FR2351125A1 - PEPTIDIC DERIVATIVES AND PROCESS FOR THEIR PREPARATION - Google Patents
PEPTIDIC DERIVATIVES AND PROCESS FOR THEIR PREPARATIONInfo
- Publication number
- FR2351125A1 FR2351125A1 FR7714551A FR7714551A FR2351125A1 FR 2351125 A1 FR2351125 A1 FR 2351125A1 FR 7714551 A FR7714551 A FR 7714551A FR 7714551 A FR7714551 A FR 7714551A FR 2351125 A1 FR2351125 A1 FR 2351125A1
- Authority
- FR
- France
- Prior art keywords
- alanyl
- acid
- formula
- configuration
- preparation
- 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.)
- Withdrawn
Links
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 241000194032 Enterococcus faecalis Species 0.000 abstract 1
- 241000606768 Haemophilus influenzae Species 0.000 abstract 1
- 150000001371 alpha-amino acids Chemical class 0.000 abstract 1
- 235000008206 alpha-amino acids Nutrition 0.000 abstract 1
- 230000000844 anti-bacterial effect Effects 0.000 abstract 1
- WGQKYBSKWIADBV-UHFFFAOYSA-N benzylamine Chemical class NCC1=CC=CC=C1 WGQKYBSKWIADBV-UHFFFAOYSA-N 0.000 abstract 1
- 229940047650 haemophilus influenzae Drugs 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 108090000765 processed proteins & peptides Proteins 0.000 abstract 1
- 235000018102 proteins Nutrition 0.000 abstract 1
- 108090000623 proteins and genes Proteins 0.000 abstract 1
- 102000004169 proteins and genes Human genes 0.000 abstract 1
- 150000003839 salts Chemical class 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
- C07K5/06—Dipeptides
- C07K5/06191—Dipeptides containing heteroatoms different from O, S, or N
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/30—Phosphinic acids [R2P(=O)(OH)]; Thiophosphinic acids ; [R2P(=X1)(X2H) (X1, X2 are each independently O, S or Se)]
- C07F9/301—Acyclic saturated acids which can have further substituents on alkyl
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/3804—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)] not used, see subgroups
- C07F9/3808—Acyclic saturated acids which can have further substituents on alkyl
-
- 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)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Medicinal Chemistry (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Biophysics (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Genetics & Genomics (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Peptides Or Proteins (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Peptide derivs. of formula (I) and their pharmaceutically acceptable salts are new. In the formula, n is 1,2 or 3; and R1-3 are each residues of alpha-amino acids normally occurring in protein; provided that R1 is not = H and R4 is OH or CH3; the configuration at C-atoms (a) and (b) being L (when R2 and R3 are other than H), and the configuration at C-atom (c) being S. (I) have antibacterial activity against organisms such as Streptococcus faecalis and Haemophilus influenzae. Specific cpds. (I) include (1S)-1-(L-alanyl-L-alanylamino)-ethylphosphonic acid. In an example, this was prepd. by converting (1S)-1-/N-benzyloxycarbonyl-L-alanyl-L-alanyl)amino/ethylphosphon- ic acid monobenzylamide salt (obtained in 5 stages from (1R,S)-1-(benzyloxycarbonylamino)ethylphosphonic acid) into the free acid and hydrogenating in the presence of Pd/C.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2001376 | 1976-05-14 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| FR2351125A1 true FR2351125A1 (en) | 1977-12-09 |
Family
ID=10138906
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR7714551A Withdrawn FR2351125A1 (en) | 1976-05-14 | 1977-05-12 | PEPTIDIC DERIVATIVES AND PROCESS FOR THEIR PREPARATION |
Country Status (3)
| Country | Link |
|---|---|
| JP (1) | JPS52139022A (en) |
| DE (1) | DE2721761A1 (en) |
| FR (1) | FR2351125A1 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0010067A3 (en) * | 1978-10-05 | 1980-04-30 | Ciba-Geigy Ag | Agent and process for influencing plant growth |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4331591A (en) | 1978-10-05 | 1982-05-25 | Ciba-Geigy Corporation | Chemical process for the production of α-aminophosphonic acids and peptide derivatives |
| DE3368418D1 (en) * | 1982-09-17 | 1987-01-29 | Kyowa Hakko Kogyo Kk | Phosphorus-containing peptide derivative |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2298335A1 (en) * | 1975-01-27 | 1976-08-20 | Hoffmann La Roche | NEW DERIVATIVES OF PHOSPHONIC AND PHOSPHINIC ACID PEPTIDES |
-
1977
- 1977-05-12 FR FR7714551A patent/FR2351125A1/en not_active Withdrawn
- 1977-05-13 DE DE19772721761 patent/DE2721761A1/en active Pending
- 1977-05-13 JP JP5447477A patent/JPS52139022A/en active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2298335A1 (en) * | 1975-01-27 | 1976-08-20 | Hoffmann La Roche | NEW DERIVATIVES OF PHOSPHONIC AND PHOSPHINIC ACID PEPTIDES |
Non-Patent Citations (1)
| Title |
|---|
| EXBK/72 * |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0010067A3 (en) * | 1978-10-05 | 1980-04-30 | Ciba-Geigy Ag | Agent and process for influencing plant growth |
| US4431438A (en) * | 1978-10-05 | 1984-02-14 | Ciba-Geigy Corporation | Aminoethane-methylphosphinic acid derivatives for influencing plant growth |
Also Published As
| Publication number | Publication date |
|---|---|
| DE2721761A1 (en) | 1977-12-01 |
| JPS52139022A (en) | 1977-11-19 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| ST | Notification of lapse |