GB1447338A - Salts of pyridoxine mono-esters - Google Patents

Salts of pyridoxine mono-esters

Info

Publication number
GB1447338A
GB1447338A GB1555275A GB1555275A GB1447338A GB 1447338 A GB1447338 A GB 1447338A GB 1555275 A GB1555275 A GB 1555275A GB 1555275 A GB1555275 A GB 1555275A GB 1447338 A GB1447338 A GB 1447338A
Authority
GB
United Kingdom
Prior art keywords
acid
pyridoxine
reacted
mono
reacting
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
Application number
GB1555275A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Societe dEtudes de Produits Chimiques SA
Original Assignee
Societe dEtudes de Produits Chimiques SA
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Societe dEtudes de Produits Chimiques SA filed Critical Societe dEtudes de Produits Chimiques SA
Priority to GB1555275A priority Critical patent/GB1447338A/en
Priority to IN1496/VAL/1975A priority patent/IN141314B/en
Priority to ZA00755164A priority patent/ZA755164B/en
Priority to CA235,007A priority patent/CA1060447A/en
Priority to JP50119026A priority patent/JPS51122072A/en
Publication of GB1447338A publication Critical patent/GB1447338A/en
Priority to MY1977265A priority patent/MY7700265A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
    • C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
    • C07D491/04—Ortho-condensed systems
    • 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)

Abstract

1447338 Pyridoxine mono-esters SOC D'ETUDES DE PRODUITS CHIMIQUES 16 April 1975 15552/75 Addition to 1286161 Heading C2V A process for the preparation of a salt of a pyridoxine mono-ester of formula in which A and A<SP>1</SP> are alkylene radicals or divalent amino-substituted aliphatic hydrocarbon radicals; R<SP>1</SP> and R<SP>2</SP> are alkyl radicals or R1 and R<SP>2</SP> form, together with the nitrogen atom, a heterocyclic ring; Ac represents a pharmaceutically acceptable acid; and n is 1, 2 or 3, comprises blocking the two hydroxyl groups in the 3- and 4-positions of pyridoxine, reacting the compound thus obtained with an acid anhydride of formula converting the resulting acid monoester intermediate into its acid chloride, reacting the acid chloride with a tertiary amine of the general formula HO-A<SP>1</SP>-NR<SP>1</SP>R<SP>2</SP>, reacting the resulting compound with a pharmaceutically acceptable acid to give a pharmaceutically acceptable acid addition salt and removing the group blocking the two hydroxyl groups at the 3- and 4-positions by heating the mono-ester. In examples pyridoxine is reacted with acetone to block the two hydroxyl groups and the (4,3,0)- isopropylidene pyridoxine so obtained is reacted with succinic anhydride and with glutaric anhydride, the products then being reacted with thionyl chloride to obtain the acid chlorides which are reacted with dimethyl aminoethanol and with 4-methyl-1-piperazinyl ethanol; the resulting compounds are reacted with maleic acid, with N-acetyl aspartic acid and with maleic anhydride and the blocking groups removed by heating.
GB1555275A 1973-03-31 1975-04-16 Salts of pyridoxine mono-esters Expired GB1447338A (en)

Priority Applications (6)

Application Number Priority Date Filing Date Title
GB1555275A GB1447338A (en) 1975-04-16 1975-04-16 Salts of pyridoxine mono-esters
IN1496/VAL/1975A IN141314B (en) 1973-03-31 1975-07-29
ZA00755164A ZA755164B (en) 1975-04-16 1975-08-12 Pyridoxine mono-esters
CA235,007A CA1060447A (en) 1975-04-16 1975-09-03 Pyridoxine mono-esters
JP50119026A JPS51122072A (en) 1975-04-16 1975-10-03 Preparation method of salt of pyridoxine monoester
MY1977265A MY7700265A (en) 1975-04-16 1977-12-31 Salts of pyridoxine mono-esters

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB1555275A GB1447338A (en) 1975-04-16 1975-04-16 Salts of pyridoxine mono-esters

Publications (1)

Publication Number Publication Date
GB1447338A true GB1447338A (en) 1976-08-25

Family

ID=10061181

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1555275A Expired GB1447338A (en) 1973-03-31 1975-04-16 Salts of pyridoxine mono-esters

Country Status (5)

Country Link
JP (1) JPS51122072A (en)
CA (1) CA1060447A (en)
GB (1) GB1447338A (en)
MY (1) MY7700265A (en)
ZA (1) ZA755164B (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR102718282B1 (en) 2019-01-22 2024-10-15 삼성전자주식회사 Photoelectric diode and organic sensor and electronic device

Also Published As

Publication number Publication date
MY7700265A (en) 1977-12-31
CA1060447A (en) 1979-08-14
ZA755164B (en) 1976-07-28
JPS51122072A (en) 1976-10-25
JPS5427349B2 (en) 1979-09-10

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Legal Events

Date Code Title Description
PS Patent sealed
PCNP Patent ceased through non-payment of renewal fee