactic acid Substances 0.000 abstract 1
- 235000014655 lactic acid Nutrition 0.000 abstract 1
- 229960002510 mandelic acid Drugs 0.000 abstract 1
- 229930182817 methionine Natural products 0.000 abstract 1
- 150000007530 organic bases Chemical class 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- COLNVLDHVKWLRT-UHFFFAOYSA-N phenylalanine Natural products OC(=O)C(N)CC1=CC=CC=C1 COLNVLDHVKWLRT-UHFFFAOYSA-N 0.000 abstract 1
- 229960005190 phenylalanine Drugs 0.000 abstract 1
- 235000008729 phenylalanine Nutrition 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- OUYCCCASQSFEME-UHFFFAOYSA-N tyrosine Natural products OC(=O)C(N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-UHFFFAOYSA-N 0.000 abstract 1
- 239000004474 valine Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K7/00—Peptides having 5 to 20 amino acids in a fully defined sequence; Derivatives thereof
- C07K7/02—Linear peptides containing at least one abnormal peptide link
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/02—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing at least one abnormal peptide link
- C07K5/0202—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing at least one abnormal peptide link containing the structure -NH-X-X-C(=0)-, X being an optionally substituted carbon atom or a heteroatom, e.g. beta-amino acids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Medicinal Chemistry (AREA)
- Molecular Biology (AREA)
- Biochemistry (AREA)
- Biophysics (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Crystallography & Structural Chemistry (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Peptides Or Proteins (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| HU9700816A HUP9700816A3 (en) | 1997-04-28 | 1997-04-28 | 3(r)-3-amino-4-carboxy-butiraldehyde derivatives inhibiting release of interleukin-1-beta |
| HU9700816 | 1997-04-28 | ||
| PCT/HU1998/000040 WO1998049189A1 (en) | 1997-04-28 | 1998-04-22 | (3r)-3-amino-4-carboxybutyraldehyde derivatives inhibiting the release of interleukin-1/beta |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE69833646D1 true DE69833646D1 (de) | 2006-04-27 |
| DE69833646T2 DE69833646T2 (de) | 2006-12-28 |
Family
ID=89995060
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE69833646T Expired - Fee Related DE69833646T2 (de) | 1997-04-28 | 1998-04-22 | (3r)-3-amino-4-carboxybutyraldehydderivate die die il-1/beta freisetzung inhibieren |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US6593300B1 (de) |
| EP (1) | EP0979241B1 (de) |
| AT (1) | ATE318837T1 (de) |
| AU (1) | AU740954B2 (de) |
| CA (1) | CA2288332A1 (de) |
| DE (1) | DE69833646T2 (de) |
| DK (1) | DK0979241T3 (de) |
| ES (1) | ES2259812T3 (de) |
| HU (1) | HUP9700816A3 (de) |
| PT (1) | PT979241E (de) |
| WO (1) | WO1998049189A1 (de) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP4499917B2 (ja) | 1998-03-09 | 2010-07-14 | バーテックス ファーマシューティカルズ インコーポレイテッド | インターロイキン−１β変換酵素のインヒビターとしての１，２−ジアゼパン誘導体 |
| CZ302281B6 (cs) | 1998-03-19 | 2011-01-26 | Vertex Pharmaceuticals Incorporated | Inhibitory kaspázy a farmaceutická kompozice, která je obsahuje |
| PE20011350A1 (es) | 2000-05-19 | 2002-01-15 | Vertex Pharma | PROFARMACO DE UN INHIBIDOR DE ENZIMA CONVERTIDORA DE INTERLEUCINA-1ß (ICE) |
| US8627256B2 (en) * | 2011-04-25 | 2014-01-07 | Lsi Corporation | Method for computing IO redistribution routing |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE69226820T2 (de) * | 1991-06-21 | 1999-05-12 | Merck & Co., Inc., Rahway, N.J. | Peptidylderivate als Inhibitoren von Interleukin-1B-konvertierenden Enzymen |
| US5716929A (en) * | 1994-06-17 | 1998-02-10 | Vertex Pharmaceuticals, Inc. | Inhibitors of interleukin-1β converting enzyme |
| WO1996030395A2 (en) | 1995-03-31 | 1996-10-03 | Takeda Chemical Industries, Ltd. | Cysteine protease inhibitor |
-
1997
- 1997-04-28 HU HU9700816A patent/HUP9700816A3/hu unknown
-
1998
- 1998-04-22 CA CA002288332A patent/CA2288332A1/en not_active Abandoned
- 1998-04-22 PT PT98919387T patent/PT979241E/pt unknown
- 1998-04-22 US US09/423,006 patent/US6593300B1/en not_active Expired - Fee Related
- 1998-04-22 ES ES98919387T patent/ES2259812T3/es not_active Expired - Lifetime
- 1998-04-22 WO PCT/HU1998/000040 patent/WO1998049189A1/en active IP Right Grant
- 1998-04-22 DK DK98919387T patent/DK0979241T3/da active
- 1998-04-22 AT AT98919387T patent/ATE318837T1/de not_active IP Right Cessation
- 1998-04-22 AU AU72261/98A patent/AU740954B2/en not_active Ceased
- 1998-04-22 DE DE69833646T patent/DE69833646T2/de not_active Expired - Fee Related
- 1998-04-22 EP EP98919387A patent/EP0979241B1/de not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| DK0979241T3 (da) | 2006-06-26 |
| AU740954B2 (en) | 2001-11-15 |
| HUP9700816A3 (en) | 1999-06-28 |
| EP0979241A1 (de) | 2000-02-16 |
| AU7226198A (en) | 1998-11-24 |
| HUP9700816A2 (hu) | 1999-01-28 |
| ATE318837T1 (de) | 2006-03-15 |
| PT979241E (pt) | 2006-07-31 |
| EP0979241B1 (de) | 2006-03-01 |
| DE69833646T2 (de) | 2006-12-28 |
| WO1998049189A1 (en) | 1998-11-05 |
| HU9700816D0 (en) | 1997-06-30 |
| CA2288332A1 (en) | 1998-11-05 |
| ES2259812T3 (es) | 2006-10-16 |
| US6593300B1 (en) | 2003-07-15 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8364 | No opposition during term of opposition | ||
| 8339 | Ceased/non-payment of the annual fee |