NL8000005A - 3',4'-didesoxykanamycine a en een 1-n-((s)-alfa- -hydroxy-omega-aminoalkanoyl) derivaat daarvan. - Google Patents
3',4'-didesoxykanamycine a en een 1-n-((s)-alfa- -hydroxy-omega-aminoalkanoyl) derivaat daarvan. Download PDFInfo
- Publication number
- NL8000005A NL8000005A NL8000005A NL8000005A NL8000005A NL 8000005 A NL8000005 A NL 8000005A NL 8000005 A NL8000005 A NL 8000005A NL 8000005 A NL8000005 A NL 8000005A NL 8000005 A NL8000005 A NL 8000005A
- Authority
- NL
- Netherlands
- Prior art keywords
- compound
- kanamycin
- formula
- group
- hydroxy
- Prior art date
Links
- 229960000318 kanamycin Drugs 0.000 claims description 200
- 150000001875 compounds Chemical class 0.000 claims description 132
- -1 (s) -2-hydroxy-4-aminobutyryl Chemical group 0.000 claims description 109
- 238000000034 method Methods 0.000 claims description 104
- 125000006239 protecting group Chemical group 0.000 claims description 85
- SBUJHOSQTJFQJX-NOAMYHISSA-N kanamycin Chemical class O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CN)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O[C@@H]2[C@@H]([C@@H](N)[C@H](O)[C@@H](CO)O2)O)[C@H](N)C[C@@H]1N SBUJHOSQTJFQJX-NOAMYHISSA-N 0.000 claims description 66
- 229910052725 zinc Inorganic materials 0.000 claims description 64
- 239000011701 zinc Substances 0.000 claims description 64
- 229930182823 kanamycin A Natural products 0.000 claims description 57
- FVAUCKIRQBBSSJ-UHFFFAOYSA-M sodium iodide Chemical compound [Na+].[I-] FVAUCKIRQBBSSJ-UHFFFAOYSA-M 0.000 claims description 57
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 55
- 230000008569 process Effects 0.000 claims description 54
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 50
- 238000006243 chemical reaction Methods 0.000 claims description 49
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 47
- QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Substances CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 41
- 239000003960 organic solvent Substances 0.000 claims description 40
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 36
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- 239000001257 hydrogen Substances 0.000 claims description 35
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- 239000002184 metal Substances 0.000 claims description 28
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 26
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- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 13
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- 150000003752 zinc compounds Chemical class 0.000 description 1
- UGZADUVQMDAIAO-UHFFFAOYSA-L zinc hydroxide Chemical compound [OH-].[OH-].[Zn+2] UGZADUVQMDAIAO-UHFFFAOYSA-L 0.000 description 1
- 229940007718 zinc hydroxide Drugs 0.000 description 1
- 229910021511 zinc hydroxide Inorganic materials 0.000 description 1
- 229910052984 zinc sulfide Inorganic materials 0.000 description 1
- DRDVZXDWVBGGMH-UHFFFAOYSA-N zinc;sulfide Chemical compound [S-2].[Zn+2] DRDVZXDWVBGGMH-UHFFFAOYSA-N 0.000 description 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
- C07H15/20—Carbocyclic rings
- C07H15/22—Cyclohexane rings, substituted by nitrogen atoms
- C07H15/222—Cyclohexane rings substituted by at least two nitrogen atoms
- C07H15/226—Cyclohexane rings substituted by at least two nitrogen atoms with at least two saccharide radicals directly attached to the cyclohexane rings
- C07H15/234—Cyclohexane rings substituted by at least two nitrogen atoms with at least two saccharide radicals directly attached to the cyclohexane rings attached to non-adjacent ring carbon atoms of the cyclohexane rings, e.g. kanamycins, tobramycin, nebramycin, gentamicin A2
-
- 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
- A61P31/04—Antibacterial agents
-
- 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)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Genetics & Genomics (AREA)
- Biotechnology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Animal Behavior & Ethology (AREA)
- Oncology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Communicable Diseases (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Saccharide Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1140279 | 1979-02-05 | ||
| JP1140279A JPS55105699A (en) | 1979-02-05 | 1979-02-05 | 3',4'-dideoxykanamycin a and its 1-n-aminoalkanoyl derivative |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NL8000005A true NL8000005A (nl) | 1980-08-07 |
Family
ID=11777015
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NL8000005A NL8000005A (nl) | 1979-02-05 | 1980-01-02 | 3',4'-didesoxykanamycine a en een 1-n-((s)-alfa- -hydroxy-omega-aminoalkanoyl) derivaat daarvan. |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US4298727A (OSRAM) |
| JP (1) | JPS55105699A (OSRAM) |
| AT (1) | AT371479B (OSRAM) |
| AU (1) | AU535371B2 (OSRAM) |
| BE (1) | BE881251A (OSRAM) |
| DE (1) | DE3004178A1 (OSRAM) |
| ES (2) | ES8101623A1 (OSRAM) |
| FR (1) | FR2447934B1 (OSRAM) |
| GB (1) | GB2043634B (OSRAM) |
| IT (1) | IT1147712B (OSRAM) |
| NL (1) | NL8000005A (OSRAM) |
| SE (1) | SE446005B (OSRAM) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5953498A (ja) * | 1982-09-20 | 1984-03-28 | Microbial Chem Res Found | ５，２′，３′，４′，４″，６″−ヘキサデオキシカナマイシンおよびその１−ｎ−アシル誘導体 |
| JPS6041692A (ja) * | 1983-08-15 | 1985-03-05 | Microbial Chem Res Found | ２′，３′−ジデオキシカナマイシンａ誘導体 |
| US4656160A (en) * | 1984-11-29 | 1987-04-07 | Fujisawa Pharmaceutical Co., Ltd. | Aminoglycoside derivatives |
| JPH01126284U (OSRAM) * | 1988-02-19 | 1989-08-29 |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2931798A (en) * | 1956-09-05 | 1960-04-05 | Umezawa Hamao | Kanamycin and processes for the preparation thereof |
| USRE28647E (en) | 1971-06-02 | 1975-12-09 | Preparation of 3-4 dideoxykanamycin B active against resistant bacteria | |
| US3781268A (en) * | 1972-01-27 | 1973-12-25 | Bristol Myers Co | Antibiotic derivatives of kanamycin |
| JPS5220991B2 (OSRAM) * | 1972-08-23 | 1977-06-07 | ||
| US4001208A (en) * | 1972-10-06 | 1977-01-04 | Zaidan Hojin Biseibutsu Kagaku Kenkyo Kai | 1-N-[(S)-α-hydroxy-ω-aminoacyl] |
| US4107424A (en) * | 1972-10-06 | 1978-08-15 | Zaidan Hojin Biseibutsu Kagaku Kenkyu Kai | 1-N-[(S)-α-hydroxy-ω-aminoacyl] derivatives of 3',4'-dideoxykanamycin B and 3'-deoxykanamycin B antibiotics |
| US3886139A (en) * | 1973-02-23 | 1975-05-27 | Bristol Myers Co | Derivatives of kanamycin |
| US3904597A (en) * | 1973-02-23 | 1975-09-09 | Bristol Myers Co | Antibiotic derivatives |
| US4170642A (en) * | 1973-10-01 | 1979-10-09 | Zaidan Hojin Biseibutsu Kagaku Kenkyu Kai | Derivatives of kanamycin A |
| JPS51127045A (en) * | 1975-04-24 | 1976-11-05 | Microbial Chem Res Found | A process for preparing 3'- deoxykanamycin a derivatives. |
| US4147861A (en) * | 1975-09-24 | 1979-04-03 | Zaidan Hojin Biseibutsu Kagaku Kenkyu Kai | 1N-(α-Hydroxy-ω-aminoalkanoyl)-6'N-methyl-3',4'-dideoxykanamycin B and the production thereof |
| JPS6029720B2 (ja) * | 1975-12-11 | 1985-07-12 | 財団法人微生物化学研究会 | ３′，４′‐ジデオキシカナマイシンｂの新規な製造法 |
| JPS52153942A (en) * | 1976-06-16 | 1977-12-21 | Microbial Chem Res Found | Preparation of kanamicin c deoxy derivatives and kanamicine c or its deoxy derivatives |
| JPS6052719B2 (ja) * | 1976-12-16 | 1985-11-20 | 財団法人微生物化学研究会 | ３′，４′−ジデオキシカナマイシンｂの新規な製造法 |
| IE48972B1 (en) * | 1978-11-11 | 1985-06-26 | Microbial Chem Res Found | The production of a selectively protected n-acylated derivative of an aminoglycosidic antibiotic |
-
1979
- 1979-02-05 JP JP1140279A patent/JPS55105699A/ja active Granted
- 1979-12-28 SE SE7910734A patent/SE446005B/sv not_active IP Right Cessation
-
1980
- 1980-01-02 NL NL8000005A patent/NL8000005A/nl not_active Application Discontinuation
- 1980-01-21 AU AU54767/80A patent/AU535371B2/en not_active Ceased
- 1980-01-21 BE BE2/58350A patent/BE881251A/fr not_active IP Right Cessation
- 1980-01-23 US US06/114,779 patent/US4298727A/en not_active Expired - Lifetime
- 1980-02-01 GB GB8003417A patent/GB2043634B/en not_active Expired
- 1980-02-04 IT IT67167/80A patent/IT1147712B/it active
- 1980-02-04 AT AT0058880A patent/AT371479B/de not_active IP Right Cessation
- 1980-02-04 FR FR8002740A patent/FR2447934B1/fr not_active Expired
- 1980-02-05 ES ES488285A patent/ES8101623A1/es not_active Expired
- 1980-02-05 DE DE19803004178 patent/DE3004178A1/de active Granted
- 1980-09-16 ES ES495096A patent/ES495096A0/es active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| IT1147712B (it) | 1986-11-26 |
| JPS55105699A (en) | 1980-08-13 |
| AU5476780A (en) | 1980-08-14 |
| SE446005B (sv) | 1986-08-04 |
| GB2043634B (en) | 1983-10-12 |
| FR2447934A1 (fr) | 1980-08-29 |
| ES8202832A1 (es) | 1982-02-01 |
| JPS633874B2 (OSRAM) | 1988-01-26 |
| AU535371B2 (en) | 1984-03-15 |
| US4298727A (en) | 1981-11-03 |
| BE881251A (fr) | 1980-05-16 |
| DE3004178C2 (OSRAM) | 1988-02-18 |
| ES488285A0 (es) | 1980-12-16 |
| ES8101623A1 (es) | 1980-12-16 |
| DE3004178A1 (de) | 1980-08-07 |
| IT8067167A0 (it) | 1980-02-04 |
| ATA58880A (de) | 1982-11-15 |
| AT371479B (de) | 1983-06-27 |
| ES495096A0 (es) | 1982-02-01 |
| FR2447934B1 (fr) | 1985-06-14 |
| SE7910734L (sv) | 1980-08-06 |
| GB2043634A (en) | 1980-10-08 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| BA | A request for search or an international-type search has been filed | ||
| BB | A search report has been drawn up | ||
| A85 | Still pending on 85-01-01 | ||
| BC | A request for examination has been filed | ||
| BV | The patent application has lapsed |