Cimetidine sulfoxide

Modify Date: 2024-01-13 11:41:59

Cimetidine sulfoxide Structure
Cimetidine sulfoxide structure
Common Name Cimetidine sulfoxide
CAS Number 54237-72-8 Molecular Weight 341.260
Density 1.39g/cm3 Boiling Point 608.6ºC at 760mmHg
Molecular Formula C10H16N6OS Melting Point N/A
MSDS N/A Flash Point 321.8ºC

 Use of Cimetidine sulfoxide


Cimetidine sulfoxide (Cimetidine sulphoxide) is a sulfoxide metabolite of Cimetidine. Cimetidine is a histamine H2-receptor antagonist. Cimetidine has the potential for peptic ulcer disease and upper gastrointestinal haemorrhage treatment[1].

 Names

Name cimetidine S-oxide
Synonym More Synonyms

 Cimetidine sulfoxide Biological Activity

Description Cimetidine sulfoxide (Cimetidine sulphoxide) is a sulfoxide metabolite of Cimetidine. Cimetidine is a histamine H2-receptor antagonist. Cimetidine has the potential for peptic ulcer disease and upper gastrointestinal haemorrhage treatment[1].
Related Catalog
Target

Histamine H2-receptor[1]

In Vitro Active transport of Cimetidine across the rat small intestine is observable at lower substrate concentrations (40 and 200 μM), but is masked by passive transfer at higher concentrations (400 μM). Cimetidine sulfoxide is detected after some incubations[2].
In Vivo The enantiomeric composition of Cimetidine sulfoxide is also determined in rat urine (24 h) following the administration of Cimetidine (30 mg/kg; po) to male Wistar rats. The enantiomeric ratio in this case is found to be (+/−) 57:43[3].
References

[1]. Larsson R, et al. The pharmacokinetics of cimetidine and its sulphoxide metabolite in patients with normal and impaired renal function. Br J Clin Pharmacol. 1982;13(2):163-170.

[2]. HE Barber, et al. The Transport of Cimetidine Across the Rat Small Intestine in Vitro. B r J Pharmacol. 1979 Jul;66(3):496P-497P.

[3]. Ryta A. Kuzel, et al. Investigations into the chirality of the metabolic sulfoxidation of cimetidine. Chirality (1994), 6(8), 607-14.

 Chemical & Physical Properties

Density 1.39g/cm3
Boiling Point 608.6ºC at 760mmHg
Molecular Formula C10H16N6OS
Molecular Weight 341.260
Flash Point 321.8ºC
Exact Mass 340.063995
PSA 125.17000
LogP 2.86438
Index of Refraction 1.665

 Safety Information

Hazard Codes Xi

 Synonyms

Guanidine, N-cyano-N'-methyl-N''-[2-[[(5-methyl-1H-imidazol-4-yl)methyl]sulfinyl]ethyl]-, hydrochloride (1:2)
1-cyano-2-methyl-3-[2-[(5-methyl-1H-imidazol-4-yl)methylsulfinyl]ethyl]guanidine
Cimetidine sulfoxide
1-Cyano-3-methyl-2-(2-{[(5-methyl-1H-imidazol-4-yl)methyl]sulfinyl}ethyl)guanidine dihydrochloride
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