CAS 490-82-4

3-[(4-Amino-2-methyl-5-pyrimidinyl)methyl]-5-(2-hydroxyethyl)-4-methyl-2(3H)-thiazolone

Description:

The chemical substance known as 3-[(4-Amino-2-methyl-5-pyrimidinyl)methyl]-5-(2-hydroxyethyl)-4-methyl-2(3H)-thiazolone, with the CAS number 490-82-4, is a thiazolone derivative that exhibits a complex molecular structure. It features a thiazolone ring, which is a five-membered heterocyclic compound containing sulfur and nitrogen, contributing to its biological activity. The presence of a pyrimidine moiety indicates potential interactions with biological systems, particularly in relation to nucleic acid metabolism. This compound is characterized by its amino and hydroxyethyl functional groups, which can enhance solubility and reactivity. It is often studied for its potential pharmacological properties, including antimicrobial and antitumor activities. The compound's unique structure allows for various chemical modifications, which can influence its efficacy and safety profile in therapeutic applications. As with many thiazolone derivatives, it is essential to consider its stability, solubility, and reactivity in different environments when evaluating its practical uses in medicinal chemistry.

Formula: C₁₂H₁₆N₄O₂S

InChI: InChI=1/C12H16N4O2S/c1-7-10(3-4-17)19-12(18)16(7)6-9-5-14-8(2)15-11(9)13/h5,17H,3-4,6H2,1-2H3,(H2,13,14,15)

InChI key: InChIKey=VXCONGLPCAPYEU-UHFFFAOYSA-N

SMILES: C(N1C(C)=C(CCO)SC1=O)C=2C(N)=NC(C)=NC2

Synonyms:

• (3H)-Thiazolone, 3-((4-amino-2-methyl-5-pyrimidinyl)methyl)-5-(2-hydroxyethyl)-4-methyl-
• 2(3H)-Thiazolone, 3-[(4-amino-2-methyl-5-pyrimidinyl)methyl]-5-(2-hydroxyethyl)-4-methyl-
• 3-((4-Amino-2-methyl-5-pyrimidinyl)methyl)-5-(2-hydroxyethyl)-4-methyl-(3H)-thiazolone
• 3-((4-Amino-2-methyl-5-pyrimidinyl)methyl)-5-(2-hydroxyethyl)-4-methylthiazolin-2-one
• 3-((4-Amino-2-metil-5-pirimidinil)metil)-5-(2-idrossietil)-4-metiltiazolin-2-one
• 3-((4-Amino-2-metil-5-pirimidinil)metil)-5-(2-idrossietil)-4-metiltiazolin-2-one [Italian]
• 3-[(4-Amino-2-methyl-5-pyrimidinyl)methyl]-5-(2-hydroxyethyl)-4-methyl-2(3H)-thiazolone
• 3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-2(3H)-one
• 4-Thiazolin-2-one, 3-((4-amino-2-methyl-5-pyrimidinyl)methyl)-5-(2-hydroxyethyl)-4-methyl-
• Brn 0310984
• Thiamin thiazolone
• Thiamine thiazolone
• Thiaminthiazolone
• Tiamintiazolone
• Tiamintiazolone [Italian]
• 4-27-00-03500 (Beilstein Handbook Reference)
• 3-((4-Amino-2-methylpyrimidin-5-yl)methyl)-5-(2-hydroxyethyl)-4-methylthiazol-2(3H)-one
• 3-[(4-amino-2-methyl-pyrimidin-5-yl)methyl]-5-(2-hydroxyethyl)-4-methyl-thiazol-2-one
• 3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-2-one
• 3-[(4-azanyl-2-methyl-pyrimidin-5-yl)methyl]-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-2-one
• Oxo ThiaMine
• 3-[(4-Amino-2-methyl-5-pyrimidinyl)methyl]-5-(2-hydroxyethyl)-4-methylthiazol-2(3H)-one

3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-hydroxyethyl)-4-methylthiazol-2(3H)-one

CAS: 490-82-4

Formula: C₁₂H₁₆N₄O₂S

Purity: 95%

Color and Shape: Solid

Molecular weight: 280.3460

Ref: IN-DA00DF4Z

Oxo thiamine

CAS: 490-82-4

Oxo thiamine

Purity: 98%

Molecular weight: 280.35g/mol

Ref: 54-OR1007293

Thiamine EP Impurity D (Oxo Thiamine)

CAS: 490-82-4

Formula: C₁₂H₁₆N₄O₂S

Color and Shape: White To Off-White Solid

Molecular weight: 280.35

Ref: 4Z-T-845

Thiamine EP Impurity D

CAS: 490-82-4

Formula: C₁₂H₁₆N₄O₂S

Molecular weight: 280.35

Ref: ST-EA-CP-T2004

Oxo Thiamine

CAS: 490-82-4

Applications Thiamine (T344185) impurity.
References Warnock, L., et al.: Anal. Biochem., 126, 394 (1982), Royer-Morrot, J., et al.: Eur. J. Clin. Pharmacol., 42, 219 (1992),

Formula: C₁₂H₁₆N₄O₂S

Color and Shape: Off-White

Molecular weight: 280.35

Ref: TR-O864200

Oxo thiamine

CAS: 490-82-4

Oxo thiamine (OT) is a group II intramolecular hydrogen donor that has been shown to be effective against various types of cancer. OT is a competitive inhibitor of the bacterial enzyme sulfamidase, which is responsible for hydrolyzing sulfamethoxazole resulting in resistance to this antibiotic. In addition, OT inhibits mitochondrial complex I and causes a loss in mitochondrial membrane potential. OT also has anti-inflammatory properties and can be used as an analog in nuclear DNA synthesis. OT binds to the nitrogen atom on the phosphate group of ATP and forms a hydrogen bond with the oxygen atom on the same phosphate group, inhibiting enzymatic reactions.

Formula: C₁₂H₁₆N₄O₂S

Purity: Min. 95%

Color and Shape: White Powder

Molecular weight: 280.35 g/mol

Ref: 3D-FO26662