ES465514A1 - Glucosamine derivatives and a process for their manufacture - Google Patents
Glucosamine derivatives and a process for their manufactureInfo
- Publication number
- ES465514A1 ES465514A1 ES465514A ES465514A ES465514A1 ES 465514 A1 ES465514 A1 ES 465514A1 ES 465514 A ES465514 A ES 465514A ES 465514 A ES465514 A ES 465514A ES 465514 A1 ES465514 A1 ES 465514A1
- Authority
- ES
- Spain
- Prior art keywords
- glucosamine derivatives
- manufacture
- increase
- glucosamine
- derivatives
- 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
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H13/00—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids
- C07H13/02—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids by carboxylic acids
- C07H13/08—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids by carboxylic acids having the esterifying carboxyl radicals directly attached to carbocyclic rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
- A61P37/04—Immunostimulants
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Immunology (AREA)
- General Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Molecular Biology (AREA)
- Genetics & Genomics (AREA)
- Biochemistry (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmacology & Pharmacy (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Veterinary Medicine (AREA)
- Crystallography & Structural Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Biophysics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Animal Behavior & Ethology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Biotechnology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Saccharide Compounds (AREA)
- Peptides Or Proteins (AREA)
- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Glucosamine derivatives of the formula < IMAGE > (X, R, R1, R2, R4, R6-R9 have the meaning stated in Claim 1) are prepared by condensation of corresponding 3-O-carboxymethylglucopyranosides with corresponding dipeptides. These glucosamine derivatives have the ability to increase the immunogenicity of an antigen on admixture therewith and, on systemic administration, to enhance the immunological reactivity of the treated organism. They can thus be used as adjuvants to increase the vaccine protection from bacterial, viral or parasitic pathogens.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH1604275A CH613709A5 (en) | 1975-12-10 | 1975-12-10 | Process for the preparation of glucosamine derivatives |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES465514A1 true ES465514A1 (en) | 1978-09-16 |
Family
ID=4414012
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES454118A Expired ES454118A1 (en) | 1975-12-10 | 1976-12-10 | Glucosamine derivatives and a process for their manufacture |
| ES465514A Expired ES465514A1 (en) | 1975-12-10 | 1977-12-28 | Glucosamine derivatives and a process for their manufacture |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES454118A Expired ES454118A1 (en) | 1975-12-10 | 1976-12-10 | Glucosamine derivatives and a process for their manufacture |
Country Status (30)
| Country | Link |
|---|---|
| JP (1) | JPS5273820A (en) |
| AR (2) | AR224091A1 (en) |
| AT (1) | AT365607B (en) |
| AU (1) | AU508764B2 (en) |
| BE (1) | BE849214A (en) |
| CA (1) | CA1262400A (en) |
| CH (2) | CH613709A5 (en) |
| CS (4) | CS205026B2 (en) |
| DD (1) | DD129781A5 (en) |
| DE (1) | DE2655500A1 (en) |
| DK (1) | DK154654C (en) |
| ES (2) | ES454118A1 (en) |
| FI (1) | FI64164C (en) |
| FR (1) | FR2361902A1 (en) |
| GB (1) | GB1570625A (en) |
| GR (1) | GR61647B (en) |
| HK (1) | HK32883A (en) |
| HU (1) | HU177970B (en) |
| IE (1) | IE44190B1 (en) |
| IL (1) | IL51076A (en) |
| MY (1) | MY8400123A (en) |
| NL (1) | NL7613666A (en) |
| NO (1) | NO144850C (en) |
| NZ (1) | NZ182837A (en) |
| PL (4) | PL110787B1 (en) |
| PT (1) | PT65946B (en) |
| SE (1) | SE445923B (en) |
| SG (1) | SG11083G (en) |
| SU (3) | SU660589A3 (en) |
| ZA (1) | ZA767333B (en) |
Families Citing this family (32)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4186194A (en) * | 1973-10-23 | 1980-01-29 | Agence Nationale De Valorisation De La Recherche (Anvar) | Water soluble agents effective as immunological adjuvants for stimulating, in the host the immune response to various antigens and compositions, notably vaccines containing said water soluble agents |
| US4370265A (en) * | 1974-10-22 | 1983-01-25 | Agence Nationale De Valorisation | Water soluble agents effective as immunological adjuvants for stimulating in the host the immune response to various antigens and compositions, notably vaccines containing said water soluble agents |
| GB1571133A (en) * | 1976-04-26 | 1980-07-09 | Syntex Inc | Immuniological adjuvant peptidoglycans compounds and methods of preparation thereof |
| DE2862107D1 (en) | 1977-12-02 | 1982-11-18 | Takeda Chemical Industries Ltd | Glucosamine-peptide derivatives and their pharmaceutical compositions |
| US4397844A (en) * | 1978-02-24 | 1983-08-09 | Ciba-Geigy Corporation | Antigen derivatives and processes for their preparation |
| CA1138436A (en) * | 1978-02-24 | 1982-12-28 | Gerhard Baschang | Process for the manufacture of novel antigens |
| FR2442241A2 (en) * | 1978-03-20 | 1980-06-20 | Anvar | NOVEL ESTER COMPOUNDS OF MURAMYL-PEPTIDE, THEIR PREPARATION AND THE PHARMACEUTICAL COMPOSITIONS CONTAINING THEM, IN PARTICULAR IN THE FORM OF LIPOSOMES |
| FR2420545A1 (en) * | 1978-03-20 | 1979-10-19 | Anvar | NEW ESTERS OF N-ACETYL-MURAMYL-AMINOACYL-GLUTAMIC ACID OR SUBSTITUTION DERIVATIVES THEREOF WITH ANTI-INFECTIOUS PROPERTIES AND / OR IMMUNOLOGICAL ADJUVANTS |
| FR2428050A1 (en) * | 1978-06-05 | 1980-01-04 | Anvar | OLIGOMERS OF MURAMYL-PEPTIDE COMPOUNDS AND DRUGS CONTAINING THEM |
| FR2428051A1 (en) * | 1978-06-05 | 1980-01-04 | Anvar | NOVEL MURAMYL-PEPTIDE COMPOUNDS AND MEDICAMENTS CONTAINING THEM |
| FR2446292A1 (en) * | 1979-01-12 | 1980-08-08 | Anvar | MURAMYL-PEPTIDES FIXED ON PEPTIDE POLYMERS AND MEDICAMENTS CONTAINING THEM |
| US4256735A (en) | 1979-01-29 | 1981-03-17 | Merck & Co., Inc. | Immunologically active dipeptidyl saccharides and methods of preparation |
| FR2449697A1 (en) | 1979-02-20 | 1980-09-19 | Anvar | NOVEL MURAMYL-PEPTIDES SUBSTITUTED ON PEPTIDE NITROGEN AND MEDICAMENTS CONTAINING THEM |
| JPS55111499A (en) * | 1979-02-21 | 1980-08-28 | Takeda Chem Ind Ltd | Glucosamine derivative and its preparation |
| JPS5618996A (en) * | 1979-06-21 | 1981-02-23 | Dai Ichi Seiyaku Co Ltd | Muramyldipeptide derivative |
| FI75578C (en) | 1979-07-25 | 1988-07-11 | Ciba Geigy Ag | Analogous procedure for the preparation of pharmacologically acting lipophilic a phosphatidylmuramyl peptides. |
| JPS5649396A (en) * | 1979-09-28 | 1981-05-02 | Dai Ichi Seiyaku Co Ltd | Novel muramyldipeptide derivative |
| EP0026746B1 (en) * | 1979-10-02 | 1985-04-10 | Ciba-Geigy Ag | Combinatory compositions for use in a method for enhancing the activity of antibiotics, antibiotic preparations having enhanced activity and process for their production |
| FI803077A (en) | 1979-10-12 | 1981-04-13 | Ciba Geigy Ag | FOERFARANDE FOER FRAMSTAELLNING AV MYRAMYLPEPTIDER |
| US4409209A (en) * | 1979-10-12 | 1983-10-11 | Ciba-Geigy Corporation | Novel phosphorylmuramyl peptides and processes for the manufacture thereof |
| US4406889A (en) * | 1980-02-15 | 1983-09-27 | Ciba-Geigy Corporation | Derivatives of aldohexoses, intermediates, processes for their manufacture, preparations containing such compounds, and their use |
| US4368190A (en) * | 1980-04-17 | 1983-01-11 | Merck & Co., Inc. | Immunologically active dipeptidyl 4-O-,6-O-acyl-2-amino-2-deoxy-D-glucose derivatives and methods for their preparation |
| US4310514A (en) | 1980-05-05 | 1982-01-12 | Merck & Co., Inc. | Immunologically active dipeptidyl 5-0,6-0-acyl-2-amino-2-deoxy-D-glucofuranose derivatives and methods of preparation |
| EP0056560A1 (en) * | 1981-01-19 | 1982-07-28 | Ciba-Geigy Ag | Active antibiotic compositions, process for their manufacture and process for the antibiotic activity of antibiotics |
| GR78246B (en) * | 1981-01-23 | 1984-09-26 | Ciba Geigy Ag | |
| JPS6042398A (en) * | 1983-08-18 | 1985-03-06 | Toshiyuki Hamaoka | Muramyldipeptide active ester derivative |
| EP0541486A1 (en) * | 1991-11-07 | 1993-05-12 | Ciba-Geigy Ag | Polycyclic conjugates |
| WO2006118327A1 (en) * | 2005-04-27 | 2006-11-09 | Oxygenix Co Ltd | Cationic amino acid type lipid |
| WO2016138286A1 (en) | 2015-02-26 | 2016-09-01 | Stc.Unm | Irgm and precision autophagy controls for antimicrobial and inflammatory disease states and methods of detection of autophagy |
| US10927147B2 (en) | 2015-12-10 | 2021-02-23 | Bharat Biotech International Limited | Muramyl peptide derivative compound, synthesis and uses thereof |
| US10576147B2 (en) * | 2015-12-15 | 2020-03-03 | Bharat Biotech International Limited | Muramyl peptide derivative compound, synthesis and uses thereof |
| MX2020002010A (en) | 2017-08-21 | 2020-07-13 | Celgene Corp | Processes for preparation of (s)-tert-butyl 4,5-diamino-5-oxopent anoate. |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4186194A (en) * | 1973-10-23 | 1980-01-29 | Agence Nationale De Valorisation De La Recherche (Anvar) | Water soluble agents effective as immunological adjuvants for stimulating, in the host the immune response to various antigens and compositions, notably vaccines containing said water soluble agents |
-
1975
- 1975-12-10 CH CH1604275A patent/CH613709A5/en not_active IP Right Cessation
-
1976
- 1976-12-08 SU SU762428152A patent/SU660589A3/en active
- 1976-12-08 DE DE19762655500 patent/DE2655500A1/en active Granted
- 1976-12-08 NL NL7613666A patent/NL7613666A/en not_active Application Discontinuation
- 1976-12-08 GB GB51228/76A patent/GB1570625A/en not_active Expired
- 1976-12-08 CA CA000267474A patent/CA1262400A/en not_active Expired
- 1976-12-08 GR GR52361A patent/GR61647B/en unknown
- 1976-12-09 HU HU76CI1702A patent/HU177970B/en unknown
- 1976-12-09 CS CS768063A patent/CS205026B2/en unknown
- 1976-12-09 DD DD7600196215A patent/DD129781A5/en unknown
- 1976-12-09 CS CS768063A patent/CS205028B2/en unknown
- 1976-12-09 DK DK552476A patent/DK154654C/en not_active IP Right Cessation
- 1976-12-09 IL IL51076A patent/IL51076A/en unknown
- 1976-12-09 AU AU20422/76A patent/AU508764B2/en not_active Expired
- 1976-12-09 AT AT0909276A patent/AT365607B/en not_active IP Right Cessation
- 1976-12-09 NZ NZ182837A patent/NZ182837A/en unknown
- 1976-12-09 SE SE7613851A patent/SE445923B/en not_active IP Right Cessation
- 1976-12-09 NO NO764191A patent/NO144850C/en unknown
- 1976-12-09 ZA ZA767333A patent/ZA767333B/en unknown
- 1976-12-09 FR FR7637091A patent/FR2361902A1/en active Granted
- 1976-12-09 BE BE173091A patent/BE849214A/en not_active IP Right Cessation
- 1976-12-09 FI FI763541A patent/FI64164C/en not_active IP Right Cessation
- 1976-12-09 CS CS768063A patent/CS205027B2/en unknown
- 1976-12-09 CS CS768063A patent/CS205025B2/en unknown
- 1976-12-09 IE IE2689/76A patent/IE44190B1/en not_active IP Right Cessation
- 1976-12-09 PT PT65946A patent/PT65946B/en unknown
- 1976-12-10 PL PL1976210827A patent/PL110787B1/en unknown
- 1976-12-10 PL PL1976210826A patent/PL112672B1/en unknown
- 1976-12-10 AR AR265799A patent/AR224091A1/en active
- 1976-12-10 ES ES454118A patent/ES454118A1/en not_active Expired
- 1976-12-10 JP JP51147903A patent/JPS5273820A/en active Granted
- 1976-12-10 PL PL1976194291A patent/PL110353B1/en not_active IP Right Cessation
- 1976-12-10 PL PL1976210828A patent/PL110794B1/en unknown
-
1977
- 1977-09-08 SU SU772521659A patent/SU747430A3/en active
- 1977-09-08 SU SU772518658A patent/SU1060118A3/en active
- 1977-09-30 AR AR269405A patent/AR220686A1/en active
- 1977-12-28 ES ES465514A patent/ES465514A1/en not_active Expired
-
1978
- 1978-08-24 CH CH898378A patent/CH614718A5/en not_active IP Right Cessation
-
1983
- 1983-03-14 SG SG110/83A patent/SG11083G/en unknown
- 1983-08-25 HK HK328/83A patent/HK32883A/en unknown
-
1984
- 1984-12-30 MY MY123/84A patent/MY8400123A/en unknown
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