GB944641A - Thiamine derivatives and production thereof - Google Patents

Thiamine derivatives and production thereof

Info

Publication number
GB944641A
GB944641A GB1561662A GB1561662A GB944641A GB 944641 A GB944641 A GB 944641A GB 1561662 A GB1561662 A GB 1561662A GB 1561662 A GB1561662 A GB 1561662A GB 944641 A GB944641 A GB 944641A
Authority
GB
United Kingdom
Prior art keywords
thiamine
reacting
formula
alkyl
salt
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
GB1561662A
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.)
Shionogi and Co Ltd
Original Assignee
Shionogi and Co Ltd
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 Shionogi and Co Ltd filed Critical Shionogi and Co Ltd
Publication of GB944641A publication Critical patent/GB944641A/en
Expired legal-status Critical Current

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
    • A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
    • A61K31/506—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim not condensed and containing further heterocyclic rings
    • A61K31/51—Thiamines, e.g. vitamin B1

Landscapes

  • Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Medicinal Preparation (AREA)

Abstract

The invention comprises O,S-dialkoxy-carbonylthiamines of formula: <FORM:0944641/C2/1> where R and R1 are alkyl radicals. The compounds may be prepared (a) by reacting a salt of a thiol thiamine of formula: <FORM:0944641/C2/2> where Met. is an alkali metal, with at least 2 molar amounts of an alkyl halogenocarbonate, an alkyl nitrophenyloxycarbonate, an alkyl thiocyanatocarbonate or an alkoxycarbonyltrithiophosphonic acid bis-(alkylcarbonic acid) anhydride; (b) by reacting an S-alkoxycarbonyl thiamine of formula: <FORM:0944641/C2/3> with one of the reagents mentioned in (a) above: or (c) by reacting O,S-dihalogeno-carbonylthiamine of formula: <FORM:0944641/C2/4> where X is a halogen atom, with an alkanol: the S-alkoxycarbonyl thiamine used in method (b) may be obtained by reacting a salt of thiol thiamine (see above) with 1 molar amount of one of the reagents mentioned in (a) above, and the O,S-dihalogenocarbonyl-thiamine of method (c) may be obtained by reacting the salt of thiolthiamine with phosgene or other carbonyl halide. Examples are given. The compounds of the invention, which have vitamin B1 activity, may be incorporated in tablets together with carriers e.g. lactose, mannitol, starch, talc and magnesium stearate; other ingredients e.g. riboflavin, pyridoxin, folic acid, biotin, inositol and mineral salts, may be included.
GB1561662A 1961-07-07 1962-04-24 Thiamine derivatives and production thereof Expired GB944641A (en)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
JP2455161 1961-07-07
JP2455261 1961-07-07
JP4574361 1961-12-16
JP4574261 1961-12-16
JP638362 1962-02-19

Publications (1)

Publication Number Publication Date
GB944641A true GB944641A (en) 1963-12-18

Family

ID=27518704

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1561662A Expired GB944641A (en) 1961-07-07 1962-04-24 Thiamine derivatives and production thereof

Country Status (5)

Country Link
BE (1) BE619835A (en)
CH (1) CH442323A (en)
DE (1) DE1253717C2 (en)
GB (1) GB944641A (en)
NL (1) NL280644A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3312704A (en) * 1963-08-19 1967-04-04 Shionogi & Co Process for preparing o, s-disubstituted thiol-type thiamine derivatives
US3444167A (en) * 1965-02-16 1969-05-13 Yamanouchi Pharma Co Ltd Process for the production of thiamine derivatives

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3312704A (en) * 1963-08-19 1967-04-04 Shionogi & Co Process for preparing o, s-disubstituted thiol-type thiamine derivatives
US3444167A (en) * 1965-02-16 1969-05-13 Yamanouchi Pharma Co Ltd Process for the production of thiamine derivatives

Also Published As

Publication number Publication date
DE1253717B (en) 1967-11-09
DE1253717C2 (en) 1974-01-31
NL280644A (en)
BE619835A (en) 1962-11-05
CH442323A (en) 1967-08-31

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