ES467153A1 - Stable compositions for therapeutic use based on d,1-5-methyltetrahydrofolic acid and its salts - Google Patents

Stable compositions for therapeutic use based on d,1-5-methyltetrahydrofolic acid and its salts

Info

Publication number
ES467153A1
ES467153A1 ES467153A ES467153A ES467153A1 ES 467153 A1 ES467153 A1 ES 467153A1 ES 467153 A ES467153 A ES 467153A ES 467153 A ES467153 A ES 467153A ES 467153 A1 ES467153 A1 ES 467153A1
Authority
ES
Spain
Prior art keywords
salts
acid
formula
preparation
therapeutic use
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
ES467153A
Other languages
Spanish (es)
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.)
BIORESEARCH Sas
Original Assignee
BIORESEARCH Sas
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 BIORESEARCH Sas filed Critical BIORESEARCH Sas
Publication of ES467153A1 publication Critical patent/ES467153A1/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D475/00—Heterocyclic compounds containing pteridine ring systems
    • C07D475/02—Heterocyclic compounds containing pteridine ring systems with an oxygen atom directly attached in position 4
    • C07D475/04—Heterocyclic compounds containing pteridine ring systems with an oxygen atom directly attached in position 4 with a nitrogen atom directly attached in position 2
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
    • A61K47/20—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing sulfur, e.g. dimethyl sulfoxide [DMSO], docusate, sodium lauryl sulfate or aminosulfonic acids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/0012—Galenical forms characterised by the site of application
    • A61K9/0019—Injectable compositions; Intramuscular, intravenous, arterial, subcutaneous administration; Compositions to be administered through the skin in an invasive manner
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/20—Pills, tablets, discs, rods
    • A61K9/2004—Excipients; Inactive ingredients
    • A61K9/2013—Organic compounds, e.g. phospholipids, fats
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P7/00—Drugs for disorders of the blood or the extracellular fluid

Abstract

Process for the preparation of d,l-5-methyltetrahydrofolic acid and its salts of the formula 1 in which X is hydrogen, an alkali metal or the equivalent of an alkaline earth metal, by reduction of folic acid with NaBH4 and methylation of the tetrahydrofolic acid obtained with aqueous solutions of formaldehyde and sodium borohydride in an inert gas atmosphere. The process is simple and can be carried out without separation of intermediates while carrying out the process steps successively in the same reaction vessel. The final products are obtained in a yield of more than 80%, relative to folic acid employed, in a purity of more than 99%. The compounds of the formula I obtained are non-toxic, stable at physiological pH and suitable for the preparation of liquid or solid pharmaceutical compositions for any type of application in human therapy. Such compositions exhibit haematopoietic action, hepatoprotective and antineoplastic action.
ES467153A 1977-02-22 1978-02-21 Stable compositions for therapeutic use based on d,1-5-methyltetrahydrofolic acid and its salts Expired ES467153A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB7290/77A GB1572137A (en) 1977-02-22 1977-02-22 Stable compositions for therapeutic use based on d,1-5-methyltetrahydrofolic acid and its salts

Publications (1)

Publication Number Publication Date
ES467153A1 true ES467153A1 (en) 1978-11-16

Family

ID=9830275

Family Applications (1)

Application Number Title Priority Date Filing Date
ES467153A Expired ES467153A1 (en) 1977-02-22 1978-02-21 Stable compositions for therapeutic use based on d,1-5-methyltetrahydrofolic acid and its salts

Country Status (32)

Country Link
JP (1) JPS5831353B2 (en)
AR (1) AR215162A1 (en)
AT (1) AT380020B (en)
AU (1) AU520715B2 (en)
BE (1) BE863808A (en)
CA (1) CA1093554A (en)
CH (1) CH635344A5 (en)
CZ (1) CZ279815B6 (en)
DD (1) DD134099A5 (en)
DE (1) DE2807393A1 (en)
DK (1) DK144944C (en)
EG (1) EG13399A (en)
ES (1) ES467153A1 (en)
FI (1) FI67082C (en)
FR (2) FR2381047A1 (en)
GB (1) GB1572137A (en)
GR (1) GR71704B (en)
HU (1) HU179422B (en)
IE (1) IE46402B1 (en)
IL (1) IL54052A (en)
IN (1) IN149574B (en)
LU (1) LU79067A1 (en)
MX (1) MX5288E (en)
NL (1) NL190285C (en)
NO (1) NO147793C (en)
NZ (1) NZ186465A (en)
PL (1) PL118654B1 (en)
PT (1) PT67656B (en)
SE (1) SE437028B (en)
SU (1) SU747427A3 (en)
YU (1) YU40505B (en)
ZA (1) ZA78837B (en)

Families Citing this family (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5838285A (en) * 1981-08-25 1983-03-05 Kanegafuchi Chem Ind Co Ltd Preparation of 5-methyl-(6rs)-5,6,7,8-tetrahydro-l-folic acid magnesium salt or its free acid
GB8621268D0 (en) * 1986-09-03 1986-10-08 Univ Strathclyde Separation of substances
IT1229517B (en) * 1989-01-31 1991-09-03 Bioresearch Spa USE OF 5-METHYLTETRAHYDROPHOLIC ACID, OF 5 FORMYLTHETRAHYDROPHOLIC ACID, AND OF THEIR PHARMACEUTICALLY ACCEPTABLE SALTS FOR THE PREPARATION OF PHARMACEUTICAL COMPOSITIONS IN THE FORM OF CONTROLLED RELEASE SUITABLE FOR BEING EMPLOYED IN THE TREATMENT OF DISORDERS IN THE TREATMENT OF DISORDERS.
IT1229203B (en) * 1989-03-22 1991-07-25 Bioresearch Spa USE OF 5 METHYLTHETRAHYDROPHOLIC ACID, 5 FORMYLTHETRAHYDROPHOLIC ACID AND THEIR PHARMACEUTICALLY ACCEPTABLE SALTS FOR THE PREPARATION OF PHARMACEUTICAL COMPOSITIONS IN THE FORM OF CONTROLLED RELEASE ACTIVE IN THE THERAPY OF MENTAL AND ORGANIC DISORDERS.
NL8901432A (en) * 1989-06-06 1991-01-02 Pharmachemie Bv STABLE AQUEOUS FOLINATE SOLUTION AT REFRIGERATOR TEMPERATURE, AND METHOD FOR PREPARING THAT.
CH680731A5 (en) * 1990-04-12 1992-10-30 Sapec Fine Chemicals
US5217974A (en) * 1991-03-29 1993-06-08 Eli Lilly And Company Method for treating gar-transformylase tumors in mammals and reducing mammalian toxicity
CH683261A5 (en) * 1991-10-10 1994-02-15 Applied Pharma Res A process for the preparation of Methyltetrahydrofolic in the form (6 (R, S) (-)) N-5 and separation of the active diastereoisomer (6 (S) (-)) N-5) in the form of salts.
CH682665A5 (en) * 1991-10-29 1993-10-29 Sapec Fine Chemicals Process for the purification of crude alkaline earth metal salts from N (5) -methyl-5,6,7,8-tetrahydrofolic acid.
US6162914A (en) * 1998-04-24 2000-12-19 Cerbios-Pharma S.A. Process for the reduction of pterins
CH693905A5 (en) * 1999-04-15 2004-04-15 Eprova Ag Stable crystalline salts of 5-methyl tetrahydrofolic acid.
CH698729B1 (en) * 2007-05-30 2009-10-15 Cerbios Pharma Sa Stable crystalline (6S) -N (5) -methyl-5, 6,7,8-tetrahydrofolic acid.
CN103214487A (en) * 2013-04-12 2013-07-24 张家港威胜生物医药有限公司 Synthesis of important medical chemical raw material (6S)-5-methyl tetrahydrofolate
WO2015193778A1 (en) 2014-06-16 2015-12-23 Mylan Laboratories Ltd. Crystalline form of levomefolate calcium

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL80276C (en) *
GB1293541A (en) * 1969-03-18 1972-10-18 John Alexander Blair Folic acid derivatives
US3856959A (en) * 1972-07-24 1974-12-24 Department Of Health Education Inhibition of leukemia utilizing 5-methyltetrahydrohomofolate
US4148999A (en) * 1977-08-22 1979-04-10 The Government Of The United States Of America Preparation and purification of citrovorum factor
CH649550A5 (en) * 1984-02-09 1985-05-31 Eprova Ag Process for the preparation of alkaline earth metal salts of 5-methyltetrahydrofolic acid

Also Published As

Publication number Publication date
PL204747A1 (en) 1979-03-12
ATA90378A (en) 1985-08-15
FR2385397A1 (en) 1978-10-27
NO780594L (en) 1978-08-23
IL54052A (en) 1981-07-31
FR2385397B1 (en) 1981-07-17
PT67656A (en) 1978-03-01
IN149574B (en) 1982-01-30
IL54052A0 (en) 1978-04-30
PT67656B (en) 1979-07-19
DK144944B (en) 1982-07-12
DE2807393A1 (en) 1978-09-07
YU37978A (en) 1983-01-21
DE2807393C2 (en) 1990-06-13
LU79067A1 (en) 1978-06-27
DK76578A (en) 1978-08-23
AU520715B2 (en) 1982-02-25
HU179422B (en) 1982-10-28
AR215162A1 (en) 1979-09-14
YU40505B (en) 1986-02-28
MX5288E (en) 1983-06-06
IE780285L (en) 1978-08-22
EG13399A (en) 1981-12-31
DD134099A5 (en) 1979-02-07
CA1093554A (en) 1981-01-13
FI67082B (en) 1984-09-28
DK144944C (en) 1982-11-29
SE437028B (en) 1985-02-04
NO147793B (en) 1983-03-07
JPS5831353B2 (en) 1983-07-05
JPS53124297A (en) 1978-10-30
PL118654B1 (en) 1981-10-31
CZ279815B6 (en) 1995-07-12
NZ186465A (en) 1980-10-08
SE7801973L (en) 1978-08-23
NL7801775A (en) 1978-08-24
IE46402B1 (en) 1983-06-01
ZA78837B (en) 1979-09-26
AU3343078A (en) 1979-08-30
GB1572137A (en) 1980-07-23
FR2381047A1 (en) 1978-09-15
GR71704B (en) 1983-06-21
CH635344A5 (en) 1983-03-31
AT380020B (en) 1986-03-25
FR2381047B1 (en) 1981-07-24
SU747427A3 (en) 1980-07-23
CZ112978A3 (en) 1995-02-15
FI67082C (en) 1985-01-10
BE863808A (en) 1978-05-29
NL190285B (en) 1993-08-02
NL190285C (en) 1994-01-03
NO147793C (en) 1983-06-15
FI780565A (en) 1978-08-23

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