PL356801A1 - Process for the preparation of acetyl-amidiniophenylalanyl-cyclohexylglycyl-pyridinioalaninamides - Google Patents
Process for the preparation of acetyl-amidiniophenylalanyl-cyclohexylglycyl-pyridinioalaninamidesInfo
- Publication number
- PL356801A1 PL356801A1 PL01356801A PL35680101A PL356801A1 PL 356801 A1 PL356801 A1 PL 356801A1 PL 01356801 A PL01356801 A PL 01356801A PL 35680101 A PL35680101 A PL 35680101A PL 356801 A1 PL356801 A1 PL 356801A1
- Authority
- PL
- Poland
- Prior art keywords
- salt
- amidiniophenylalanyl
- cyclohexylglycyl
- acetyl
- preparation
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 5
- 150000003839 salts Chemical class 0.000 abstract 3
- 150000001450 anions Chemical class 0.000 abstract 2
- PGOHTUIFYSHAQG-LJSDBVFPSA-N (2S)-6-amino-2-[[(2S)-5-amino-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-4-amino-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-5-amino-2-[[(2S)-5-amino-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S,3R)-2-[[(2S)-5-amino-2-[[(2S)-2-[[(2S)-2-[[(2S,3R)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-5-amino-2-[[(2S)-1-[(2S,3R)-2-[[(2S)-2-[[(2S)-2-[[(2R)-2-[[(2S)-2-[[(2S)-2-[[2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-1-[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-amino-4-methylsulfanylbutanoyl]amino]-3-(1H-indol-3-yl)propanoyl]amino]-5-carbamimidamidopentanoyl]amino]propanoyl]pyrrolidine-2-carbonyl]amino]-3-methylbutanoyl]amino]-4-methylpentanoyl]amino]-4-methylpentanoyl]amino]acetyl]amino]-3-hydroxypropanoyl]amino]-4-methylpentanoyl]amino]-3-sulfanylpropanoyl]amino]-4-methylsulfanylbutanoyl]amino]-5-carbamimidamidopentanoyl]amino]-3-hydroxybutanoyl]pyrrolidine-2-carbonyl]amino]-5-oxopentanoyl]amino]-3-hydroxypropanoyl]amino]-3-hydroxypropanoyl]amino]-3-(1H-imidazol-5-yl)propanoyl]amino]-4-methylpentanoyl]amino]-3-hydroxybutanoyl]amino]-3-(1H-indol-3-yl)propanoyl]amino]-5-carbamimidamidopentanoyl]amino]-5-oxopentanoyl]amino]-3-hydroxybutanoyl]amino]-3-hydroxypropanoyl]amino]-3-carboxypropanoyl]amino]-3-hydroxypropanoyl]amino]-5-oxopentanoyl]amino]-5-oxopentanoyl]amino]-3-phenylpropanoyl]amino]-5-carbamimidamidopentanoyl]amino]-3-methylbutanoyl]amino]-4-methylpentanoyl]amino]-4-oxobutanoyl]amino]-5-carbamimidamidopentanoyl]amino]-3-(1H-indol-3-yl)propanoyl]amino]-4-carboxybutanoyl]amino]-5-oxopentanoyl]amino]hexanoic acid Chemical compound CSCC[C@H](N)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](C)C(=O)N1CCC[C@H]1C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(C)C)C(=O)NCC(=O)N[C@@H](CO)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CS)C(=O)N[C@@H](CCSC)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H]([C@@H](C)O)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CO)C(=O)N[C@@H](CO)C(=O)N[C@@H](Cc1cnc[nH]1)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CO)C(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H](CO)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CCCCN)C(O)=O PGOHTUIFYSHAQG-LJSDBVFPSA-N 0.000 abstract 1
- VZTWJWFMCMTPJP-UHFFFAOYSA-N 2-[[2-acetamido-3-(4-cyanophenyl)prop-2-enoyl]amino]-2-cyclohexylacetic acid Chemical compound C1CCCCC1C(C(O)=O)NC(=O)C(NC(=O)C)=CC1=CC=C(C#N)C=C1 VZTWJWFMCMTPJP-UHFFFAOYSA-N 0.000 abstract 1
- DVLNTYJJQFFQGW-UHFFFAOYSA-N 2-[[2-acetamido-3-[4-[amino(azaniumylidene)methyl]phenyl]propanoyl]amino]-2-cyclohexylacetate Chemical compound C1CCCCC1C(C(O)=O)NC(=O)C(NC(=O)C)CC1=CC=C(C(N)=N)C=C1 DVLNTYJJQFFQGW-UHFFFAOYSA-N 0.000 abstract 1
- XVWHDXISTYTFDL-UHFFFAOYSA-O 2-amino-3-(1-methylpyridin-1-ium-3-yl)propanamide Chemical class C[N+]1=CC=CC(CC(N)C(N)=O)=C1 XVWHDXISTYTFDL-UHFFFAOYSA-O 0.000 abstract 1
- HQMLIDZJXVVKCW-REOHCLBHSA-N L-alaninamide Chemical compound C[C@H](N)C(N)=O HQMLIDZJXVVKCW-REOHCLBHSA-N 0.000 abstract 1
- 101000655609 Streptomyces azureus Thiostrepton Proteins 0.000 abstract 1
- 208000007536 Thrombosis Diseases 0.000 abstract 1
- 150000001409 amidines Chemical class 0.000 abstract 1
- 238000009876 asymmetric hydrogenation reaction Methods 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 230000008878 coupling Effects 0.000 abstract 1
- 238000010168 coupling process Methods 0.000 abstract 1
- 238000005859 coupling reaction Methods 0.000 abstract 1
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 1
- 239000003112 inhibitor Substances 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/08—Tripeptides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/08—Tripeptides
- C07K5/0821—Tripeptides with the first amino acid being heterocyclic, e.g. His, Pro, Trp
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
- A61P7/02—Antithrombotic agents; Anticoagulants; Platelet aggregation inhibitors
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/06—Dipeptides
- C07K5/06139—Dipeptides with the first amino acid being heterocyclic
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Genetics & Genomics (AREA)
- Biophysics (AREA)
- Diabetes (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Animal Behavior & Ethology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Hematology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Peptides Or Proteins (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pyridine Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Catalysts (AREA)
- Investigating Or Analysing Biological Materials (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10003586 | 2000-01-28 | ||
| PCT/EP2001/000523 WO2001055175A2 (en) | 2000-01-28 | 2001-01-18 | Process for the preparation of acetyl-amidiniophenylalanyl-cyclohexylglycyl-pyridinioalaninamides |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| PL356801A1 true PL356801A1 (en) | 2004-07-12 |
Family
ID=7628946
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL01356801A PL356801A1 (en) | 2000-01-28 | 2001-01-18 | Process for the preparation of acetyl-amidiniophenylalanyl-cyclohexylglycyl-pyridinioalaninamides |
Country Status (29)
| Country | Link |
|---|---|
| US (2) | US20010031858A1 (enExample) |
| EP (1) | EP1254159B9 (enExample) |
| JP (1) | JP4778181B2 (enExample) |
| KR (1) | KR100758141B1 (enExample) |
| CN (1) | CN1176104C (enExample) |
| AR (1) | AR027246A1 (enExample) |
| AT (1) | ATE325810T1 (enExample) |
| AU (1) | AU779722B2 (enExample) |
| BR (1) | BR0107804A (enExample) |
| CA (1) | CA2398497C (enExample) |
| CZ (1) | CZ20022583A3 (enExample) |
| DE (1) | DE60119491T2 (enExample) |
| DK (1) | DK1254159T3 (enExample) |
| EE (1) | EE200200410A (enExample) |
| ES (1) | ES2262632T3 (enExample) |
| HR (1) | HRP20020631A2 (enExample) |
| HU (1) | HUP0301986A2 (enExample) |
| IL (2) | IL150897A0 (enExample) |
| MX (1) | MXPA02006762A (enExample) |
| NO (1) | NO20023577L (enExample) |
| NZ (1) | NZ520427A (enExample) |
| PL (1) | PL356801A1 (enExample) |
| PT (1) | PT1254159E (enExample) |
| RU (1) | RU2250212C2 (enExample) |
| SK (1) | SK10842002A3 (enExample) |
| TW (1) | TWI236481B (enExample) |
| WO (1) | WO2001055175A2 (enExample) |
| YU (1) | YU51202A (enExample) |
| ZA (1) | ZA200205990B (enExample) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH695999A5 (de) | 2002-02-28 | 2006-11-15 | Wilex Ag | Verfahren zur Herstellung von 3- Amidinophenylalanin-Derivaten. |
| WO2007065691A2 (en) * | 2005-12-07 | 2007-06-14 | Technische Universität München | Small peptidic and peptido-mimetic affinity ligands for factor viii and factor viii-like proteins |
| CN101774942B (zh) * | 2010-01-27 | 2012-08-22 | 宁波武盛化学有限公司 | 制备n-乙酰基-dl-环己基甘氨酸的方法 |
| US8558023B2 (en) * | 2010-04-20 | 2013-10-15 | Chiral Quest, Inc. | Enantioselective process for cycloalkenyl β-substituted alanines |
| EP2646150A4 (en) * | 2010-11-29 | 2014-10-08 | Takasago Perfumery Co Ltd | CATALYST FOR ASYMMETRIC HYDROGENATION AND METHOD FOR PRODUCING AN OPTICALLY ACTIVE CARBONYL COMPOUND THEREWITH |
| CN115068469B (zh) * | 2022-07-08 | 2024-02-27 | 深圳市小分子新药创新中心有限公司 | Tigit抑制剂及其应用 |
| CN115612702A (zh) * | 2022-10-09 | 2023-01-17 | 深圳市茵诺圣生物科技有限公司 | L-丙氨酸类非天然氨基酸3-(3-吡啶基)-l-丙氨酸的合成方法 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2916711A1 (de) | 1979-04-25 | 1980-11-06 | Behringwerke Ag | Blutgerinnungsfaktoren und verfahren zu ihrer herstellung |
| US4440679A (en) * | 1980-03-05 | 1984-04-03 | Cutter Laboratories, Inc. | Pasteurized therapeutically active protein compositions |
| US4623717A (en) * | 1980-03-05 | 1986-11-18 | Miles Laboratories, Inc. | Pasteurized therapeutically active protein compositions |
| SE9301916D0 (sv) * | 1993-06-03 | 1993-06-03 | Ab Astra | New peptides derivatives |
| US5866685A (en) * | 1993-10-15 | 1999-02-02 | Rhone-Poulenc Rorer Pharmaceuticals Inc. | Antithrombotic azacycloalkylalkanoyl peptides and pseudopeptides |
| ZA953361B (en) * | 1994-04-26 | 1996-01-12 | Selectide Corp | Factor Xa inhibitors |
| US5849510A (en) | 1994-04-26 | 1998-12-15 | Selectide Corporation | Factor Xa inhibitors |
| SK281432B6 (sk) * | 1995-12-20 | 2001-03-12 | Hoechst Marion Roussel, Inc. | Spôsob prípravy n-acetyl-(l)-4-kyanofenylalanínu ac-(l)-phe(4- -cn)-oh a n-acetyl-(l)-p-amidinofenylalanín-cyklohexylglycín- -beta-(3-n-metylpyridínium)-alanínu ac-(l)-paph-chg-palme(3)-nh2 |
| DE19856443A1 (de) | 1998-12-08 | 2000-06-21 | Centeon Pharma Gmbh | Stabilisiertes Antithrombin III-Präparat |
-
2001
- 2001-01-18 HU HU0301986A patent/HUP0301986A2/hu unknown
- 2001-01-18 DE DE60119491T patent/DE60119491T2/de not_active Expired - Lifetime
- 2001-01-18 NZ NZ520427A patent/NZ520427A/en unknown
- 2001-01-18 RU RU2002123046/04A patent/RU2250212C2/ru not_active IP Right Cessation
- 2001-01-18 CN CNB018041523A patent/CN1176104C/zh not_active Expired - Fee Related
- 2001-01-18 EP EP01911497A patent/EP1254159B9/en not_active Expired - Lifetime
- 2001-01-18 KR KR1020027009583A patent/KR100758141B1/ko not_active Expired - Fee Related
- 2001-01-18 AT AT01911497T patent/ATE325810T1/de active
- 2001-01-18 EE EEP200200410A patent/EE200200410A/xx unknown
- 2001-01-18 MX MXPA02006762A patent/MXPA02006762A/es active IP Right Grant
- 2001-01-18 PL PL01356801A patent/PL356801A1/xx unknown
- 2001-01-18 SK SK1084-2002A patent/SK10842002A3/sk unknown
- 2001-01-18 AU AU40516/01A patent/AU779722B2/en not_active Ceased
- 2001-01-18 CA CA2398497A patent/CA2398497C/en not_active Expired - Fee Related
- 2001-01-18 ES ES01911497T patent/ES2262632T3/es not_active Expired - Lifetime
- 2001-01-18 JP JP2001561027A patent/JP4778181B2/ja not_active Expired - Fee Related
- 2001-01-18 AR ARP010100225A patent/AR027246A1/es unknown
- 2001-01-18 HR HRP20020631 patent/HRP20020631A2/hr not_active Application Discontinuation
- 2001-01-18 BR BR0107804-6A patent/BR0107804A/pt not_active Application Discontinuation
- 2001-01-18 WO PCT/EP2001/000523 patent/WO2001055175A2/en not_active Ceased
- 2001-01-18 IL IL15089701A patent/IL150897A0/xx active IP Right Grant
- 2001-01-18 YU YU51202A patent/YU51202A/sh unknown
- 2001-01-18 PT PT01911497T patent/PT1254159E/pt unknown
- 2001-01-18 CZ CZ20022583A patent/CZ20022583A3/cs unknown
- 2001-01-18 DK DK01911497T patent/DK1254159T3/da active
- 2001-01-26 US US09/769,487 patent/US20010031858A1/en not_active Abandoned
- 2001-03-07 TW TW090101207A patent/TWI236481B/zh not_active IP Right Cessation
-
2002
- 2002-07-24 IL IL150897A patent/IL150897A/en not_active IP Right Cessation
- 2002-07-26 ZA ZA200205990A patent/ZA200205990B/en unknown
- 2002-07-26 NO NO20023577A patent/NO20023577L/no unknown
-
2004
- 2004-06-17 US US10/869,076 patent/US7084250B2/en not_active Expired - Lifetime
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| DISC | Decisions on discontinuance of the proceedings (taken after the publication of the particulars of the applications) |