BE488998A - - Google Patents
Info
- Publication number
- BE488998A BE488998A BE488998DA BE488998A BE 488998 A BE488998 A BE 488998A BE 488998D A BE488998D A BE 488998DA BE 488998 A BE488998 A BE 488998A
- Authority
- BE
- Belgium
- Prior art keywords
- panthenol
- dimethyl
- butyrolactone
- soluble
- water
- Prior art date
Links
- SNPLKNRPJHDVJA-ZETCQYMHSA-N D-panthenol Chemical class OCC(C)(C)[C@@H](O)C(=O)NCCCO SNPLKNRPJHDVJA-ZETCQYMHSA-N 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 6
- 238000002360 preparation method Methods 0.000 claims description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 33
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 18
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 16
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 16
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 12
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 10
- WUGQZFFCHPXWKQ-UHFFFAOYSA-N Propanolamine Chemical compound NCCCO WUGQZFFCHPXWKQ-UHFFFAOYSA-N 0.000 description 10
- 229940101267 panthenol Drugs 0.000 description 9
- 239000011619 pantothenol Substances 0.000 description 9
- GHOKWGTUZJEAQD-ZETCQYMHSA-N (D)-(+)-Pantothenic acid Chemical compound OCC(C)(C)[C@@H](O)C(=O)NCCC(O)=O GHOKWGTUZJEAQD-ZETCQYMHSA-N 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 8
- 238000010438 heat treatment Methods 0.000 description 8
- 239000000243 solution Substances 0.000 description 8
- -1 Acetyl panthenol Chemical compound 0.000 description 7
- 235000020957 pantothenol Nutrition 0.000 description 7
- 239000002253 acid Substances 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- 238000002844 melting Methods 0.000 description 5
- 230000008018 melting Effects 0.000 description 5
- GHOKWGTUZJEAQD-UHFFFAOYSA-N Chick antidermatitis factor Natural products OCC(C)(C)C(O)C(=O)NCCC(O)=O GHOKWGTUZJEAQD-UHFFFAOYSA-N 0.000 description 4
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 150000002148 esters Chemical class 0.000 description 4
- 235000019441 ethanol Nutrition 0.000 description 4
- 235000019439 ethyl acetate Nutrition 0.000 description 4
- 235000019161 pantothenic acid Nutrition 0.000 description 4
- 239000011713 pantothenic acid Substances 0.000 description 4
- 229940055726 pantothenic acid Drugs 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 3
- 238000001556 precipitation Methods 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- 230000002269 spontaneous effect Effects 0.000 description 3
- WXIKLEMMLPAKRX-GKAPJAKFSA-N (2R)-2,4-dihydroxy-N-(3-hydroxy-4-oxopentyl)-3,3-dimethylbutanamide Chemical compound C(C)(=O)C(O)CCNC([C@H](O)C(C)(C)CO)=O WXIKLEMMLPAKRX-GKAPJAKFSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical group Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 239000012230 colorless oil Substances 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 235000019197 fats Nutrition 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 239000000155 melt Substances 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 230000003287 optical effect Effects 0.000 description 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 2
- 230000001225 therapeutic effect Effects 0.000 description 2
- DSGKWFGEUBCEIE-UHFFFAOYSA-N (2-carbonochloridoylphenyl) acetate Chemical compound CC(=O)OC1=CC=CC=C1C(Cl)=O DSGKWFGEUBCEIE-UHFFFAOYSA-N 0.000 description 1
- FPQREAKUNAICIK-AXDSSHIGSA-N (2R)-2,4-dihydroxy-N-(3-hydroxy-4-oxohexyl)-3,3-dimethylbutanamide Chemical compound C(CC)(=O)C(O)CCNC([C@H](O)C(C)(C)CO)=O FPQREAKUNAICIK-AXDSSHIGSA-N 0.000 description 1
- CBYXVMTVLQBBMZ-PYMCNQPYSA-N (2R)-2,4-dihydroxy-N-[3-hydroxy-4-(4-nitrophenyl)-4-oxobutyl]-3,3-dimethylbutanamide Chemical compound [N+](=O)([O-])C1=CC=C(C(=O)C(O)CCNC([C@H](O)C(C)(C)CO)=O)C=C1 CBYXVMTVLQBBMZ-PYMCNQPYSA-N 0.000 description 1
- GBHAXVQLOJQUAA-PYMCNQPYSA-N (2R)-N-[4-(4-aminophenyl)-3-hydroxy-4-oxobutyl]-2,4-dihydroxy-3,3-dimethylbutanamide Chemical compound NC1=CC=C(C(=O)C(O)CCNC([C@H](O)C(C)(C)CO)=O)C=C1 GBHAXVQLOJQUAA-PYMCNQPYSA-N 0.000 description 1
- ZYECOAILUNWEAL-NUDFZHEQSA-N (4z)-4-[[2-methoxy-5-(phenylcarbamoyl)phenyl]hydrazinylidene]-n-(3-nitrophenyl)-3-oxonaphthalene-2-carboxamide Chemical compound COC1=CC=C(C(=O)NC=2C=CC=CC=2)C=C1N\N=C(C1=CC=CC=C1C=1)/C(=O)C=1C(=O)NC1=CC=CC([N+]([O-])=O)=C1 ZYECOAILUNWEAL-NUDFZHEQSA-N 0.000 description 1
- OYHQOLUKZRVURQ-NTGFUMLPSA-N (9Z,12Z)-9,10,12,13-tetratritiooctadeca-9,12-dienoic acid Chemical compound C(CCCCCCC\C(=C(/C\C(=C(/CCCCC)\[3H])\[3H])\[3H])\[3H])(=O)O OYHQOLUKZRVURQ-NTGFUMLPSA-N 0.000 description 1
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 1
- PLJNHABCEICUBH-ABLWVSNPSA-N C(CCCCC)(=O)C(O)CCNC([C@H](O)C(C)(C)CO)=O Chemical compound C(CCCCC)(=O)C(O)CCNC([C@H](O)C(C)(C)CO)=O PLJNHABCEICUBH-ABLWVSNPSA-N 0.000 description 1
- ZEOMMEBWYUUDEO-PADXYERTSA-N C(CCCCCCC\C=C/C\C=C/CCCCC)C(O)CCNC([C@H](O)C(C)(C)CO)=O Chemical compound C(CCCCCCC\C=C/C\C=C/CCCCC)C(O)CCNC([C@H](O)C(C)(C)CO)=O ZEOMMEBWYUUDEO-PADXYERTSA-N 0.000 description 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 description 1
- 229910021578 Iron(III) chloride Inorganic materials 0.000 description 1
- OYHQOLUKZRVURQ-HZJYTTRNSA-N Linoleic acid Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(O)=O OYHQOLUKZRVURQ-HZJYTTRNSA-N 0.000 description 1
- 150000008043 acidic salts Chemical class 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 238000010908 decantation Methods 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 235000005911 diet Nutrition 0.000 description 1
- 230000037213 diet Effects 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 1
- 230000007794 irritation Effects 0.000 description 1
- 235000020778 linoleic acid Nutrition 0.000 description 1
- OYHQOLUKZRVURQ-IXWMQOLASA-N linoleic acid Natural products CCCCC\C=C/C\C=C\CCCCCCCC(O)=O OYHQOLUKZRVURQ-IXWMQOLASA-N 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- RZWZRACFZGVKFM-UHFFFAOYSA-N propanoyl chloride Chemical compound CCC(Cl)=O RZWZRACFZGVKFM-UHFFFAOYSA-N 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 235000003441 saturated fatty acids Nutrition 0.000 description 1
- 150000004671 saturated fatty acids Chemical class 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 208000024891 symptom Diseases 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BE488998A true BE488998A (enrdf_load_html_response) |
Family
ID=134060
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BE488998D BE488998A (enrdf_load_html_response) |
Country Status (1)
| Country | Link |
|---|---|
| BE (1) | BE488998A (enrdf_load_html_response) |
-
0
- BE BE488998D patent/BE488998A/fr unknown
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| FR2526659A1 (fr) | Medicaments immunomodulants a base de derives de l'acide phenylacetique | |
| EP0012639B1 (fr) | Nouveaux dérivés de l'acide 3-quinoléine carboxylique, leur procédé de préparation, leur application comme médicament et les compositions pharmaceutiques les renfermant | |
| BE488998A (enrdf_load_html_response) | ||
| CA1211105A (fr) | Procede pour la preparation de derives de p-acylaminophenol et derives obtenus par ce procede | |
| BE806848A (fr) | Medicament a base d'un derive de la quinoleine | |
| BE505352A (enrdf_load_html_response) | ||
| EP0022022B1 (fr) | Nouveaux dérivés acylés de la taurine et leurs sels et procédé pour leur préparation | |
| BE534468A (enrdf_load_html_response) | ||
| FR2462420A1 (fr) | Esters o-alcoxycarbonyl-phenyliques d'un acide anthranilique, leur preparation et compositions pharmaceutiques en contenant | |
| BE468368A (enrdf_load_html_response) | ||
| FR2526021A1 (fr) | Procede de preparation de 3-hydroxy-benzodiazepinones | |
| BE550919A (enrdf_load_html_response) | ||
| BE482003A (enrdf_load_html_response) | ||
| BE575831A (enrdf_load_html_response) | ||
| CH298327A (fr) | Procédé de préparation d'une forme thérapeutiquement active de la thréo-2-dichlorométhyl-4-hydroxyméthyl-5-p-nitrophényl-oxazoline-2. | |
| BE411968A (enrdf_load_html_response) | ||
| BE634833A (enrdf_load_html_response) | ||
| BE574132A (enrdf_load_html_response) | ||
| BE504403A (enrdf_load_html_response) | ||
| BE588975A (enrdf_load_html_response) | ||
| BE571750A (enrdf_load_html_response) | ||
| BE570698A (enrdf_load_html_response) | ||
| BE504017A (enrdf_load_html_response) | ||
| BE493864A (enrdf_load_html_response) | ||
| BE449605A (enrdf_load_html_response) |