GB1312148A - Mutilin derivatives - Google Patents
Mutilin derivativesInfo
- Publication number
- GB1312148A GB1312148A GB3350470A GB3350470A GB1312148A GB 1312148 A GB1312148 A GB 1312148A GB 3350470 A GB3350470 A GB 3350470A GB 3350470 A GB3350470 A GB 3350470A GB 1312148 A GB1312148 A GB 1312148A
- Authority
- GB
- United Kingdom
- Prior art keywords
- hydrogen
- compound
- vinyl
- give
- alkyl
- 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
- STZYTFJPGGDRJD-NHUWBDDWSA-N retapamulin Chemical class C([C@H]([C@@]1(C)[C@@H](C[C@@](C)(C=C)[C@@H](O)[C@@H]2C)OC(=O)CS[C@@H]3C[C@H]4CC[C@H](N4C)C3)C)C[C@]32[C@H]1C(=O)CC3 STZYTFJPGGDRJD-NHUWBDDWSA-N 0.000 title abstract 5
- 229910052739 hydrogen Inorganic materials 0.000 abstract 15
- 239000001257 hydrogen Substances 0.000 abstract 15
- 150000001875 compounds Chemical class 0.000 abstract 13
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 11
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 abstract 8
- 229920002554 vinyl polymer Polymers 0.000 abstract 8
- 125000000217 alkyl group Chemical group 0.000 abstract 5
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 3
- 238000006243 chemical reaction Methods 0.000 abstract 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 3
- 150000002431 hydrogen Chemical class 0.000 abstract 3
- OBUUFWIMEGVAQS-UHFFFAOYSA-N Pleuromutenol Natural products CC1C(O)C(C)(C=C)CC(O)C2(C)C(C)CCC31C2C(=O)CC3 OBUUFWIMEGVAQS-UHFFFAOYSA-N 0.000 abstract 2
- ZRZNJUXESFHSIO-UHFFFAOYSA-N Pleuromutilin Natural products CC1C(O)C(C)(C=C)CC(OC(=O)CO)C2(C)C(C)CCC31C2C(=O)CC3 ZRZNJUXESFHSIO-UHFFFAOYSA-N 0.000 abstract 2
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 abstract 2
- 229910052783 alkali metal Inorganic materials 0.000 abstract 2
- -1 bromo, iodo Chemical group 0.000 abstract 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 2
- ZRZNJUXESFHSIO-VYTKZBNOSA-N pleuromutilin Chemical compound C([C@H]([C@]1(C)[C@@H](C[C@@](C)(C=C)[C@@H](O)[C@@H]2C)OC(=O)CO)C)C[C@]32[C@H]1C(=O)CC3 ZRZNJUXESFHSIO-VYTKZBNOSA-N 0.000 abstract 2
- 229960002771 retapamulin Drugs 0.000 abstract 2
- 238000007127 saponification reaction Methods 0.000 abstract 2
- 125000000858 thiocyanato group Chemical group *SC#N 0.000 abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 230000002378 acidificating effect Effects 0.000 abstract 1
- 150000001340 alkali metals Chemical group 0.000 abstract 1
- 239000004411 aluminium Substances 0.000 abstract 1
- 229910052782 aluminium Inorganic materials 0.000 abstract 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 239000003125 aqueous solvent Substances 0.000 abstract 1
- 125000000852 azido group Chemical group *N=[N+]=[N-] 0.000 abstract 1
- 239000002585 base Substances 0.000 abstract 1
- 125000001246 bromo group Chemical group Br* 0.000 abstract 1
- 239000003610 charcoal Substances 0.000 abstract 1
- 125000001309 chloro group Chemical group Cl* 0.000 abstract 1
- 229940125890 compound Ia Drugs 0.000 abstract 1
- 238000006193 diazotization reaction Methods 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 238000005984 hydrogenation reaction Methods 0.000 abstract 1
- 229910052500 inorganic mineral Inorganic materials 0.000 abstract 1
- 125000002346 iodo group Chemical group I* 0.000 abstract 1
- 239000011707 mineral Substances 0.000 abstract 1
- 230000001590 oxidative effect Effects 0.000 abstract 1
- 239000000843 powder Substances 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- XTHPWXDJESJLNJ-UHFFFAOYSA-N sulfurochloridic acid Chemical compound OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C247/00—Compounds containing azido groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D229/00—Heterocyclic compounds containing rings of less than five members having two nitrogen atoms as the only ring hetero atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pyridine Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT722369A AT301753B (de) | 1969-07-25 | 1969-07-25 | Verfahren zur Herstellung neuer Pleuromutilin-Derivate |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1312148A true GB1312148A (en) | 1973-04-04 |
Family
ID=3593920
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3350470A Expired GB1312148A (en) | 1969-07-25 | 1970-07-10 | Mutilin derivatives |
Country Status (13)
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0013768A1 (en) * | 1979-01-12 | 1980-08-06 | Sandoz Ag | New pleuromutilin derivatives, their production and pharmaceutical compositions containing them |
| EP2014640A1 (en) * | 2007-07-13 | 2009-01-14 | Nabriva Therapeutics AG | Pleuromutilin derivatives |
| EP2014645A1 (en) * | 2007-07-13 | 2009-01-14 | Nabriva Therapeutics AG | Pleuromutilin derivatives and their use as antimicrobials |
| WO2021219399A1 (en) * | 2020-04-28 | 2021-11-04 | Nabriva Therapeutics GmbH | Novel 12-epi-mutilin compounds, process for preparing the same and uses thereof |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4208326A (en) * | 1971-10-05 | 1980-06-17 | Sandoz Ltd. | Pleuromutilin esters |
| BE789629A (fr) * | 1971-10-05 | 1973-04-03 | Sandoz Sa | Nouveaux derives de la pleuromutiline, leur preparation et leurapplication en therapeutique |
| US4107164A (en) * | 1971-10-05 | 1978-08-15 | Sandoz Ltd. | Certain pleuromulilin ester derivatives |
| GB0017031D0 (en) * | 2000-07-11 | 2000-08-30 | Biochemie Gmbh | Antimicrobials |
| GB0308114D0 (en) * | 2003-04-08 | 2003-05-14 | Glaxo Group Ltd | Novel compounds |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AT261804B (de) * | 1964-04-17 | 1968-05-10 | Biochemie Gmbh | Verfahren zur Herstellung von neuen wasserlöslichen, antibiotisch wirksamen Verbindungen |
-
1969
- 1969-07-25 AT AT722369A patent/AT301753B/de not_active IP Right Cessation
-
1970
- 1970-07-10 GB GB3350470A patent/GB1312148A/en not_active Expired
- 1970-07-15 NL NL7010444A patent/NL7010444A/xx not_active Application Discontinuation
- 1970-07-21 DE DE2066118A patent/DE2066118C3/de not_active Expired
- 1970-07-21 DE DE2036027A patent/DE2036027C3/de not_active Expired
- 1970-07-23 PL PL1970142234A patent/PL79777B1/pl unknown
- 1970-07-23 PL PL1970172425A patent/PL88867B1/pl unknown
- 1970-07-23 IL IL34980A patent/IL34980A/xx unknown
- 1970-07-23 SE SE10173/70A patent/SE369712B/xx unknown
- 1970-07-23 CA CA088,942A patent/CA986102A/en not_active Expired
- 1970-07-23 JP JP45064009A patent/JPS5010590B1/ja active Pending
- 1970-07-23 FR FR707027253A patent/FR2059559B1/fr not_active Expired
- 1970-07-23 ES ES382075A patent/ES382075A1/es not_active Expired
- 1970-07-24 CS CS5251A patent/CS172913B2/cs unknown
- 1970-07-24 ZA ZA705091A patent/ZA705091B/xx unknown
-
1971
- 1971-02-25 ES ES388613A patent/ES388613A1/es not_active Expired
- 1971-02-25 ES ES388614A patent/ES388614A1/es not_active Expired
-
1974
- 1974-01-11 JP JP49006084A patent/JPS5010857B1/ja active Pending
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0013768A1 (en) * | 1979-01-12 | 1980-08-06 | Sandoz Ag | New pleuromutilin derivatives, their production and pharmaceutical compositions containing them |
| DK155669B (da) * | 1979-01-12 | 1989-05-01 | Sandoz Ag | Analogifremgangsmaade til fremstilling af pleuromutilinderivater |
| EP2014640A1 (en) * | 2007-07-13 | 2009-01-14 | Nabriva Therapeutics AG | Pleuromutilin derivatives |
| EP2014645A1 (en) * | 2007-07-13 | 2009-01-14 | Nabriva Therapeutics AG | Pleuromutilin derivatives and their use as antimicrobials |
| WO2009009813A1 (en) * | 2007-07-13 | 2009-01-22 | Nabriva Therapeutics Ag | Organic compounds |
| WO2009009812A1 (en) * | 2007-07-13 | 2009-01-22 | Nabriva Therapeutics Ag | Pleuromutilin derivatives and their use as antimicrobials |
| US8173685B2 (en) | 2007-07-13 | 2012-05-08 | Nabriva Therapeutics Ag | Pleuromutilin derivatives and their use as antimicrobials |
| EA019806B1 (ru) * | 2007-07-13 | 2014-06-30 | Набрива Терапьютикс Аг | Производные плевромутилина и их применение в качестве антимикробных средств |
| US9061980B2 (en) | 2007-07-13 | 2015-06-23 | Nabriva Therapeutics, Ag | Organic compounds |
| WO2021219399A1 (en) * | 2020-04-28 | 2021-11-04 | Nabriva Therapeutics GmbH | Novel 12-epi-mutilin compounds, process for preparing the same and uses thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| ES382075A1 (es) | 1973-04-01 |
| AT301753B (de) | 1972-09-25 |
| PL88867B1 (enrdf_load_stackoverflow) | 1976-10-30 |
| JPS5010590B1 (enrdf_load_stackoverflow) | 1975-04-22 |
| DE2066118B1 (de) | 1980-08-28 |
| ES388614A1 (es) | 1974-02-16 |
| IL34980A0 (en) | 1970-09-17 |
| NL7010444A (enrdf_load_stackoverflow) | 1971-01-27 |
| DE2066118C3 (de) | 1981-07-16 |
| DE2036027C3 (de) | 1981-12-17 |
| DE2036027B2 (de) | 1980-10-23 |
| ES388613A1 (es) | 1974-02-16 |
| CS172913B2 (enrdf_load_stackoverflow) | 1977-01-28 |
| DE2036027A1 (de) | 1971-02-18 |
| FR2059559A1 (enrdf_load_stackoverflow) | 1971-06-04 |
| IL34980A (en) | 1974-09-10 |
| PL79777B1 (enrdf_load_stackoverflow) | 1975-06-30 |
| JPS5010857B1 (enrdf_load_stackoverflow) | 1975-04-24 |
| SE369712B (enrdf_load_stackoverflow) | 1974-09-16 |
| ZA705091B (en) | 1972-02-23 |
| CA986102A (en) | 1976-03-23 |
| FR2059559B1 (enrdf_load_stackoverflow) | 1973-08-10 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |