CAS 22457-89-2

S-benzoylthiamine O-monophosphate

Description:

S-benzoylthiamine O-monophosphate, with the CAS number 22457-89-2, is a derivative of thiamine (vitamin B1) that has been modified to include a benzoyl group and a phosphate moiety. This compound is characterized by its role as a thiamine analog, which can influence enzymatic reactions involving thiamine-dependent enzymes. It typically exhibits properties such as solubility in polar solvents, which is common for phosphate esters, and may have varying stability depending on pH and temperature conditions. The presence of the benzoyl group can enhance its lipophilicity compared to thiamine, potentially affecting its bioavailability and interaction with biological systems. S-benzoylthiamine O-monophosphate is often studied for its biochemical properties and potential applications in nutrition and pharmacology, particularly in relation to its effects on metabolic pathways and its role in cellular energy production. As with many thiamine derivatives, it may also exhibit antioxidant properties, contributing to its relevance in health and disease contexts.

Formula: C₁₉H₂₃N₄O₆PS

InChI: InChI=1S/C19H23N4O6PS/c1-13(23(12-24)11-16-10-21-14(2)22-18(16)20)17(8-9-29-30(26,27)28)31-19(25)15-6-4-3-5-7-15/h3-7,10,12H,8-9,11H2,1-2H3,(H2,20,21,22)(H2,26,27,28)

InChI key: InChIKey=BTNNPSLJPBRMLZ-UHFFFAOYSA-N

SMILES: C(N(C(=C(SC(=O)C1=CC=CC=C1)CCOP(=O)(O)O)C)C=O)C=2C(N)=NC(C)=NC2

Synonyms:

• 8088Cb
• Benfothiamine
• Benfotiamine
• Benzenecarbothioic acid, S-[2-[[(4-amino-2-methyl-5-pyrimidinyl)methyl]formylamino]-1-[2-(phosphonooxy)ethyl]-1-propen-1-yl] ester
• Benzenecarbothioic acid, S-[2-[[(4-amino-2-methyl-5-pyrimidinyl)methyl]formylamino]-1-[2-(phosphonooxy)ethyl]-1-propenyl] ester
• Benzoic acid, thio-, S-ester with N-[(4-amino-2-methyl-5-pyrimidinyl)methyl]-N-(4-hydroxy-2-mercapto-1-methyl-1-butenyl)formamide dihydrogen phosphate (ester)
• Benzoylthiamine O-monophosphate
• Benzoylthiamine monophosphate
• Berdi
• Betivina
• Bietamine
• Biotamin
• Formamide, N-[(4-amino-2-methyl-5-pyrimidinyl)methyl]-N-(4-hydroxy-2-mercapto-1-methyl-1-butenyl)-, S-benzoate O-(dihydrogen phosphate)
• Milgamma
• N-((4-Amino-2-Methyl-5-Pyrimidinyl)Methyl)-N-(4-Hydroxy-2-Mercapto-1-Methyl-1-Butenyl)Formamide-S-Benzoate Dihydrogen Phosphate
• N-[(4-Amino-2-methyl-5-pyrimidinyl)methyl]-N-(4-hydroxy-2-mercapto-1-methyl-1-butenyl)formamide S-benzoate O-phosphate
• Neurostop
• Nitanevril
• S-Benzoylthiamine monophosphate
• S-[2-{[(4-amino-2-methylpyrimidin-5-yl)methyl](formyl)amino}-5-(phosphonooxy)pent-2-en-3-yl] benzenecarbothioate
• S-{(1E)-2-{[(4-amino-2-methylpyrimidin-5-yl)methyl](formyl)amino}-1-[2-(phosphonooxy)ethyl]prop-1-en-1-yl} benzenecarbothioate
• S-{(1Z)-2-{[(4-amino-2-methylpyrimidin-5-yl)methyl](formyl)amino}-1-[2-(phosphonooxy)ethyl]prop-1-en-1-yl} benzenecarbothioate
• Tabiomyl

Benfotiamine

CAS: 22457-89-2

Formula: C₁₉H₂₃N₄O₆PS

Purity: >98.0%(T)(HPLC)

Color and Shape: White to Almost white powder to crystal

Molecular weight: 466.45

Ref: 3B-B4711

{[(3E)-4-{N-[(4-amino-2-methylpyrimidin-5-yl)methyl]formamido}-3-[(E)-benzoylsulfanyl]pent-3-en-1-yl]oxy}phosphonic acid

CAS: 22457-89-2

Formula: C₁₉H₂₃N₄O₆PS

Purity: 97%

Color and Shape: Solid

Molecular weight: 466.4479

Ref: IN-DA007OGT

Benfotiamine

CAS: 22457-89-2

Benfotiamine (S-Benzoylthiamine O-monophosphate) is a synthetic S-acyl derivative of thiamine (vitamin B1), used as an antioxidant dietary supplement.

Formula: C₁₉H₂₃N₄O₆PS

Purity: 99.2% - 99.91%

Color and Shape: Shinning Black Powder

Molecular weight: 466.45

Ref: TM-T1129

Benfotiamine

CAS: 22457-89-2

Benfotiamine

Purity: ≥98%

Molecular weight: 466.45g/mol

Ref: 54-BUP16881

Benfotiamine

CAS: 22457-89-2

Benfotiamine

Purity: 99%

Molecular weight: 466.45g/mol

Ref: 54-OR1030007

Benfotamine

CAS: 22457-89-2

Formula: C₁₉H₂₃N₄O₆PS

Purity: 98.0 - 102.0 % (dried basis)

Color and Shape: White to off-white powder

Molecular weight: 466.45

Ref: 7W-GP2430

Benfotiamine

CAS: 22457-89-2

Formula: C₁₉H₂₃N₄O₆PS

Color and Shape: White To Off-White Solid

Molecular weight: 466.45

Ref: 4Z-B-208001

Benfotiamine-Amide

Controlled Product

CAS: 22457-89-2

Stability Hygroscopic
Applications Benfotiamine-Amide is an analog of Benfotiamine, which is a Vitamin B1 analog. Synthetic S-acyl derivative of Thiamine (T344185).
References Stracke, H., et al.: Exper. Clin. Endocrinol., Diabetes, 116, 600 (2008), Gohil, V., et al.: Nat., Biotechnol., 28, 249 (2010),

Formula: C₂₆H₂₇N₄O₇PS

Color and Shape: Neat

Molecular weight: 570.55

Ref: TR-B136003

Benfotiamine

CAS: 22457-89-2

Formula: C₁₉H₂₃N₄O₆PS

Molecular weight: 466.45

Ref: ST-EA-CP-B44000

Benfotiamine

Controlled Product

CAS: 22457-89-2

Formula: C₁₉H₂₃N₄O₆PS

Color and Shape: Neat

Molecular weight: 466.45

Ref: TR-B136000

Benfotiamine

CAS: 22457-89-2

Benfotiamine is a thiamine derivative that is structurally similar to thiamine. It has been shown to have pharmacological effects in experimental models of diabetic complications and may be a potential therapeutic agent for the treatment of these conditions. Benfotiamine binds to the response element on the nuclear DNA, which leads to an increase in calcium pantothenate, a cofactor necessary for energy metabolism in mitochondria. The enzyme activities of benfotiamine are also modulated by calcium and magnesium ions. Benfotiamine can be used as an analytical method for nonsteroidal anti-inflammatory drugs (NSAIDs) by measuring the levels of benzoquinone imines and fluoroquinolones in urine.

Formula: C₁₉H₂₃N₄O₆PS

Purity: Min. 95%

Color and Shape: White Powder

Molecular weight: 466.45 g/mol

Ref: 3D-FB18169

S-(2-(N-((4-Amino-2-methylpyrimidin-5-yl)methyl)formamido)-5-(phosphonooxy)pent-2-en-3-yl)benzothioa

CAS: 22457-89-2

Formula: C₁₉H₂₃N₄O₆PS

Purity: 97%

Color and Shape: Solid, White to almost white powder

Molecular weight: 466.45

Ref: 10-F093454