CAS 536-28-7

Ethionamide sulfoxide

Description:

Ethionamide sulfoxide, with the CAS number 536-28-7, is a chemical compound that serves as a metabolite of ethionamide, an antibiotic primarily used in the treatment of tuberculosis. This compound is characterized by its sulfoxide functional group, which typically imparts unique chemical properties, including increased polarity and potential for hydrogen bonding. Ethionamide sulfoxide is generally a white to off-white solid, and it is soluble in polar solvents such as water and alcohols, which enhances its bioavailability. The compound exhibits antibacterial activity, contributing to its therapeutic effects. Additionally, it may have implications in pharmacokinetics and drug interactions due to its metabolic pathway. As with many sulfoxides, it may also exhibit stability under various conditions, although it can be sensitive to strong oxidizing agents. Overall, ethionamide sulfoxide plays a significant role in the pharmacological landscape, particularly in the context of treating resistant strains of tuberculosis.

Formula: C₈H₁₀N₂OS

InChI: InChI=1S/C8H10N2OS/c1-2-7-5-6(3-4-10-7)8(9)12-11/h3-5H,2,9H2,1H3

InChI key: InChIKey=QDQQNGZRIJPDGA-UHFFFAOYSA-N

SMILES: C(=S=O)(N)C=1C=C(CC)N=CC1

Synonyms:

• 4-Pyridinecarbothioamide, 2-ethyl-, S-oxide
• 4-Pyridinemethanamine, 2-ethyl-α-sulfinyl-
• Ethionamide sulfoxide
• 2-Ethyl-α-sulfinyl-4-pyridinemethanamine
• Isonicotinamide, 2-ethylthio-, S-oxide

Ethionamide Sulfoxide

CAS: 536-28-7

Formula: C₈H₁₀N₂OS

Color and Shape: Yellow Solid

Molecular weight: 182.25

Ref: 4Z-E-373

Ethionamide Sulphoxide

CAS: 536-28-7

Color and Shape: Neat

Ref: 86-MM0845.01

Ethionamide Sulfoxide

Controlled Product

CAS: 536-28-7

Applications The major metabolite of Ethionamide.
References Rivera-Marrero, C., et al.: Microb. Pathog., 25, 307 (1998), Baulard, A., et al.: J. Biol. Chem., 275, 28326 (2000), Cole, S., et al.: Nature, 409, 1007 (2001), Liang, X., et al.: Bacteriology, 183, 843 (2001),

Formula: C₈H₁₀N₂OS

Color and Shape: Neat

Molecular weight: 182.24

Ref: TR-E890423

Ethionamide sulfoxide

CAS: 536-28-7

Ethionamide is a drug that is used for the treatment of tuberculosis. It binds to the enzyme preparations in the bacterial cell wall by competitive inhibition, which prevents formation of an antibiotic-inhibitor complex with the enzyme cell wall synthesis that is required for cell wall biosynthesis, inhibiting protein synthesis and cell division. The sulfoxide form of ethionamide is converted to the sulfone form when it enters the body. This conversion takes place primarily in the liver with assistance from alcohol dehydrogenase, cytochrome P450, and glutathione reductase. The sulfone form has higher potency than its precursor (sulfoxide) because it has lower protein binding affinity and more rapid elimination from plasma.

Formula: C₈H₁₀N₂OS

Purity: Min. 95 Area-%

Color and Shape: Powder

Molecular weight: 182.24 g/mol

Ref: 3D-FE22861

Ethionamide Sulfoxide-D3

Controlled Product

CAS: 536-28-7

Formula: C₈D₃H₇N₂OS

Color and Shape: Neat

Molecular weight: 185.26

Ref: TR-E890424

Ethionamide Sulfoxide

CAS: 536-28-7

Formula: C₈H₁₀N₂OS

Molecular weight: 182.25

Ref: ST-EA-CP-E175001