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Thiamine

Catalog No. DB00152 Name DrugBank
CAS Number 59-43-8 Website http://www.ualberta.ca/
M. F. C12H17N4OS+ Telephone (780) 492-3111
M. W. 265.35458 Fax (780) 492-1071
Purity Email david.wishart@ualberta.ca
Storage Chembase ID: 38

SYNONYMS

IUPAC name
3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium
IUPAC Traditional name
thiamine
Brand Name
Vitaneuron
Bewon
Betaxin
Aneurin
Betalin S
Antiberiberi Factor
Biamine
Cernevit-12
Infuvite Pediatric
M.V.I.-12 Lyophilized
Vitaped
Synonyms
Thiamine Hcl
Thiamin
Vitamin B1
Thiadoxine

DATABASE IDS

PubChem CID 1130
CAS Number 59-43-8
PubChem SID 46507321

PROPERTIES

Hydrophobicity(logP) -3.93 (HCl salt)
Solubility 500 mg/mL [MERCK INDEX (1996); approx.]

DETAILS

Description (English)
Item Information
Drug Groups approved; nutraceutical
Description Thiamine or thiamin, also known as vitamin B1, is a colorless compound with the chemical formula C12H17N4OS. It is soluble in water and insoluble in alcohol. Thiamine decomposes if heated. Thiamine was first discovered by Umetaro Suzuki in Japan when researching how rice bran cured patients of Beriberi. Thiamine plays a key role in intracellular glucose metabolism and it is thought that thiamine inhibits the effect of glucose and insulin on arterial smooth muscle cell proliferation. Thiamine plays an important role in helping the body convert carbohydrates and fat into energy. It is essential for normal growth and development and helps to maintain proper functioning of the heart and the nervous and digestive systems. Thiamine cannot be stored in the body; however, once absorbed, the vitamin is concentrated in muscle tissue.
Indication For the treatment of thiamine and niacin deficiency states, Korsakov's alcoholic psychosis, Wernicke-Korsakov syndrome, delirium, and peripheral neuritis.
Pharmacology Thiamine is a vitamin with antioxidant, erythropoietic, cognition-and mood-modulatory, antiatherosclerotic, putative ergogenic, and detoxification activities. Thiamine has been found to protect against lead-induced lipid peroxidation in rat liver and kidney. Thiamine deficiency results in selective neuronal death in animal models. The neuronal death is associated with increased free radical production, suggesting that oxidative stress may play an important early role in brain damage associated with thiamine deficiency. Thiamine plays a key role in intracellular glucose metabolism and it is thought that thiamine inhibits the effect of glucose and insulin on arterial smooth muscle cell proliferation. Inhibition of endothelial cell proliferation may also promote atherosclerosis. Endothelial cells in culture have been found to have a decreased proliferative rate and delayed migration in response to hyperglycemic conditions. Thiamine has been shown to inhibit this effect of glucose on endothelial cells.
Toxicity Thiamine toxicity is uncommon; as excesses are readily excreted, although long-term supplementation of amounts larger than 3 gram have been known to cause toxicity. Oral mouse LD50 = 8224 mg/kg, oral rat LD50 = 3710 mg/kg.
Affected Organisms
Humans and other mammals
Biotransformation Hepatic
Absorption Absorbed mainly from duodenum, by both active and passive processes
Protein Binding 90-94%
References
Slater PV: Multi-level preparation for nursing impact on nursing practice. Aust Nurses J. 1978 Jun;7(11):40-3. [Pubmed]
Kopriva V, Bilkovic R, Licko T: [Tumours of the small intestine (author's transl)] Cesk Gastroenterol Vyz. 1977 Dec;31(8):549-53. [Pubmed]
Beissel J: [The role of right catheterization in valvular prosthesis surveillance (author's transl)] Ann Cardiol Angeiol (Paris). 1977 Dec;26(6):587-9. [Pubmed]
Lonsdale D, Shamberger RJ, Audhya T: Treatment of autism spectrum children with thiamine tetrahydrofurfuryl disulfide: a pilot study. Neuro Endocrinol Lett. 2002 Aug;23(4):303-8. [Pubmed]
Lonsdale D: A review of the biochemistry, metabolism and clinical benefits of thiamin(e) and its derivatives. Evid Based Complement Alternat Med. 2006 Mar;3(1):49-59. [Pubmed]
External Links
Wikipedia
Drugs.com

REFERENCES

  • Slater PV: Multi-level preparation for nursing impact on nursing practice. Aust Nurses J. 1978 Jun;7(11):40-3. Pubmed
  • Kopriva V, Bilkovic R, Licko T: [Tumours of the small intestine (author's transl)] Cesk Gastroenterol Vyz. 1977 Dec;31(8):549-53. Pubmed
  • Beissel J: [The role of right catheterization in valvular prosthesis surveillance (author's transl)] Ann Cardiol Angeiol (Paris). 1977 Dec;26(6):587-9. Pubmed
  • Lonsdale D, Shamberger RJ, Audhya T: Treatment of autism spectrum children with thiamine tetrahydrofurfuryl disulfide: a pilot study. Neuro Endocrinol Lett. 2002 Aug;23(4):303-8. Pubmed
  • Lonsdale D: A review of the biochemistry, metabolism and clinical benefits of thiamin(e) and its derivatives. Evid Based Complement Alternat Med. 2006 Mar;3(1):49-59. Pubmed