FR2343483A1 - L'ester methylique de la 2- (2-acetamido-2-deoxy-3-o-d-glucopyranosyl) -d-propionyl-l-alanyl-d-isoglutamine et le diester methylique de l'acide 2- (2-acetamido-2-deoxy-3-o-d-glucopyranosyl) -d-propionyl-l-alanyl-d-glutamique et medicaments les contenant - Google Patents
L'ester methylique de la 2- (2-acetamido-2-deoxy-3-o-d-glucopyranosyl) -d-propionyl-l-alanyl-d-isoglutamine et le diester methylique de l'acide 2- (2-acetamido-2-deoxy-3-o-d-glucopyranosyl) -d-propionyl-l-alanyl-d-glutamique et medicaments les contenantInfo
- Publication number
- FR2343483A1 FR2343483A1 FR7606820A FR7606820A FR2343483A1 FR 2343483 A1 FR2343483 A1 FR 2343483A1 FR 7606820 A FR7606820 A FR 7606820A FR 7606820 A FR7606820 A FR 7606820A FR 2343483 A1 FR2343483 A1 FR 2343483A1
- Authority
- FR
- France
- Prior art keywords
- glucopyranosyl
- alanyl
- acetamido
- deoxy
- propionyl
- 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.)
- Granted
Links
- 239000000427 antigen Substances 0.000 title abstract 3
- 102000036639 antigens Human genes 0.000 title abstract 3
- 108091007433 antigens Proteins 0.000 title abstract 3
- 229960005486 vaccine Drugs 0.000 title abstract 2
- -1 (D)-glucopyranosyl Chemical group 0.000 title 1
- AEFLONBTGZFSGQ-GSVOUGTGSA-N D-isoglutamine Chemical class NC(=O)[C@H](N)CCC(O)=O AEFLONBTGZFSGQ-GSVOUGTGSA-N 0.000 title 1
- 239000002671 adjuvant Substances 0.000 title 1
- 241000699670 Mus sp. Species 0.000 abstract 1
- 241000283973 Oryctolagus cuniculus Species 0.000 abstract 1
- 230000002924 anti-infective effect Effects 0.000 abstract 1
- 230000001580 bacterial effect Effects 0.000 abstract 1
- 239000000568 immunological adjuvant Substances 0.000 abstract 1
- 239000012678 infectious agent Substances 0.000 abstract 1
- 208000015181 infectious disease Diseases 0.000 abstract 1
- 238000002347 injection Methods 0.000 abstract 1
- 239000007924 injection Substances 0.000 abstract 1
- 231100000053 low toxicity Toxicity 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 239000000243 solution Substances 0.000 abstract 1
- 230000003612 virological effect Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
- C07H15/02—Acyclic radicals, not substituted by cyclic structures
- C07H15/04—Acyclic radicals, not substituted by cyclic structures attached to an oxygen atom of the saccharide radical
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K39/00—Medicinal preparations containing antigens or antibodies
- A61K39/39—Medicinal preparations containing antigens or antibodies characterised by the immunostimulating additives, e.g. chemical adjuvants
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K9/00—Peptides having up to 20 amino acids, containing saccharide radicals and having a fully defined sequence; Derivatives thereof
- C07K9/001—Peptides having up to 20 amino acids, containing saccharide radicals and having a fully defined sequence; Derivatives thereof the peptide sequence having less than 12 amino acids and not being part of a ring structure
- C07K9/005—Peptides having up to 20 amino acids, containing saccharide radicals and having a fully defined sequence; Derivatives thereof the peptide sequence having less than 12 amino acids and not being part of a ring structure containing within the molecule the substructure with m, n > 0 and m+n > 0, A, B, D, E being heteroatoms; X being a bond or a chain, e.g. muramylpeptides
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K39/00—Medicinal preparations containing antigens or antibodies
- A61K2039/555—Medicinal preparations containing antigens or antibodies characterised by a specific combination antigen/adjuvant
- A61K2039/55511—Organic adjuvants
- A61K2039/5555—Muramyl dipeptides
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Crystallography & Structural Chemistry (AREA)
- Biochemistry (AREA)
- Genetics & Genomics (AREA)
- Medicinal Chemistry (AREA)
- Molecular Biology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Animal Behavior & Ethology (AREA)
- Biophysics (AREA)
- General Chemical & Material Sciences (AREA)
- Immunology (AREA)
- Microbiology (AREA)
- Mycology (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Engineering & Computer Science (AREA)
- Biotechnology (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
- Peptides Or Proteins (AREA)
Priority Applications (11)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7606820A FR2343483A1 (fr) | 1976-03-10 | 1976-03-10 | L'ester methylique de la 2- (2-acetamido-2-deoxy-3-o-d-glucopyranosyl) -d-propionyl-l-alanyl-d-isoglutamine et le diester methylique de l'acide 2- (2-acetamido-2-deoxy-3-o-d-glucopyranosyl) -d-propionyl-l-alanyl-d-glutamique et medicaments les contenant |
| US05/775,215 US4153684A (en) | 1976-03-10 | 1977-03-07 | Immunizing and anti-infectious adjuvant agents constituted by N-acetyl-muramyl-L-alanyl-D-glutamic acid derivatives |
| AU22992/77A AU516843B2 (en) | 1976-03-10 | 1977-03-08 | Anti-infectious agent and -methyl esters |
| CA273,417A CA1098515A (en) | 1976-03-10 | 1977-03-08 | Immunising and anti-infectious adjuvant agents constituted by esters of the n-acetyl-muramyl-l- alanyl-d-isoglutamine |
| BE175701A BE852349A (fr) | 1976-03-10 | 1977-03-10 | Agents adjuvants immunitaires et anti-infectieux |
| DE2710454A DE2710454C2 (de) | 1976-03-10 | 1977-03-10 | Ester von N-Acetylmuramyl-L-alanyl-D-isoglutamin sowie Mono- und Diester von N-Acetylmuramyl-L-alanyl-D-glutaminsäure, Verfahren zu deren Herstellung und diese Verbindungen enthaltende pharmazeutische Zusammensetzungen |
| JP2552977A JPS52139018A (en) | 1976-03-10 | 1977-03-10 | Immuno adjuvant and antiinfection adjuvant composed of mainly nnacetyll muramiccllalanyllddglutamic ester or nnacetyllmuramiccllalanylldd isoglutamic ester |
| CH305277A CH619469A5 (en) | 1976-03-10 | 1977-03-10 | Process for the preparation of the esters of N-acetyl-muramyl-L-alanyl-D-glutamic acid and of N-acetyl-muramyl-L-alanyl-D-isoglutamine |
| DK105477A DK151813C (da) | 1976-03-10 | 1977-03-10 | Analogifremgangsmaade til fremstilling af estere af n-acetyl-muramyl-l-alanyl-d-glutaminsyre og af n-acetyl-muramyl-l-alanyl-d-isoglutamin |
| GB10110/77A GB1573126A (en) | 1976-03-10 | 1977-03-10 | Immunising and anti-infectious adjuvant agents comprising peptide derivatives of muramic acid |
| NL7702579A NL7702579A (nl) | 1976-03-10 | 1977-03-10 | Werkwijze ter bereiding van immuniserende en anti- infectieuze middelen. |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7606820A FR2343483A1 (fr) | 1976-03-10 | 1976-03-10 | L'ester methylique de la 2- (2-acetamido-2-deoxy-3-o-d-glucopyranosyl) -d-propionyl-l-alanyl-d-isoglutamine et le diester methylique de l'acide 2- (2-acetamido-2-deoxy-3-o-d-glucopyranosyl) -d-propionyl-l-alanyl-d-glutamique et medicaments les contenant |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| FR2343483A1 true FR2343483A1 (fr) | 1977-10-07 |
| FR2343483B1 FR2343483B1 (cg-RX-API-DMAC10.html) | 1979-06-29 |
Family
ID=9170213
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR7606820A Granted FR2343483A1 (fr) | 1976-03-10 | 1976-03-10 | L'ester methylique de la 2- (2-acetamido-2-deoxy-3-o-d-glucopyranosyl) -d-propionyl-l-alanyl-d-isoglutamine et le diester methylique de l'acide 2- (2-acetamido-2-deoxy-3-o-d-glucopyranosyl) -d-propionyl-l-alanyl-d-glutamique et medicaments les contenant |
Country Status (4)
| Country | Link |
|---|---|
| AU (1) | AU516843B2 (cg-RX-API-DMAC10.html) |
| BE (1) | BE852349A (cg-RX-API-DMAC10.html) |
| CA (1) | CA1098515A (cg-RX-API-DMAC10.html) |
| FR (1) | FR2343483A1 (cg-RX-API-DMAC10.html) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2533827A1 (fr) * | 1982-09-30 | 1984-04-06 | Anvar | Composition possedant des proprietes immunoregulatrices, notamment d'adjuvants immunologiques non specifiques, a base de muramylpeptide et d'un derive d'aluminium |
| US4652449A (en) * | 1982-07-05 | 1987-03-24 | Centre National De La Recherche Scientifique (Cnrs) | Encapsulating biological active substances into erythrocytes |
| WO1996031533A1 (fr) * | 1995-04-07 | 1996-10-10 | Vacsyn S.A. | Derives et conjugues du mdp presentant une activite stimulatrice de la fonction hematopoietique et composition les contenant |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2428050A1 (fr) * | 1978-06-05 | 1980-01-04 | Anvar | Oligomeres de composes du type muramyl-peptide et medicaments les contenant |
| US4256735A (en) | 1979-01-29 | 1981-03-17 | Merck & Co., Inc. | Immunologically active dipeptidyl saccharides and methods of preparation |
| US4391800A (en) | 1979-04-27 | 1983-07-05 | Merck & Co., Inc. | Immunologically active peptidyl disaccharides and methods of preparation |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH83A (fr) * | 1888-11-17 | 1889-01-10 | Fontainemelon Horlogerie | Perfectionnements apportés à la construction des montres de tous calibres |
-
1976
- 1976-03-10 FR FR7606820A patent/FR2343483A1/fr active Granted
-
1977
- 1977-03-08 AU AU22992/77A patent/AU516843B2/en not_active Expired
- 1977-03-08 CA CA273,417A patent/CA1098515A/en not_active Expired
- 1977-03-10 BE BE175701A patent/BE852349A/xx not_active IP Right Cessation
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH83A (fr) * | 1888-11-17 | 1889-01-10 | Fontainemelon Horlogerie | Perfectionnements apportés à la construction des montres de tous calibres |
Non-Patent Citations (1)
| Title |
|---|
| 1975 161 981Z CITE BIKEN J., 1975, 18, 105-111 * |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4652449A (en) * | 1982-07-05 | 1987-03-24 | Centre National De La Recherche Scientifique (Cnrs) | Encapsulating biological active substances into erythrocytes |
| US4752586A (en) * | 1982-07-05 | 1988-06-21 | Centre National De La Recherche Scientifique | Apparatus for encapsulating biological active substances into erythrocytes |
| FR2533827A1 (fr) * | 1982-09-30 | 1984-04-06 | Anvar | Composition possedant des proprietes immunoregulatrices, notamment d'adjuvants immunologiques non specifiques, a base de muramylpeptide et d'un derive d'aluminium |
| WO1996031533A1 (fr) * | 1995-04-07 | 1996-10-10 | Vacsyn S.A. | Derives et conjugues du mdp presentant une activite stimulatrice de la fonction hematopoietique et composition les contenant |
| FR2732604A1 (fr) * | 1995-04-07 | 1996-10-11 | Vacsyn Sa | Derives et conjugues du mdp presentant une activite stimulatrice de la fonction hematopoietique et compositions les contenant |
Also Published As
| Publication number | Publication date |
|---|---|
| BE852349A (fr) | 1977-09-12 |
| AU2299277A (en) | 1978-09-14 |
| CA1098515A (en) | 1981-03-31 |
| FR2343483B1 (cg-RX-API-DMAC10.html) | 1979-06-29 |
| AU516843B2 (en) | 1981-06-25 |
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