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Cimetidine sulfoxide

CAS: 54237-72-8 F: C10H16N6OS W: 268.34

Cimetidine sulfoxide (Cimetidine sulphoxide) is a sulfoxide metabolite of Cimetidine. Cimetidine is a histamine H2-recep
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Bioactivity 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].
Target Histamine H2-receptor
Invitro 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].
Name Cimetidine sulfoxide
CAS 54237-72-8
Formula C10H16N6OS
Molar Mass 268.34
Appearance Solid
Transport Room temperature in continental US; may vary elsewhere.
Storage
Powder -20°C 3 years
In solvent -80°C 6 months
-20°C 1 month
Reference [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.