5-[({[5-hydroxy-4-(hydroxymethyl)-6-methylpyridin-3-yl]methyl}disulfanyl)methyl]-4-(hydroxymethyl)-2-methylpyridin-3-ol

• ChemBase ID: 118953
• Molecular Formular: C16H20N2O4S2
• Molecular Mass: 368.471
• Monoisotopic Mass: 368.08644913
• SMILES: c1(c(c(ncc1CSSCc1c(c(c(nc1)C)O)CO)C)O)CO
• Canonical SMILES: OCc1c(CSSCc2cnc(c(c2CO)O)C)cnc(c1O)C
• InChI: InChI=1S/C16H20N2O4S2/c1-9-15(21)13(5-19)11(3-17-9)7-23-24-8-12-4-18-10(2)16(22)14(12)6-20/h3-4,19-22H,5-8H2,1-2H3
• InChIKey: SIXLXDIJGIWWFU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[({[5-hydroxy-4-(hydroxymethyl)-6-methylpyridin-3-yl]methyl}disulfanyl)methyl]-4-(hydroxymethyl)-2-methylpyridin-3-ol
• IUPAC Traditional name: pyritinol; 5-[({[5-hydroxy-4-(hydroxymethyl)-6-methylpyridin-3-yl]methyl}disulfanyl)methyl]-4-(hydroxymethyl)-2-methylpyridin-3-ol
• Synonyms: 5,5'-(disulfanediylbis(methylene))bis(4-(hydroxymethyl)-2-methylpyridin-3-ol); Pyrithioxin; 3,3'-[Dithiobis(methylene)]bis[5-hydroxy-6-methyl-4-pyridinemethanol Hydrochloride; Bis(2-methyl-3-hydroxy-4-hydroxymethylpyridyl-5-methyl) Disulfide Hydrochloride; Bonifen Hydrochloride; Bonol Hydrochloride; Dipyridoxolyldisulfide Hydrochloride; Encefabol Hydrochloride; Epocan Hydrochloride; Pyridoxine Disulfide Hydrochloride; Pyridoxine-5-disulfide Hydrochloride; Pyrithioxin Hydrochloride; Pyroxidine-5-disulfide Hydrochloride; Vitamin B6 Disulfide Hydrochloride; Pyrithioxine Hydrochloride; Pyrithioxin; Pyritioxine; Bonifen; Cervitalin; Encebrovit; Encerebron; Pyritinol; 吡硫醇

Database IDs

• CAS Number: 1098-97-1
• EC Number: 214-150-1
• MDL Number: MFCD00151477
• PubChem SID: 24898828; 162102963
• PubChem CID: 14190

CALCULATED PROPERTIES

• Acid pKa: 9.136699
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -0.3711117
• LogD (pH = 7.4): 0.40329513
• Log P: 0.43311873
• Molar Refractivity: 98.7796 cm^3
• Polarizability: 37.6603 Å^3
• Polar Surface Area: 106.7 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• RTECS: UT4836666
• German water hazard class: 2

Pharmacology Properties

• Mechanism of Action: Promotes glucose transfer across blood/brain barrier

Product Information

• Application(s): Psychostimulant; Psychotonic; Sedative, improves memory and cognitive functions

DETAILS

Toronto Research Chemicals - P997420

A nootropic used in the prevention and treatment of cerebrovascular diseases.

REFERENCES

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