CAS 54237-72-8

Cimetidine sulfoxide

Description:

Cimetidine sulfoxide, with the CAS number 54237-72-8, is a metabolite of the well-known histamine H2-receptor antagonist cimetidine, which is primarily used to reduce stomach acid production. This compound is characterized by the presence of a sulfoxide functional group, which is indicative of its oxidation state. Cimetidine sulfoxide is typically a white to off-white solid, and its molecular structure includes a thiazole ring and an imidazole moiety, which are integral to its pharmacological activity. The sulfoxide group can influence the compound's solubility, stability, and biological activity compared to its parent compound. In terms of its pharmacokinetics, cimetidine sulfoxide may exhibit different absorption, distribution, metabolism, and excretion properties. While cimetidine itself is known for its role in treating conditions like peptic ulcers and gastroesophageal reflux disease, the specific therapeutic implications of cimetidine sulfoxide are less well-documented, warranting further research into its potential effects and applications in clinical settings.

Formula: C₁₀H₁₆N₆OS

InChI: InChI=1S/C10H16N6OS/c1-8-9(16-7-15-8)5-18(17)4-3-13-10(12-2)14-6-11/h7H,3-5H2,1-2H3,(H,15,16)(H2,12,13,14)

InChI key: InChIKey=HOJLJLYVNQFCRE-UHFFFAOYSA-N

SMILES: C(S(CCN=C(NC#N)NC)=O)C1=C(C)N=CN1

Synonyms:

• Guanidine, N-cyano-N′-methyl-N′′-[2-[[(4-methyl-1H-imidazol-5-yl)methyl]sulfinyl]ethyl]-
• (±)-Cimetidine S-oxide
• N-Cyano-N′-methyl-N′′-[2-[[(4-methyl-1H-imidazol-5-yl)methyl]sulfinyl]ethyl]guanidine
• Guanidine, N-cyano-N′-methyl-N′′-[2-[[(5-methyl-1H-imidazol-4-yl)methyl]sulfinyl]ethyl]-
• Cimetidine sulfoxide

2-cyano-1-methyl-3-[2-(5-methylimidazol-4-ylmethylsulfinyl)ethyl]guanidine

CAS: 54237-72-8

2-cyano-1-methyl-3-[2-(5-methylimidazol-4-ylmethylsulfinyl)ethyl]guanidine

Color and Shape: White To Off White

Ref: 47-478

CIMETIDINE SULPHOXIDE DIHYDROCHLORIDE

CAS: 54237-72-8

Formula: C₁₀H₁₆N₆OS

Purity: 99%

Color and Shape: Solid

Molecular weight: 268.3386

Ref: IN-DA00DAH7

1-Cyano-3-Methyl-2-(2-(((4-Methyl-1H-Imidazol-5-Yl)Methyl)Sulfinyl)Ethyl)Guanidine

CAS: 54237-72-8

1-Cyano-3-Methyl-2-(2-(((4-Methyl-1H-Imidazol-5-Yl)Methyl)Sulfinyl)Ethyl)Guanidine

Purity: 98%

Molecular weight: 268.34g/mol

Ref: 54-OR1022983

Cimetidine EP Impurity E (Cimetidine Sulphoxide)

CAS: 54237-72-8

Formula: C₁₀H₁₆N₆OS

Color and Shape: White To Off-White Solid

Molecular weight: 268.34

Ref: 4Z-C-433

2-Cyano-1-methyl-3-[2-[[(5-methyl-1H-imidazol-4-yl)methyl]sulphinyl]ethyl]guanidine (Cimetidine Sulphoxide)

Controlled Product

CAS: 54237-72-8

Formula: C₁₀H₁₆N₆OS

Color and Shape: Neat

Molecular weight: 268.34

Ref: 86-MM0020.04

Cimetidine Sulfoxide

Controlled Product

CAS: 54237-72-8

Impurity Cimetidine EP Impurity E
Applications Cimetidine Sulfoxide (Cimetidine EP Impurity E) is a metabolite of the H2-receptor antagonist Cimetidine (C441650). Cimetidine Sulfoxide is detected in the blood and urine of patients with kidney diseases.
References Luksa, J. et al.: J. Chrom. B Biomed. Appl., 667, 321 (1995); Lee, R.M. et al.: J. Chrom. Biomed. Appl., 146, 354 (1978);

Formula: C₁₀H₁₆N₆OS

Color and Shape: Neat

Molecular weight: 268.34

Ref: TR-C441680

N-Cyano-N'-methyl-N''-[2-[(5-methyl-1H-imidazol-4-yl)methylsulphinyl]ethyl]guanidine

CAS: 54237-72-8

N-Cyano-N'-methyl-N''-[2-[(5-methyl-1H-imidazol-4-yl)methylsulphinyl]ethyl]guanidine is an acetylcholinesterase inhibitor that is used to treat Alzheimer's disease. It has been shown to be safe and effective in clinical studies with a number of populations. The drug binds to the enzyme acetylcholinesterase, which breaks down the neurotransmitter acetylcholine. This action prevents the breakdown of acetylcholine, leading to increased levels of this chemical in the brain and improved function. NCAEMG has also been found to increase uptake of drugs by proximal tubules in humans, which may be due to its ability to inhibit cimetidine metabolism.

Formula: C₁₀H₁₆N₆OS

Purity: Min. 95%

Color and Shape: White Powder

Molecular weight: 268.34 g/mol

Ref: 3D-IC58267

Cimetidine Sulfoxide-d3

Controlled Product

CAS: 54237-72-8

Formula: C₁₀D₃H₁₃N₆OS

Color and Shape: Neat

Molecular weight: 271.357

Ref: TR-C441682

Cimetidine EP Impurity E

CAS: 54237-72-8

Formula: C₁₀H₁₆N₆OS

Molecular weight: 268.34

Ref: ST-EA-CP-C74005