FI75172C - Foerfarande foer framstaellning av terapeutiskt anvaendbara n-glykosylerade karboksylsyraamidderivat. - Google Patents
Foerfarande foer framstaellning av terapeutiskt anvaendbara n-glykosylerade karboksylsyraamidderivat. Download PDFInfo
- Publication number
- FI75172C FI75172C FI831230A FI831230A FI75172C FI 75172 C FI75172 C FI 75172C FI 831230 A FI831230 A FI 831230A FI 831230 A FI831230 A FI 831230A FI 75172 C FI75172 C FI 75172C
- Authority
- FI
- Finland
- Prior art keywords
- acid amide
- formula
- octadecyl
- glucopyranosyl
- compounds
- Prior art date
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- 238000000034 method Methods 0.000 title claims abstract description 29
- 238000002360 preparation method Methods 0.000 title claims description 36
- 230000008569 process Effects 0.000 title claims description 15
- 150000001875 compounds Chemical class 0.000 claims abstract description 72
- 125000004432 carbon atom Chemical group C* 0.000 claims description 15
- 150000001412 amines Chemical class 0.000 claims description 14
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 13
- 239000003795 chemical substances by application Substances 0.000 claims description 9
- 238000005917 acylation reaction Methods 0.000 claims description 7
- 125000000217 alkyl group Chemical group 0.000 claims description 7
- 125000005843 halogen group Chemical group 0.000 claims description 5
- 230000010933 acylation Effects 0.000 claims description 3
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 3
- NSINWKBRCPSVRE-SRFONNGHSA-N (z)-n-octadecyl-n-[(3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]octadec-9-enamide Chemical compound CCCCCCCCCCCCCCCCCCN(C(=O)CCCCCCC\C=C/CCCCCCCC)C1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O NSINWKBRCPSVRE-SRFONNGHSA-N 0.000 claims description 2
- LHVLEHXOABTSJC-UMTUPLLASA-N (z)-n-tetradecyl-n-[(3s,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]octadec-9-enamide Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)N(CCCCCCCCCCCCCC)C1O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]1O LHVLEHXOABTSJC-UMTUPLLASA-N 0.000 claims description 2
- 125000003342 alkenyl group Chemical group 0.000 claims description 2
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims description 2
- 125000005083 alkoxyalkoxy group Chemical group 0.000 claims description 2
- WFMKUKPIVUIKTE-SCSBQZQXSA-N n-dodecyl-n-[(3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(=O)N(CCCCCCCCCCCC)C1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O WFMKUKPIVUIKTE-SCSBQZQXSA-N 0.000 claims description 2
- CBDXTCKDOSHMMB-QJOIIPOXSA-N n-octadecyl-n-[(3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]dodecanamide Chemical compound CCCCCCCCCCCCCCCCCCN(C(=O)CCCCCCCCCCC)C1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O CBDXTCKDOSHMMB-QJOIIPOXSA-N 0.000 claims description 2
- CBDXTCKDOSHMMB-WZMOCLIOSA-N n-octadecyl-n-[(3s,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]dodecanamide Chemical compound CCCCCCCCCCCCCCCCCCN(C(=O)CCCCCCCCCCC)C1O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]1O CBDXTCKDOSHMMB-WZMOCLIOSA-N 0.000 claims description 2
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- 125000003277 amino group Chemical group 0.000 description 9
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- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
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- 239000000661 sodium alginate Substances 0.000 description 1
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- 229920001027 sodium carboxymethylcellulose Polymers 0.000 description 1
- NVIFVTYDZMXWGX-UHFFFAOYSA-N sodium metaborate Chemical compound [Na+].[O-]B=O NVIFVTYDZMXWGX-UHFFFAOYSA-N 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
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- 235000012222 talc Nutrition 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
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- 125000003866 trichloromethyl group Chemical group ClC(Cl)(Cl)* 0.000 description 1
- 125000002889 tridecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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- 125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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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
- C07H13/04—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 attached to acyclic carbon atoms
-
- 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
- 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
- C07H13/04—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 attached to acyclic carbon atoms
- C07H13/06—Fatty acids
-
- 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
- C07H15/12—Acyclic radicals, not substituted by cyclic structures attached to a nitrogen atom of the saccharide radical
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Molecular Biology (AREA)
- Genetics & Genomics (AREA)
- Biotechnology (AREA)
- Biochemistry (AREA)
- Immunology (AREA)
- Crystallography & Structural Chemistry (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Medicinal Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Animal Behavior & Ethology (AREA)
- Saccharide Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Peptides Or Proteins (AREA)
- Hydrogenated Pyridines (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3213650 | 1982-04-14 | ||
| DE19823213650 DE3213650A1 (de) | 1982-04-14 | 1982-04-14 | N-glycosylierte carbonsaeureamid-derivate, verfahren zu ihrer herstellung sowie ihre verwendung zur beeinflussung der koerpereigenen abwehr |
Publications (4)
| Publication Number | Publication Date |
|---|---|
| FI831230A0 FI831230A0 (fi) | 1983-04-12 |
| FI831230L FI831230L (fi) | 1983-10-15 |
| FI75172B FI75172B (fi) | 1988-01-29 |
| FI75172C true FI75172C (fi) | 1988-05-09 |
Family
ID=6160842
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FI831230A FI75172C (fi) | 1982-04-14 | 1983-04-12 | Foerfarande foer framstaellning av terapeutiskt anvaendbara n-glykosylerade karboksylsyraamidderivat. |
Country Status (19)
| Country | Link |
|---|---|
| US (1) | US4683222A (enExample) |
| EP (1) | EP0091645B1 (enExample) |
| JP (1) | JPS58188891A (enExample) |
| KR (1) | KR920000312B1 (enExample) |
| AT (1) | ATE25525T1 (enExample) |
| AU (1) | AU561016B2 (enExample) |
| CA (1) | CA1230594A (enExample) |
| DE (2) | DE3213650A1 (enExample) |
| DK (1) | DK162883A (enExample) |
| ES (1) | ES521422A0 (enExample) |
| FI (1) | FI75172C (enExample) |
| GR (1) | GR78512B (enExample) |
| HU (1) | HU194262B (enExample) |
| IE (1) | IE55112B1 (enExample) |
| IL (1) | IL68350A (enExample) |
| NO (1) | NO157145C (enExample) |
| PH (1) | PH25527A (enExample) |
| PT (1) | PT76502B (enExample) |
| ZA (1) | ZA832580B (enExample) |
Families Citing this family (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3213650A1 (de) * | 1982-04-14 | 1983-10-27 | Bayer Ag, 5090 Leverkusen | N-glycosylierte carbonsaeureamid-derivate, verfahren zu ihrer herstellung sowie ihre verwendung zur beeinflussung der koerpereigenen abwehr |
| DE3339694A1 (de) * | 1983-11-03 | 1985-05-15 | Bayer Ag, 5090 Leverkusen | Verwendung n-glycosilierter carbonsaeureamid-derivate als wachstumsfoerderer in der tierernaehrung |
| DE3403495A1 (de) * | 1983-11-23 | 1985-05-30 | Bayer Ag, 5090 Leverkusen | Phosphorylierte glycosylamide, -harnstoffe, -carbamate und -thiocarbamate, verfahren zu ihrer herstellung sowie ihre verwendung |
| DE3344257A1 (de) * | 1983-12-07 | 1985-06-13 | Bayer Ag, 5090 Leverkusen | Substituierte o-acyl-glycosylamide, verfahren zu iherer herstellung sowie ihre verwendung |
| DE3346623A1 (de) * | 1983-12-14 | 1985-07-04 | Bayer Ag, 5090 Leverkusen | N-glycosylierte harnstoffe, carbamate und thiocarbamate, verfahren zu ihrer herstellung sowie ihre verwendung |
| DE3347522A1 (de) * | 1983-12-30 | 1985-07-11 | Troponwerke GmbH & Co KG, 5000 Köln | N-glycosylierte carbonsaeureamid-derivate als mittel bei der bekaempfung von erkrankungen des rheumatischen formenkreises |
| DE3410238A1 (de) * | 1984-03-21 | 1985-10-03 | Bayer Ag, 5090 Leverkusen | Glycolipid-aehnliche substanzen in liposomenform |
| DE3508025A1 (de) * | 1985-03-07 | 1986-09-11 | Bayer Ag, 5090 Leverkusen | Substituierte o-sulfonyl-glycosylamide, verfahren zu ihrer herstellung sowie ihre verwendung als arzneimittel |
| DE3521994A1 (de) * | 1985-06-20 | 1987-01-02 | Bayer Ag | N-(2-aminoacylamido-2-desoxy-hexosyl)-amide-, -carbamate und -harnstoffe, verfahren zu ihrer herstellung sowie ihre verwendung in arzneimitteln |
| DE3604681A1 (de) * | 1986-02-14 | 1987-08-20 | Bayer Ag | Neue n-glycosylamidderivate, verfahren zu ihrer herstellung sowie ihre verwendung als arzneimittel |
| DE3812681A1 (de) * | 1988-04-16 | 1989-11-02 | Bayer Ag | Substituierte n-glycosylamide, verfahren zu ihrer herstellung sowie ihre verwendung als arzneimittel |
| US5476924A (en) * | 1989-01-27 | 1995-12-19 | Duke University | Protecting group for acetals and methods of using the same in the activation of saccharides |
| FR2676739B1 (fr) * | 1991-05-22 | 1996-10-11 | Stepan Europe | N-alkyl, n-acetylosylamines, leur procede de preparation et leurs utilisations notamment en tant qu'agents tensioactifs ou agents de solubilisation pour l'isolement de proteines membranaires. |
| US5362480A (en) * | 1991-12-31 | 1994-11-08 | Lever Brothers Company, Division Of Conopco, Inc. | Oral hygiene compositions containing amino sugars as antiplaque agents |
| US5455232A (en) * | 1992-02-04 | 1995-10-03 | Piljac; Goran | Pharmaceutical preparation based on rhamnolipid |
| FR2709061B1 (fr) * | 1993-08-17 | 1996-07-19 | Ladislas Robert | Utilisation d'oligosaccharides dans la prévention et le traitement du vieillissement des tissus. |
| AU7613694A (en) * | 1993-08-30 | 1995-03-22 | Bayer Aktiengesellschaft | Glycosyl amides of 6-amino-6-deoxy sugars |
| DE4329094A1 (de) * | 1993-08-30 | 1995-03-02 | Bayer Ag | (Glycosylamid)-uronsäure-derivate |
| DK0716658T3 (da) * | 1993-08-30 | 1997-12-22 | Bayer Ag | Glycosylamider af 2-aminocylamino-2-desoxysukkerarter |
| AU4371996A (en) * | 1994-12-16 | 1996-07-03 | Alcon Laboratories, Inc. | Ophthalmic formulations of substituted glycosides |
| US6290971B1 (en) * | 1995-06-15 | 2001-09-18 | Aventis Pasteur Limited | Adjuvant compositions comprising a mineral salt and another immunostimulating compound |
| US5872111A (en) * | 1997-05-19 | 1999-02-16 | Lever Brothers Company, Division Of Conopco, Inc. | Compositions comprising glycosylamide surfactants |
| US6670330B1 (en) * | 2000-05-01 | 2003-12-30 | Theodore J. Lampidis | Cancer chemotherapy with 2-deoxy-D-glucose |
| JP3664401B2 (ja) * | 2003-01-22 | 2005-06-29 | 独立行政法人科学技術振興機構 | Ｎ−グリコシド型糖脂質及びこれから成る中空繊維状有機ナノチューブ |
| US20050008699A1 (en) * | 2003-07-11 | 2005-01-13 | Fred Wehling | Effervescent glucosamine composition |
| PL1991266T3 (pl) | 2006-01-26 | 2013-11-29 | Zoetis Services Llc | Nowe kompozycje adiuwantów glikolipidowych |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2808402A (en) * | 1954-08-19 | 1957-10-01 | Rohm & Haas | Method for preparing nu-sorbitylcarbamates |
| DE1261861B (de) * | 1963-08-22 | 1968-02-29 | Dehydag Gmbh | Verfahren zur Herstellung von Glycaminabkoemmlingen |
| FR2187324B1 (enExample) * | 1972-06-14 | 1975-06-20 | Rech Pharmaceut Sc | |
| US4228274A (en) * | 1976-09-28 | 1980-10-14 | Merck & Co., Inc. | 1-Substituted glycopyranosides |
| JPS5649396A (en) * | 1979-09-28 | 1981-05-02 | Dai Ichi Seiyaku Co Ltd | Novel muramyldipeptide derivative |
| DE3213650A1 (de) * | 1982-04-14 | 1983-10-27 | Bayer Ag, 5090 Leverkusen | N-glycosylierte carbonsaeureamid-derivate, verfahren zu ihrer herstellung sowie ihre verwendung zur beeinflussung der koerpereigenen abwehr |
-
1982
- 1982-04-14 DE DE19823213650 patent/DE3213650A1/de not_active Withdrawn
-
1983
- 1983-03-21 AU AU12615/83A patent/AU561016B2/en not_active Ceased
- 1983-03-29 NO NO831163A patent/NO157145C/no unknown
- 1983-04-05 PT PT76502A patent/PT76502B/pt unknown
- 1983-04-06 DE DE8383103325T patent/DE3369851D1/de not_active Expired
- 1983-04-06 AT AT83103325T patent/ATE25525T1/de not_active IP Right Cessation
- 1983-04-06 EP EP83103325A patent/EP0091645B1/de not_active Expired
- 1983-04-08 JP JP58061065A patent/JPS58188891A/ja active Granted
- 1983-04-11 IL IL68350A patent/IL68350A/xx unknown
- 1983-04-12 GR GR71057A patent/GR78512B/el unknown
- 1983-04-12 CA CA000425694A patent/CA1230594A/en not_active Expired
- 1983-04-12 PH PH28763A patent/PH25527A/en unknown
- 1983-04-12 FI FI831230A patent/FI75172C/fi not_active IP Right Cessation
- 1983-04-13 IE IE840/83A patent/IE55112B1/en unknown
- 1983-04-13 DK DK162883A patent/DK162883A/da not_active Application Discontinuation
- 1983-04-13 ZA ZA832580A patent/ZA832580B/xx unknown
- 1983-04-13 ES ES521422A patent/ES521422A0/es active Granted
- 1983-04-14 KR KR1019830001562A patent/KR920000312B1/ko not_active Expired
- 1983-04-14 HU HU831306A patent/HU194262B/hu not_active IP Right Cessation
-
1985
- 1985-04-19 US US06/725,060 patent/US4683222A/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| FI75172B (fi) | 1988-01-29 |
| DK162883A (da) | 1983-10-15 |
| ES8402313A1 (es) | 1984-01-16 |
| ES521422A0 (es) | 1984-01-16 |
| EP0091645A1 (de) | 1983-10-19 |
| PH25527A (en) | 1991-07-24 |
| IL68350A0 (en) | 1983-07-31 |
| DK162883D0 (da) | 1983-04-13 |
| AU561016B2 (en) | 1987-04-30 |
| PT76502B (en) | 1985-12-10 |
| ATE25525T1 (de) | 1987-03-15 |
| JPH0140036B2 (enExample) | 1989-08-24 |
| PT76502A (en) | 1983-05-01 |
| AU1261583A (en) | 1983-10-20 |
| JPS58188891A (ja) | 1983-11-04 |
| IL68350A (en) | 1988-09-30 |
| NO157145B (no) | 1987-10-19 |
| DE3369851D1 (en) | 1987-04-02 |
| US4683222A (en) | 1987-07-28 |
| KR920000312B1 (ko) | 1992-01-11 |
| FI831230A0 (fi) | 1983-04-12 |
| ZA832580B (en) | 1984-01-25 |
| HU194262B (en) | 1988-01-28 |
| EP0091645B1 (de) | 1987-02-25 |
| KR840004761A (ko) | 1984-10-24 |
| IE830840L (en) | 1983-10-14 |
| FI831230L (fi) | 1983-10-15 |
| NO157145C (no) | 1988-01-27 |
| CA1230594A (en) | 1987-12-22 |
| NO831163L (no) | 1983-10-17 |
| IE55112B1 (en) | 1990-06-06 |
| DE3213650A1 (de) | 1983-10-27 |
| GR78512B (enExample) | 1984-09-27 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM | Patent lapsed |
Owner name: BAYER AKTIENGESELLSCHAFT |