CH635344A5 - Process for the preparation of d,l-5-methyltetrahydrofolic acid and its salts - Google Patents

Process for the preparation of d,l-5-methyltetrahydrofolic acid and its salts Download PDF

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Publication number
CH635344A5
CH635344A5 CH193678A CH193678A CH635344A5 CH 635344 A5 CH635344 A5 CH 635344A5 CH 193678 A CH193678 A CH 193678A CH 193678 A CH193678 A CH 193678A CH 635344 A5 CH635344 A5 CH 635344A5
Authority
CH
Switzerland
Prior art keywords
acid
weight ratio
reaction
folic acid
formaldehyde
Prior art date
Application number
CH193678A
Other languages
German (de)
English (en)
Inventor
Federico Gennari
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 CH635344A5 publication Critical patent/CH635344A5/de

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D475/00Heterocyclic compounds containing pteridine ring systems
    • C07D475/02Heterocyclic compounds containing pteridine ring systems with an oxygen atom directly attached in position 4
    • C07D475/04Heterocyclic compounds containing pteridine ring systems with an oxygen atom directly attached in position 4 with a nitrogen atom directly attached in position 2
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/06Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
    • A61K47/20Organic 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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00Medicinal preparations characterised by special physical form
    • A61K9/0012Galenical forms characterised by the site of application
    • A61K9/0019Injectable compositions; Intramuscular, intravenous, arterial, subcutaneous administration; Compositions to be administered through the skin in an invasive manner
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00Medicinal preparations characterised by special physical form
    • A61K9/20Pills, tablets, discs, rods
    • A61K9/2004Excipients; Inactive ingredients
    • A61K9/2013Organic compounds, e.g. phospholipids, fats
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P7/00Drugs for disorders of the blood or the extracellular fluid

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  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Medicinal Chemistry (AREA)
  • Epidemiology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Biophysics (AREA)
  • Molecular Biology (AREA)
  • Diabetes (AREA)
  • Hematology (AREA)
  • Dermatology (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Peptides Or Proteins (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Medicinal Preparation (AREA)
CH193678A 1977-02-22 1978-02-22 Process for the preparation of d,l-5-methyltetrahydrofolic acid and its salts CH635344A5 (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
CH635344A5 true CH635344A5 (en) 1983-03-31

Family

ID=9830275

Family Applications (1)

Application Number Title Priority Date Filing Date
CH193678A CH635344A5 (en) 1977-02-22 1978-02-22 Process for the preparation of d,l-5-methyltetrahydrofolic acid and its salts

Country Status (32)

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

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0537842A2 (en) * 1991-10-10 1993-04-21 Apr Applied Pharma Research S.A. A process for the preparation of substituted tetrahydrofolic derivatives in the 6(R,S)(-) forms and of their active 6(S)(-) N5 diastereoisomers in form of alkali and earth alkali metal salts
EP0539987A2 (de) * 1991-10-29 1993-05-05 Cerbios-Pharma S.A. Verfahren zur Reinigung von rohen Erdalkalimetallsalzen von N(5)-Methyl-5,6,7,8-tetrahydrofolsäure
US6162914A (en) * 1998-04-24 2000-12-19 Cerbios-Pharma S.A. Process for the reduction of pterins

Families Citing this family (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5838285A (ja) * 1981-08-25 1983-03-05 Kanegafuchi Chem Ind Co Ltd 5−メチル−(6rs)−5,6,7,8−テトラヒドロ−l−葉酸のマグネシウム塩またはその遊離酸の製法
GB8621268D0 (en) * 1986-09-03 1986-10-08 Univ Strathclyde Separation of substances
IT1229517B (it) * 1989-01-31 1991-09-03 Bioresearch Spa Impiego di acido 5-metiltetraidrofolico, di acido 5 formiltetraidrofolico, e dei loro sali farmaceuticamente accettabili per la preparazione di composizioni farmaceutiche in forma a rilascio controllato adatte ad essere impiegate nella terapia dei disordini depressivi e composizioni farmaceutiche relative.
IT1229203B (it) * 1989-03-22 1991-07-25 Bioresearch Spa Impiego di acido 5 metiltetraidrofolico, di acido 5 formiltetraidrofolico e dei loro sali farmaceuticamente accettabili per la preparazione di composizioni farmaceutiche in forma a rilascio controllato attive nella terapia dei disturbi mentali organici e composizioni farmaceutiche relative.
NL8901432A (nl) * 1989-06-06 1991-01-02 Pharmachemie Bv Bij koelkasttemperatuur stabiele waterige folinaatoplossing, alsmede werkwijze ter bereiding daarvan.
CH680731A5 (es) * 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
CH693905A5 (de) * 1999-04-15 2004-04-15 Eprova Ag Stabile kristalline Salze von 5-Methyltetrahydrofolsäure.
CH698729B1 (de) * 2007-05-30 2009-10-15 Cerbios Pharma Sa Stabile, kristalline (6S)-N(5)-Methyl-5, 6,7,8-tetrahydrofolsäure.
CN103214487A (zh) * 2013-04-12 2013-07-24 张家港威胜生物医药有限公司 一种重要医药化工原料(6s)-5-甲基四氢叶酸盐的合成
WO2015193778A1 (en) 2014-06-16 2015-12-23 Mylan Laboratories Ltd. Crystalline form of levomefolate calcium
MX2021002446A (es) 2018-08-28 2021-04-28 Pmc Organometallix Inc Ester libre o con bajo contenido de 2-mercaptoetanol y usos del mismo.

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL80276C (es) *
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

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0537842A2 (en) * 1991-10-10 1993-04-21 Apr Applied Pharma Research S.A. A process for the preparation of substituted tetrahydrofolic derivatives in the 6(R,S)(-) forms and of their active 6(S)(-) N5 diastereoisomers in form of alkali and earth alkali metal salts
EP0537842A3 (en) * 1991-10-10 1993-05-05 Apr Applied Pharma Research S.A. A process for the preparation of substituted tetrahydrofolic derivatives in the 6(r,s)(-) forms and of their active 6(s)(-) n5 diastereoisomers in form of alkali and earth alkali metal salts
US5350850A (en) * 1991-10-10 1994-09-27 Apr Applied Pharma Research S.A. Process for the preparation of substituted tetrahydrofolico derivatives in the [6(R,S)(-)] forms and of their active [6(S)(-)] N5 diastereoisomers in form of alkali and alkaline earth metal salts
EP0539987A2 (de) * 1991-10-29 1993-05-05 Cerbios-Pharma S.A. Verfahren zur Reinigung von rohen Erdalkalimetallsalzen von N(5)-Methyl-5,6,7,8-tetrahydrofolsäure
EP0539987A3 (en) * 1991-10-29 1993-08-25 Sapec S.A. Fine Chemicals Process for the purification of crude alkalinic earth metal salts of 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
EP1116721A1 (de) * 1999-05-07 2001-07-18 Cerbios-Pharma S.A. Verfahren zur Reduktion von Pterinen

Also Published As

Publication number Publication date
NO147793B (no) 1983-03-07
FI67082B (fi) 1984-09-28
PL118654B1 (en) 1981-10-31
CZ112978A3 (en) 1995-02-15
NO780594L (no) 1978-08-23
FR2381047A1 (fr) 1978-09-15
JPS53124297A (en) 1978-10-30
SU747427A3 (ru) 1980-07-23
SE7801973L (sv) 1978-08-23
ATA90378A (de) 1985-08-15
MX5288E (es) 1983-06-06
CA1093554A (en) 1981-01-13
NL7801775A (nl) 1978-08-24
DD134099A5 (de) 1979-02-07
IE46402B1 (en) 1983-06-01
GB1572137A (en) 1980-07-23
IE780285L (en) 1978-08-22
CZ279815B6 (cs) 1995-07-12
FI67082C (fi) 1985-01-10
EG13399A (en) 1981-12-31
DK144944B (da) 1982-07-12
AU520715B2 (en) 1982-02-25
ZA78837B (en) 1979-09-26
IL54052A (en) 1981-07-31
PT67656A (en) 1978-03-01
FI780565A (fi) 1978-08-23
DK144944C (da) 1982-11-29
DE2807393A1 (de) 1978-09-07
NL190285C (nl) 1994-01-03
LU79067A1 (fr) 1978-06-27
YU37978A (en) 1983-01-21
IL54052A0 (en) 1978-04-30
FR2385397A1 (fr) 1978-10-27
NO147793C (no) 1983-06-15
IN149574B (es) 1982-01-30
AR215162A1 (es) 1979-09-14
HU179422B (en) 1982-10-28
BE863808A (fr) 1978-05-29
PT67656B (en) 1979-07-19
SE437028B (sv) 1985-02-04
NL190285B (nl) 1993-08-02
AT380020B (de) 1986-03-25
YU40505B (en) 1986-02-28
GR71704B (es) 1983-06-21
PL204747A1 (pl) 1979-03-12
DK76578A (da) 1978-08-23
FR2385397B1 (es) 1981-07-17
AU3343078A (en) 1979-08-30
NZ186465A (en) 1980-10-08
JPS5831353B2 (ja) 1983-07-05
FR2381047B1 (es) 1981-07-24
DE2807393C2 (es) 1990-06-13
ES467153A1 (es) 1978-11-16

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Legal Events

Date Code Title Description
PFA Name/firm changed

Owner name: BIORESEARCH S.R.L. TRANSFER- BIORESEARCH S.P.A.

PL Patent ceased