PL416691A1 - Chiral ionic liquids with salicylate anion, method for producing them and applications - Google Patents
Chiral ionic liquids with salicylate anion, method for producing them and applicationsInfo
- Publication number
- PL416691A1 PL416691A1 PL416691A PL41669116A PL416691A1 PL 416691 A1 PL416691 A1 PL 416691A1 PL 416691 A PL416691 A PL 416691A PL 41669116 A PL41669116 A PL 41669116A PL 416691 A1 PL416691 A1 PL 416691A1
- Authority
- PL
- Poland
- Prior art keywords
- ionic liquids
- chiral ionic
- salicylate
- anion
- application
- Prior art date
Links
- 239000002608 ionic liquid Substances 0.000 title abstract 4
- YGSDEFSMJLZEOE-UHFFFAOYSA-M salicylate Chemical compound OC1=CC=CC=C1C([O-])=O YGSDEFSMJLZEOE-UHFFFAOYSA-M 0.000 title abstract 4
- 238000004519 manufacturing process Methods 0.000 title 1
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 abstract 6
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 abstract 2
- 229910052757 nitrogen Inorganic materials 0.000 abstract 2
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 abstract 2
- JDIIGWSSTNUWGK-UHFFFAOYSA-N 1h-imidazol-3-ium;chloride Chemical compound [Cl-].[NH2+]1C=CN=C1 JDIIGWSSTNUWGK-UHFFFAOYSA-N 0.000 abstract 1
- 241000589513 Burkholderia cepacia Species 0.000 abstract 1
- 102000004882 Lipase Human genes 0.000 abstract 1
- 108090001060 Lipase Proteins 0.000 abstract 1
- 239000004367 Lipase Substances 0.000 abstract 1
- 230000004913 activation Effects 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000000129 anionic group Chemical group 0.000 abstract 1
- 150000001450 anions Chemical class 0.000 abstract 1
- 239000004599 antimicrobial Substances 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 125000002091 cationic group Chemical group 0.000 abstract 1
- 125000000524 functional group Chemical group 0.000 abstract 1
- 235000019421 lipase Nutrition 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- JUJWROOIHBZHMG-UHFFFAOYSA-O pyridinium Chemical compound C1=CC=[NH+]C=C1 JUJWROOIHBZHMG-UHFFFAOYSA-O 0.000 abstract 1
- 229960001860 salicylate Drugs 0.000 abstract 1
- 229960004889 salicylic acid Drugs 0.000 abstract 1
- 159000000000 sodium salts Chemical class 0.000 abstract 1
- 230000006641 stabilisation Effects 0.000 abstract 1
- 238000011105 stabilization Methods 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Cephalosporin Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Przedmiotem zgłoszenia są chiralne ciecze jonowe z anionem salicylanowym o wzorze 1, zawierające w części kationowej grupę (1R,2S,5R)-(-)menlolu połączoną mostkiem metylenowym z atomem azotu typu pirolowego imidazolu w pozycji N-1 grupę funkcyjną R połączoną mostkiem metylenowym z atomem azotu typu pirydyniowego imidazolu w pozycji N-3, stanowiącą łańcuch alkilowy, zawierający od jednego do czternastu atomów węgla, natomiast w części anionowej anion biologiczny: salicylanowy oraz ich zastosowania: do aktywacji i stabilizacji lipazy z Pseudomonas cepacia i jako środek przeciwmikrobiologiczny. Zgłoszenie dotyczy również sposobu wytwarzania chiralnych cieczy jonowych, o wzorze 1, który polega na tym, że odpowiedni chlorek 3-alkilo-1-[(1R,2S,5R)-(-)-mentoksymetylo]imidazoliowy poddaje się reakcji wymiany z aktywną biologicznie solą sodową kwasu salicylowego w temperaturze od 273 do 373 K, w obecności rozpuszczalnika organicznego lub w wodzie. Przedmiotem zgłoszenia jest również zastosowanie chiralnych cieczy jonowych z anionem salicylanowym.The subject of the application are chiral ionic liquids with a salicylate anion of the formula 1, containing in the cationic part the (1R, 2S, 5R) - (-) menlol group connected by a methylene bridge with the nitrogen atom of the pyrrole type imidazole in the N-1 position functional group R connected by a methylene bridge with the nitrogen atom of the pyridinium type imidazole in the N-3 position, constituting an alkyl chain containing from one to fourteen carbon atoms, while in the anionic part biological anion: salicylate and their applications: for activation and stabilization of lipase with Pseudomonas cepacia and as an antimicrobial agent. The application also relates to a process for the preparation of chiral ionic liquids, of formula 1, which consists in the corresponding 3-alkyl-1 - [(1R, 2S, 5R) - (-) - mentoxymethyl] imidazolium chloride being exchanged with a biologically active sodium salt of salicylic acid at a temperature from 273 to 373 K, in the presence of an organic solvent or in water. The subject of the application is also the use of chiral ionic liquids with salicylate anion.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL416691A PL229834B1 (en) | 2016-03-30 | 2016-03-30 | Chiral ionic liquids with salicylate anion, method for producing them and applications |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL416691A PL229834B1 (en) | 2016-03-30 | 2016-03-30 | Chiral ionic liquids with salicylate anion, method for producing them and applications |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| PL416691A1 true PL416691A1 (en) | 2017-09-11 |
| PL229834B1 PL229834B1 (en) | 2018-08-31 |
Family
ID=59771983
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL416691A PL229834B1 (en) | 2016-03-30 | 2016-03-30 | Chiral ionic liquids with salicylate anion, method for producing them and applications |
Country Status (1)
| Country | Link |
|---|---|
| PL (1) | PL229834B1 (en) |
-
2016
- 2016-03-30 PL PL416691A patent/PL229834B1/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| PL229834B1 (en) | 2018-08-31 |
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