DE2538542A1 - Verfahren zur herstellung von neuen salzen von monoestern des pyridoxins - Google Patents
Verfahren zur herstellung von neuen salzen von monoestern des pyridoxinsInfo
- Publication number
- DE2538542A1 DE2538542A1 DE19752538542 DE2538542A DE2538542A1 DE 2538542 A1 DE2538542 A1 DE 2538542A1 DE 19752538542 DE19752538542 DE 19752538542 DE 2538542 A DE2538542 A DE 2538542A DE 2538542 A1 DE2538542 A1 DE 2538542A1
- Authority
- DE
- Germany
- Prior art keywords
- pyridoxine
- general formula
- compound
- preparation
- monoesters
- 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.)
- Pending
Links
- LXNHXLLTXMVWPM-UHFFFAOYSA-N pyridoxine Chemical compound CC1=NC=C(CO)C(CO)=C1O LXNHXLLTXMVWPM-UHFFFAOYSA-N 0.000 title claims description 13
- 239000011677 pyridoxine Substances 0.000 title claims description 11
- 229940011671 vitamin b6 Drugs 0.000 title claims description 11
- 235000008160 pyridoxine Nutrition 0.000 title claims description 8
- 238000000034 method Methods 0.000 title claims description 7
- 150000003839 salts Chemical class 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title claims description 3
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 claims description 5
- 150000001875 compounds Chemical class 0.000 claims description 5
- 239000002253 acid Substances 0.000 claims description 4
- 238000006243 chemical reaction Methods 0.000 claims description 4
- 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 claims description 3
- 150000008065 acid anhydrides Chemical class 0.000 claims description 3
- 230000000903 blocking effect Effects 0.000 claims description 3
- -1 pyridoxine ester Chemical class 0.000 claims description 3
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 3
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 claims 2
- 238000010438 heat treatment Methods 0.000 claims 1
- 125000002181 pyridoxine group Chemical group 0.000 claims 1
- 150000003227 pyridoxines Chemical class 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 125000000654 isopropylidene group Chemical group C(C)(C)=* 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical compound ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 229960002887 deanol Drugs 0.000 description 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 2
- 239000011976 maleic acid Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 2
- 229940014800 succinic anhydride Drugs 0.000 description 2
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- 240000005702 Galium aparine Species 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 125000003158 alcohol group Chemical group 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- JFCQEDHGNNZCLN-UHFFFAOYSA-N glutaric acid Chemical compound OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 1
- VANNPISTIUFMLH-UHFFFAOYSA-N glutaric anhydride Chemical compound O=C1CCCC(=O)O1 VANNPISTIUFMLH-UHFFFAOYSA-N 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000012544 monitoring process Methods 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/62—Oxygen or sulfur atoms
- C07D213/63—One oxygen atom
- C07D213/65—One oxygen atom attached in position 3 or 5
- C07D213/66—One oxygen atom attached in position 3 or 5 having in position 3 an oxygen atom and in each of the positions 4 and 5 a carbon atom bound to an oxygen, sulphur, or nitrogen atom, e.g. pyridoxal
- C07D213/67—2-Methyl-3-hydroxy-4,5-bis(hydroxy-methyl)pyridine, i.e. pyridoxine
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pyridine Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7511756A FR2313366A2 (fr) | 1975-04-16 | 1975-04-16 | Nouveaux sels de mono-esters de pyridoxine ainsi que leurs procedes de fabrication |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2538542A1 true DE2538542A1 (de) | 1976-10-21 |
Family
ID=9153993
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19752538542 Pending DE2538542A1 (de) | 1975-04-16 | 1975-08-29 | Verfahren zur herstellung von neuen salzen von monoestern des pyridoxins |
Country Status (9)
| Country | Link |
|---|---|
| AR (1) | AR207993A1 (enrdf_load_stackoverflow) |
| AT (1) | AT338785B (enrdf_load_stackoverflow) |
| BE (1) | BE831257R (enrdf_load_stackoverflow) |
| CH (1) | CH601240A5 (enrdf_load_stackoverflow) |
| DE (1) | DE2538542A1 (enrdf_load_stackoverflow) |
| ES (1) | ES440175A2 (enrdf_load_stackoverflow) |
| FR (1) | FR2313366A2 (enrdf_load_stackoverflow) |
| MX (1) | MX3659E (enrdf_load_stackoverflow) |
| NL (1) | NL7509189A (enrdf_load_stackoverflow) |
-
1975
- 1975-01-01 AR AR26029075A patent/AR207993A1/es active
- 1975-04-16 FR FR7511756A patent/FR2313366A2/fr active Granted
- 1975-07-11 BE BE158195A patent/BE831257R/xx not_active IP Right Cessation
- 1975-07-24 CH CH966675A patent/CH601240A5/xx not_active IP Right Cessation
- 1975-08-01 NL NL7509189A patent/NL7509189A/xx not_active Application Discontinuation
- 1975-08-11 ES ES440175A patent/ES440175A2/es not_active Expired
- 1975-08-29 DE DE19752538542 patent/DE2538542A1/de active Pending
- 1975-09-01 AT AT673275A patent/AT338785B/de active
- 1975-10-02 MX MX639675U patent/MX3659E/es unknown
Also Published As
| Publication number | Publication date |
|---|---|
| AT338785B (de) | 1977-09-12 |
| AR207993A1 (es) | 1976-11-22 |
| NL7509189A (nl) | 1976-10-19 |
| FR2313366B2 (enrdf_load_stackoverflow) | 1978-09-22 |
| ATA673275A (de) | 1977-01-15 |
| MX3659E (es) | 1981-04-15 |
| BE831257R (fr) | 1976-01-12 |
| CH601240A5 (enrdf_load_stackoverflow) | 1978-06-30 |
| ES440175A2 (es) | 1977-04-01 |
| FR2313366A2 (fr) | 1976-12-31 |
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