Hydroxythiamine

Base Information

• Chemical Name: Hydroxythiamine
• CAS No.: 582-36-5
• Molecular Formula: C₁₂H₁₆N₃O₂S*Cl
• Molecular Weight: 301.797
• European Community (EC) Number: 209-483-4
• NSC Number: 56348
• UNII: WZJ9E9JTCY
• Wikidata: Q27147704
• Mol file: 582-36-5.mol

Synonyms:Hydroxythiamine;Oxythiamine

Chemical Property of Hydroxythiamine

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 98.10000
• Density: g/cm³
• LogP: -2.67720
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 301.0651756
• Heavy Atom Count: 19
• Complexity: 395

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(SC=[N+]1CC2=CN=C(NC2=O)C)CCO.[Cl-]

Refernces

SYNTHESIS AND ANTIVITAMIN ACTIVITY OF HYDROXYTHIAMINE ESTERS WITH SUBSTITUTED PHTHALYL- AND DIHYDROFURYLACETIC ACIDS

10.1007/BF00772150

This research aims to synthesize and investigate new vitamin B1 antagonists that possess the advantages of hydroxythiamine (HT) but can penetrate nerve tissue, unlike HT. Hydroxythiamine (HT) is described as a widely used vitamin B1 antagonist. It is known for its ability to profoundly inhibit the activity of thiamine diphosphate-dependent enzymes in most tissues and organs of animals. However, HT is unable to penetrate the blood-brain barrier, which limits its antivitamin action on the brain. Vitamin B1, also known as thiamine, is essential for various metabolic processes in the body, and its diphosphate form is a cofactor for enzymes like transketolase (TK). The study aims to develop new vitamin B1 antagonists that retain the benefits of HT but can also affect nerve tissue, which HT cannot do due to its inability to cross the blood-brain barrier. The research concludes that these HT esters have a milder antivitamin action on most tissues and organs compared to HT but exhibit a stronger inhibitory effect on thiamine diphosphate-dependent enzymes in the brain. This suggests they could be effective as vitamin B1 antagonists with improved action in nerve tissue.

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