IE42455L - Alkylated derivatives of antibiotic bm 123 - Google Patents
Alkylated derivatives of antibiotic bm 123Info
- Publication number
- IE42455L IE42455L IE752651A IE265175A IE42455L IE 42455 L IE42455 L IE 42455L IE 752651 A IE752651 A IE 752651A IE 265175 A IE265175 A IE 265175A IE 42455 L IE42455 L IE 42455L
- Authority
- IE
- Ireland
- Prior art keywords
- amino group
- alkylation
- aldehydes
- ketones
- gamma
- Prior art date
Links
- 230000003115 biocidal effect Effects 0.000 title 1
- 150000001299 aldehydes Chemical class 0.000 abstract 2
- 150000002576 ketones Chemical class 0.000 abstract 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 2
- ZSPJOQBEUKQIIA-KWUZUVEWSA-N (e)-3-[4-[(2r,3r,4s,5s,6r)-5-[[(2s,3r,4r,5r)-5-[[(3as,6s,7r,7ar)-7-(carbamoylamino)-2-oxo-1,3a,4,6,7,7a-hexahydropyrano[4,3-d][1,3]oxazol-6-yl]oxy]-3-(carbamoylamino)-4-hydroxyoxan-2-yl]carbamoylamino]-3-(diaminomethylideneamino)-4-hydroxy-6-methyloxan-2- Chemical compound Cl.O([C@H]1O[C@@H]([C@H]([C@H](O)[C@H]1N=C(N)N)NC(=O)N[C@@H]1[C@@H]([C@@H](O)[C@H](O[C@H]2[C@@H]([C@H]3NC(=O)O[C@@H]3CO2)NC(N)=O)CO1)NC(N)=O)C)C1=CC=C(\C=C\C(=O)NCCCNCCCCN)C=C1 ZSPJOQBEUKQIIA-KWUZUVEWSA-N 0.000 abstract 1
- 208000035473 Communicable disease Diseases 0.000 abstract 1
- 238000007126 N-alkylation reaction Methods 0.000 abstract 1
- 230000029936 alkylation Effects 0.000 abstract 1
- 238000005804 alkylation reaction Methods 0.000 abstract 1
- 239000003242 anti bacterial agent Substances 0.000 abstract 1
- 230000000844 anti-bacterial effect Effects 0.000 abstract 1
- 229940088710 antibiotic agent Drugs 0.000 abstract 1
- 239000003153 chemical reaction reagent Substances 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 230000003389 potentiating effect Effects 0.000 abstract 1
- 238000005932 reductive alkylation reaction Methods 0.000 abstract 1
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 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
- C07H15/20—Carbocyclic rings
- C07H15/203—Monocyclic carbocyclic rings other than cyclohexane rings; Bicyclic carbocyclic ring systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Saccharide Compounds (AREA)
- Medicines Containing Material From Animals Or Micro-Organisms (AREA)
Abstract
Reductive alkylation with aldehydes R1-CHO or ketones R2-CO-R3 results in alkylation of the antibiotics BM 123 gamma 1, gamma 2 or mixtures thereof at the terminal primary amino group. With ketones there is single N-alkylation, while with aldehydes the primary amino group is substituted once or twice, depending on the amount of reagents, and the proximal secondary amino group on the side chain can likewise be alkylated. The meanings of R1, R2 and R3 are to be found in Claim 1. The resulting derivatives have a potent antibacterial action; they can be used for the treatment of infectious diseases.
[GB1536153A]
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US52986274A | 1974-12-05 | 1974-12-05 | |
| US61297575A | 1975-09-12 | 1975-09-12 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE42455L true IE42455L (en) | 1976-06-05 |
| IE42455B1 IE42455B1 (en) | 1980-08-13 |
Family
ID=27063126
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE2651/75A IE42455B1 (en) | 1974-12-05 | 1975-12-05 | Alkylated derivatives of antibiotic bm123 |
| IE1836/76A IE44567B1 (en) | 1974-12-05 | 1975-12-05 | Antibiotic bm123 and production thereof |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE1836/76A IE44567B1 (en) | 1974-12-05 | 1975-12-05 | Antibiotic bm123 and production thereof |
Country Status (25)
| Country | Link |
|---|---|
| JP (1) | JPS51125279A (en) |
| AR (1) | AR215581A1 (en) |
| BG (1) | BG26404A3 (en) |
| CA (1) | CA1072547A (en) |
| CH (1) | CH626895A5 (en) |
| DD (1) | DD124602A5 (en) |
| DE (1) | DE2553927C3 (en) |
| DK (1) | DK547975A (en) |
| EG (1) | EG12248A (en) |
| FI (1) | FI753415A7 (en) |
| FR (1) | FR2293212A1 (en) |
| GB (1) | GB1536153A (en) |
| GR (1) | GR58534B (en) |
| HK (1) | HK80779A (en) |
| HU (1) | HU177070B (en) |
| IE (2) | IE42455B1 (en) |
| IL (1) | IL48476A (en) |
| LU (1) | LU73930A1 (en) |
| NL (1) | NL165469C (en) |
| NO (1) | NO754011L (en) |
| NZ (1) | NZ179276A (en) |
| RO (1) | RO74426B (en) |
| SE (1) | SE7513707L (en) |
| YU (1) | YU304975A (en) |
| ZM (1) | ZM16475A1 (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA1087537A (en) * | 1975-08-21 | 1980-10-14 | John H. E. J. Martin | Antibiotic bm123 and production thereof |
| US4112219A (en) * | 1977-07-13 | 1978-09-05 | American Cyanamid Company | Acyl derivatives of antibiotic BM123γ |
-
1975
- 1975-11-14 IL IL48476A patent/IL48476A/en unknown
- 1975-11-18 NZ NZ179276A patent/NZ179276A/en unknown
- 1975-11-25 GR GR49451A patent/GR58534B/en unknown
- 1975-11-26 CA CA240,497A patent/CA1072547A/en not_active Expired
- 1975-11-27 AR AR261375A patent/AR215581A1/en active
- 1975-11-27 ZM ZM164/75A patent/ZM16475A1/en unknown
- 1975-11-27 NO NO754011A patent/NO754011L/no unknown
- 1975-12-01 DE DE2553927A patent/DE2553927C3/en not_active Expired
- 1975-12-03 YU YU03049/75A patent/YU304975A/en unknown
- 1975-12-03 LU LU73930A patent/LU73930A1/xx unknown
- 1975-12-03 RO RO84081A patent/RO74426B/en unknown
- 1975-12-04 SE SE7513707A patent/SE7513707L/en not_active Application Discontinuation
- 1975-12-04 FR FR7537174A patent/FR2293212A1/en active Granted
- 1975-12-04 HU HU75AE456A patent/HU177070B/en unknown
- 1975-12-04 CH CH1581275A patent/CH626895A5/en not_active IP Right Cessation
- 1975-12-04 DK DK547975A patent/DK547975A/en not_active Application Discontinuation
- 1975-12-04 FI FI753415A patent/FI753415A7/fi not_active Application Discontinuation
- 1975-12-05 JP JP50144097A patent/JPS51125279A/en active Pending
- 1975-12-05 IE IE2651/75A patent/IE42455B1/en unknown
- 1975-12-05 IE IE1836/76A patent/IE44567B1/en unknown
- 1975-12-05 BG BG031708A patent/BG26404A3/en unknown
- 1975-12-05 NL NL7514234.A patent/NL165469C/en not_active IP Right Cessation
- 1975-12-05 DD DD189912A patent/DD124602A5/xx unknown
- 1975-12-05 GB GB50093/75A patent/GB1536153A/en not_active Expired
- 1975-12-06 EG EG75719A patent/EG12248A/en active
-
1979
- 1979-11-22 HK HK807/79A patent/HK80779A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DD124602A5 (en) | 1977-03-02 |
| EG12248A (en) | 1978-12-31 |
| DK547975A (en) | 1976-06-06 |
| RO74426A (en) | 1983-04-29 |
| IE42455B1 (en) | 1980-08-13 |
| HK80779A (en) | 1979-11-30 |
| JPS51125279A (en) | 1976-11-01 |
| LU73930A1 (en) | 1976-07-01 |
| CA1072547A (en) | 1980-02-26 |
| RO74426B (en) | 1983-04-30 |
| IL48476A (en) | 1980-12-31 |
| NL165469B (en) | 1980-11-17 |
| SE7513707L (en) | 1976-06-08 |
| BG26404A3 (en) | 1979-03-15 |
| CH626895A5 (en) | 1981-12-15 |
| GB1536153A (en) | 1978-12-20 |
| DE2553927B2 (en) | 1979-10-18 |
| DE2553927A1 (en) | 1976-06-16 |
| DE2553927C3 (en) | 1980-07-03 |
| YU304975A (en) | 1982-05-31 |
| NO754011L (en) | 1976-06-09 |
| NL165469C (en) | 1981-04-15 |
| FR2293212B1 (en) | 1980-06-27 |
| AR215581A1 (en) | 1979-10-31 |
| FR2293212A1 (en) | 1976-07-02 |
| NZ179276A (en) | 1978-06-20 |
| IL48476A0 (en) | 1976-01-30 |
| ZM16475A1 (en) | 1977-03-21 |
| AU8659675A (en) | 1977-06-02 |
| HU177070B (en) | 1981-07-28 |
| GR58534B (en) | 1977-10-31 |
| IE44567B1 (en) | 1982-01-13 |
| FI753415A7 (en) | 1976-06-06 |
| NL7514234A (en) | 1976-06-09 |
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