GB1510477A - Peptides and to amino acid intermediates thereof - Google Patents
Peptides and to amino acid intermediates thereofInfo
- Publication number
- GB1510477A GB1510477A GB30632/75A GB3063275A GB1510477A GB 1510477 A GB1510477 A GB 1510477A GB 30632/75 A GB30632/75 A GB 30632/75A GB 3063275 A GB3063275 A GB 3063275A GB 1510477 A GB1510477 A GB 1510477A
- Authority
- GB
- United Kingdom
- Prior art keywords
- formula
- amino acid
- image
- optionally
- compounds
- 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
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- 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
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Biochemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmacology & Pharmacy (AREA)
- General Chemical & Material Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Engineering & Computer Science (AREA)
- Public Health (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Biophysics (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Peptides Or Proteins (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
For preparing the novel bestatin compounds of the formula <IMAGE> having R1 and R2 in accordance with the preceding Patent Claim 1, an alpha -hydroxybeta -amino acid of the formula <IMAGE> is used as the starting material. The latter is condensed, optionally after having protected the functional groups which are not to participate in the subsequent reaction, with a beta -amino acid of the formula <IMAGE> using a peptide-linking method. Protective groups which may optionally be present are subsequently removed. The optically pure diastereoisomers can be readily obtained from the compounds of the formula (III). The alpha -hydroxybeta -amino acids can be prepared by hydrolysing a corresponding cyanohydrin whose amino group is optionally protected. The novel compounds inhibit certain enzymes which decompose bleomycin and in this way amplify the anti-tumour activity of the bleomycins.
Priority Applications (19)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB30632/75A GB1510477A (en) | 1975-07-22 | 1975-07-22 | Peptides and to amino acid intermediates thereof |
SE7606736A SE431642B (en) | 1975-07-22 | 1976-06-14 | PROCEDURE FOR THE PREPARATION OF BESTATIN SOCIETIES |
AU15912/76A AU506003B2 (en) | 1975-07-22 | 1976-07-15 | Bestatin dipeptides |
CS764736A CS201033B2 (en) | 1975-07-22 | 1976-07-16 | Method of producing derivatives of n-/3-amino-2-hydroxy-propionyl/-2-amino acetic acid |
CS793519A CS201034B2 (en) | 1975-07-22 | 1976-07-16 | Method of producing amino acid |
DE2660626A DE2660626C2 (en) | 1975-07-22 | 1976-07-19 | 3-Amino-2-hydroxy-4-phenyl-butanoic acid derivatives and process for their preparation |
DE2632396A DE2632396C2 (en) | 1975-07-22 | 1976-07-19 | Bestatin analogs, processes for their preparation and pharmaceutical preparations containing these compounds |
CA257,393A CA1104156A (en) | 1975-07-22 | 1976-07-20 | Analogues of bestatin |
JP8599276A JPS52136118A (en) | 1975-07-22 | 1976-07-21 | Modification of bestatin and analogous compounds and their preparation |
CH933676A CH630892A5 (en) | 1975-07-22 | 1976-07-21 | Process for preparing bestatin compounds. |
NL7608064A NL7608064A (en) | 1975-07-22 | 1976-07-21 | PROCESS FOR THE PREPARATION OF A PEPTIDE. |
FR7622279A FR2318863A1 (en) | 1975-07-22 | 1976-07-21 | BESTATINE AND ITS DERIVATIVES |
DK331276A DK149110C (en) | 1975-07-22 | 1976-07-22 | METHOD OF ANALOGUE FOR THE PREPARATION OF BESTATINE OR ANALOGUE DIPEPTIDE AND ALFA-HYDROXY-BETA-AMINOCARBOXYLIC ACIDS FOR USE AS PRIOR CONNECTIONS THEREOF |
HU76ZA395A HU183048B (en) | 1975-07-22 | 1976-07-22 | Process for producing bracket-2s,3r-bracket closed-, bracket-2s,3s-bracket closed-, bracket-2rs,3r-bracket closed- or bracket-2rs,3rs-bracket closed-3-amino-2-hydroxy-propionyl-glycine derivatives |
US05/809,835 US4189604A (en) | 1975-07-22 | 1977-06-24 | Bestatin |
SE8001959A SE452318B (en) | 1975-07-22 | 1980-03-13 | AMINO ACIDS FOR USE AS INTERMEDIATES IN THE PRODUCTION OF BESTATIN |
CA363,896A CA1104157A (en) | 1975-07-22 | 1980-11-03 | Analogues of bestatin |
JP57066233A JPS6050780B2 (en) | 1975-07-22 | 1982-04-22 | 3-Amino-2-hydroxypropionic acid derivative |
SE8306145A SE8306145D0 (en) | 1975-07-22 | 1983-11-09 | PROCEDURE FOR THE PREPARATION OF BESTATE ASSOCIATIONS |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB30632/75A GB1510477A (en) | 1975-07-22 | 1975-07-22 | Peptides and to amino acid intermediates thereof |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1510477A true GB1510477A (en) | 1978-05-10 |
Family
ID=10310676
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB30632/75A Expired GB1510477A (en) | 1975-07-22 | 1975-07-22 | Peptides and to amino acid intermediates thereof |
Country Status (12)
Country | Link |
---|---|
JP (2) | JPS52136118A (en) |
AU (1) | AU506003B2 (en) |
CA (1) | CA1104156A (en) |
CH (1) | CH630892A5 (en) |
CS (2) | CS201034B2 (en) |
DE (2) | DE2660626C2 (en) |
DK (1) | DK149110C (en) |
FR (1) | FR2318863A1 (en) |
GB (1) | GB1510477A (en) |
HU (1) | HU183048B (en) |
NL (1) | NL7608064A (en) |
SE (3) | SE431642B (en) |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2947140A1 (en) * | 1978-11-25 | 1980-06-12 | Nippon Kayaku Kk | PROCESS FOR THE PREPARATION OF THREO-3-AMINO-2-HYDROXYBUTANOYL AMINOACETIC ACID |
GB2131690A (en) * | 1980-09-24 | 1984-06-27 | Microbial Chem Res Found | Analgesic agent containing bestatin derivatives |
US5900503A (en) * | 1996-02-08 | 1999-05-04 | Nippon Kayaku Kabushiki Kaisha | Process for producing optically active cyanohydrins |
WO1999057098A2 (en) * | 1998-05-01 | 1999-11-11 | Abbott Laboratories | Substituted beta-amino acid inhibitors of methionine aminopeptidase-2 |
US6242494B1 (en) | 1998-05-01 | 2001-06-05 | Abbott Laboratories | Substituted β-amino acid inhibitors of methionine aminopeptidase-2 |
Families Citing this family (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2725732C2 (en) | 1977-06-07 | 1983-01-05 | Zaidan Hojin Biseibutsu Kagaku Kenkyu Kai, Tokyo | Bestatin analogs, processes for their preparation and pharmaceutical preparations containing these compounds |
DE2760007C2 (en) * | 1977-06-07 | 1988-10-06 | Microbial Chem Res Found | |
JPS6026099B2 (en) * | 1977-09-21 | 1985-06-21 | 財団法人微生物化学研究会 | Peptide, its acid salt and its production method |
US4370318A (en) * | 1980-07-07 | 1983-01-25 | Zaidan Hojin Biseibutsu Kagaku Kenkyu Kai | Bestatin-related compounds as immunopotentiator |
JPH0810855Y2 (en) * | 1989-07-20 | 1996-03-29 | タナシン電機株式会社 | Auto-reverse type tape recorder |
EP0657415B1 (en) * | 1993-06-29 | 1999-09-08 | Kaneka Corporation | Method of producing 3-amino-2-hydroxy-4-phenyl-butyric acid derivatives and 3-amino-1-nitro-4-phenyl-2-butanol intermediates |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5439477B2 (en) * | 1974-07-01 | 1979-11-28 |
-
1975
- 1975-07-22 GB GB30632/75A patent/GB1510477A/en not_active Expired
-
1976
- 1976-06-14 SE SE7606736A patent/SE431642B/en not_active IP Right Cessation
- 1976-07-15 AU AU15912/76A patent/AU506003B2/en not_active Expired
- 1976-07-16 CS CS793519A patent/CS201034B2/en unknown
- 1976-07-16 CS CS764736A patent/CS201033B2/en unknown
- 1976-07-19 DE DE2660626A patent/DE2660626C2/en not_active Expired
- 1976-07-19 DE DE2632396A patent/DE2632396C2/en not_active Expired
- 1976-07-20 CA CA257,393A patent/CA1104156A/en not_active Expired
- 1976-07-21 JP JP8599276A patent/JPS52136118A/en active Granted
- 1976-07-21 NL NL7608064A patent/NL7608064A/en not_active Application Discontinuation
- 1976-07-21 FR FR7622279A patent/FR2318863A1/en active Granted
- 1976-07-21 CH CH933676A patent/CH630892A5/en not_active IP Right Cessation
- 1976-07-22 HU HU76ZA395A patent/HU183048B/en unknown
- 1976-07-22 DK DK331276A patent/DK149110C/en not_active IP Right Cessation
-
1980
- 1980-03-13 SE SE8001959A patent/SE452318B/en unknown
-
1982
- 1982-04-22 JP JP57066233A patent/JPS6050780B2/en not_active Expired
-
1983
- 1983-11-09 SE SE8306145A patent/SE8306145D0/en not_active Application Discontinuation
Cited By (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2947140A1 (en) * | 1978-11-25 | 1980-06-12 | Nippon Kayaku Kk | PROCESS FOR THE PREPARATION OF THREO-3-AMINO-2-HYDROXYBUTANOYL AMINOACETIC ACID |
US4281180A (en) * | 1978-11-25 | 1981-07-28 | Nippon Kayaku Kabushiki Kaisha | Process for producing threo-3-amino-2-hydroxybutanoyl-aminoacetic acids, as well as novel intermediated therefor and process for producing them |
US4391986A (en) * | 1978-11-25 | 1983-07-05 | Nippon Kayaku Kabushiki Kaisha | Process for producing threo-3-amino-2-hydroxybutanoyl-aminoacetic acids, as well as novel intermediates therefor and process for producing them |
US4453003A (en) * | 1978-11-25 | 1984-06-05 | Hamao Umezawa | Process for producing threo-3-amino-2-hydroxy-butanoyl-aminoacetic acids as well as novel intermediates therefor and process for producing them |
GB2131690A (en) * | 1980-09-24 | 1984-06-27 | Microbial Chem Res Found | Analgesic agent containing bestatin derivatives |
US5900503A (en) * | 1996-02-08 | 1999-05-04 | Nippon Kayaku Kabushiki Kaisha | Process for producing optically active cyanohydrins |
WO1999057098A2 (en) * | 1998-05-01 | 1999-11-11 | Abbott Laboratories | Substituted beta-amino acid inhibitors of methionine aminopeptidase-2 |
WO1999057098A3 (en) * | 1998-05-01 | 2000-07-27 | Abbott Lab | Substituted beta-amino acid inhibitors of methionine aminopeptidase-2 |
US6242494B1 (en) | 1998-05-01 | 2001-06-05 | Abbott Laboratories | Substituted β-amino acid inhibitors of methionine aminopeptidase-2 |
Also Published As
Publication number | Publication date |
---|---|
AU506003B2 (en) | 1979-12-13 |
DE2632396A1 (en) | 1977-02-03 |
SE8001959L (en) | 1980-03-13 |
JPS6050780B2 (en) | 1985-11-11 |
FR2318863A1 (en) | 1977-02-18 |
CS201034B2 (en) | 1980-10-31 |
JPS5823654A (en) | 1983-02-12 |
FR2318863B1 (en) | 1980-10-31 |
CH630892A5 (en) | 1982-07-15 |
AU1591276A (en) | 1978-01-19 |
DK149110B (en) | 1986-01-27 |
JPS52136118A (en) | 1977-11-14 |
CA1104156A (en) | 1981-06-30 |
SE8306145L (en) | 1983-11-09 |
CS201033B2 (en) | 1980-10-31 |
JPS5758338B2 (en) | 1982-12-09 |
DE2632396C2 (en) | 1982-11-25 |
HU183048B (en) | 1984-04-28 |
DE2660626C2 (en) | 1985-07-11 |
DK331276A (en) | 1977-01-23 |
SE452318B (en) | 1987-11-23 |
SE8306145D0 (en) | 1983-11-09 |
SE7606736L (en) | 1977-01-23 |
SE431642B (en) | 1984-02-20 |
DK149110C (en) | 1986-09-08 |
NL7608064A (en) | 1977-01-25 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed | ||
704A | Declaration that licence is not available as of right for an excepted use (par. 4a/1977) | ||
PE20 | Patent expired after termination of 20 years |
Effective date: 19960622 |