Physicochemical Properties
| Molecular Formula | C10H16N6OS |
| Molecular Weight | 341.26100 |
| Exact Mass | 340.063 |
| CAS # | 54237-72-8 |
| PubChem CID | 62949 |
| Appearance | White to off-white solid powder |
| Density | 1.39g/cm3 |
| Boiling Point | 608.6ºC at 760mmHg |
| Flash Point | 321.8ºC |
| Index of Refraction | 1.665 |
| LogP | 2.864 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 7 |
| Heavy Atom Count | 18 |
| Complexity | 363 |
| Defined Atom Stereocenter Count | 0 |
| InChi Key | HOJLJLYVNQFCRE-UHFFFAOYSA-N |
| InChi Code | 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) |
| Chemical Name | 1-cyano-2-methyl-3-[2-[(5-methyl-1H-imidazol-4-yl)methylsulfinyl]ethyl]guanidine |
| HS Tariff Code | 2934.99.9001 |
| Storage |
Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
| Shipping Condition | Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs) |
Biological Activity
| ln Vitro | At lower substrate concentrations (40 and 200 μM), active transport of cimetidine was identified in the rat small intestine; at higher concentrations (400 μM), passive transport obscured the active transport. Following some incubation, cimetidine sulfoxide can be found [2]. |
| ln Vivo | Cimetidine (30 mg/kg; p.o.) was given to male Wistar rats, and 24 hours later, the enantiomeric makeup of cimetidine sulfoxide was also identified in the urine of the rats. This example has an enantiomeric ratio of (+/-) 57:43[3]. |
| References |
[1]. 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]. The Transport of Cimetidine Across the Rat Small Intestine in Vitro. B r J Pharmacol. 1979 Jul;66(3):496P-497P. [3]. Investigations into the chirality of the metabolic sulfoxidation of cimetidine. Chirality (1994), 6(8), 607-14. |
| Additional Infomation | Cimetidine S-oxide is a sulfoxide. It is functionally related to a cimetidine. |
Solubility Data
| Solubility (In Vitro) | DMSO : ~83.33 mg/mL (~310.54 mM) |
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (9.32 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.5 mg/mL (9.32 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. Solubility in Formulation 3: ≥ 2.5 mg/mL (9.32 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly. (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 2.9303 mL | 14.6516 mL | 29.3032 mL | |
| 5 mM | 0.5861 mL | 2.9303 mL | 5.8606 mL | |
| 10 mM | 0.2930 mL | 1.4652 mL | 2.9303 mL |