NO116435B - - Google Patents
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- Publication number
- NO116435B NO116435B NO16124866A NO16124866A NO116435B NO 116435 B NO116435 B NO 116435B NO 16124866 A NO16124866 A NO 16124866A NO 16124866 A NO16124866 A NO 16124866A NO 116435 B NO116435 B NO 116435B
- Authority
- NO
- Norway
- Prior art keywords
- isovaleric acid
- ester
- acid ester
- bond
- group
- Prior art date
Links
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 21
- GWYFCOCPABKNJV-UHFFFAOYSA-N isovaleric acid Chemical class CC(C)CC(O)=O GWYFCOCPABKNJV-UHFFFAOYSA-N 0.000 claims description 20
- -1 isovaleric acid ester Chemical class 0.000 claims description 19
- 150000002148 esters Chemical class 0.000 claims description 16
- GWYFCOCPABKNJV-UHFFFAOYSA-M 3-Methylbutanoic acid Natural products CC(C)CC([O-])=O GWYFCOCPABKNJV-UHFFFAOYSA-M 0.000 claims description 13
- 239000002904 solvent Substances 0.000 claims description 12
- 238000010828 elution Methods 0.000 claims description 7
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 claims description 6
- 241000196324 Embryophyta Species 0.000 claims description 5
- 241000792902 Valerianaceae Species 0.000 claims description 5
- 150000001735 carboxylic acids Chemical class 0.000 claims description 3
- 239000000284 extract Substances 0.000 claims description 3
- 238000000605 extraction Methods 0.000 claims description 3
- 150000002576 ketones Chemical class 0.000 claims description 3
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 claims description 3
- 239000000126 substance Substances 0.000 claims description 3
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims description 2
- 230000002378 acidificating effect Effects 0.000 claims description 2
- 238000002425 crystallisation Methods 0.000 claims description 2
- 230000008025 crystallization Effects 0.000 claims description 2
- 238000000926 separation method Methods 0.000 claims description 2
- 239000003125 aqueous solvent Substances 0.000 claims 1
- 239000002798 polar solvent Substances 0.000 claims 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 36
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 11
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 4
- 229960000583 acetic acid Drugs 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 239000003610 charcoal Substances 0.000 description 3
- 238000004587 chromatography analysis Methods 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 3
- 238000001228 spectrum Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000010696 ester oil Substances 0.000 description 2
- 238000002329 infrared spectrum Methods 0.000 description 2
- 238000002955 isolation Methods 0.000 description 2
- 230000003287 optical effect Effects 0.000 description 2
- 238000001953 recrystallisation Methods 0.000 description 2
- 230000001624 sedative effect Effects 0.000 description 2
- 235000017557 sodium bicarbonate Nutrition 0.000 description 2
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 2
- 235000011121 sodium hydroxide Nutrition 0.000 description 2
- 229910052938 sodium sulfate Inorganic materials 0.000 description 2
- 235000011152 sodium sulphate Nutrition 0.000 description 2
- KMZHZAAOEWVPSE-UHFFFAOYSA-N 2,3-dihydroxypropyl acetate Chemical compound CC(=O)OCC(O)CO KMZHZAAOEWVPSE-UHFFFAOYSA-N 0.000 description 1
- 235000016068 Berberis vulgaris Nutrition 0.000 description 1
- 241000335053 Beta vulgaris Species 0.000 description 1
- 101100129500 Caenorhabditis elegans max-2 gene Proteins 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 241000792914 Valeriana Species 0.000 description 1
- 244000126014 Valeriana officinalis Species 0.000 description 1
- 235000013832 Valeriana officinalis Nutrition 0.000 description 1
- 239000006286 aqueous extract Substances 0.000 description 1
- 230000008033 biological extinction Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 239000003925 fat Substances 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 230000002779 inactivation Effects 0.000 description 1
- 235000020130 leben Nutrition 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- 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
- 229940125723 sedative agent Drugs 0.000 description 1
- 239000000932 sedative agent Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 235000016788 valerian Nutrition 0.000 description 1
- 235000017468 valeriana Nutrition 0.000 description 1
- 239000000052 vinegar Substances 0.000 description 1
- 235000021419 vinegar Nutrition 0.000 description 1
- 239000000341 volatile oil Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K36/00—Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
- A61K36/18—Magnoliophyta (angiosperms)
- A61K36/185—Magnoliopsida (dicotyledons)
- A61K36/84—Valerianaceae (Valerian family), e.g. valerian
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
- C07D493/02—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
- C07D493/10—Spiro-condensed systems
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Natural Medicines & Medicinal Plants (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Epidemiology (AREA)
- Biotechnology (AREA)
- Botany (AREA)
- Medical Informatics (AREA)
- Engineering & Computer Science (AREA)
- Microbiology (AREA)
- Mycology (AREA)
- Pharmacology & Pharmacy (AREA)
- Alternative & Traditional Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Medicines Containing Plant Substances (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEP1717101.6-4A DE1301433B (de) | 1965-01-15 | 1965-01-15 | Verfahren zur Gewinnung von therapeutisch wirksamen Verbindungen aus Valerianaceae |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NO116435B true NO116435B (xx) | 1969-03-24 |
Family
ID=7227325
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO16124866A NO116435B (xx) | 1965-01-15 | 1966-01-14 | |
| NO16973967A NO117492B (xx) | 1965-01-15 | 1967-09-14 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO16973967A NO117492B (xx) | 1965-01-15 | 1967-09-14 |
Country Status (12)
| Country | Link |
|---|---|
| BE (1) | BE675165A (xx) |
| BR (1) | BR6676415D0 (xx) |
| CH (1) | CH530979A (xx) |
| DE (1) | DE1301433B (xx) |
| DK (1) | DK115347B (xx) |
| FI (1) | FI44003B (xx) |
| FR (1) | FR5640M (xx) |
| GB (1) | GB1091695A (xx) |
| IL (1) | IL24938A (xx) |
| NL (1) | NL141186B (xx) |
| NO (2) | NO116435B (xx) |
| SE (2) | SE349940B (xx) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5211948A (en) * | 1988-10-12 | 1993-05-18 | Nestec S.A. | Process for the preparation of a powdered extract of valerian roots |
| IE61919B1 (en) * | 1988-10-12 | 1994-11-30 | Nestle Sa | "Process for the preparation of a powdered extract of valerian roots" |
-
1965
- 1965-01-15 DE DEP1717101.6-4A patent/DE1301433B/de active Pending
-
1966
- 1966-01-05 GB GB46666A patent/GB1091695A/en not_active Expired
- 1966-01-07 IL IL2493866A patent/IL24938A/xx unknown
- 1966-01-14 NO NO16124866A patent/NO116435B/no unknown
- 1966-01-14 DK DK21166A patent/DK115347B/da unknown
- 1966-01-14 SE SE51966A patent/SE349940B/xx unknown
- 1966-01-14 BR BR17641566A patent/BR6676415D0/pt unknown
- 1966-01-14 NL NL6600501A patent/NL141186B/xx not_active IP Right Cessation
- 1966-01-14 BE BE675165D patent/BE675165A/xx not_active IP Right Cessation
- 1966-01-14 FI FI10166A patent/FI44003B/fi active
- 1966-01-15 FR FR46027A patent/FR5640M/fr not_active Expired
- 1966-01-17 CH CH58466A patent/CH530979A/de not_active IP Right Cessation
-
1967
- 1967-09-14 NO NO16973967A patent/NO117492B/no unknown
-
1968
- 1968-01-19 SE SE731/68A patent/SE343211B/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| NO117492B (xx) | 1969-08-18 |
| SE349940B (xx) | 1972-10-16 |
| FI44003B (xx) | 1971-04-30 |
| NL141186B (nl) | 1974-02-15 |
| DK115347B (da) | 1969-09-29 |
| IL24938A (en) | 1969-11-30 |
| BE675165A (xx) | 1966-05-03 |
| NL6600501A (xx) | 1966-07-18 |
| FR5640M (xx) | 1967-12-26 |
| DE1301433B (de) | 1969-08-21 |
| BR6676415D0 (pt) | 1973-09-06 |
| SE343211B (xx) | 1972-03-06 |
| GB1091695A (en) | 1967-11-22 |
| CH530979A (de) | 1972-11-30 |
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