Sulbutiamine

Drugbox
IUPAC_name = [4- [(4-amino-2-methyl-pyrimidin-5-yl)methyl-formyl-
amino] -3- [2- [(4-amino-2-methyl-pyrimidin-5-yl)methyl-
formyl-amino] -5-(2-methylpropanoyloxy)pent-2-en-3-
yl] disulfanyl-pent-3-enyl] 2-methylpropanoate

---

width = 274
CAS_number = 3286-46-2
ATC_prefix = A11
ATC_suffix = DA02
ATC_supplemental =
PubChem = 71124
DrugBank =
C = 32 | H = 46 | N = 8 | O = 6 | S = 2
molecular_weight = 702.89 g/mol
synonyms = Arcalion, bisibuthiamine, youvitan
smiles = CC1=NC=C(C(=N1)N)CN(C=O)C(=C
(CCOC(=O)C(C)C)SSC(=C(C)N(CC2=
CN=C(N=C2N)C)C=O)CCOC(=O)C(C)C)C
bioavailability =
metabolism =
elimination_half-life= 5 hours
excretion = Renal
pregnancy_category =
legal_status =
routes_of_administration = Oral

Sulbutiamine (brand name: Arcalion) is a to thiamine (i.e., vitamin B₁).

Uses

Sulbutiamine is indicated for the treatment of asthenia.cite journal | author=Shah SN; Sulbutiamine Study Group | title=Adjuvant role of vitamin B analogue (sulbutiamine) with anti-infective treatment in infection associated asthenia. | journal=J Assoc Physicians India | year=2003 | pages=891–5 | volume=51 | pmid=14710977] Furthermore, the ability of sulbutiamine to reduce fatigue is considered desirable by athletes, and it is available for over-the-counter sale as a nutritional supplement. Additionally, the demonstrated ability of sulbutiamine to improve memory in ratscite journal | author=Bizot JC, Herpin A, Pothion S, Pirot S, Trovero F, Ollat H | title=Chronic treatment with sulbutiamine improves memory in an object recognition task and reduces some amnesic effects of dizocilpine in a spatial delayed-non-match-to-sample task. | journal=Prog Neuropsychopharmacol Biol Psychiatry | year=2005 | pages=928–35 | volume=29 | issue=6 | pmid=15951087 | doi=10.1016/j.pnpbp.2005.04.035] and patients of schizophreniacite journal | author=Bizot JC, Herpin A, Pothion S, Pirot S, Trovero F, Ollat H | title=Chronic treatment with sulbutiamine improves memory in an object recognition task and reduces some amnesic effects of dizocilpine in a spatial delayed-non-match-to-sample task. | journal=Prog Neuropsychopharmacol Biol Psychiatry | year=2005 | pages=928–35 | volume=29 | issue=6 | pmid=15951087 | doi=10.1016/j.pnpbp.2005.04.035] suggests that it is a nootropic. New research show support for use in erectile dysfunction [Urologiia. 2005 Jan-Feb;(1):32-5. [Clinical efficacy of the drug enerion (sulbutiamine) in the treatment of patients with psychogenic (functional) erectile dysfunction] Dmitriev DG, Gamidov SI, Permiakova OV. ] However, for a study of chronic fatigue patients, no sustained benefits over a placebo were found."Treatment of chronic postinfectious fatigue: randomized double-blind study of two doses of sulbutiamine (400-600 mg/day) versus placebo" 1999 Oct; 20(10):912-8 http://www.ncbi.nlm.nih.gov/pubmed/10573727]

Effects

Sulbutiamine reduces fatigue, memory difficulties, intellectual tiredness and may speed convalescence. [http://www.serdiapharma.com/about/arcalion.asp Serdia Pharmaceuticals | About Serdia | Product Portfolio | Arcalion ] ]

Dosage

Sulbutiamine is sometimes supplied in 200 mg tablets. The proper therapeutic dosage has been reported to be 12.5 mg/kg,cite journal | author=Bizot JC, Herpin A, Pothion S, Pirot S, Trovero F, Ollat H | title=Chronic treatment with sulbutiamine improves memory in an object recognition task and reduces some amnesic effects of dizocilpine in a spatial delayed-non-match-to-sample task. | journal=Prog Neuropsychopharmacol Biol Psychiatry | year=2005 | pages=928–35 | volume=29 | issue=6 | pmid=15951087 | doi=10.1016/j.pnpbp.2005.04.035] which corresponds to 850 mg for a 68 kg (150 lb) person. However, it should be noted that dosage recommendations vary; the manufacturer of Arcalion, for example, recommends no more than 600 mg per day.

Mechanisms of action

Sulbutiamine crosses the blood brain barrier more easily than vitamin B1 because of its lipophilic properties. It leads to an increased formation of thiamine triphosphate (TTP) that acts as a regulator of the synaptic transmission of many neurotransmission systems.

Sulbutiamine is a thiamine derivative which has two different properties in comparison with vitamin B1 as a result of structural modification of free thiamine, namely opening of the thiazole ring, esterification of the alcohol groups and dimerization, with formation of a disulfide bridge.

References

External links

* [http://www.hoboes.com/pub/Prohibition/Drug%20Information/Smart%20Drugs/Drugs%20That%20Make%20You%20Smart "New Drugs that Make you Smart" by John Morgenthaler] at hoboes.com